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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:
Molecular Weight:
78.50
Beilstein:
1071226
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.[1]
  • 2,3-Disubstituted pyrroles by Hantzsch reaction.[2]
  • Aminotetrahydronaphthalene ketopiperazine scaffolds as potent MCH-R1 antagonists.[3]

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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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
Agnieszka M Maciejewska et al.
Mutation research, 684(1-2), 24-34 (2009-11-28)
Etheno (epsilon) adducts are formed in reaction of DNA bases with various environmental carcinogens and endogenously created products of lipid peroxidation. Chloroacetaldehyde (CAA), a metabolite of carcinogen vinyl chloride, is routinely used to generate epsilon-adducts. We studied the role of

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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