The configuration of double bond in the given alkene has to be assigned as either E or Z. Concept Introduction: Cis – trans isomerism (or) geometric isomerism or configurational isomerism: The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z -isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E -isomer). Example: E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes. In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight . If the higher priority groups are on the same sides , then the configuration is designated as Z . If the higher priority groups are on the opposite sides , then the configuration is designated as E.

Question

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Answer 1

Question

Chapter 5.11, Problem 29PTS

(a)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(b)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(c)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(d)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

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1) a) Give the dominant Intermolecular Force (IMF) in a sample of each of the following compounds. Please show your work. (8) SF2, CH,OH, C₂H₂ b) Based on your answers given above, list the compounds in order of their Boiling Point from low to high. (8)

19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+

Li+ is a hard acid. With this in mind, which if the following compounds should be most soluble in water? Group of answer choices LiBr LiI LiF LiCl

Answer 2

Question

Chapter 5.11, Problem 29PTS

(a)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(b)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(c)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(d)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

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Answer 3

Question

Chapter 5.11, Problem 29PTS

(a)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(b)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(c)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(d)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

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Answer 4

Question

Chapter 5.11, Problem 29PTS

(a)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(b)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(c)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(d)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

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Answer 5

Chapter 5.11, Problem 29PTS

(a)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(b)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(c)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

(d)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

Answer 6

Chapter 5.11, Problem 29PTS

(a)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

Answer 7

Chapter 5.11, Problem 29PTS

(a)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

Answer 12

(d)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

Answer 13

(d)

Interpretation Introduction

Interpretation:

The configuration of double bond in the given alkene has to be assigned as either E or Z.

Concept Introduction:

Cis–trans isomerism (or) geometric isomerism or configurational isomerism:

The two similar groups (or higher priority groups) are in same side in double bond of alkenes is called as cis isomer (or Z-isomer). Two similar groups (or higher priority groups) are opposite side in double bond of alkenes is called as trans isomer (or E-isomer).

Example:

E-Z designators are used as like cis-trans terminology for non-similar groups attached alkenes.

In E-Z designations, the groups attached to vinylic positions are checked by their priority on the basis of higher molecular weight. If the higher priority groups are on the same sides, then the configuration is designated as Z. If the higher priority groups are on the opposite sides, then the configuration is designated as E.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 5.1 - In the following compound, identify each unit...Ch. 5.1 - Prob. 2CC Ch. 5.1 - Prob. 3CC Ch. 5.2 - Prob. 1LTS Ch. 5.2 - Prob. 4PTS Ch. 5.2 - Prob. 5ATS Ch. 5.2 - Prob. 6ATS Ch. 5.2 - Prob. 2LTS Ch. 5.2 - Prob. 7PTS Ch. 5.2 - Prob. 8ATS

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Chapter 5 Solutions