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13205-48-6

Basic Information
CAS No.: 13205-48-6
Name: 4-(METHYLTHIO)BENZOIC ACID
Article Data: 70
Molecular Structure:
Molecular Structure of 13205-48-6 (4-(METHYLTHIO)BENZOIC ACID)
Formula: C8H8O2S
Molecular Weight: 168.216
Synonyms: Benzoicacid, p-(methylthio)- (6CI,7CI,8CI);4-(Methylsulfanyl)benzoic acid;4-Carboxyphenyl methyl sulfide;NSC 400301;p-(Methylthio)benzoic acid;p-Carboxyphenyl methyl sulfide;p-Carboxythioanisole;
EINECS: 236-171-5
Density: 1.28 g/cm3
Melting Point: 192-196 °C(lit.)
Boiling Point: 319 °C at 760 mmHg
Flash Point: 146.7 °C
Appearance: light yellow to beige crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38
Safety: 22-26-37/39-24/25
PSA: 62.60000
LogP: 2.10670
Synthetic route
3446-89-7

4-(Methylthio)benzaldehyde

13205-48-6

4-(methylthio)benzoic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium hydroxide; (CTA)2SO4 at 20℃; for 20h;98%
With sodium hydroxide In water at 20 - 75℃; for 20h;85%
With perchloric acid; mercury(II) diacetate; N-bromoacetamide In acetic acid at 24.9℃; Kinetics; Mechanism; Thermodynamic data; other temperatures, ΔG(excit.), ΔH(excit.), ΔS(excit.);
3446-90-0

4-(methylthio)benzyl alcohol

13205-48-6

4-(methylthio)benzoic acid

Conditions
ConditionsYield
With diethylene glycol dimethyl ether at 70℃; for 0.5h; Sonication;95%
With [Rh(1,3,4,5-tetramethylimidazole-2-ylidene)(trop2NH)][trifluoromethanesulfonate]; potassium tert-butylate; dinitrogen monoxide In tetrahydrofuran; toluene at 50℃; under 750.075 Torr; Schlenk technique;90%
With oxygen at 120℃; for 11h; Green chemistry;87%
35371-03-0

4-iodothioanisole

18414-58-9

diphenylmethylsilanecarboxylic acid

13205-48-6

4-(methylthio)benzoic acid

Conditions
ConditionsYield
With potassium trimethylsilonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) In toluene at 40℃; for 0.333333h;95%
106914-57-2

1-(Bis-tert-butylperoxy-methyl)-4-methylsulfanyl-benzene

13205-48-6

4-(methylthio)benzoic acid

Conditions
ConditionsYield
With copper(II) sulfate; ascorbic acid In tetrahydrofuran; water for 8h; Ambient temperature;88%
5969-48-2

methyl 4-(methylsulfanyl)dithiobenzoate

13205-48-6

4-(methylthio)benzoic acid

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide In methanol; water at 20℃; for 0.0833333h;86%
124-38-9

carbon dioxide

104-95-0

(4-bromophenyl)thioanisole

13205-48-6

4-(methylthio)benzoic acid

Conditions
ConditionsYield
Stage #1: (4-bromophenyl)thioanisole With n-butyllithium In diethyl ether; hexane at 0℃; for 2h;
Stage #2: carbon dioxide In diethyl ether; hexane at -78 - 20℃; for 24h; Further stages.;
85%
With [2,2]bipyridinyl; lithium chloride; cobalt(II) iodide; zinc In N,N-dimethyl-formamide; acetonitrile at 40℃; under 760.051 Torr; for 14h; Sealed tube;69%
With diethylzinc; palladium diacetate; tert-butyl XPhos In hexanes; N,N-dimethyl acetamide at 40℃; under 7600.51 Torr; Automated synthesizer;65%
1074-36-8

4-mercaptobenzoic acid

616-38-6

carbonic acid dimethyl ester

A

13205-48-6

4-(methylthio)benzoic acid

B

3795-79-7

methyl 4-(methylthio)benzoate

Conditions
ConditionsYield
With NaY faujasite at 150℃; for 26h;A 85%
B n/a
124-38-9

carbon dioxide

98546-51-1

(4-thiomethoxyphenyl)boronic acid

13205-48-6

4-(methylthio)benzoic acid

Conditions
ConditionsYield
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); potassium methanolate In N,N-dimethyl acetamide at 70℃; for 24h; Schlenk technique; Sealed tube;85%
35371-03-0

4-iodothioanisole

H2O*CHLiO2

13205-48-6

4-(methylthio)benzoic acid

Conditions
ConditionsYield
With formic acid; 1,3-bis-(diphenylphosphino)propane; nickel(II) acetate tetrahydrate; acetic anhydride In tetrahydrofuran at 100℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;81%
870081-83-7

dimethyl{4-(methylthio)phenyl}sulfonium triflate

124-38-9

carbon dioxide

A

13205-48-6

4-(methylthio)benzoic acid

B

85980-21-8

(dimethyl)(phenyl)sulfonium trifluoromethanesulfonate

Conditions
ConditionsYield
With 2.9-dimethyl-1,10-phenanthroline; neocuproine; zinc In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h;A 73%
B 5%
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  • 4-(methylthio)benzoic acid CAS NO.13205-48-6  CAS NO.13205-48-6

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  • 4-(Methylthio)benzoic acid cas  13205-48-6 (Fandachem)

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Specification

The CAS registry number of Benzoic acid,4-(methylthio)- is 13205-48-6. Its EINECS registry number is 236-171-5. The IUPAC name is 4-methylsulfanylbenzoic acid. In addition, the molecular formula is C8H8O2S and the molecular weight is 168.21. What's more, it is a kind of light yellow to beige crystalline powder and belongs to the classes of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic Acids.

Physical properties about this chemical are: (1)ACD/LogP: 2.74; (2)ACD/LogD (pH 5.5): 1.5; (3)ACD/LogD (pH 7.4): -0.09; (4)ACD/BCF (pH 5.5): 4.11; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 42.57; (7)ACD/KOC (pH 7.4): 1.08; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 51.6 Å2; (12)Index of Refraction: 1.612; (13)Molar Refractivity: 45.66 cm3; (14)Molar Volume: 131.2 cm3; (15)Polarizability: 18.1 ×10-24cm3; (16)Surface Tension: 54.4 dyne/cm; (17)Density: 1.28 g/cm3; (18)Flash Point: 146.7 °C; (19)Enthalpy of Vaporization: 59.18 kJ/mol; (20)Boiling Point: 319 °C at 760 mmHg; (21)Vapour Pressure: 0.000145 mmHg at 25°C.

Preparation of Benzoic acid,4-(methylthio)-: it can be prepared by 4-methylsulfanyl-benzaldehyde. This reaction will need reagents 1 M aq. NaOH, (CTA)2SO4 and aq. TBHP. The reaction time is 20 hours at reaction temperature of 20 °C. The yield is about 98%.

Benzoic acid,4-(methylthio)- can be prepared by 4-methylsulfanyl-benzaldehyde.

Uses of Benzoic acid,4-(methylthio)-: it can be used to get 4-methanesulfonyl-benzoic acid. This reaction will need reagents sodium hydroxide, sodium bicarbonate and oxone<*>, and solvents H2O and acetone. The reaction time is 1 hour with ambient temperature. The yield is about 92.6%.

Benzoic acid,4-(methylthio)- can be used to get 4-methanesulfonyl-benzoic acid

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and irritating to eyes, respiratory system and skin. During using it, wear suitable gloves and eye/face protection and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In addition, you should not breathe dust.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)c1ccc(SC)cc1
(2)InChI: InChI=1/C8H8O2S/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)
(3)InChIKey: KWHCPERWLHBLOT-UHFFFAOYAJ