Thiosalicylic acid
- Product Name
- 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
- Formula Weight
- 154.19
- MOL File
- 147-93-3.mol
Thiosalicylic acid Property
- 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)
- NIST Chemistry Reference
- Benzoic acid, 2-mercapto-(147-93-3)
- EPA Substance Registry System
- Benzoic acid, 2-mercapto- (147-93-3)
Safety
- 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
- F
- 9-23
- TSCA
- Yes
- HS Code
- 29309070
- Hazardous Substances Data
- 147-93-3(Hazardous Substances Data)
- Toxicity
- mouse,LD50,intraperitoneal,50mg/kg (50mg/kg),National Technical Information Service. Vol. AD277-689,
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- T33200
- Product name
- Thiosalicylic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $41.8
- Updated
- 2024/03/01
- Product number
- T33200
- Product name
- Thiosalicylic acid
- Purity
- 97%
- Packaging
- 100g
- Price
- $63.1
- Updated
- 2024/03/01
- Product number
- 8.41613
- Product name
- Thiosalicylic acid
- Purity
- for synthesis
- Packaging
- 100g
- Price
- $128
- Updated
- 2024/03/01
- Product number
- M0054
- Product name
- Thiosalicylic Acid
- Purity
- >90.0%(T)
- Packaging
- 25g
- Price
- $25
- Updated
- 2024/03/01
- Product number
- M0054
- Product name
- Thiosalicylic Acid
- Purity
- >90.0%(T)
- Packaging
- 500g
- Price
- $289
- Updated
- 2024/03/01
Thiosalicylic acid Chemical Properties,Usage,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.]
Thiosalicylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Thiosalicylic acid manufacturers
- Product
- Thiosalicylic acid 147-93-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 25kg
- Purity
- >95%
- Supply Ability
- 5 tons
- Release date
- 2024-04-03
- Product
- Thiosalicylic acid 147-93-3
- Price
- US $85.00-45.00/Kg/Bag
- Min. Order
- 1Kg/Bag
- Purity
- 0.99
- Supply Ability
- 20 tons
- Release date
- 2024-01-04
- Product
- Thiosalicylic acid 147-93-3
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000 Mt/Year
- Release date
- 2023-08-31