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167479

Sigma-Aldrich

Chloroacetone

95%

Synonyme(s) :

1-Chloropropan-2-one

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5 G
19,40 €
100 G
26,90 €
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76,60 €

About This Item

Formule linéaire :
ClCH2COCH3
Numéro CAS:
78-95-5
Poids moléculaire :
92.52
Beilstein:
605369
Numéro CE :
201-161-1
Numéro MDL:
MFCD00000936
Code UNSPSC :
12352100
ID de substance PubChem :
24850211
Nomenclature NACRES :
NA.22

19,40 €

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Niveau de qualité

100

Essai

95%

Contient

~0.1% Drapex 39 as stabilizer

Impuretés

~5% 1,1-dichloroacetone and/or mesityl oxide

Indice de réfraction

n20/D 1.432 (lit.)

pb

120 °C (lit.)

Pf

−44.5 °C

Solubilité

alcohol: miscible
chloroform: miscible
diethyl ether: miscible

Densité

1.162 g/mL at 25 °C (lit.)

Groupe fonctionnel

chloro
ketone

Température de stockage

2-8°C

Chaîne SMILES 

CC(=O)CCl

InChI

1S/C3H5ClO/c1-3(5)2-4/h2H2,1H3

Clé InChI

BULLHNJGPPOUOX-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Direct aldol reaction of chloroacetone with of 4-nitrobenzaldehyde catalyzed by L-proline amides has been investigated[1].

Application

Chloroacetone was used in the synthesis of double-chain nonionic surfactants with an acid decomposition function via acid-catalyzed condensation with fatty alcohols (octyl, decyl and dodecyl)[2]. It was also used in the synthesis of meso-tetramethyl tetrakis-(4-phenoxy acetone)calix[4]pyrrole[3].

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

95.0 °F - closed cup

Point d'éclair (°C)

35 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
BCCM3753
BCCJ0784
BCCF6684
BCCB9591
BCBZ4632

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Consulter la Bibliothèque de documents

L-Proline amide-catalyzed direct asymmetric aldol reaction of aldehydes with chloroacetone.
He L, et al.
Tetrahedron, 62(2), 346-351 (2006)
Angela F Danil de Namor et al.
Physical chemistry chemical physics : PCCP, 12(3), 753-760 (2010-01-13)
Following the synthesis and characterization of meso-tetramethyl tetrakis (4-phenoxy acetone) calix[4]pyrrole, 1, the solution properties of this receptor in various solvents were investigated. Particular emphasis is placed on the selection of the solvent in assessing thermodynamic selectivity in ion complexation
M R Hollaway et al.
The Biochemical journal, 191(3), 811-826 (1980-12-01)
1. Chloroacetone (I) was shown to be an active-site-directed inhibitor of the aliphatic amidase (EC 3.5.1.4) from Pseudomonas aeruginosa strain PAC142.2. This inhibitor reacted with the enzyme in two stages: the first involving the reversible formation of an enzymically inactive
H Lauble et al.
Acta crystallographica. Section D, Biological crystallography, 57(Pt 2), 194-200 (2001-02-15)
The crystal structures of hydroxynitrile lyase from Manihot esculenta (MeHNL) complexed with the native substrate acetone and substrate analogue chloroacetone have been determined and refined at 2.2 A resolution. The substrates are positioned in the active site by hydrogen-bond interactions
Luis F Garcia-Alles et al.
Biochemistry, 43(41), 13037-13045 (2004-10-13)
Dihydroxyacetone (Dha) kinases are a sequence-conserved family of enzymes, which utilize two different phosphoryldonors, ATP in animals, plants, and some bacteria, and a multiphosphoprotein of the phosphoenolpyruvate carbohydrate phosphotransferase system (PTS) in most bacteria. Here, we compare the PTS-dependent kinase
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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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