4-Methylbenzenethiol

Base Information

• Chemical Name: 4-Methylbenzenethiol
• CAS No.: 106-45-6
• Molecular Formula: C7H8S
• Molecular Weight: 124.207
• Hs Code.: 29309070
• European Community (EC) Number: 203-399-1
• NSC Number: 229565,2227
• UNII: 6L2WW9XYZO
• DSSTox Substance ID: DTXSID5048188
• Nikkaji Number: J5.051B
• Wikidata: Q18466653
• ChEMBL ID: CHEMBL119359
• Mol file: 106-45-6.mol

Synonyms:4-methylbenzenethiol;p-toluenethiol

Chemical Property of 4-Methylbenzenethiol

Chemical Property:

• Appearance/Colour: White or colorless solid melt
• Vapor Pressure: 0.601mmHg at 25°C
• Melting Point: 84-86 °C
• Refractive Index: 1.5420 (estimate)
• Boiling Point: 195 °C at 760 mmHg
• PKA: pK1:6.52 (25°C)
• Flash Point: 69.5 °C
• PSA: 38.80000
• Density: 1.049 g/cm³
• LogP: 2.28370
• Storage Temp.: Store at RT.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 124.03467143
• Heavy Atom Count: 8
• Complexity: 62.8

Purity/Quality:

99% ^*data from raw suppliers

4-Methylbenzenethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnXi
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:; R36/37/38:
• Safety Statements: S26:; S36/37/39:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: CC1=CC=C(C=C1)S
• Uses: p-Thiocresol is used as a pharmaceutical intermediate.

Technology Process of 4-Methylbenzenethiol

There total 224 articles about 4-Methylbenzenethiol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

1-<α-(p-tolylsulfonyl)ethyl>-4-methoxybenzene (122948-71-4) + methylmagnesium bromide (75-16-1) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + 4-Methylbiphenyl (644-08-6) + 4-methylphenyl methylsulfide (623-13-2) + 1-isopropenyl-4-methoxybenzene (1712-69-2) + 1-methoxy-4-(1-methylethyl)benzene (4132-48-3) + para-thiocresol (106-45-6)

Guidance literature:

With bis(triphenylphosphine)nickel(II) diiodide; tricyclohexylphosphine; phenylboronic acid; In tetrahydrofuran; at 70 ℃; Inert atmosphere;

DOI:10.1002/anie.201205969

Reference yield: 15.6%

toluene-4-sulfonamide (70-55-3) → di-(p-tolyl)sulfane (620-94-0) + di(p-tolyl) disulfide (103-19-5) + para-thiocresol (106-45-6)

Guidance literature:

With sodium tetrahydroborate; at 260 - 280 ℃; for 2h;

Reference yield: 8.0%

para-bromotoluene (106-38-7) → di-(p-tolyl)sulfane (620-94-0) + para-thiocresol (106-45-6)

Guidance literature:

With hydrogen sulfide; sulfur; at 184 ℃; for 15h;

upstream raw materials:

4-methylbenzene diazonium

ethanol

S-p-tolyl-isothiourea

phenyl toluenesulfonamide

Downstream raw materials:

2-p-tolylsulfanyl-ethanethiol

1-(p-tolylmercapto-methyl)-pyrrolidine

1-(p-tolylmercapto-methyl)-piperidine

trans-2-(p-tolylthio)cyclopentanol

Refernces

• 1、 Cabiddu, S.,Melis, S.,Piras, P. P.,Sotgiu, F.. "Selective Dealkylation of Alkyl Aryl Sulfides". . p. 583 - 584. Retrieved 1982.
• 2、 Taheri-Ledari, Reza,Maleki, Ali,Zolfaghari, Ehsan,Radmanesh, Maral,Rabbani, Hodjattallah,Salimi, Ali,Fazel, Ramin. "High-performance sono/nano-catalytic system: Fe3O4?Pd/CaCO3-DTT core/shell nanostructures, a suitable alternative for traditional reducing agents for antibodies". . . Retrieved 2020.
• 3、 Oae, Shigeru,Togo, Hideo. "REDUCTION OF SULFONIC ACIDS WITH PHOSPHORUS PENTASULFIDE". . p. 4701 - 4704. Retrieved 1982.
• 4、 Takagi, Kentaro. "SYNTHESIS OF AROMATIC THIOLS FROM ARYL IODIDES AND THIOUREA BY MEANS OF NICKEL CATALYST". . p. 1307 - 1308. Retrieved 1985.
• 5、 Oh, Hyuck Keun,Park, Jie Eun,Sung, Dae Dong,Lee, Ikchoon. "Nucleophilic Substitution Reactions of Aryl N-Phenyl Thiocarbamates with Benzylamines in Acetonitrile". . p. 3150 - 3153. Retrieved 2004.
• 6、 Marvel,Caesar. "-". . p. 1033. Retrieved 1950.
• 7、 Hermann, Ralf,Dey, Ghasi Ram,Naumov, Sergej,Brede, Ortwin. "Thiol radical cations and thiyl radicals as direct products of the free electron transfer from aromatic thiols to n-butyl chloride radical cations". . p. 1213 - 1220. Retrieved 2000.
• 8、 Kabilan, S.,Pandiarajan, K.,Krishnasamy, K.,Sankar, P.. "Oxidative Cleavage of S-Arylmercaptoacetic Acids by Sodium Perborate: Kinetic and Correlation Study". . p. 443 - 452. Retrieved 1995.
• 9、 Douglas, Kenneth T.,Yaggi, Norbert F.. "Leaving Group Effects in Thiolester Alkaline Hydrolysis. Part 1. A Keten-mediated (E1cB) Pathway for Basic Hydrolysis of S-Acetoacetylcoenzyme A and Analogues". . p. 1037 - 1044. Retrieved 1980.
• 10、 Iwasaki,T. et al.. "-". . p. 852 - 855. Retrieved 1973.