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119-80-2

Basic Information
CAS No.: 119-80-2
Name: 2,2'-Dithiosalicylic acid
Article Data: 162
Molecular Structure:
Molecular Structure of 119-80-2 (2,2'-Dithiosalicylic acid)
Formula: C14H10O4S2
Molecular Weight: 306.363
Synonyms: 2, 2-Dithiobis[benzoic acid];Bis(o-carboxylphenyl) disulfide;Bis(2-carboxyphenyl) disulfide;Diphenyldisulfide-2,2-dicarboxylic acid;2,2-Dithiobis(benzoic acid);Benzoic acid, 2,2-dithiobis-;2,2-Dithiodi(benzoic acid);2-(2-carboxylatophenyl)disulfanylbenzoate;2-(2-carboxyphenyl)disulfanylbenzoic acid;Bis(o-carboxyphenyl) disulfide;2,2'-Dithiosalicy acid;Benzoic acid, 2,2-dithiodi-;2-[(2-Carboxyphenyl)disulfanyl]benzoic acid;2,2'-Dithio Dibenzoic Acid;2,2-Dithiosalicylic acid;
EINECS: 204-352-8
Density: 1.53 g/cm3
Melting Point: 287-290 °C
Boiling Point: 493.1 °C at 760 mmHg
Flash Point: 252 °C
Solubility: insoluble in water
Appearance: off white to light yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
PSA: 125.20000
LogP: 3.88240
Synthetic route
147-93-3

Thiosalicylic acid

119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With xenon difluoride In dichloromethane at 25℃;99%
With 1-oxa-2-azaspiro[2.5]octane In toluene99%
With polyvinylpolypyrrolidonium tribromide In ethanol at 20℃; for 1.5h; Green chemistry;99%
88-67-5

2-Iodobenzoic acid

119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With nickel(II) chloride hexahydrate; morpholinium morpholine-1-carbodithioate; potassium hydroxide In water; ethylene glycol; N,N-dimethyl-formamide at 130℃;96%
With potassium sulfide; nickel(II) chloride hexahydrate; acetylacetone; potassium hydroxide In water; N,N-dimethyl-formamide at 110℃; for 24h;95%
88-65-3

2-bromobenzoic-acid

119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With indium(III) oxide; ammonia; water; sulfur In ethanol at 60℃; Green chemistry;82%
With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; sulfur In water at 80℃; for 48h; Inert atmosphere; Sealed tube; chemoselective reaction;
95-15-8

Benzo[b]thiophene

119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With ozone; acetic acid at 16.84℃;26.7%
132-65-0

dibenzothiophene

119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With ozone; acetic acid at 16.84℃;14%
19602-82-5

2,2'-dithiodibenzoic acid dichloride

119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
bei laengerem Liegen an feuchter Luft;
493-57-2

benzo-[b]thiophene-2,3-dione

A

16807-21-9

1,2-benzisothiazole-3-carboxamide

B

119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With ammonium hydroxide; dihydrogen peroxide
1677-27-6

3H-1,2-benzodithiol-3-one

141-52-6

sodium ethanolate

119-80-2

2,2'-dithiobenzoic acid

1677-27-6

3H-1,2-benzodithiol-3-one

119-80-2

2,2'-dithiobenzoic acid

Conditions
ConditionsYield
With sodium ethanolate
3354-42-5

3H-1,2-benzodithiole-3-thione

furan-2,3,5(4H)-trione pyridine (1:1)

119-80-2

2,2'-dithiobenzoic acid

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Chemistry

 Molecule structure of 2,2'-Dithiodibenzoic acid (CAS NO.119-80-2):

IUPAC Name: 2-(2-Carboxyphenyl)disulfanylbenzoic acid 
Molecular Weight: 306.3568 g/mol
Molecular Formula: C14H10O4S2 
Density: 1.53 g/cm3 
Melting Point: 287-290 °C(lit.)
Boiling Point: 493.1 °C at 760 mmHg 
Flash Point: 252 °C
Index of Refraction: 1.735
Molar Refractivity: 80.04 cm3
Molar Volume: 199.3 cm3
Polarizability: 31.73×10-24 cm3
Surface Tension: 83.8 dyne/cm 
Enthalpy of Vaporization: 80.06 kJ/mol
Vapour Pressure: 1.54E-10 mmHg at 25 °C 
Water Solubility: insoluble
XLogP3-AA: 3.1
H-Bond Donor: 2
H-Bond Acceptor: 4
Rotatable Bond Count: 5
Exact Mass: 306.00205
MonoIsotopic Mass: 306.00205
Topological Polar Surface Area: 74.6
Heavy Atom Count: 20
Complexity: 327
Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)SSC2=CC=CC=C2C(=O)O
InChI: InChI=1S/C14H10O4S2/c15-13(16)9-5-1-3-7-11(9)19-20-12-8-4-2-6-10(12)14(17)18/h1-8H,(H,15,16)(H,17,18)
InChIKey: LBEMXJWGHIEXRA-UHFFFAOYSA-N
EINECS: 204-352-8
Product Categories: pharmacetical; organic acids

Uses

 2,2'-Dithiodibenzoic acid (CAS NO.119-80-2) is used for intermediates of medicine, dyes, fungicides, and photoinitiators.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 367mg/kg (367mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 284, 1971.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: DG9660000
Hazard Note: Harmful / irritant

Specification

 2,2'-Dithiodibenzoic acid (CAS NO.119-80-2) is also named as 2,2'-Dithiobis(benzoic acid) ; 2,2'-Dithiodibenzoesaeure ; 2,2'-Dithiodibenzoesaeure [German] ; 4-10-00-00279 (Beilstein Handbook Reference) ; AI3-15534 ; BRN 2221810 ; Bis(2-carboxyphenyl) disulfide ; Bis(o-carboxylphenyl) disulfide ; Bis(o-carboxyphenyl) disulfide ; Diphenyldisulfide-2,2'-dicarboxylic acid . 2,2'-Dithiodibenzoic acid is brown powder. 2,2'-Dithiodibenzoic acid is high toxic. It is flammable. It will produce toxic sulfur oxides fumes when buring. So the storage environment should be ventilate, low-temperature and dry. Keep 2,2'-Dithiodibenzoic acid separate from raw materials of food.