2-Allyl-6-methylphenol

Base Information

• Chemical Name: 2-Allyl-6-methylphenol
• CAS No.: 3354-58-3
• Molecular Formula: C10H12 O
• Molecular Weight: 148.205
• European Community (EC) Number: 222-124-6
• NSC Number: 60286
• UNII: BGU079WOI3
• DSSTox Substance ID: DTXSID50187198
• Nikkaji Number: J48.504G
• Wikidata: Q27094225
• Metabolomics Workbench ID: 147828
• Mol file: 3354-58-3.mol

Synonyms:2-Allyl-6-methylphenol;3354-58-3;6-Allyl-o-cresol;Phenol, 2-methyl-6-(2-propenyl)-;6-Allyl-2-cresol;2-ALLYL-6-METHYL-PHENOL;2-methyl-6-prop-2-enylphenol;o-Cresol, 6-allyl-;6-Allyl-2-methylphenol;BGU079WOI3;EINECS 222-124-6;MFCD00002241;NSC-60286;2-methyl-6-(prop-2-en-1-yl)phenol;AI3-17108;2-methyl-6-allylphenol;2-allyl-6 -methylphenol;UNII-BGU079WOI3;Phenol, 2-allyl-6-methyl-;LYL;SCHEMBL722558;WLN: QR B1 F2U1;2-Allyl-6-methylphenol, 98%;NIOSH/SJ4558500;2-Methyl-6-(2-propenyl)phenol;WREVCRYZAWNLRZ-UHFFFAOYSA-;DTXSID50187198;NSC60286;AC5932;NSC 60286;AKOS005352441;DB03301;BS-22838;SY251122;LS-103856;FT-0610993;SJ45585000;J-019249;Q27094225;F9995-1599

Chemical Property of 2-Allyl-6-methylphenol

Chemical Property:

• Vapor Pressure: 0.0472mmHg at 25°C
• Melting Point: 77 °C
• Refractive Index: n20/D 1.538(lit.)
• Boiling Point: 231-233 °C(lit.)
• PKA: 10?+-.0.10(Predicted)
• Flash Point: 202 °F
• PSA: 20.23000
• Density: 0.992 g/mL at 25 °C(lit.)
• LogP: 2.42910
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Allyl-6-methylphenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)CC=C)O

Technology Process of 2-Allyl-6-methylphenol

There total 13 articles about 2-Allyl-6-methylphenol 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: 86.0%

allyl o-tolyl ether (936-72-1) → 2-allyl-6-methylphenol (3354-58-3)

Guidance literature:

With trifluoroacetic acid; for 4h; Ambient temperature;

DOI:10.1080/00397919108016418

Reference yield: 55.0%

allyl o-tolyl ether (936-72-1) → 2-allyl-6-methylphenol (3354-58-3) + 4-allyl-2-methylphenol (21574-35-6)

Guidance literature:

With phosphomolybdic acid; In 1-methyl-pyrrolidin-2-one; at 300 ℃; for 0.0333333h; Microwave irradiation; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.151995

Reference yield: 49.0%

ortho-cresol (95-48-7,77504-84-8) + 3-chloroprop-1-ene (107-05-1) → 2-allyl-6-methylphenol (3354-58-3)

Guidance literature:

With copper; copper(II) perchlorate; In diethyl ether;

DOI:10.1016/0040-4039(95)01783-E

upstream raw materials:

allyl o-tolyl ether

2-(allyloxy)-3-methylbenzoic acid

6-allyl-6-methyl-cyclohexa-2,4-dien-1-one

ortho-cresol

Downstream raw materials:

6-methyl-2-allyl-4-(morpholinomethyl)phenol

4-Iodo-2-(3-iodo-2-nitrooxy-propyl)-6-methyl-phenol

7-methyl-2-phenylselanylmethyl-2,3-dihydrobenzofuran

7-Methyl-2-(2-nitro-phenylsulfanylmethyl)-2,3-dihydro-benzofuran

Refernces

• 1、 Triandafillidi, Ierasia,Sideri, Ioanna K.,Tzaras, Dimitrios Ioannis,Spiliopoulou, Nikoleta,Kokotos, Christoforos G.. "Green Organocatalytic Synthesis of Dihydrobenzofurans by Oxidation-Cyclization of Allylphenols". supporting information. p. 4254 - 4260. Retrieved 2017/09/12.
• 2、 Deodhar, Deepak K.,Tipnis, Amol S.,Samant, Shriniwas D. "Microwave-assisted zeolite catalyzed claisen rearrangement of allyl aryl ethers under solvent-free conditions". experimental part. p. 1552 - 1555. Retrieved 2011/02/23.