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23250

Phenyl chloroformate

purum, ≥98.0% (GC)

Synonym(s):

Chloroformic acid phenyl ester

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About This Item

Linear Formula:
ClCOOC6H5
CAS Number:
1885-14-9
Molecular Weight:
156.57
EC Number:
217-547-8
UNSPSC Code:
12352100
PubChem Substance ID:
329752400
Beilstein/REAXYS Number:
606778
MDL number:
MFCD00000637
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vapor density

1 (vs air)

vapor pressure

1.22 psi ( 20 °C), 1.67 psi ( 55 °C)

grade

purum

assay

≥98.0% (GC)

refractive index

n20/D 1.511

bp

74-75 °C/13 mmHg (lit.)

density

1.248 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)Oc1ccccc1

InChI

1S/C7H5ClO2/c8-7(9)10-6-4-2-1-3-5-6/h1-5H

InChI key

AHWALFGBDFAJAI-UHFFFAOYSA-N

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General description

Kinetics of spontaneous hydrolysis of phenyl chloroformate has been studied in water-ethylene glycol, cationic, zwitterionic, nonionic and anionic micellar solutions.

Application

Phenyl chloroformate was used in the synthesis of poly(2-(phenoxycarbonyloxy)ethyl methacrylate) and phenyl-(4-vinylphenyl) carbonate.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Met. Corr. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

156.2 °F - closed cup

flash_point_c

69 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

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Synthesis and ligand recognition of paracetamol selective polymers: semi-covalent versus non-covalent molecular imprinting.
Rosengren-Holmberg JP, et al.
Organic & Biomolecular Chemistry, 7(15), 3148-3155 (2009)
Amalia Rodríguez et al.
Langmuir : the ACS journal of surfaces and colloids, 20(23), 9945-9952 (2004-11-03)
The spontaneous hydrolysis of phenyl chloroformate was studied in water-ethylene glycol, EG, cationic, zwitterionic, nonionic, and anionic micellar solutions, the surfactants being tetradecyltrimethylammonium bromide, tetradecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate, tricosaoxyethylene glycol ether, and sodium dodecyl sulfate. The dependence of the observed rate constant on
Luis García-Río et al.
Langmuir : the ACS journal of surfaces and colloids, 21(17), 7672-7679 (2005-08-11)
A study was carried out on the solvolysis of substituted phenyl chloroformates in AOT/isooctane/water microemulsions. (AOT is the sodium salt of bis(2-ethyhexyl)sulfosuccinate.) The results obtained have been interpreted by taking into account the distribution of the chloroformates between the continuous
R K Keller et al.
Biochemistry, 20(20), 5831-5836 (1981-09-29)
A sensitive assay is described for quantitating dolichyl phosphate (Dol-P), the polyprenyl phospholipid which participates in N-linked glycosylation. The assay is based on a novel reaction of alkyl phosphates with phenyl chloroformate in which a monosubstituted mixed anhydride of phosphoric
K Anzai et al.
Nucleic acids symposium series, (15)(15), 49-52 (1984-01-01)
Reaction of 2',3'-O-isopropylideneadenosine with p-toluyl chloride in a mixture of methylene chloride and triethylamine afforded 2',3'-O-isopropylidene-N,N,5'-O-tri-p-toluyladenosine (8)(30%), 8,5'-O-cycloadenosine derivatives 9 (34%) and 10 (11%), and a cyanoimidazole nucleoside 11 (12%).
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