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249440

Hydrocinnamoyl chloride

Name: Hydrocinnamoyl chloride
Brand: ALDRICH

98%

Synonym(s):

3-Phenylpropionyl chloride

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About This Item

Linear Formula:

C₆H₅CH₂CH₂COCl

CAS Number:

645-45-4

Molecular Weight:

168.62

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24854993

EC Number:

211-443-6

Beilstein/REAXYS Number:

742586

MDL number:

MFCD00000748

Assay:

98%

Form:

liquid

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Properties

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.5265 (lit.)

bp

107 °C/11 mmHg (lit.)

mp

−7-−5 °C (lit.)

density

1.135 g/mL at 25 °C (lit.)

functional group

acyl chloride, phenyl

SMILES string

ClC(=O)CCc1ccccc1

InChI

1S/C9H9ClO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2

InChI key

MFEILWXBDBCWKF-UHFFFAOYSA-N

Description

General description

Reduction of hydrocinnamoyl chloride at mercury cathodes in acetonitrile containing tetraalkylammonium perchlorates has been investigated by cyclic voltammetry.

Application

Hydrocinnamoyl chloride has been used in:

enantioselective synthesis of the antifouling agent, (+)-maculalactone A
synthesis of hydrocinnamoyl-farnesyl-L-cysteine methyl ester

pictograms

GHS06

signalword

Danger

hcodes

H315,H331,H412

pcodes

P261 - P264 - P271 - P273 - P302 + P352 - P304 + P340 + P311

Hazard Classifications

Acute Tox. 3 Inhalation - Aquatic Chronic 3 - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

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

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Asymmetric synthesis, structure, and reactivity of unexpectedly stable spiroepoxy-beta-lactones including facile conversion to tetronic acids: application to (+)-maculalactone A.

Richard J Duffy et al.

The Journal of organic chemistry, 74(13), 4772-4781 (2009-05-21)

A novel class of small spirocyclic heterocycles, spiroepoxy-beta-lactones (1,4-dioxaspiro[2.3]-hexan-5-ones), is described that exhibit a number of interesting reactivity patterns. These spiroheterocycles, including an optically active series, are readily synthesized by epoxidation of ketene dimers (4-alkylidene-2-oxetanones) available from homo- or heteroketene

Liver prenylated methylated protein methyl esterase is the same enzyme as Sus scrofa carboxylesterase.

Onovughode T Oboh et al.

Journal of biochemical and molecular toxicology, 22(1), 51-62 (2008-02-15)

The C-terminal --COOH of prenylated proteins is methylated to --COOCH3. The --COOCH3 ester forms are hydrolyzed by prenylated methylated protein methyl esterase (PMPMEase) to the original acid forms. This is the only reversible step of the prenylation pathway. PMPMEase has

Electrochemical reduction of phenylacetyl chloride and hydrocinnamoyl chloride at mercury cathodes in acetonitrile.

Mubarak MS, et al.

Journal of Electroanalytical Chemistry, 350(1), 205-216 (1993)

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Global Trade Item Number

SKU	GTIN
249440-5G	04061825928579
249440-25G	04061836683481