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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
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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)
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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,
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T33200
Product name
Thiosalicylic acid
Purity
97%
Packaging
5g
Price
$41.8
Updated
2024/03/01
Sigma-Aldrich
Product number
T33200
Product name
Thiosalicylic acid
Purity
97%
Packaging
100g
Price
$63.1
Updated
2024/03/01
Sigma-Aldrich
Product number
8.41613
Product name
Thiosalicylic acid
Purity
for synthesis
Packaging
100g
Price
$128
Updated
2024/03/01
TCI Chemical
Product number
M0054
Product name
Thiosalicylic Acid
Purity
>90.0%(T)
Packaging
25g
Price
$25
Updated
2024/03/01
TCI Chemical
Product number
M0054
Product name
Thiosalicylic Acid
Purity
>90.0%(T)
Packaging
500g
Price
$289
Updated
2024/03/01
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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

hydracide

Preparation Products

Thianaphthene 2-(METHYLTHIO)BENZOIC ACID
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Thiosalicylic acid Suppliers

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View Lastest Price from Thiosalicylic acid manufacturers

Sinoway Industrial co., ltd.
Product
Thiosalicylic acid 147-93-3
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
0.99
Supply Ability
20 tons
Release date
2024-06-27
HebeiShuoshengImportandExportco.,Ltd
Product
Thiosalicylic acid 147-93-3
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-12
Hebei Longbang Technology Co., Ltd
Product
Thiosalicylic acid 147-93-3
Price
US $6.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20TONS
Release date
2024-05-14

147-93-3, Thiosalicylic acidRelated Search:

2-Ethylhexyl mercaptoacetate Ethyl 2-(Chlorosulfonyl)acetate Salicylic acid 3-Mercaptopropionic acid Calcium thioglycolate Hyaluronic acid Mercaptoacetic acid Citric acid Ammonium thiosulfate Folic acid 2-Thiobarbituric acid Sodium thiosulfate pentahydrate Thioacetic acid POTASSIUM THIOGLYCOLATE 4-Mercaptobenzoic acid 2-Mercaptobenzothiazole Stearic acid Thioacetamide

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  • NSC 2184
  • NSC 660640
  • 2-Mercaptobenzoic acid, Thiosalicylic acid, 2-Sulphanylbenzoic acid
  • 2-Thiobenzoic acid 98%
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