Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

1885-14-9 - Phenyl chloroformate, 99% - Chloroformic acid phenyl ester - A12618 - Alfa Aesar

A12618 Phenyl chloroformate, 99%

CAS Number
1885-14-9
Synonyms
Chloroformic acid phenyl ester

Size Price ($) Quantity Availability
100g 25.65
250g 60.46
500g 97.07
1000g 192.61
Add to Cart Add to Quote Request View Item

Phenyl chloroformate, 99%

MDL
MFCD00000637
EINECS
217-547-8

Chemical Properties

Formula
ClCO2C6H5
Formula Weight
156.57
Melting point
-38°
Boiling Point
188-189°
Flash Point
76°(169°F)
Density
1.246
Refractive Index
1.5110
Sensitivity
Moisture Sensitive
Solubility
Miscible with N,N-dimethylformamide.

Applications

Phenyl chloroformate is used in the synthesis of poly(2-(phenoxycarbonyloxy)ethyl methacrylate) and phenyl-(4-vinylphenyl) carbonate. It acts as a precursor of phenyl mixed anhydrides which are used in peptide coupling reactions. It serves as a dehydrating reagent for the conversion of primary amides to nitriles and an intermediate in the synthesis of pharmaceuticals and carbamates.

Notes

Store in cool place. Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with bases, alcohols and amines. Hydrolyses in water.

Literature References

Precursor of phenyl mixed anhydrides, which can be used, e.g. in peptide coupling reactions.

Also used in the cleavage of tertiary amines: J. Chem. Soc. (C), 2015 (1967); cf Ethyl­ chloroformate, L06311, and 1-Chloroethyl­ chloroformate, L14197. Review: Synthesis, 1 (1989).

Reagent for dehydration of primary amides to nitriles under mild conditions: Indian J. Chem., 40B, 722 (2001).

Wieting, J. M.; Fisher, T. J.; Schafer, A. G.; Visco, M. D.; Gallucci, J. C.; Mattson, A. E. Preparation and Catalytic Activity of BINOL-Derived Silanediols. Eur. J. Org. Chem. 2015, 2015 (3), 525-533.

Kevill, D. N.; Ryu, Z. H. Correlation of the rates of solvolysis of 2, 1-benzoxathiol-3-one-1, 1-dioxide (2-sulfobenzoic acid cyclic anhydride). J. Chem. Res. 2015, 39 (10), 561-566.

GHS Hazard and Precautionary Statements

Hazard Statements: H330-H302-H317-H314-H318-H227-H313

Fatal if inhaled. Harmful if swallowed. May cause an allergic skin reaction. Causes severe skin burns and eye damage. Causes serious eye damage. Combustible liquid. May be harmful in contact with skin.

Precautionary Statements: P210-P260-P284-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear respiratory protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Rinse mouth. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
606778
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2915.90
TSCA
Yes
RTECS
FG3850000

Recommended

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware