P-Cresol

Base Information

• Chemical Name: P-Cresol
• CAS No.: 106-44-5
• Molecular Formula: C7H8O
• Molecular Weight: 108.14
• Hs Code.: 2907.12
• European Community (EC) Number: 203-398-6
• ICSC Number: 0031
• NSC Number: 756709,95259,3696
• UN Number: 2076,3455
• UNII: 1MXY2UM8NV
• DSSTox Substance ID: DTXSID7021869
• Nikkaji Number: J1.185A
• Wikipedia: P-Cresol
• Wikidata: Q312251,Q83056691,Q83118968
• NCI Thesaurus Code: C61880
• RXCUI: 2467144
• Pharos Ligand ID: 8HBUAKMT3JC1
• Metabolomics Workbench ID: 37894
• ChEMBL ID: CHEMBL16645
• Mol file: 106-44-5.mol

Synonyms:4-cresol;4-cresol, aluminum salt;4-cresol, potassium salt;4-cresol, sodium salt;4-methylphenol;p-cresol;para-cresol

Chemical Property of P-Cresol

Chemical Property:

• Appearance/Colour: colourless to pink crystalline
• Vapor Pressure: 0.207mmHg at 25°C
• Melting Point: 32-34 °C(lit.)
• Refractive Index: 1.546
• Boiling Point: 202 °C at 760 mmHg
• Flash Point: 81 °C
• PSA: 20.23000
• Density: 1.034 g/cm³
• LogP: 1.70060
• Water Solubility.: 20 g/L (20℃)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 108.057514874
• Heavy Atom Count: 8
• Complexity: 62.8
• Transport DOT Label: Poison Corrosive

Purity/Quality:

99.5%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T:Toxic
• Statements: R24/25:; R34:
• Safety Statements: S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC1=CC=C(C=C1)O
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation may cause lung oedema, but only after initial corrosive effects on eyes and/or airways have become manifest. The substance may cause effects on the central nervous system. This may result in lowering of consciousness. The substance may cause effects on the blood. This may result in destruction of blood cells. Exposure far above the OEL could cause death. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. The substance may have effects on the nervous system. This may result in impaired functions. The substance may have effects on the blood. This may result in anaemia.

Technology Process of P-Cresol

There total 880 articles about P-Cresol 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: 90.0%

1-(4-methoxyphenyl)-2-(p-tolyloxy)ethan-1-ol → p-cresol (106-44-5) + 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

With C₆₀H₃₆N₂; sodium salt of dibutyl phosphate; Methyl thioglycolate; In dimethyl sulfoxide; at 25 ℃; for 24h; Irradiation; Sealed tube;

DOI:10.1039/c9cc06904f

Reference yield: 84.0%

1-(4-methoxyphenyl)-2-(p-tolyloxy)ethan-1-one (19803-05-5) → p-cresol (106-44-5) + 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

With formic acid; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1021/acscatal.7b01010

Reference yield: 69.0%

toluene (108-88-3,15644-74-3,16713-13-6) → p-cresol (106-44-5) + 3-methyl-phenol (108-39-4) + ortho-cresol (95-48-7,77504-84-8) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

Product distribution; rat liver cytochrome P-450;

DOI:10.1021/jo00300a010

upstream raw materials:

piperidine

(4-chloro-2-nitro-phenyl)-p-tolyl ether

(4-bromo-2-nitro-phenyl)-p-tolyl ether

n-butyl magnesium bromide

Downstream raw materials:

2-(4-methylphenoxy)ethanol

triphenylmethane

1-methyl-4-(triphenylmethoxy)benzene

2-(4-methylphenoxy)pyridine

Refernces

• 1、 Fernandez-Alonso, Alejandra,Pastoriza Gallego, Ma Jose,Bravo-Diaz, Carlos. "Butanolysis of 4-methylbenzenediazonium ions in binary n-BuOH/H 2O mixtures and in n-BuOH/SDS/H2O reverse micelles. Effects of solvent composition, acidity and temperature on the switch between heterolytic and homolytic dediazoniation mechanisms". . p. 5304 - 5312. Retrieved 2010.
• 2、 Martins, Berta M.,Blaser, Martin,Feliks, Mikolaj,Ullmann, G. Matthias,Buckel, Wolfgang,Selmer, Thorsten. "Structural basis for a Kolbe-type decarboxylation catalyzed by a glycyl radical enzyme". . p. 14666 - 14674. Retrieved 2011.
• 3、 Tan, Song-Liang,Liu, Guo-Bin,Gao, Xiang,Thiemann, Thies. "Raney Ni-Al alloy-mediated reduction of alkylated phenols in water". . p. 5 - 7. Retrieved 2009.
• 4、 He, Lili,Qin, Yu,Lou, Hui,Chen, Ping. "Highly dispersed molybdenum carbide nanoparticles supported on activated carbon as an efficient catalyst for the hydrodeoxygenation of vanillin". . p. 43141 - 43147. Retrieved 2015.
• 5、 Cox, Michael M.,Jencks, William P.. "Catalysis of the Methoxyaminolysis of Phenyl Acetate by a Preassociation Mechanism with a Solvent Isotope Effect Maximum". . p. 572 - 580. Retrieved 1981.
• 6、 Araujo,Campelo,Iley,Norberto. "Hydrolysis of aryl N-methyl-N-arylsulfonylcarbamates". . p. 494 - 497. Retrieved 2001.
• 7、 Wang, Liang,Zhang, Wei,Sheng Su, Dang,Meng, Xiangju,Xiao, Feng-Shou. "Supported Au nanoparticles as efficient catalysts for aerobic homocoupling of phenylboronic acid". . p. 5476 - 5478. Retrieved 2012.
• 8、 Zoratti, Mario,Bunnett, J. F.. "Mechanism of the Non-Aryne Hydroxydehalogenation of Unactivated Aryl Halides". . p. 1769 - 1776. Retrieved 1980.
• 9、 Cuvigny et al.. "-". . p. 41,43,53. Retrieved 1973.
• 10、 Feng, Kai-Rui,Tan, Yun-Xuan,Ye, Wenbo,Wang, Yi-Fan,He, Zhi-Tao,Tian, Ping,Lin, Guo-Qiang. "One-Pot Preparation of Tricyclo[5.2.2.04,9]undecanes via Cu-Catalyzed Asymmetric Carboboration of Cyclohexadienone-Tethered Allenes". . p. 607 - 611. Retrieved 2021.