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317276

Sigma-Aldrich

Chloroacetaldehyde solution

~55 wt. % in H2O

Synonym(s):

α-Chloroacetaldehyde, 2-Chloro-1-ethanal, 2-Chloroacetaldehyde, 2-Chloroethanal, Monochloroacetaldehyde

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About This Item

Linear Formula:
ClCH2CHO
CAS Number:
107-20-0
Molecular Weight:
78.50
Beilstein:
1071226
EC Number:
203-472-8
MDL number:
MFCD00006992
UNSPSC Code:
12352100
PubChem Substance ID:
24859068
NACRES:
NA.22

form

liquid

concentration

~55 wt. % in H2O

refractive index

n20/D 1.4036

density

1.236 g/mL at 25 °C

functional group

aldehyde
chloro

SMILES string

[H]C(=O)CCl

InChI

1S/C2H3ClO/c3-1-2-4/h2H,1H2

InChI key

QSKPIOLLBIHNAC-UHFFFAOYSA-N

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Application

Chloroacetaldehyde solution can be used for the synthesis of:
  • Etheno derivatives of nucleotides.
  • 2,3-Disubstituted pyrroles by Hantzsch reaction.
  • Aminotetrahydronaphthalene ketopiperazine scaffolds as potent MCH-R1 antagonists.

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

143.6 °F - closed cup

Flash Point(C)

62 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9777
BCCK3474
BCCJ4501
BCCG3690
BCCB0072

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The efficacy and cardiac evaluation of aminomethyl tetrahydronaphthalene ketopiperazines: a novel class of potent MCH-R1 antagonists
Mendez-Andino JL, et al.
Bioorganic & Medicinal Chemistry, 15(5), 2092-2105 (2007)
Novel synthesis of [13C4, 15N] 1H-pyrrole-2, 3, 5-tricarboxylic acid: an important biomarker for melatonin metabolism
Skaddan MB
Journal of Labelled Compounds & Radiopharmaceuticals, 53(2), 73-77 (2010)
Determination of leukocyte DNA 6-thioguanine nucleotide levels by high-performance liquid chromatography with fluorescence detection
Olesen KM, et al.
Journal of Chromatography. B, Biomedical Applications, 864(1-2), 149-155 (2008)
Min Young Kim et al.
Chemical research in toxicology, 20(8), 1075-1083 (2007-07-31)
2-Chloroacetaldehyde (CAA), a metabolite of the carcinogen vinyl chloride, reacts with DNA to form cyclic etheno ()-lesions. AlkB, an iron-/alpha-ketoglutarate-dependent dioxygenase, repairs 1, N (6)-ethenodeoxyadenosine (A) and 3, N (4)-ethenodeoxycytidine (C) in site-specifically modified single-stranded viral genomes in vivo and
Jagadeesan Nair et al.
Chemical research in toxicology, 25(1), 162-169 (2011-12-14)
Methylation of cytidine at dCpdG sequences regulates gene expression and is altered in many chronic inflammatory diseases. Inflammation generates lipid peroxidation (LPO) products which can react with deoxycytidine, deoxyadenosine, and deoxyguanosine in DNA to form pro-mutagenic exocyclic etheno-nucleoside residues. Since
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