dimethyl (1R,6R)-cyclohex-3-ene-1,6-dicarboxylate

Base Information

• Chemical Name: dimethyl (1R,6R)-cyclohex-3-ene-1,6-dicarboxylate
• CAS No.: 17673-68-6
• Molecular Formula: C10H14 O4
• Molecular Weight: 198.219
• Hs Code.: 2917209090
• NSC Number: 76295
• Nikkaji Number: J305.236B
• Mol file: 17673-68-6.mol

Synonyms:Dimethyl4-cyclohexene-trans-1,2-dicarboxylate; Dimethyl trans-cyclohex-4-ene-1,2-dioate;Dimethyl trans-D4-tetrahydrophthalate;NSC 76295

Chemical Property of dimethyl (1R,6R)-cyclohex-3-ene-1,6-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.0137mmHg at 25°C
• Refractive Index: -140 ° (C=1.49, CHCl3)
• Boiling Point: 258.5°Cat760mmHg
• Flash Point: 121.8°C
• PSA: 52.60000
• Density: 1.132g/cm³
• LogP: 0.91480
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 198.08920892
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

97% ^*data from raw suppliers

Dimethyl trans-4-Cyclohexene-1,2-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC=CCC1C(=O)OC
• Isomeric SMILES: COC(=O)[C@@H]1CC=CC[C@H]1C(=O)OC

Technology Process of dimethyl (1R,6R)-cyclohex-3-ene-1,6-dicarboxylate

There total 7 articles about dimethyl (1R,6R)-cyclohex-3-ene-1,6-dicarboxylate 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: 85.0%

3-Sulfolene (77-79-2) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → dimethyl trans-cyclohex-4-ene-1,2-dicarboxylate (17673-68-6)

Guidance literature:

With pyridine; In toluene; at 180 ℃;

DOI:10.1021/jo0350054

Reference yield: 61.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + dimethylfumarate (624-49-7) → dimethyl trans-cyclohex-4-ene-1,2-dicarboxylate (17673-68-6)

Guidance literature:

With ethylaluminum dichloride; In dichloromethane; at -78 - 23 ℃; for 14h;

DOI:10.1021/jacs.1c11902

Reference yield: 15.0%

Z-1,4-dichlorobutene (1476-11-5) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → dimethyl trans-cyclohex-4-ene-1,2-dicarboxylate (17673-68-6)

Guidance literature:

In various solvent(s); Ambient temperature; electrolysis (Bu₄NBF₄/Bu₄NI, Al anode, steel cathode);

DOI:10.1021/jo00295a048

upstream raw materials:

(+/-)-trans-cyclohexene-⁽³⁾-dicarboxylic acid-(1.2)

buta-1,3-diene

dimethylfumarate

methanol

Downstream raw materials:

trans-cyclohex-4-ene-1,2-dicarboxylic acid

(1S,2S)-(+)-trans-cyclohex-4-ene-1,2-dicarboxylic acid

(rac)-trans-4,5-bis(hydroxymethyl)cyclohex-1-ene

rac-trans-3,4-bis(methoxycarbonyl)hexanedioic acid