All Photos(1)
Synonym(s):
α-(Benzyloxy)acetyl chloride, (Phenylmethoxy)acetyl chloride, 2-(Benzyloxy)acetyl chloride, 2-(Phenylmethoxy)acetyl chloride, 2-Phenylmethoxyacetyl chloride
Linear Formula:
C6H5CH2OCH2COCl
CAS Number:
Molecular Weight:
184.62
Beilstein:
1947363
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
form
liquid
refractive index
n20/D 1.523 (lit.)
bp
84-87 °C/0.4 mmHg (lit.)
density
1.17 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
ClC(=O)COCc1ccccc1
InChI
1S/C9H9ClO2/c10-9(11)7-12-6-8-4-2-1-3-5-8/h1-5H,6-7H2
InChI key
QISAUDWTBBNJIR-UHFFFAOYSA-N
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Related Categories
Application
Benzyloxyacetyl chloride was used in preparation of:
- (S)-3-(methylamino)-3-((R)-pyrrolidin-3-yl)propanenitrile, key intermediate in the preparation of fluoroquinolone antibiotic for respiratory tract infections
- non-racemic helicene
- β-lactams
- substituted 2-azetidinones for further elaboration into annulated β-lactams
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Corr. 1B
Supplementary Hazards
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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The Journal of Organic Chemistry, 58, 1646-1646 (1993)
The Journal of Organic Chemistry, 59, 932-932 (1994)
Willem Van Brabandt et al.
The Journal of organic chemistry, 71(18), 7083-7086 (2006-08-26)
A high-yielding, asymmetric synthesis of novel 4-formyl-1-(2- and 3-haloalkyl)azetidin-2-ones was developed as valuable starting materials for the synthesis of different enantiomerically enriched bicyclic azetidin-2-ones, such as piperazine, morpholine, and 1,4-diazepane annulated beta-lactam derivatives. Especially the hydride reduction of 4-imidoyl-1-(2- and
Synthesis, structure, and properties of a helical columnar liquid crystal.
Nuckolls C and Katz TJ.
Journal of the American Chemical Society, 120(37), 9541-9544 (1998)
Manjinder S Lall et al.
The Journal of organic chemistry, 77(10), 4732-4739 (2012-04-25)
(S)-3-(methylamino)-3-((R)-pyrrolidin-3-yl)propanenitrile (1) is a key intermediate in the preparation of PF-00951966, (1) a fluoroquinolone antibiotic for use against key pathogens causing community-acquired respiratory tract infections including multidrug resistant (MDR) organisms. The current work describes the development of a highly efficient
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