Iodoacetic acid Chemical Properties

Melting point:

79 °C

Boiling point:

208°C

Density 

2.2003 (estimate)

Flash point:

208°C

storage temp. 

2-8°C

solubility 

H2O: soluble, clear to hazy

form 

Liquid

pka

3.12(at 25℃)

color 

faintly yellow

Water Solubility 

600 g/L (20 ºC)

Sensitive 

Light Sensitive

Merck 

14,5025

BRN 

1739079

Stability:

Stable. Incompatible with strong oxidizing agents, bases, strong reducing agents. Store at -20 C.

CAS DataBase Reference

64-69-7(CAS DataBase Reference)

NIST Chemistry Reference

Acetic acid, iodo-(64-69-7)

EPA Substance Registry System

Iodoacetic acid (64-69-7)

Safety Information

Hazard Codes 

T,C

Risk Statements 

25-35

Safety Statements 

22-36/37/39-45

RIDADR 

UN 2923 8/PG 1

WGK Germany 

1

RTECS 

AI3500000

F 

8-9

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29159080

Hazardous Substances Data

64-69-7(Hazardous Substances Data)

Toxicity

LD50 intravenous in dog: 45mg/kg

MSDS

• Language:English Provider:Iodoacetic acid
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Iodoacetic acid Usage And Synthesis

Chemical Properties

white to light yellow crystalline powder

Uses

Used as a general reagent in acylation reactions. A byproduct formed in treated waters, and found in marine life.

Uses

Iodoacetic acid is used as a reagent for the modification of sulfhydryl groups in organic synthesis. It reacts with cysteine moiety in proteins to prevent the re-formation of disulfide bonds during protein sequencing. It is also used as a general reagent in acylation reactions as well as in glycopeptide synthesis.

Definition

ChEBI: A haloacetic acid that is acetic acid in which one of the hydrogens of the methyl group is replaced by an iodine atom.

General Description

Colorless or white crystals.

Air & Water Reactions

May be sensitive to heat, light, and air. Water soluble

Reactivity Profile

Iodoacetic acid reacts vigorously with bases and is corrosive.

Fire Hazard

Flash point data for Iodoacetic acid are not available, but Iodoacetic acid is probably non-flammable.

Biochem/physiol Actions

Iodoacetic acid (IAA) blocks the thiol group of cysteine. IAA inhibits glyceraldehyde-3-phosphate dehydrogenase (G3PDH) by interacting with sulfhydryl group of the active site cysteine. IAA inhibits the progression of solid Ehrlich carcinoma. IAA is one of the iodinated disinfection byproducts in drinking water. It is cytotoxic to mammalian cells.

Purification Methods

Crystallise it from pet ether (b 60-80o) or CHCl3/CCl4. [Beilstein 2 IV 534.]

Iodoacetic acid(64-69-7)Related Product Information

• Hyaluronic acid
• Folic acid
• Citric acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Stearic acid
• IODOACETIC ACID SODIUM SALT,IODOACETIC ACID SODIUM APPROX. 99%
• 2-iodopropionic acid
• IODOACETIC ACID ETHYL ESTER,Iodoacetic acid ethyl,2-Iodoacetic acid ethyl ester
• Ethyl iododifluoroacetate
• Iodoacetic acid 4-nitrophenyl ester
• TRIIODOACETIC ACID
• Bis(iodoacetic acid)anhydride,Iodoacetic acid anhydride
• diiodoacetic acid
• chloroiodoacetic acid
• Iodoacetic acid chloride
• Iodine
• ETHYL 2-IODOPROPIONATE
• IODOACETIC ACID (2-13C)