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124974

Sigma-Aldrich

2-Chlorobenzaldehyde

99%

Synonym(s):

o-Chlorobenzaldehyde

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About This Item

Linear Formula:
ClC6H4CHO
CAS Number:
89-98-5
Molecular Weight:
140.57
Beilstein/REAXYS Number:
385877
EC Number:
201-956-3
MDL number:
MFCD00003304
UNSPSC Code:
12352100
eCl@ss:
39050404
PubChem Substance ID:
24847637
NACRES:
NA.22

vapor density

4.84 (vs air)

vapor pressure

1.27 mmHg ( 50 °C)

assay

99%

autoignition temp.

746 °F

refractive index

n20/D 1.566 (lit.)

bp

209-215 °C (lit.)

mp

9-11 °C (lit.)

density

1.248 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1ccccc1Cl

InChI

1S/C7H5ClO/c8-7-4-2-1-3-6(7)5-9/h1-5H

InChI key

FPYUJUBAXZAQNL-UHFFFAOYSA-N

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General description

2-Chlorobenzaldehyde undergoes alkynylation with phenylacetylene in the presence of catalytic ligands and dimethylzinc at 0°C to form binaphthyl-derived amino alcohols.

Application

2-Chlorobenzaldehyde has been used in generation of small focused library of diversely functionalized dihydropyrimidine derivatives via one-pot three-component Biginelli cyclocondensation of β-ketoesters, aldehydes and thioureas.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H317

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

206.6 °F - closed cup

flash_point_c

97 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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Enantioselective alkynylation of aromatic aldehydes catalyzed by new chiral amino alcohol-based ligands.
Lu G, et al.
Tetrahedron Asymmetry, 12(15), 2147-2152 (2001)
E Schmid et al.
Mutagenesis, 6(4), 303-305 (1991-07-01)
The aneuploidy inducing capacity of 2-chlorobenzylidene malonitrile (CS), a chemical used as a riot control agent, and its hydrolysis products o-chlorobenzaldehyde and malonitrile was studied at various exposure conditions in V79 Chinese hamster cells. Chromosomes were counted in metaphase preparations
Doris Dallinger et al.
Nature protocols, 2(7), 1713-1721 (2007-07-21)
Here we report the generation of a small focused library of 12 diversely functionalized dihydropyrimidine (DHPM) derivatives via one-pot three-component Biginelli cyclocondensation of beta-ketoesters, aldehydes and (thio)ureas. By applying controlled microwave heating under sealed vessel conditions using a fully automated
Th Gomti Devi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 62(4-5), 972-979 (2005-06-14)
The analysis of Raman anisotropy shift as a function of solvent concentration shows the weakening of pair interaction of the molecules due to the influence of solvent-induced perturbations. The present study deals with the effect of dielectric constant of the
Mathias J Jacobsen et al.
Organic letters, 13(13), 3418-3421 (2011-06-09)
A phosphine-mediated olefination of 2-alkynoates with aldehydes forming 1,3-dienes with high E-selectivity and up to 88% yield is described. Reaction conditions are optimized and reactions are demonstrated for various aryl, alkyl, and alkenyl aldehydes and for ethyl 2-alkynoates with different
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