Dimethyl 4,4'-stilbenedicarboxylate

Base Information

• Chemical Name: Dimethyl 4,4'-stilbenedicarboxylate
• CAS No.: 10374-80-8
• Molecular Formula: C18H16 O4
• Molecular Weight: 296.323
• Hs Code.: 2916399090
• Nikkaji Number: J402.145B,J802.820F
• Wikidata: Q69755151
• Mol file: 10374-80-8.mol

Synonyms:34541-73-6;Dimethyl 4,4'-stilbenedicarboxylate;(E)-Dimethyl 4,4'-(ethene-1,2-diyl)dibenzoate;10374-80-8;Dimethyl trans-Stilbene-4,4'-dicarboxylate;methyl 4-[(E)-2-(4-methoxycarbonylphenyl)ethenyl]benzoate;Benzoic acid,4,4'-(1,2-ethenediyl)bis-, 1,1'-dimethyl ester;trans-Stilbene-4,4'-dicarboxylic Acid Dimethyl Ester;Dimethyl stilbene-4,4/'-dicarboxylate;Benzoic acid, 4,4'-(1E)-1,2-ethenediylbis-, dimethyl ester;DIMETHYL CIS-STILBENE-4,4-DICARBOXYLATE;143130-82-9;Dimethyl stilbene-4,4'-dicarboxylate;4,4'-bis(carbomethoxy)stilbene;SCHEMBL71401;SCHEMBL71402;JOODVYOWCWQPMV-ONEGZZNKSA-N;MFCD00039527;Dimethyl 4,4/'-stilbenedicarboxylate;AKOS015840500;AS-66610;AS-70914;CS-0451405;S0502;4,4'-Stilbenedicarboxylic acid dimethyl ester;T72338;Dimethyl 4,4'-(ethene-1,2-diyl)(E)-dibenzoate;(E)-4,4'-Stilbenedicarboxylic acid dimethyl ester;methyl 4-{2-[4-(methoxycarbonyl)phenyl]ethenyl}benzoate;methyl 4-[(1E)-2-[4-(methoxycarbonyl)phenyl]ethenyl]benzoate;Benzoic acid,4,4'-(1E)-1,2-ethenediylbis-, 1,1'-dimethyl ester

Chemical Property of Dimethyl 4,4'-stilbenedicarboxylate

Chemical Property:

• Boiling Point: 448.3oC at 760 mmHg
• Flash Point: 226.3oC
• PSA: 52.60000
• Density: 1.192g/cm3
• LogP: 3.43020
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 296.10485899
• Heavy Atom Count: 22
• Complexity: 361

Purity/Quality:

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

Dimethyl 4,4'-stilbenedicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C=CC2=CC=C(C=C2)C(=O)OC
• Isomeric SMILES: COC(=O)C1=CC=C(C=C1)/C=C/C2=CC=C(C=C2)C(=O)OC

Technology Process of Dimethyl 4,4'-stilbenedicarboxylate

There total 5 articles about Dimethyl 4,4'-stilbenedicarboxylate 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: 93.0%

methyl 4-vinylbenzoate (1076-96-6) → dimethylstilbene-4,4'-dicarboxylate (10374-80-8,143130-82-9)

Guidance literature:

With Hoveyda-Grubbs catalyst second generation; sodium chloride; In neat liquid; for 1.5h; Reagent/catalyst; Solvent; Catalytic behavior; Milling;

DOI:10.1021/jacs.5b00151

Reference yield:

4-methyl-benzoic acid methyl ester (99-75-2) → Monomethyl terephthalate (1679-64-7) + dimethylstilbene-4,4'-dicarboxylate (10374-80-8,143130-82-9)

Guidance literature:

With potassium tert-butylate; oxygen; In dimethyl sulfoxide; tert-butyl alcohol;

DOI:10.1021/ja00872a044

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-methyl-benzoic acid methyl ester (99-75-2) + methyl 4-formylbenzoate (1571-08-0) → dimethylstilbene-4,4'-dicarboxylate (10374-80-8,143130-82-9)

Guidance literature:

Multistep reaction; (i) KOtBu, tBuOH, DMSO, EtOAc, (ii) /BRN= 102415/;

DOI:10.1021/ja00904a024

upstream raw materials:

diazomethane

4-methyl-benzoic acid methyl ester

methyl 4-formylbenzoate

methyl 4-vinylbenzoate

Downstream raw materials:

1,2-bis(4-methoxycarbonylphenyl)ethane

Refernces