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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/REAXYS Number:
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

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.

signalword

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

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

wgk_germany

WGK 3

flash_point_f

143.6 °F - closed cup

flash_point_c

62 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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’.

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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)
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)
V Nagarajavel et al.
The Journal of biological chemistry, 282(32), 23622-23630 (2007-06-16)
H-NS inhibits transcription by forming repressing nucleoprotein complexes next to promoters. We investigated repression by binding of H-NS within the transcription unit using the bgl and proU operons. Repression of both operons requires a downstream regulatory element (DRE) in addition
Zeinab Yaseen et al.
Archives of toxicology, 82(9), 607-614 (2008-01-25)
The Fanconi syndrome is a common side effect of the chemotherapeutic agent ifosfamide. Current evidences suggest that chloroacetaldehyde (CAA), one of the main metabolites of ifosfamide activation, contributes to its nephrotoxicity. However, the pathophysiology of CAA-induced Fanconi syndrome is not
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