Dimethyl 3,6-dimethylphthalate

Base Information

• Chemical Name: Dimethyl 3,6-dimethylphthalate
• CAS No.: 37902-49-1
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• DSSTox Substance ID: DTXSID501334342
• Mol file: 37902-49-1.mol

Synonyms:dimethyl 3,6-dimethylphthalate;37902-49-1;DTXSID501334342;AKOS004907139;3,6-dimethyl-benzene-1,2-dicarboxylic acid dimethyl ester

Chemical Property of Dimethyl 3,6-dimethylphthalate

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=C(C=C1)C)C(=O)OC)C(=O)OC

Technology Process of Dimethyl 3,6-dimethylphthalate

There total 7 articles about Dimethyl 3,6-dimethylphthalate 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: 79.0%

dimethyl 1,4-dimethyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate (18063-93-9) → dimethyl 3,6-dimethylphthalate (37902-49-1)

Guidance literature:

With triphenyl phosphite; ammonium perrhenate; In toluene; at 110 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c9cc00270g

Reference yield: 51.0%

N,N-dibenzylaminopyrrole (78607-42-8) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 3,6-dimethylphthalate (37902-49-1) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7)

Guidance literature:

In various solvent(s); Heating;

DOI:10.1016/S0040-4039(01)90434-4

Reference yield: 41.0%

2,5-DIMETHYLTHIOPHENE (638-02-8) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 3,6-dimethylphthalate (37902-49-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃;

DOI:10.1039/b303091c

upstream raw materials:

para-xylene

methyl diazoacetate

2,5-DIMETHYLTHIOPHENE

dimethyl acetylenedicarboxylate

Downstream raw materials:

3,6-dimethylphthalic acid

6-Brommethyl-3-dibrommethylphthalsaeure-dimethylester

3,6-Bis-(brommethyl)-phthalsaeure-dimethylester

Refernces

• 1、 Murai, Masahito,Ogita, Takuya,Takai, Kazuhiko. "Regioselective arene homologation through rhenium-catalyzed deoxygenative aromatization of 7-oxabicyclo[2.2.1]hepta-2,5-dienes". supporting information. p. 2332 - 2335. Retrieved 2019/02/27.
• 2、 Wong, Chi Hung,Hung, Chi Wai,Wong, Henry N. C.. "Arene synthesis by extrusion reaction X. Synthesis of arenes by deoxygenation of endoxides with cyclopentadienyltitanium trichloride/lithium aluminum hydride and dicyclopentadienyltitanium dichloride/lithium aluminum hydride". . p. 9 - 14. Retrieved 2007/10/02.