255068
Tris(methylthio)methane
98%
Synonym(s):
Trimethyl trithioorthoformate
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About This Item
Linear Formula:
(CH3S)3CH
CAS Number:
Molecular Weight:
154.32
Beilstein:
1733825
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
refractive index
n20/D 1.577 (lit.)
bp
102 °C/15 mmHg (lit.)
225-227 °C (lit.)
mp
16 °C (lit.)
density
1.16 g/mL at 25 °C (lit.)
functional group
thioether
SMILES string
CSC(SC)SC
InChI
1S/C4H10S3/c1-5-4(6-2)7-3/h4H,1-3H3
InChI key
YFMZQCCTZUJXEB-UHFFFAOYSA-N
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General description
Tris(methylthio)methane is a carboxylic anion equivalent.
Application
Tris(methylthio)methane has been used in synthesis of:
- (−)-nephrosteranic acid and (−)-roccellaric acid
- (4R,5R)-5-({[1-(tert-butyl)-1,1-diphenylsilyl]oxy}methyl)4-[tri(methylthio)methyl]tetrahydro-furan-2-one
- terminal difluoromethylenes
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
186.8 °F - closed cup
Flash Point(C)
86 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Bin Mao et al.
Organic letters, 13(5), 948-951 (2011-01-28)
An efficient catalytic asymmetric synthesis of chiral γ-butenolides was developed based on the hetero-allylic asymmetric alkylation (h-AAA) in combination with ring closing metathesis (RCM). The synthetic potential of the h-AAA-RCM protocol was illustrated with the facile synthesis of (-)-whiskey lactone
Claudia Mugnaini et al.
Bioorganic & medicinal chemistry, 11(3), 357-366 (2003-01-09)
Novel nucleoside analogues of both D and L enantiomeric series were prepared by coupling reaction between a 2',3'-dideoxy-3'-modified furanose moiety and four different nucleobases. Though in all cases anomeric mixtures of nucleosides were obtained, the presence of the sterically bulky
From ketones, aldehydes or alkyl halides to terminal 1, 1-difluoroolefins using BrF3.
Hagooly A and Rozen S.
Journal of Fluorine Chemistry, 126(8), 1239-1245 (2005)
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