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255068

Sigma-Aldrich

Tris(methylthio)methane

98%

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Synonym(s):
Trimethyl trithioorthoformate
Linear Formula:
(CH3S)3CH
CAS Number:
Molecular Weight:
154.32
Beilstein/REAXYS Number:
1733825
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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.)

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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1 of 4

This Item
T87807302600251089
Tris(methylthio)methane 98%

255068

Tris(methylthio)methane

1,1,1-Tris(hydroxymethyl)ethane ≥98%

T87807

1,1,1-Tris(hydroxymethyl)ethane

Tris(trimethylsilyl)methane 97%

302600

Tris(trimethylsilyl)methane

density

1.16 g/mL at 25 °C (lit.)

density

-

density

0.827 g/mL at 25 °C (lit.)

density

-

mp

16 °C (lit.)

mp

193-195 °C (lit.)

mp

-

mp

215-217 °C (lit.)

bp

102 °C/15 mmHg (lit.), 225-227 °C (lit.)

bp

-

bp

55-56 °C/2 mmHg (lit.)

bp

-

refractive index

n20/D 1.577 (lit.)

refractive index

-

refractive index

n20/D 1.464 (lit.)

refractive index

-

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

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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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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