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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:
1698497
EC Number:
206-117-5
MDL number:
MFCD00044479
UNSPSC Code:
12352100
PubChem Substance ID:
57648021
NACRES:
NA.22

Quality Level

100

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

Signal Word

Danger

Hazard Statements

H301,H315,H319

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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
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
Litong Fan et al.
Journal of orthopaedic research : official publication of the Orthopaedic Research Society, 37(6), 1387-1397 (2019-01-16)
Transforming growth factor beta (TGF-β) is commonly utilized in chondrogenic differentiation protocols, but this often results in incomplete maturation of the derived chondrocytes. Gene expression analysis, quantitation of sulfated glycosaminoglycan and collagen, and histological staining were performed to assess the
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The British journal of ophthalmology, 97(11), 1437-1442 (2013-09-21)
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
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