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4-Mercaptobenzoic acid

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Name

4-Mercaptobenzoic acid

EINECS 205-704-3
CAS No. 1074-36-8 Density 1.346 g/cm3
PSA 76.10000 LogP 1.67350
Solubility N/A Melting Point 215-224 °C(lit.)
Formula C7H6O2S Boiling Point 314.278 °C at 760 mmHg
Molecular Weight 154.189 Flash Point 143.871 °C
Transport Information N/A Appearance Cream colour crystalline solid
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 1074-36-8 (4-Mercaptobenzoic acid) Hazard Symbols IrritantXi
Synonyms

Benzoicacid, p-mercapto- (7CI,8CI);4-Carboxybenzenethiol;4-Carboxythiophenol;NSC 32022;p-Carboxybenzenethiol;p-Mercaptobenzoicacid;

Article Data 39

4-Mercaptobenzoic acid Synthetic route

619-58-9

4-iodobenzoic acid

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 90℃; for 12h; Inert atmosphere; Sealed tube;99%
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 100℃; for 20h; Inert atmosphere; Green chemistry;99%
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere;94%
With copper(l) iodide; thiourea; L-proline; sodium t-butanolate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;90%
Stage #1: 4-iodobenzoic acid With copper(l) iodide; potassium carbonate; sulfur In N,N-dimethyl-formamide at 90℃; for 16h; Inert atmosphere;
Stage #2: With sodium tetrahydroborate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; Cooling with ice;
87%
13511-93-8

S-(4-carbomethoxyphenyl) N,N-dimethylthiocarbamate

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water for 3h; Heating;97%
With potassium hydroxide In methanol; water2.7 g
With potassium hydroxide In methanol
24197-62-4

S-acetyl-4-mercaptobenzoic acid

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With sodium thiomethoxide In methanol at 23℃; for 0.5h;94%
53339-53-0

4-mercaptobenzyl alcohol

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With diethylene glycol dimethyl ether at 70℃; for 0.5h; Sonication;94%
With oxygen at 120℃; for 16h; Green chemistry;84%
586-76-5

4-Bromobenzoic acid

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 110℃; for 20h; Inert atmosphere;91%
Multi-step reaction with 2 steps
1: copper(l) iodide; tetra(n-butyl)ammonium hydroxide; sulfur / water / 48 h / 80 °C / Inert atmosphere; Sealed tube
2: hydrogenchloride; zinc / water / Inert atmosphere; Cooling with ice
View Scheme

C11H12O3S2

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 18h;78%
35190-68-2

dimethyl 4,4'-dithiobisbenzoate

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With acetic acid; zinc for 4h; Heating;42%
1155-51-7

4,4'-Dithiobisbenzoic acid

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With acetic acid; zinc for 4h; Heating;38%
With triphenylphosphine In 1,4-dioxane; water at 30℃; Rate constant;
With sodium carbonate; aluminium
10130-89-9

p-carboxyphenylsulfonyl chloride

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With acetic acid; zinc at 90 - 100℃;
With acetic acid; zinc
140-89-6

potassium ethyl xanthogenate

150-13-0

4-amino-benzoic acid

1074-36-8

4-mercaptobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; water; sodium nitrite Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge;
With hydrogenchloride; sodium hydroxide; sodium nitrite In water; acetic acid

4-Mercaptobenzoic acid Specification

The 4-Mercaptobenzoic acid, with the CAS registry number 1074-36-8, is a kind of light yellow crystalline solid. And its product categories are including Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Phenol&Thiophenol&Mercaptan; Organic acids; Aromatics Compounds; Aromatics; Sulfur & Selenium Compounds; Organic Building Blocks; Sulfur Compounds; Thiols/Mercaptans.

The physical properties of this chemical are as below: (1)ACD/LogP: 2.39; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.12; (4)ACD/LogD (pH 7.4): -0.79; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.47; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 51.6; (13)Index of Refraction: 1.641; (14)Molar Refractivity: 41.35 cm3; (15)Molar Volume: 114.5 cm3; (16)Polarizability: 16.39 ×10-24 cm3; (17)Surface Tension: 59.2 dyne/cm; (18)Density: 1.345 g/cm3; (19)Flash Point: 134.4 °C; (20)Enthalpy of Vaporization: 56.87 kJ/mol; (21)Boiling Point: 298.6 °C at 760 mmHg; (22)Vapour Pressure: 0.000563 mmHg at 25°C; (23)Exact Mass: 154.00885; (24)MonoIsotopic Mass: 154.00885; (25)Topological Polar Surface Area: 38.3; (26)Heavy Atom Count: 10; (27)Complexity: 128.

When you are dealing with this chemical, you should be much more cautious. For being among the irritant chemicals, it is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable protective clothing, and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC(=CC=C1C(=O)O)S
(2)InChI: InChI=1S/C7H6O2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,10H,(H,8,9)
(3)InChIKey: LMJXSOYPAOSIPZ-UHFFFAOYSA-N 

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