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23100

Sigma-Aldrich

Chloral hydrate

crystallized, ≥98.0% (T)

Synonym(s):

Trichloroacetaldehyde hydrate

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About This Item

Linear Formula:
Cl3CCH(OH)2
CAS Number:
302-17-0
Molecular Weight:
165.40
Beilstein/REAXYS Number:
1698497
EC Number:
206-117-5
MDL number:
MFCD00044479
UNSPSC Code:
12352100
PubChem Substance ID:
57648021
NACRES:
NA.22

assay

≥98.0% (T)

form

solid

quality

crystallized

mp

57 °C (lit.)

SMILES string

OC(O)C(Cl)(Cl)Cl

InChI

1S/C2H3Cl3O2/c3-2(4,5)1(6)7/h1,6-7H

InChI key

RNFNDJAIBTYOQL-UHFFFAOYSA-N

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Application

Chloral hydrate can be used as:
  • A reactant in the asymmetric synthesis of β-trichloromethyl-β-hydroxyketones by reacting with chiral imines.
  • A water carrier for the efficient deprotectionof acetals, dithioacetals, and tetrahydropyranyl ethers in organic solvents.
  • A reactant to synthesize 2-(hydroxyimino)-N-(2-iodophenyl)acetamide using 2-iodoaniline in the presence of hydrochloric acid, sodium sulfate, and hydroxyamine hydrochloride.

Other Notes

Sales restrictions may apply

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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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Chloral hydrate as a water carrier for the efficient deprotection of acetals, dithioacetals, and tetrahydropyranyl ethers in organic solvents
Chandrasekhar S, et al.
Synthetic Communications, 44, 1904-1913 (2014)
Kazumasa Funabiki et al.
Organic letters, 5(12), 2059-2061 (2003-06-07)
[reaction: see text] Chloral or its hydrate undergoes the carbon-carbon bond-formation reaction with various optically active imines in the absence of any additive, followed by hydrolysis, to produce the corresponding beta-trichloromethyl-beta-hydroxy ketones in good yields with high enantioselectivities. In addition
Jianguo Wang et al.
Journal of agricultural and food chemistry, 59(18), 9892-9900 (2011-08-16)
Acetohydroxyacid synthase (AHAS) catalyzes the first common step in the biosynthesis of the branched-chain amino acids. As a result of its metabolic importance in plants, it is a target for many commercial herbicides. Virtual screening analysis inspired the evaluation of
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To report the largest study on the safety and effectiveness of sedation in paediatric ophthalmology in a nurse-led outpatient sedation unit. Retrospective cohort study reviewing all children who underwent sedation from January 2006 to December 2010. Patients were sedated with
A D Steinberg
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Current federal regulations of potentially carcinogenic environmental chemicals are based on the assumption that risks for humans can be extrapolated from the effects of chronic high-dose exposure of rodents. It is assumed that all chemicals induce cancer by a genotoxic
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