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Basic Information
CAS No.: 106-45-6
Name: p-Toluenethiol
Article Data: 211
Molecular Structure:
Molecular Structure of 106-45-6 (p-Toluenethiol)
Formula: C7H8S
Molecular Weight: 124.207
Synonyms: p-Toluenethiol(7CI,8CI);1-Mercapto-4-methylbenzene;4-Mercaptotoluene;4-Methyl-1-thiophenol;4-Methylbenzenethiol;4-Methylphenyl mercaptan;4-Methylphenylthiol;4-Methylthiophenol;4-Thiocresol;4-Toluenethiol;NSC2227;NSC 229565;p-Mercaptotoluene;p-Methylbenzenethiol;p-Methylbenzenthiol;p-Methylphenyl mercaptan;p-Methylphenylthiol;p-Methylthiophenol;p-Thiocresol;p-Tolyl mercaptan;p-Tolylthiol;Benzenethiol, 4-methyl-;
EINECS: 203-399-1
Density: 1.049 g/cm3
Melting Point: 84-86 °C
Boiling Point: 195 °C at 760 mmHg
Flash Point: 69.5 °C
Solubility: slightly soluble
Appearance: White or colorless solid melt
Hazard Symbols: HarmfulXnIrritantXi
Risk Codes: R20/21/22;R36/37/38   
Safety: Poison by intraperitoneal route. A flammable liquid. When heated to decomposition it emits toxic fumes of SOx.
PSA: 38.80000
LogP: 2.28370
Synthetic route
624-31-7

4-tolyl iodide

106-45-6

para-thiocresol

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Temperature; Solvent; Reagent/catalyst; Inert atmosphere;99%
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;97%
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 100℃; for 20h; Inert atmosphere; Sealed tube;97%
98-59-9

p-toluenesulfonyl chloride

106-45-6

para-thiocresol

Conditions
ConditionsYield
With potassium sulfide; acetic acid; triphenylphosphine; zinc In chloroform; water at 60℃; for 0.5h; Solvent; Reagent/catalyst;97.5%
With ISOPROPYLAMIDE; dimethylsilicon dichloride; zinc In 1,2-dichloro-ethane at 75℃; for 1.5h;96%
With formic acid; 6% Pd/C; triphenylphosphine at 60℃; for 8h;92%
103-19-5

di(p-tolyl) disulfide

106-45-6

para-thiocresol

Conditions
ConditionsYield
With indium; ammonium chloride In ethanol for 1h; Reduction; Heating;96%
With sodium tetrahydroborate; zirconium(IV) chloride In tetrahydrofuran at 35℃; for 0.25h; Reduction;95%
With ammonia; aluminium; sodium chloride at 25℃; for 1h;94%
4450-76-4

1-pentyl tosylate

A

628-17-1

amyl iodide

B

106-45-6

para-thiocresol

Conditions
ConditionsYield
With iodine; triphenylphosphine In benzene for 0.166667h; Heating;A 90%
B 95%
128916-30-3

(4-methylpyridyl)(4-methylphenyl)sulfide

106-45-6

para-thiocresol

Conditions
ConditionsYield
With magnesium In methanol at 20℃; for 4h;92%
623-13-2

4-methylphenyl methylsulfide

106-45-6

para-thiocresol

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; diethylamine In xylene for 6h; Heating;90%
With sodium methylselenide In N,N-dimethyl-formamide for 8h; Heating;55%
103-19-5

di(p-tolyl) disulfide

104-15-4

toluene-4-sulfonic acid

603-35-0

triphenylphosphine

A

106-45-6

para-thiocresol

B

791-28-6

Triphenylphosphine oxide

Conditions
ConditionsYield
In benzene for 23.5h; Product distribution; Mechanism; Heating; further reaction partners - various diaryl disulfides, diphenyl diselenide, tetrabutylammonium iodide, tributylphosphine;A 90%
B 90%
824-79-3

sodium 4-methylbenzenesulfinate

106-45-6

para-thiocresol

Conditions
ConditionsYield
With iodine; triphenylphosphine In 1,4-dioxane; benzene for 2h; Heating;88%
With hydrogenchloride; tin In water for 24h; Heating;81%
Multi-step reaction with 2 steps
1: iodine; triphenylphosphine / ethanol / 2 h / Reflux; Green chemistry
2: indole; iodine; triphenylphosphine / ethanol / 2 h / Reflux; Green chemistry
View Scheme
Multi-step reaction with 2 steps
1: sulfur dioxide / water / 9.5 h / 110 °C / Inert atmosphere
2: sodium tetrahydroborate; sodium hydroxide / water; tetrahydrofuran / 3 h / 65 - 67 °C / Inert atmosphere
View Scheme
104-15-4

toluene-4-sulfonic acid

106-45-6

para-thiocresol

Conditions
ConditionsYield
With 6% Pd/C; iodine; triphenylphosphine; isopropyl alcohol for 6h; Reflux;88%
With triphenylphosphine; iodine In benzene for 2.5h; Heating;89 % Chromat.
With diphosphorus pentasulfide; lithium aluminium tetrahydride 1.) sulfolane, 90 deg C for 24 h 2.) ether, room temperature for 30 min; Yield given. Multistep reaction;

3,5-diphenyl-5-(p-tolylthio)oxazolidine-2,4-dione

A

4732-66-5

2-oxo-N,2-diphenylacetamide

B

106-45-6

para-thiocresol

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane Schlenk technique; Inert atmosphere;A 83%
B 75%
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    p-Toluenethiol Basic information Product Name: p-Toluenethiol Synonyms: 1-Mercapto-4-methylbenzene;4-mercapto-toluen;4-methyl-benzenethio;4-Methylphenyl mercaptan;4-methylphenylmercaptan

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Chemistry


IUPAC Name: 4-Methylbenzenethiol
Canonical SMILES: CC1=CC=C(C=C1)S
InChI: InChI=1S/C7H8S/c1-6-2-4-7(8)5-3-6/h2-5,8H,1H3
InChIKey: WLHCBQAPPJAULW-UHFFFAOYSA-N
Molecular Weight: 124.20342 [g/mol]
Molecular Formula: C7H8S
XLogP3: 2.9 
EINECS: 203-399-1 
Appearance: White or colorless solid melt
Melting Point: 84-86 °C
Index of Refraction: 1.577
Molar Refractivity: 39.25 cm3
Molar Volume: 118.3 cm3
Surface Tension: 37.8 dyne/cm
Density: 1.049 g/cm3
Flash Point: 69.5 °C
Enthalpy of Vaporization: 41.36 kJ/mol
Boiling Point: 195 °C at 760 mmHg
Vapour Pressure: 0.601 mmHg at 25 °C
storage temp.: Store at RT.
Water Solubility: slightly soluble
Sensitive: Stench
Product Categories of p-Toluenethiol (CAS NO.106-45-6): Intermediates; Phenol & Thiophenol & Mercaptan

Uses

 p-Toluenethiol (CAS NO.106-45-6) is used in organic synthesis, and the synthesis of dyes, medicine, etc.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD277-689,

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intraperitoneal route. A flammable liquid. When heated to decomposition it emits toxic fumes of SOx.
Hazard Codes: IrritantXi,HarmfulXn
Risk Statements:
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
Safety Statements:
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
RIDADR: 2811
WGK Germany: 3
RTECS: XT8925000
F: 13
Hazard Note: Harmful/Stench
HazardClass: 6.1
PackingGroup of p-Toluenethiol (CAS NO.106-45-6): III 

Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid, Poison (UN 1228); DOT Class: 6.1; Label: Poison, Flammable Liquid (UN 3071)

Specification

 p-Toluenethiol (CAS NO.106-45-6), its Synonyms are 4-Methylbenzenethiol ; 4-Methylphenyl mercaptan ; 4-Methylphenylmercaptan ; 4-Methylthiophenol ; 4-Thiocresol ; 4-Toluenethiol ; 1-Mercapto-4-methylbenzene ; Toluene, 4-mercapto- ; Benzenethiol, 4-methyl- ; p-Methylphenyl mercaptan ; p-Methylphenylmercaptan ; p-Methylthiophenol ; p-Thiocresol ; p-Tolyl mercaptan ; p-Tolylthiol ; p-Tolylthiophenol .