m-Cresol

Base Information

• Chemical Name: m-Cresol
• CAS No.: 108-39-4
• Molecular Formula: C7H8O
• Molecular Weight: 108.14
• Hs Code.: 2907.12
• European Community (EC) Number: 203-577-9
• ICSC Number: 0646
• NSC Number: 8768
• UN Number: 2076
• UNII: GGO4Y809LO
• DSSTox Substance ID: DTXSID6024200
• Nikkaji Number: J1.186J
• Wikipedia: M-Cresol
• Wikidata: Q312240,Q83035081,Q83066798
• NCI Thesaurus Code: C80603
• RXCUI: 1367170
• Pharos Ligand ID: CTFV3TK492YZ
• Metabolomics Workbench ID: 37994
• ChEMBL ID: CHEMBL298312
• Mol file: 108-39-4.mol

Synonyms:3-cresol;3-cresol, calcium salt(1:2);3-cresol, sodium salt;3-methylphenol;m-cresol;meta-cresol;metacresol

Chemical Property of m-Cresol

Chemical Property:

• Appearance/Colour: colourless to light yellow liquid
• Vapor Pressure: 0.207mmHg at 25°C
• Melting Point: 8-10 °C(lit.)
• Refractive Index: n20/D 1.541(lit.)
• Boiling Point: 202.279 °C at 760 mmHg
• PKA: 10.07±0.10(Predicted)
• Flash Point: 86.111 °C
• PSA: 20.23000
• Density: 1.038 g/cm³
• LogP: 1.70060
• Water Solubility.: 20 g/L (20℃)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 108.057514874
• Heavy Atom Count: 8
• Complexity: 70.8
• Transport DOT Label: Poison Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): T
• 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(=CC=C1)O
• Recent ClinicalTrials: A Phase Ib/II Study of Efficacy and Feasibility of Cytoreductive Surgery, Extensive Peritoneal Lavage, Hyperthermicintraperitoneal Chemotherapy and Post-operative Intraperitoneal Chemotherapy Combination in Gastric Cancer With Peritoneal Metastasis
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached 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 m-Cresol

There total 417 articles about m-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: 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

Reference yield: 32.0%

Phenyl azide (622-37-7) → p-cresol (106-44-5) + benzaldehyde (100-52-7) + 3-methyl-phenol (108-39-4) + ortho-cresol (95-48-7,77504-84-8) + nitrobenzene (98-95-3,26969-40-4) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With oxygen; toluene; In acetonitrile; at 20 ℃; for 4h; Product distribution; Mechanism; Irradiation; other substrates;

DOI:10.1021/ja00011a035

Reference yield: 26.0%

toluene (108-88-3,15644-74-3,16713-13-6) → benzaldehyde (100-52-7) + 3-methyl-phenol (108-39-4) + ortho-cresol (95-48-7,77504-84-8)

Guidance literature:

With [Cu^II₂(μ-OH)(1,2-bis(2-(bis(2-pyridylmethyl)aminomethyl)-6-pyridyl)ethane)](ClO₄)₃ ; dihydrogen peroxide; triethylamine; In water; acetonitrile; at 50 ℃; for 40h; Catalytic behavior; Inert atmosphere;

DOI:10.1002/anie.201702291

upstream raw materials:

ortho-methylbenzoic acid

n-butyl magnesium bromide

phosgene

diethyl ether

Downstream raw materials:

2-hydroxyethyl m-tolyl ether

5-methyl-2-piperidin-1-ylmethyl-phenol

2-hydroxymethyl-2-m-tolyloxymethyl-propane-1,3-diol

acetoacetic acid m-tolyl ester

Refernces

• 1、 Jin, Wei,Santos, José Luis,Pastor-Perez, Laura,Gu, Sai,Centeno, Miguel Angel,Reina, Tomas Ramirez. "Noble Metal Supported on Activated Carbon for “Hydrogen Free” HDO Reactions: Exploring Economically Advantageous Routes for Biomass Valorisation". . p. 4434 - 4441. Retrieved 2019.
• 2、 Shetty, Manish,Anderson, Eric M.,Green, William H.,Román-Leshkov, Yuriy. "Kinetic analysis and reaction mechanism for anisole conversion over zirconia-supported molybdenum oxide". . p. 248 - 257. Retrieved 2019.
• 3、 Ge, Qingfeng,Han, Jinyu,Wang, Hua,Yang, Feifei,Zhu, Xinli. "Influence of Re addition to Ni/SiO2 catalyst on the reaction network and deactivation during hydrodeoxygenation of m-cresol". . p. 79 - 86. Retrieved 2020.
• 4、 Cullinane,Edwards. "-". . p. 434,435,437. Retrieved 1958.
• 5、 Fentrill,Mirrington. "-". . p. 1327. Retrieved 1970.
• 6、 Nie, Lei,De Souza, Priscilla M.,Noronha, Fabio B.,An, Wei,Sooknoi, Tawan,Resasco, Daniel E.. "Selective conversion of m-cresol to toluene over bimetallic Ni-Fe catalysts". . p. 47 - 55. Retrieved 2014.
• 7、 Tsukinoki, Takehito,Kakinami, Takaaki,Iida, Yukiko,Ueno, Makiko,Ueno, Yoshiko,et al.. "Hydrogenation of Halophenols to Cyclohexanols Using Raney Nickel-Aluminium Alloy in Saturated Ba(OH)2 Solution under Mild Conditions". . p. 209 - 210. Retrieved 1995.
• 8、 Gold,Whittaker. "-". . p. 1184,1186. Retrieved 1951.
• 9、 Pazo-Llorente, Roman,Sarabia-Rodriguez, Maria Jose,Bravo-Diaz, Carlos,Gonzalez-Romero, Elisa. "Hydroxy- and chloro-dediazoniation of 2- and 3-methylbenzenediazonium tetrafluoroborate in aqueous solution". . p. 73 - 82. Retrieved 1999.
• 10、 Simlandy, Amit Kumar,Bhattacharyya, Biswajit,Pandey, Anshu,Mukherjee, Santanu. "Picosecond Electron Transfer from Quantum Dots Enables a General and Efficient Aerobic Oxidation of Boronic Acids". . p. 5206 - 5211. Retrieved 2018.