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541-88-8 - Chloroacetic anhydride, 97% - A14015 - Alfa Aesar

A14015 Chloroacetic anhydride, 97%

CAS Number
541-88-8
Synonyms

Size Price ($) Quantity Availability
25g 34.65
100g 75.71
500g 318.27
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Chloroacetic anhydride, 97%

MDL
MFCD00000929
EINECS
208-794-2

Chemical Properties

Formula
(ClCH2CO)2O
Formula Weight
170.98
Melting point
56-59°
Boiling Point
110-112°/10mm
Flash Point
143°(289°F)
Sensitivity
Moisture Sensitive
Solubility
Freely soluble in ether, chloroform. Slightly soluble in benzene. Insoluble in cold ligroin

Applications

Chloroacetic anhydride has been used in the synthesis of 3,3?-bis(sulfonato)-4,4?-bis(chloroacetamido)azobenzene (BSBCA), a water-soluble, thiol-reactive and photo-switchable cross-linker, D,L-7-azatryptophan, 2-methyl-[3,4-di-O-acetyl-6-O-(chloroacetyl)-1,2-dideoxy-α-D-glucopyrano]-[2?,1?:4,5]-2-oxazoline.

Notes

Moisture sensitive. Incompatible with oxidizing agent, bases, amines, alcohols, water/ moisture.

Literature References

Darcy C Burns; Fuzhong Zhang; G Andrew Woolley. Synthesis of 3,3'-bis(sulfonato)-4,4'-bis(chloroacetamido)azobenzene and cysteine cross-linking for photo-control of protein conformation and activity. Nature Protocols. 2007, 2 (2), 251-258.

J D Brennan; C W Hogue; B Rajendran; K J Willis; A G Szabo. Preparation of enantiomerically pure L-7-azatryptophan by an enzymatic method and its application to the development of a fluorimetric activity assay for tryptophanyl-tRNA synthetase. Analytical Biochemistry. 1997, 252 (2), 260-270.

Has been used, in the presence of pyridine, for alcohol protection: J. Org. Chem., 35, 1940 (1970); cf Chloroacetyl­ chloride, A15846.

GHS Hazard and Precautionary Statements

Hazard Statements: H300-H314-H318

Fatal if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P280-P301+P310-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,2113
Beilstein
774533
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2915.90
TSCA
Yes

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