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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)

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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)
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
Stephanie K West et al.
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
Simone Jürschik et al.
Journal of mass spectrometry : JMS, 47(9), 1092-1097 (2012-09-14)
In this work, we illustrate the application of proton transfer reaction mass spectrometry (PTR-MS) in the field of food and drink safety. We present proof-of-principle measurements of four different drinks (water, tea, red wine and white wine) each spiked separately
T L Sourkes
Molecular and chemical neuropathology, 17(1), 21-30 (1992-08-01)
Chloral hydrate was introduced into therapeutics more than 120 years ago, and soon became popular as a somnifacient. It is the first synthetic CNS depressant. Its metabolite, urochloralic acid, was detected early. Studies of the biochemical pharmacology of chloral hydrate
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