Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

301019

Sigma-Aldrich

Benzyloxyacetyl chloride

95%

Synonym(s):

α-(Benzyloxy)acetyl chloride, (Phenylmethoxy)acetyl chloride, 2-(Benzyloxy)acetyl chloride, 2-(Phenylmethoxy)acetyl chloride, 2-Phenylmethoxyacetyl chloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C6H5CH2OCH2COCl
CAS Number:
19810-31-2
Molecular Weight:
184.62
Beilstein:
1947363
MDL number:
MFCD00010768
UNSPSC Code:
12352100
PubChem Substance ID:
24858157
NACRES:
NA.22

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.)

functional group

acyl chloride

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

Looking for similar products? Visit Product Comparison Guide

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

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Supplementary Hazards

EUH014

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service