255068
Tris(methylthio)methane
98%
Synonym(s):
Trimethyl trithioorthoformate
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About This Item
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Quality Level
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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From ketones, aldehydes or alkyl halides to terminal 1, 1-difluoroolefins using BrF3.
Journal of Fluorine Chemistry, 126(8), 1239-1245 (2005)
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
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
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