methyl (1R,2R)-2-methylcyclohex-3-ene-1-carboxylate

Base Information

• Chemical Name: methyl (1R,2R)-2-methylcyclohex-3-ene-1-carboxylate
• CAS No.: 7605-51-8
• Molecular Formula: C9H14O2
• Molecular Weight: 154.209
• DSSTox Substance ID: DTXSID00516797
• Nikkaji Number: J273.907K
• Wikidata: Q82378381

Synonyms:7605-51-8;methyl (1R,2R)-2-methylcyclohex-3-ene-1-carboxylate;DTXSID00516797

Chemical Property of methyl (1R,2R)-2-methylcyclohex-3-ene-1-carboxylate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C=CCCC1C(=O)OC
• Isomeric SMILES: C[C@@H]1C=CCC[C@H]1C(=O)OC

Technology Process of methyl (1R,2R)-2-methylcyclohex-3-ene-1-carboxylate

There total 5 articles about methyl (1R,2R)-2-methylcyclohex-3-ene-1-carboxylate 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:

penta-1,3-diene (504-60-9,17410-45-6,25212-15-1,64940-84-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 3-Methyl-cyclohexen-(4)-carbonsaeure-(1)-methylester (67201-22-3) + (+/-)-cis-2-methylcyclohexene-3-carboxylic acid methyl ester (22973-22-4) + (+/-)-trans-2-methylcyclohexene-3-carboxylic acid methyl ester (7605-51-8)

Guidance literature:

With aluminium trichloride; In dichloromethane; at -78 - 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1021/ja0301370

Reference yield:

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (+/-)-cis-2-methylcyclohexene-3-carboxylic acid methyl ester (22973-22-4) + (+/-)-trans-2-methylcyclohexene-3-carboxylic acid methyl ester (7605-51-8)

Guidance literature:

With hydroquinone; In cyclohexane; at 60 ℃; for 96h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00257a028

Reference yield:

penta-1,3-diene (504-60-9,17410-45-6,25212-15-1,64940-84-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → (+/-)-trans-2-methylcyclohexene-3-carboxylic acid methyl ester (7605-51-8)

Guidance literature:

With hydroquinone; at 190 - 200 ℃;

DOI:10.1016/0040-4020(67)85137-8

upstream raw materials:

penta-1,3-diene

acrylic acid methyl ester

1-methylbuta-1,3-diene

(Z)-methyl but-2-enoate

Downstream raw materials:

(+/-)-trans-2-methyl-cyclohexene-⁽³⁾-carbaldehyde-⁽¹⁾

trans-o-5,8-menthadiene

methyl-3 dimethylcarbinol-4 cyclohexene trans

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