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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1733825
Assay:
98%
InChI
1S/C4H10S3/c1-5-4(6-2)7-3/h4H,1-3H3
SMILES string
CSC(SC)SC
InChI key
YFMZQCCTZUJXEB-UHFFFAOYSA-N
assay
98%
Quality Level
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
Related Categories
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
186.8 °F - closed cup
flash_point_c
86 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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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)
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
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