All Photos(1)
Linear Formula:
C6H5OCH2COCl
CAS Number:
Molecular Weight:
170.59
Beilstein:
607585
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
98%
refractive index
n20/D 1.534 (lit.)
bp
225-226 °C (lit.)
density
1.235 g/mL at 25 °C (lit.)
SMILES string
ClC(=O)COc1ccccc1
InChI
1S/C8H7ClO2/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2
InChI key
PKUPAJQAJXVUEK-UHFFFAOYSA-N
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Related Categories
Application
Phenoxyacetyl chloride was used in the synthesis of:
- series of macrocyclic bis-β-lactams
- 5-phenyl-6-epiphenoxymethylpenicillin benzyl ester
- N-protected guanosine derivatives, useful in RNA synthesis
- phenyloxyketene, for cycloaddition to imines leading to β-lactams
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B - STOT SE 3
Target Organs
Respiratory system
Supplementary Hazards
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Natarajan Arumugam et al.
Medicinal chemistry (Shariqah (United Arab Emirates)), 10(7), 730-737 (2014-02-27)
A series of macrocyclic bis-β-lactams has been synthesized in three good yielding steps using a Staudinger [2+2] cycloaddition reaction of ketene derived from phenoxyacetyl chloride as the key step. The reaction provided a diastereomeric mixture of cis-anti-cis (C2-symmetry) and cis-syn-cis
H Vanderhaeghe et al.
Journal of medicinal chemistry, 18(5), 486-490 (1975-05-01)
Cycloaddition of azidoacetyl chloride to benzyl D-5,5-dimethyl-5-phenyl-2-thiazoline-4-carboxylate (1a) gave 5-phenyl-6alpha-azidopenicillanate (2a). By catalytic reduction of 2a and reaction with phenoxyacetyl chloride, 5-phenyl-6-epiphenoxymethylpenicillin benzyl ester (4a) was obtained. Oxidation of 4a gave the sulfoxide 6, which was isomerized in the presence
Tetrahedron, 63, 3380-3380 (2007)
Tetrahedron Letters, 48, 1657-1657 (2007)
V S Avinash et al.
International journal of biological macromolecules, 79, 1-7 (2015-05-02)
Penicillin V acylases (PVAs, E.C.3.5.11) belong to the Ntn hydrolase super family of enzymes that catalyze the deacylation of the side chain from phenoxymethyl penicillin (penicillin V). Penicillin acylases find use in the pharmaceutical industry for the production of semi-synthetic
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