3,6-Dimethyl-2-(prop-2-en-1-yl)phenol

Base Information

• Chemical Name: 3,6-Dimethyl-2-(prop-2-en-1-yl)phenol
• CAS No.: 3727-17-1
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• NSC Number: 60244
• DSSTox Substance ID: DTXSID80289311
• Nikkaji Number: J1.297.726C
• Wikidata: Q82026550
• Mol file: 3727-17-1.mol

Synonyms:3727-17-1;2-Allyl-3,6-dimethylphenol;3,6-dimethyl-2-(prop-2-en-1-yl)phenol;NSC60244;SCHEMBL8316943;DTXSID80289311;NSC-60244;AKOS005352517

Chemical Property of 3,6-Dimethyl-2-(prop-2-en-1-yl)phenol

Chemical Property:

• Vapor Pressure: 0.0128mmHg at 25°C
• Boiling Point: 251.6°C at 760 mmHg
• Flash Point: 112.9°C
• Density: 0.984g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,6-Dimethyl-2-(prop-2-en-1-yl)phenol

There total 8 articles about 3,6-Dimethyl-2-(prop-2-en-1-yl)phenol 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: 32.0%

2-allyloxy-1,4-dimethylbenzene (3727-20-6) → 2,5-Dimethylphenol (95-87-4) + 2.5-Dimethyl-4-allyl-phenol (3727-16-0) + 2-allyl-3,6-dimethylphenol (3727-17-1)

Guidance literature:

With ytterbium(III) triflate; In acetonitrile; for 72h; Heating;

Reference yield:

2-allyloxy-1,4-dimethylbenzene (3727-20-6) + trimethylaluminum (75-24-1) → 2-allyl-3,6-dimethylphenol (3727-17-1) + 4-((S)-3-Hydroxy-2-methyl-propyl)-2,5-dimethyl-phenol + (R)-4-(3-hydroxy-2-methylpropyl)-2,5-dimethylphenol

Guidance literature:

2-allyloxy-1,4-dimethylbenzene; trimethylaluminum; With water; bis(menthylbenzocyclopentadienyl)ZrCl₂; In dichloromethane; at 0 ℃; for 12h;

With oxygen; In dichloromethane; Further stages.;

DOI:10.1021/ol015816z

Reference yield:

2-allyloxy-1,4-dimethylbenzene (3727-20-6) → 2-allyl-3,6-dimethylphenol (3727-17-1)

Guidance literature:

With N,N-diethylaniline; at 245 ℃;

DOI:10.1002/pol.1948.120030320

upstream raw materials:

2-allyloxy-1,4-dimethylbenzene

N,N-diethylaniline

trimethylaluminum

2,5-Dimethylphenol

Downstream raw materials:

5-Chloro-4,7-dimethyl-2-phenylsulfanylmethyl-2,3-dihydro-benzofuran

5-Chloro-4,6-dimethyl-2-phenylsulfanylmethyl-2,3-dihydro-benzofuran

4,7-dimethyl-2-(phenylthiomethyl)-2,3-dihydrobenzofuran

4,7-dimethyl-5-(phenylthio)-2-(phenylthiomethyl)-2,3-dihydrobenzofuran

Refernces

• 1、 Wipf, Peter,Ribe, Seth. "Water-Accelerated Tandem Claisen Rearrangement-Catalytic Asymmetric Carboalumination". . p. 1503 - 1505. Retrieved 2007/10/03.
• 2、 Yodo, Mitsuaki,Harada, Hiroshi. "Synthesis of methyl 2,3-dihydro-2-benzofurancarboxylates from o-allylphenols via 2-(phenylthiomethyl)-2,3-dihydrobenzofurans". . p. 2361 - 2368. Retrieved 2007/10/02.