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43761

Sigma-Aldrich

2,2′-Dithiodibenzoic acid

≥95.0% (NT)

Synonym(s):

2-Carboxyphenyl disulfide, Bis(2-carboxyphenyl) disulfide, Dithiosalicylic acid

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About This Item

Linear Formula:
S2(C6H4CO2H)2
CAS Number:
Molecular Weight:
306.36
Beilstein:
2221810
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95.0% (NT)

ign. residue

≤3%

mp

287-290 °C (lit.)
288-293 °C

functional group

carboxylic acid
disulfide

SMILES string

OC(=O)c1ccccc1SSc2ccccc2C(O)=O

InChI

1S/C14H10O4S2/c15-13(16)9-5-1-3-7-11(9)19-20-12-8-4-2-6-10(12)14(17)18/h1-8H,(H,15,16)(H,17,18)

InChI key

LBEMXJWGHIEXRA-UHFFFAOYSA-N

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General description

2,2′-Dithiodibenzoic acid is an sulfhydryl modifying reagent. 2,2′-Dithiodibenzoic acid on cocrystallization with imidazole or 4-methylimidazole affords bis(imidazolium) 2,2′-dithiodibenzoate and 4-methylimidazolium 2-[(2-carboxyphenyl)disulfanyl]benzoate organic salt, respectively. It also cocrystallizes with isonicotinohydrazide from methanol solution to afford the 1:2 cocrystal, 2,2′-dithiodibenzoic acid-isonicotinohydrazide.

Application

2,2′-Dithiodibenzoic acid may be used for the preparation of novel anionic heptadecanuclear silver(I) cluster, by the reaction with equivalent molar silver oxide under ultrasonic conditions at 50°C. It may be used for the preparation of polyamides containing a disulfide bond in their main chain.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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