2-Mercaptobenzoesure

Bezeichnung:2-Mercaptobenzoesure

CAS-Nr147-93-3

Englisch Name:Thiosalicylic acid

CBNumberCB5325856

SummenformelC7H6O2S

Molgewicht154.19

MOL-Datei147-93-3.mol

Synonyma

2-Mercaptobenzoesure

2-Mercaptobenzoesure physikalisch-chemischer Eigenschaften

Schmelzpunkt	162-165 °C (lit.)
Siedepunkt	247.55°C (rough estimate)
Dichte	1.49
Brechungsindex	1.5100 (estimate)
Flammpunkt	150 °C
storage temp.	Store below +30°C.
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
Aggregatzustand	Fine Crystalline Powder
pka	pK1:4.05(0) (20°C)
Farbe	White to yellow
Wasserlöslichkeit	soluble in hot water
Sensitive	Air & Light Sensitive
Merck	14,9360
BRN	508507
Kosmetik-Inhaltsstoffe Funktionen	REDUCING ANTIOXIDANT KERATOLYTIC
InChI	1S/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,10H,(H,8,9)
InChIKey	NBOMNTLFRHMDEZ-UHFFFAOYSA-N
SMILES	OC(=O)c1ccccc1S
LogP	2.390
CAS Datenbank	147-93-3(CAS DataBase Reference)
NIST chemische Informationen	Benzoic acid, 2-mercapto-(147-93-3)
EPA chemische Informationen	Benzoic acid, 2-mercapto- (147-93-3)

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn,N
R-Sätze:	36/37/38-20/21/22
S-Sätze:	26-36/37/39-36
WGK Germany	3
RTECS-Nr.	DH3325000
F	9-23
TSCA	TSCA listed
HS Code	29309070
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3
Giftige Stoffe Daten	147-93-3(Hazardous Substances Data)
Toxizität	mouse,LD50,intraperitoneal,50mg/kg (50mg/kg),National Technical Information Service. Vol. AD277-689,

Gefahreninformationscode (GHS)

Thiosalicylic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
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.
Verwenden
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.
synthetische
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-).
Reaktionen
Hydroxythioxanthones are readily obtained with good regioselectivity from the reaction of thiosalicylic acid with phenols effected by a mixture of methanesulfonic acid and alumina.
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
läuterung methode
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 Upstream-Materialien And Downstream Produkte

2-Mercaptobenzoesure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

147-93-3, Thiosalicylic acid Verwandte Suche:

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