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340235

Sigma-Aldrich

(R)-(+)-4-Methyl-4-(trichloromethyl)-2-oxetanone

98%

Synonym(s):

(R)-(+)-3-Hydroxy-3-methyl-4,4,4-trichlorobutyric acid β-lactone

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About This Item

Empirical Formula (Hill Notation):
C5H5Cl3O2
CAS Number:
Molecular Weight:
203.45
Beilstein:
5730854
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

optical activity

[α]26/D +6.0°, c = 2 in ethanol

bp

120 °C/0.1 mmHg (lit.)

mp

43-44 °C (lit.)

functional group

chloro
ester

SMILES string

C[C@@]1(CC(=O)O1)C(Cl)(Cl)Cl

InChI

1S/C5H5Cl3O2/c1-4(5(6,7)8)2-3(9)10-4/h2H2,1H3/t4-/m1/s1

InChI key

MIYJBPXTAZJPGX-SCSAIBSYSA-N

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Application

(R)-(+)-4-Methyl-4-(trichloromethyl)-2-oxetanone may be used in the preparation of (S)-citramalic acid.[1]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A highly efficient synthesis of (R)-and (S)-citramalic acid.
Staring EGJ, et al.
Rec. Trav. Chim., 105(10), 374-375 (1986)

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