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Merck
CN

514241

Sigma-Aldrich

2-(tert-Butyldimethylsilyl)-1,3-dithiane

97%

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About This Item

Empirical Formula (Hill Notation):
C10H22S2Si
CAS Number:
Molecular Weight:
234.50
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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Assay

97%

refractive index

n20/D 1.531 (lit.)

bp

124 °C/5 mmHg (lit.)

density

1.01 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)[Si](C)(C)C1SCCCS1

InChI

1S/C10H22S2Si/c1-10(2,3)13(4,5)9-11-7-6-8-12-9/h9H,6-8H2,1-5H3

InChI key

JISLIURJHXAPTN-UHFFFAOYSA-N

Packaging

A versatile acyl anion equivalent.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

221.0 °F - closed cup

Flash Point(C)

105.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A B Smith et al.
Organic letters, 1(12), 2001-2004 (2000-06-03)
[formula: see text] An efficient synthesis of trisacetonide (+)-11, the Schreiber C(16-28) subtarget for mycoticins A and B, is described. The key synthetic transformation entails a one-flask, five-component linchpin coupling tactic.
Amos B Smith et al.
The Journal of organic chemistry, 71(7), 2547-2557 (2006-03-25)
N-Toluenesulfonyl aziridines comprise effective second electrophiles in the solvent controlled three-component linchpin union of silyl dithianes for the stereocontrolled convergent elaboration of protected 1,5-amino alcohols. This tactic, in conjunction with a one-flask sequential cyclization, constitutes an effective general strategy for
Amos B Smith et al.
Organic letters, 7(15), 3247-3250 (2005-07-16)
[reaction: see text]. A stereocontrolled total synthesis of the neotropical poison-frog alkaloid (-)-205B (1) has been achieved, employing a dithiane three-component linchpin coupling, a one-pot sequential construction of the embedded indolizidine ring, and ring-closing metathesis (RCM) to arrive at the

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