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Merck
CN

10907

Chloroacetaldehyde solution

Wacker Chemie AG, ≥45.0% in H2O (density determination)

Synonym(s):

CLACH

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About This Item

Linear Formula:
ClCH2CHO
CAS Number:
107-20-0
Molecular Weight:
78.50
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57646841
EC Number:
203-472-8
Beilstein/REAXYS Number:
1071226
MDL number:
MFCD00006992

Key Documents

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Product Name

Chloroacetaldehyde solution, Wacker Chemie AG, ≥45.0% in H2O (density determination)

InChI key

QSKPIOLLBIHNAC-UHFFFAOYSA-N

InChI

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

SMILES string

[H]C(=O)CCl

form

solid

manufacturer/tradename

Wacker Chemie AG

concentration

≥45.0% in H2O (density determination)

bp

80-100 °C (lit.)

functional group

aldehyde
chloro

Quality Level

200

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Application

Chloroacetaldehyde is a reagent used for converting adenine and its nucleoseides into fluorescent etheno derivatives which can be analysed by HPLC. It was used for derivatization in fluorometric determination of arprinocid and analogous compounds in human plasma .

Biochem/physiol Actions

Chloroacetaldehyde, a metabolite of ifosamide, influences oxidative phosphorylation in mitochondria. It causes breaking of DNA strands and strongly inhibits DNA synthesis.

Other Notes

prices for bulk quantities on request

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

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3454
BCCJ9066
BCCJ2999
BCCC9177
BCCD7290

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Preparation, titration, and storage of chloroacetaldehyde for fluorometric determination of adenine and its derivatives.
McCann WP, et al.
Analytical Chemistry, 55(8), 1454-1455 (1983)
Svenja K Brüggemann et al.
Cancer chemotherapy and pharmacology, 57(3), 349-356 (2005-09-01)
The ifosfamide metabolite chloroacetaldehyde had been made responsible for side effects only. We found in previous studies a strong cytotoxicity on human MX-1 tumor cells and xenografts in nude mice. Chloroacetaldehyde is supposed to act via alkylation or by inhibition
Fluorogenic reaction between adenine derivatives and chloroacetaldehyde and its application to the determination of 9-(2-chloro-6-fluorobenzyl) adenine in human plasma.
Matuszewski BK and Bayne WF.
Analytica Chimica Acta, 227, 189-202 (1989)
Dhaval P Bhatt et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 889-890, 110-115 (2012-03-03)
In mono-layered primary cell cultures baseline AMP and ADP levels are found nominally in the mid to low picomolar range and are thus difficult to measure with conventional HPLC methods that often require the pooling of samples or require indirect
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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