4-Methyl-1,2,3,6-tetrahydrobenzoic acid methyl ester

Base Information

• Chemical Name: 4-Methyl-1,2,3,6-tetrahydrobenzoic acid methyl ester
• CAS No.: 6493-79-4
• Molecular Formula: C9H14O2
• Molecular Weight: 154.209
• Hs Code.: 2916209090
• Mol file: 6493-79-4.mol

Synonyms:methyl 4-methyl-3-cyclohexene-1-carboxylate;methyl 4-methylcyclohex-3-ene-1-carboxylate;methyl 4-methylcyclohex-3-ene carboxylate;methyl (1RS)-1-(4'-methylcyclohex-3'-enyl)carboxylate;methyl-4-methyl-3-cyclohexene-1-carboxylate;4-carbomethoxy-1-methylcyclohex-1-ene;

Chemical Property of 4-Methyl-1,2,3,6-tetrahydrobenzoic acid methyl ester

Chemical Property:

• Melting Point: 154 °C
• Boiling Point: 93.0-93.5 °C(Press: 20 Torr)
• PSA: 26.30000
• Density: 0.9906 g/cm3
• LogP: 1.90580

Purity/Quality:

95% ^*data from raw suppliers

Methyl 4-methylcyclohex-3-ene-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Methyl-1,2,3,6-tetrahydrobenzoic acid methyl ester

There total 11 articles about 4-Methyl-1,2,3,6-tetrahydrobenzoic acid methyl ester 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: 99.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + isoprene (78-79-5,9003-31-0) → methyl 4-methyl-3-cyclohexene-1-carboxylate (6493-79-4,5443-14-1)

Guidance literature:

With titanium tetrachloride; In chloroform; for 3h; Ambient temperature;

DOI:10.1016/0022-328X(85)87378-2

Reference yield: 84.0%

methanol (67-56-1) + 3-[(4'-methylcyclohex-3'-ene-1'-yl)carbonyl]oxazolidin-2-one (151153-99-0) → methyl 4-methyl-3-cyclohexene-1-carboxylate (6493-79-4,5443-14-1)

Guidance literature:

With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In toluene; at 25 ℃; for 12h; chemoselective reaction; Sealed tube; Inert atmosphere; Green chemistry;

DOI:10.1039/c7gc03534a

Reference yield: 1.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + isoprene (78-79-5,9003-31-0) → methyl 4-methyl-3-cyclohexene-1-carboxylate (6493-79-4,5443-14-1) + 3-methyl-3-cyclohexene-1-carboxylic acid methyl ester (6493-78-3,637000-43-2)

Guidance literature:

With zeolite Beta; In dichloromethane; Heating;

upstream raw materials:

acrylic acid methyl ester

isoprene

methanol

lithium methanolate

Downstream raw materials:

(S)-4-methyl-3-cyclohexene-1-carboxylic acid

(+)-(1R)-4-methyl-cyclohex-3-enecarboxylic acid

p-Toluic acid

terephthalic acid

Refernces

• 1、 Tang, Hao,Li, Ning,Li, Guangyi,Wang, Aiqin,Cong, Yu,Xu, Guoliang,Wang, Xiaodong,Zhang, Tao. "Synthesis of gasoline and jet fuel range cycloalkanes and aromatics from poly(ethylene terephthalate) waste". . p. 2709 - 2719. Retrieved 2019/06/03.
• 2、 Matuszek,Coffie,Chrobok,Swad?ba-Kwa?ny. "Borenium ionic liquids as catalysts for Diels-Alder reaction: Tuneable Lewis superacids for catalytic applications". . p. 1045 - 1049. Retrieved 2017/08/15.