Benzenemethanol, a-ethenyl-3-methyl-

Base Information

• Chemical Name: Benzenemethanol, a-ethenyl-3-methyl-
• CAS No.: 58824-47-8
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Mol file: 58824-47-8.mol

Synonyms:1-m-tolyl-allyl alcohol;1-m-Tolyl-allylalkohol;1-m-tolylprop-2-en-1-ol;1-m-Tolyl-propen-(2)-ol-(1);α-m-Tolyl-allylalkohol;1-m-Tolyl-prop-2-en-1-ol;1-Methyl-3-(α-oxy-allyl)-benzol;

Chemical Property of Benzenemethanol, a-ethenyl-3-methyl-

Chemical Property:

• Boiling Point: 115 - 117 °C (11 mmHg)
• PSA: 20.23000
• LogP: 2.21440

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenemethanol, a-ethenyl-3-methyl-

There total 10 articles about Benzenemethanol, a-ethenyl-3-methyl- 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-(m-tolyl)prop-2-yn-1-ol (29978-38-9) → 1-(m-tolyl)prop-2-en-1-ol (58824-47-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 18h; Ambient temperature;

DOI:10.1016/0223-5234(93)90015-7

Reference yield: 82.0%

vinyl magnesium bromide (1826-67-1) + m-tolyl aldehyde (620-23-5) → 1-(m-tolyl)prop-2-en-1-ol (58824-47-8)

Guidance literature:

In tetrahydrofuran; Cooling;

DOI:10.1039/c0cc04360e

Reference yield: 22.0%

ethene (74-85-1) + m-tolyl aldehyde (620-23-5) → 1-(m-tolyl)prop-2-en-1-ol (58824-47-8) + 3-methylbenzyl alcohol (587-03-1)

Guidance literature:

With lithium 4,4′-di-tert-butylbiphenylide; at 20 ℃; for 48h; under 760.051 Torr;

DOI:10.1021/acs.joc.6b01748

upstream raw materials:

acrolein

meta-bromotoluene

1-(m-tolyl)prop-2-yn-1-ol

m-tolylmagnesium bromide

Downstream raw materials:

3-bromo-1-m-tolyl-propene

4-nitro-benzoic acid-(1-m-tolyl-allyl ester)

1-(3-methylphenyl)-2-propen-1-one

1-(1-chloroallyl)-3-methylbenzene

Refernces

• 1、 Wang, Yu-Bin,Liu, Bin-Yuan,Bu, Qingqing,Dai, Bin,Liu, Ning. "In Situ Ring-Closing Strategy for Direct Synthesis of N-Heterocyclic Carbene Nickel Complexes and Their Application in Coupling of Allylic Alcohols with Aryl Boronic Acids". supporting information. p. 2930 - 2940. Retrieved 2020/06/17.
• 2、 Han, Min,Yang, Min,Wu, Rui,Li, Yang,Jia, Tao,Gao, Yuanji,Ni, Hai-Liang,Hu, Ping,Wang, Bi-Qin,Cao, Peng. "Highly Enantioselective Iridium-Catalyzed Coupling Reaction of Vinyl Azides and Racemic Allylic Carbonates". supporting information. p. 13398 - 13405. Retrieved 2020/09/02.