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220817

Sigma-Aldrich

2-(Trimethylsilyl)-1,3-dithiane

≥99%

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About This Item

Empirical Formula (Hill Notation):
C7H16S2Si
CAS Number:
Molecular Weight:
192.42
Beilstein:
1616463
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99%

refractive index

n20/D 1.533 (lit.)

bp

54-55 °C/0.17 mmHg (lit.)

density

1.014 g/mL at 25 °C (lit.)

functional group

thioether

SMILES string

C[Si](C)(C)C1SCCCS1

InChI

1S/C7H16S2Si/c1-10(2,3)7-8-5-4-6-9-7/h7H,4-6H2,1-3H3

InChI key

BTTUMVHWIAXYPJ-UHFFFAOYSA-N

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General description

2-(Trimethylsilyl)-1,3-dithiane participates in Lewis base-catalyzed 1,3-dithiane addition to electrophiles such as carbonyl compounds and N-substituted aldimines. It undergoes novel diazo transfer reaction with tosyl azide in hexamethylphosphoramide-THF to yield 2-diazo-1,3-dithiane, which on decomposition yields formal carbene adducts. It is a versatile acyl anion equivalent.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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