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375462

3H-1,2-Benzodithiol-3-one

Name: 3<I>H</I>-1,2-Benzodithiol-3-one
Brand: ALDRICH

97%

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About This Item

Empirical Formula (Hill Notation):

C₇H₄OS₂

CAS Number:

1677-27-6

Molecular Weight:

168.24

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24863388

EC Number:

216-829-8

Beilstein/REAXYS Number:

119513

MDL number:

MFCD00134412

Assay:

97%

Form:

solid

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Properties

Quality Level

100

assay

97%

form

solid

mp

74-77 °C (lit.)

solubility

toluene: soluble 2.5%, clear, yellow

functional group

disulfide

SMILES string

O=C1SSc2ccccc12

InChI

1S/C7H4OS2/c8-7-5-3-1-2-4-6(5)9-10-7/h1-4H

InChI key

GZTYTTPPCAXUHB-UHFFFAOYSA-N

Description

General description

3H-1,2-Benzodithiol-3-one is reported to react with triphenylphosphine to afford dithiosalicylide.

3H-1,2-Benzodithiol-3-one is a heterocyclic building block.

Application

3H-1,2-Benzodithiol-3-one (1,2-benzodithiol-3-one) may be used as sulfur-transferring agent for the transformation of H-phosphonothioate and H-phosphonate diesters into the corresponding phosphorodi- and phosphoromonothioates.

3H-1,2-Benzodithiol-3-one may be employed as sulfurizing reagent in the preparation of phosphorothioate-containing oligodeoxyribonucleotides.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Nucleoside H-phosphonates. 13. Studies on 3H-1, 2-benzodithiol-3-one derivatives as sulfurizing reagents for H-phosphonate and H-phosphonothioate diesters.

Stawinski J and Thelin M.

The Journal of Organic Chemistry, 56(17), 5169-5175 (1991)

Novel syntheses of dithiosalicylide.

Mitra K and Gates KS.

Tetrahedron Letters, 36(9), 1391-1394 (1995)

Use of 1,2,4-dithiazolidine-3,5-dione (DtsNH) and 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH) for synthesis of phosphorothioate-containing oligodeoxyribonucleotides.

Q Xu et al.

Nucleic acids research, 24(9), 1602-1607 (1996-05-01)

Previous methods for the preparation of phosphorothioate-containing oligodeoxyribonucleotides rely on the reaction of phosphite triesters with sulfurizing reagents such as tetraethylthiuram disulfide (TETD) and 3H-1,2-benzodithiol-3-one 1,1-dioxide (Beaucage reagent). However, these and other sulfurizing reagents suffer from several disadvantages, and there

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Global Trade Item Number

SKU	GTIN
375462-5G	04061833372326