ALLYL O-TOLYL ETHER

Base Information

• Chemical Name: ALLYL O-TOLYL ETHER
• CAS No.: 936-72-1
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 29093090
• Mol file: 936-72-1.mol

Synonyms:Benzene,1-methyl-2-(2-propenyloxy)- (9CI);Ether, allyl o-tolyl (6CI,7CI,8CI);1-Methyl-2-[(2-propenyl)oxy]benzene;2-Allyloxytoluene;Allyl 2-methylphenylether;Allyl o-methylphenyl ether;Allyl o-tolyl ether;NSC 103149;

Chemical Property of ALLYL O-TOLYL ETHER

Chemical Property:

• Vapor Pressure: 0.34mmHg at 25°C
• Melting Point: 188-192?°C (dec.)(lit.)
• Refractive Index: 1.504
• Boiling Point: 206.5 °C at 760 mmHg
• Flash Point: 76.5 °C
• PSA: 9.23000
• Density: 0.939 g/cm³
• LogP: 2.55980

Purity/Quality:

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

ALLYL O-TOLYL ETHER ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Allyl O-Tolyl Ether is used in the research studies of the effect of ortho and para substituents on the Claisen rearrangement of allyl substituted Phenyl ethers.

Technology Process of ALLYL O-TOLYL ETHER

There total 11 articles about ALLYL O-TOLYL ETHER 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: 97.0%

ortho-cresol (95-48-7,77504-84-8) + allyl bromide (106-95-6) → allyl o-tolyl ether (936-72-1)

Guidance literature:

With potassium carbonate; In acetone; for 8h; Heating;

DOI:10.1080/00397919108016418

Reference yield: 92.0%

ortho-cresol (95-48-7,77504-84-8) + 3-chloroprop-1-ene (107-05-1) → allyl o-tolyl ether (936-72-1)

Guidance literature:

ortho-cresol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h; Inert atmosphere;

3-chloroprop-1-ene; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.151995

Reference yield: 90.0%

1-methyl-2-(2-propynyloxy)benzene (5652-20-0) → allyl o-tolyl ether (936-72-1)

Guidance literature:

With indium; In ethanol; for 45h; Heating;

DOI:10.1021/jo010262z

upstream raw materials:

ortho-cresol

allyl bromide

o-<(trimethylsilyl)methyl>toluene

allyl alcohol

Downstream raw materials:

Dichloro-methyl-(3-o-tolyloxy-propyl)-silane

2-allyl-6-methylphenol

4-allyl-2-methylphenol

(Z)-1-methyl-2-(prop-1-en-1-yloxy)benzene

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、 Amzquita-Valencia, Manuel,Alper, Howard. "PdI2-catalyzed regioselective cyclocarbonylation of 2-allyl phenols to dihydrocoumarins". supporting information. p. 5827 - 5829. Retrieved 2015/01/08.