Dimethyl 2-methylhexanedioate

Base Information

• Chemical Name: Dimethyl 2-methylhexanedioate
• CAS No.: 19780-94-0
• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.224
• Hs Code.: 2917190090
• DSSTox Substance ID: DTXSID20941562
• Nikkaji Number: J127.727H
• Mol file: 19780-94-0.mol

Synonyms:Dimethyl 2-methylhexanedioate;Dimethyl 2-methyladipate;19780-94-0;Dimethyl 2-methylhexane-1,6-dioate;2-methyl-hexanedioic acid dimethyl ester;Dimethyl-2-methyl adipate;Dimethyl2-methylhexanedioate;SCHEMBL579411;DTXSID20941562;NWQGXNKQFIEUPY-UHFFFAOYSA-N;1,6-dimethyl 2-methylhexanedioate;MFCD00025877;AKOS015998649;AS-67561;Hexanedioic acid, 2-methyl, dimethyl ester;CS-0171979;FT-0637900;Hexanedioic acid, 2-methyl-, 1,6-dimethyl ester

Chemical Property of Dimethyl 2-methylhexanedioate

Chemical Property:

• Vapor Pressure: 0.08mmHg at 25°C
• Refractive Index: 1.4290
• Boiling Point: 219.6°Cat760mmHg
• Flash Point: 97.3°C
• PSA: 52.60000
• Density: 1.02g/cm³
• LogP: 1.13880
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 188.10485899
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

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

DIMETHYL 2-METHYLADIPATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCCC(=O)OC)C(=O)OC

Technology Process of Dimethyl 2-methylhexanedioate

There total 15 articles about Dimethyl 2-methylhexanedioate 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: 73.0%

methanol (67-56-1) + 2-chloro-2-methylcyclohexanone (10409-46-8) → dimethyl 2-methyladipate (66432-76-6,19780-94-0)

Guidance literature:

With oxygen; iron(III) chloride; at 60 ℃; for 20h; under 760 Torr;

DOI:10.1016/S0040-4039(01)91196-7

Reference yield: 61.0%

cyclopentanone (120-92-3) + carbonic acid dimethyl ester (616-38-6) → hexanedioic acid dimethyl ester (627-93-0) + dimethyl 2-methyladipate (66432-76-6,19780-94-0) + 2-cyclopentylidenecyclopentan-1-one (825-25-2) + dimethyl 2-oxocyclopentane-1,3-dicarboxylate (155191-86-9)

Guidance literature:

With magnesium oxide; at 260 ℃; for 3h; under 3750.38 Torr; Reagent/catalyst; Time; Inert atmosphere; Autoclave;

DOI:10.1039/c5gc02528a

Reference yield:

cyclopentanone (120-92-3) + carbonic acid dimethyl ester (616-38-6) → 2-Methylcyclopentanone (1120-72-5) + hexanedioic acid dimethyl ester (627-93-0) + dimethyl 2-methyladipate (66432-76-6,19780-94-0) + 2-cyclopentylidenecyclopentan-1-one (825-25-2)

Guidance literature:

With calcium oxide; at 260 ℃; for 5h; under 7500.75 - 22502.3 Torr; Autoclave;

DOI:10.1007/s11426-011-4481-x

upstream raw materials:

methanol

methyl 1-methyl-2-oxocyclopentane-1-carboxylate

2-chloro-2-methylcyclohexanone

2-bromo-2-methylcyclohexanone

Refernces

• 1、 Fusetani, N.,Kato, Y.,Matsunaga, S.,Hashimoto, K.. "BIOACTIVE MARINE METABOLITES V. TWO NEW FURANOSESTERTERPENES, INHIBITORS OF CELL DIVISION OF THE FERTILIZED STARFISH EGGS, FROM THE MARINE SPONGE CACOSPONGIA SCALARIS". . p. 4941 - 4942. Retrieved 1984.
• 2、 Wu, Dudu,Chen, Zhi,Jia, Zhenbin,Shuai, Li. "Synthesis of dimethyl adipate from cyclopentanone and dimethyl carbonate over solid base catalysts". experimental part. p. 380 - 385. Retrieved 2012/10/07.
• 3、 Hamed, Othman,El-Qisairi, Arab,Henry, Patrick M.. "Palladium(II) catalyzed carbonylation of ketones". . p. 3021 - 3024. Retrieved 2007/10/03.