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HomeProduct name list2,2'-Dithiosalicylic acid

2,2'-Dithiosalicylic acid

Synonym(s):2,2′-Dithiodibenzoic acid;2-Carboxyphenyl disulfide;Bis(2-carboxyphenyl) disulfide;Dithiosalicylic acid

  • CAS NO.:119-80-2
  • Empirical Formula: C14H10O4S2
  • Molecular Weight: 306.36
  • MDL number: MFCD00002465
  • EINECS: 204-352-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-01 18:09:03
2,2'-Dithiosalicylic acid Structural

What is 2,2'-Dithiosalicylic acid?

Chemical properties

brown powder

Description

2,2'-Dithiosalicylic acid is an organosulfur compound produced from dibenzothiophene metabolites that is in turn biodegraded into transient metabolites such as benzoic acid.It is used in the preparation of a new class of anti-HIV-1 agents.

The Uses of 2,2'-Dithiosalicylic acid

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.

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.

Safety Profile

Poison by intraperitoneal route.When heated to decomposition it emits toxic vapors ofSOx.

Synthesis

A preparation method of 2,2'-dithiosalicylic acid is as follows: using anthranilic acid as raw material and performing a diazotization reaction with sodium nitrite and hydrochloric acid at 0 to 10°C to obtain a diazo liquid. The liquid reacts with liquid sulfur dioxide for 0.5 to 3 hours in the presence of a catalyst and a cocatalyst at -20~~-10°C and then is kept at 80~100°C for 0.5~2 hours, cooled, and filtered to obtain 2,2'-Dithiosalicylic acid.

Properties of 2,2'-Dithiosalicylic acid

Melting point: 287-290 °C(lit.)
Boiling point: 416.97°C (rough estimate)
Density  1.4555 (rough estimate)
vapor pressure  0Pa at 25℃
refractive index  1.4950 (estimate)
storage temp.  Refrigerator
solubility  DMSO (Slightly), Methanol (Slightly)
pka 3.02±0.36(Predicted)
form  Powder
color  Brown
Water Solubility  insoluble
BRN  2221810
CAS DataBase Reference 119-80-2(CAS DataBase Reference)
EPA Substance Registry System Benzoic acid, 2,2'-dithiobis- (119-80-2)

Safety information for 2,2'-Dithiosalicylic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 2,2'-Dithiosalicylic acid

InChIKey LBEMXJWGHIEXRA-UHFFFAOYSA-N

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