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467979

1,3-Dithiolane

Name: 1,3-Dithiolane
Brand: ALDRICH

97%

Synonym(s):

1,3-Dithiacyclopentane

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About This Item

Empirical Formula (Hill Notation):

C₃H₆S₂

CAS Number:

4829-04-3

Molecular Weight:

106.21

NACRES:

NA.22

PubChem Substance ID:

24870452

UNSPSC Code:

12352100

MDL number:

MFCD00041425

Assay:

97%

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Properties

Quality Level

100

assay

97%

refractive index

n20/D 1.599 (lit.)

bp

183 °C (lit.)

density

1.235 g/mL at 25 °C (lit.)

functional group

thioether

SMILES string

C1CSCS1

InChI

1S/C3H6S2/c1-2-5-3-4-1/h1-3H2

InChI key

IMLSAISZLJGWPP-UHFFFAOYSA-N

Description

General description

1,3-Dithiolane ,a sulfur containing heterocyclic building block, is a cyclic thioether. Fragmentation modes of 1,3-oxathiolane under electron-impact have been investigated.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

154.4 °F - closed cup

flash_point_c

68 °C - closed cup

Regulatory Information

监管及禁止进口产品

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Dithiolane analogs of lignans inhibit interferon-gamma and lipopolysaccharide-induced nitric oxide production in macrophages.

I M Hussaini et al.

Acta pharmacologica Sinica, 21(10), 897-904 (2001-08-15)

To investigate the effect of a group of novel synthetic dithiolane analogs of lignans and a well characterized platelet-activating factor (PAF) receptor antagonist, L659,989 on PAF-receptor binding, IFN-gamma- and lipopolysaccharide (LPS)-induced NO production, and steady-state inducible nitric-oxide synthase (iNOS) mRNA

Diastereoselective formal total synthesis of (+/-)-triptolide via a novel cationic cyclization of 2-alkenyl-1,3-dithiolane.

Sylvie Goncalves et al.

Chemical communications (Cambridge, England), 46(31), 5778-5780 (2010-07-06)

A concise and diastereoselective formal total synthesis of triptolide, a natural product with a wide range of biological properties, is described. The key reaction is an unprecedented 6-endo-Trig cationic cyclization of a 2-alkenyl-1,3-dithiolane precursor induced by TMSOTf as Lewis acid.

Differentiation between carbonyls and acetals in 1, 3-dithiane and 1, 3-dithiolane synthesis catalyzed by organotin triflates.

Sato T, et al.

The Journal of Organic Chemistry, 58(18), 4971-4978 (1993)

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Global Trade Item Number

SKU	GTIN
467979-5G	04061832358369