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Thiosalicylic acid

CAS No.
147-93-3
Chemical Name:
Thiosalicylic acid
Synonyms
2-MERCAPTOBENZOIC ACID;O-MERCAPTOBENZOIC ACID;Thiosalicylic;2-Thiobenzoic acid;icyiL;usafkf-2;NSC 2184;NSC 6664;ThisosaL;USAF KF-2
CBNumber:
CB5325856
Molecular Formula:
C7H6O2S
Molecular Weight:
154.19
MDL Number:
MFCD00004836
MOL File:
147-93-3.mol
MSDS File:
SDS
Last updated:2024-04-12 23:00:59

Thiosalicylic acid Properties

Melting point 162-165 °C (lit.)
Boiling point 247.55°C (rough estimate)
Density 1.49
refractive index 1.5100 (estimate)
Flash point 150 °C
storage temp. Store below +30°C.
solubility DMSO (Slightly), Methanol (Slightly)
pka pK1:4.05(0) (20°C)
form Fine Crystalline Powder
color White to yellow
Water Solubility soluble in hot water
Sensitive Air & Light Sensitive
Merck 14,9360
BRN 508507
InChIKey NBOMNTLFRHMDEZ-UHFFFAOYSA-N
LogP 2.390
CAS DataBase Reference 147-93-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII CIP6LXN5XW
NIST Chemistry Reference Benzoic acid, 2-mercapto-(147-93-3)
EPA Substance Registry System Benzoic acid, 2-mercapto- (147-93-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi,Xn,N
Risk Statements  36/37/38-20/21/22
Safety Statements  26-36/37/39-36
WGK Germany  3
RTECS  DH3325000
9-23
TSCA  Yes
HS Code  29309070
Toxicity mouse,LD50,intraperitoneal,50mg/kg (50mg/kg),National Technical Information Service. Vol. AD277-689,
NFPA 704
0
1 0

Thiosalicylic acid price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T33200 Thiosalicylic acid 97% 147-93-3 5g $41.8 2024-03-01 Buy
Sigma-Aldrich T33200 Thiosalicylic acid 97% 147-93-3 100g $63.1 2024-03-01 Buy
Sigma-Aldrich 8.41613 Thiosalicylic acid for synthesis 147-93-3 100g $128 2024-03-01 Buy
TCI Chemical M0054 Thiosalicylic Acid >90.0%(T) 147-93-3 25g $25 2024-03-01 Buy
TCI Chemical M0054 Thiosalicylic Acid >90.0%(T) 147-93-3 500g $289 2024-03-01 Buy
Product number Packaging Price Buy
T33200 5g $41.8 Buy
T33200 100g $63.1 Buy
8.41613 100g $128 Buy
M0054 25g $25 Buy
M0054 500g $289 Buy

Thiosalicylic acid Chemical Properties,Uses,Production

Chemical Properties

Thiosalicylic acid, (o-mercapto benzoic acid), a sulfur-yellow solid that softens at 158 °C (316 °F), has a melting point of 164 °C (327 °F). It sublimes, is slightly soluble in hot water but freely soluble in glacial acetic acid and alcohol, and yields dithiosalicylic acid, upon exposure to air.

Uses

Thiosalicylic acid acts as a trapping agent, which is useful in the desulfenylation of 3-indolyl sulfides. It is used to prepare macrocyclic diamides by condensation with diamines. Further, it is used as a precursor to drug, which finds application for the treatment of atherosclerosis and melanoma. In addition to this, it is involved in the preparation of vaccine preservative thiomersal and thioindigo dyestuff.

Preparation

Thiosalicylic acid can be prepared from anthranilic acid via diazotization followed by the addition of sodium sulfide and then reduction with zinc. It can also prepared by heating o-halogenated benzoic acids with alkaline hydrosulfide in presence of copper.

Application

thiosalicylic acid can be used as:
A nucleophilic trapping agent for the desulfenylation of 3-indolyl sulfides to obtain 3-unsubstituted indoles.
A starting material to prepare 2′-mercaptoacetophenone, which is used in the synthesis of thioflavanone by reacting with lithium diisopropylamide and benzaldehyde.
A stabilizing agent in the synthesis of metal nanoparticles.
It can also be used to prepare 2-thioxanthone-thioacetic acid bimolecular system, which is used as a photoinitiator for free radical polymerization.

Definition

ChEBI: Thiosalicylic acid is a sulfanylbenzoic acid that is the 2-sulfanyl derivative of benzoic acid. It has a role as a non-narcotic analgesic and an antipyretic. It is a conjugate acid of a thiosalicylate(1-).

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 654, 1989 DOI: 10.1021/ja00184a038
Chemical and Pharmaceutical Bulletin, 33, p. 5184, 1985 DOI: 10.1248/cpb.33.5184

Purification Methods

Crystallise the thio acid from hot EtOH (4mL/g), after adding hot distilled water (8mL/g) and boiling with charcoal. The hot solution is filtered, cooled, the solid is collected and dried in vacuo (P2O5). Crystallise it from AcOH and sublime in vacuo.[Beilstein 10 IV 272.]

4521-31-7
147-93-3
Synthesis of Thiosalicylic acid from 2-MERCAPTOBENZYL ALCOHOL
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View Lastest Price from Thiosalicylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Thiosalicylic acid pictures 2024-04-26 Thiosalicylic acid
147-93-3
US $5.00 / kg 1kg ≥98% 200mt/year Jinan Finer Chemical Co., Ltd
Thiosalicylic acid pictures 2024-04-22 Thiosalicylic acid
147-93-3
US $85.00-45.00 / Kg/Bag 1Kg/Bag 0.99 20 tons Sinoway Industrial co., ltd.
Thiosalicylic acid pictures 2024-04-12 Thiosalicylic acid
147-93-3
US $0.00-0.00 / KG 1KG 99% 10000 Mt/Year Shaanxi Haibo Biotechnology Co., Ltd
O-SULFHYDRYLBENZOIC ACID THIOSALYCYLIC ACID THIOSALICYLIC ACID 2-THIOSALICYLIC ACID Thisosalicyilic acid ThiosalicylicAcid,>97% 2-MercaptobenzoicAcidGr ThiosalicylicAcid99% Thiosalicylic Acid 99% o-Mercaptobenzoic Benzoic acid, 2-mercapto- 2-Carboxythiophenol 2-mercapto-benzoicaci 2-Sulfanylbenzoic acid 2-thio-salicylicaci Benzoic acid, o-mercapto- o-Benzoic acid thiol o-benzoicacidthiol o-Carboxythiophenol o-Mercaptobenzoesaeure o-mercapto-benzoicaci o-Thiosalicylic acid o-thiosalicylicacid Salicylic acid, 2-thio- Thiophenol-2-carboxylic acid USAF EK-T-2805 USAF KF-2 USAF XR-35 usafek-t-2805 usafkf-2 usafxr-35 2-Metrcaptobenzoic acid AKOS 93572 THIOSALLICYLICACID 2-CARBOXYTHIOPHENOL (THIOSALICYLIC ACID) USAF EX-T-2805 Thiosalicylic acid,98% Benzoic acid, o-Mercapto- (8CI) Thiosalicylic acid, 98% 100GR 2-Carboxybenzenethiol NSC 2184 NSC 660640 2-Mercaptobenzoic acid, Thiosalicylic acid, 2-Sulphanylbenzoic acid 2-Thiobenzoic acid 98% NSC 6664 Thiosalicylic Acid pure, 98% Thiosalicylic acid intermediate 2-Mercaptobenzoic acid, GR 99%+ 3 Carboxy Benzne Sulfonic Acid hiosalicylicaci THIOSALICYLIC ACID FOR SYNTHESIS 2-Mercaptobenzoic acid,o-mercapto-benzoic acid,o-Mercaptobenzoic acid ThiosalicylicAcid> 2-Mercaptobenzoesure ThisosaL icyiL O-MERCAPTOBENZOIC ACID 2-Thiobenzoic acid