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: 2025-09-02 17:37:48
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) |
![]() 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 |
2,2'-Dithiosalicylic acid manufacturer
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