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

A12618 Phenyl chloroformate, 99%

Codice CAS
1885-14-9
Sinonimi
Chloroformic acid phenyl ester

Dimensioni Prezzo ($) Quantità Disponibilità
100g 25,65
250g 60,46
500g 97,07
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Phenyl chloroformate, 99%

MDL
MFCD00000637
EINECS
217-547-8

Proprietà chimiche

Formula
ClCO2C6H5
Peso formula
156.57
Punto di fusione
-38°
Punto di ebollizione
188-189°
Punto di infiammabilità
76°(169°F)
Densità
1.246
Indice di rifrazione
1.5110
Sensibilità
Moisture Sensitive
Solubilità
Miscible with N,N-dimethylformamide.

Applicazioni

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.

Note

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.

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): 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.

Dichiarazioni precauzionali: 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.

Altri riferimenti

Beilstein
606778
Classe di rischio
6.1
Gruppo di imballaggio
II
Codice tariffe armonizzato
2915.90
TSCA
Yes
RTECS
FG3850000

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