Dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

Base Information

• Chemical Name: Dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
• CAS No.: 5826-73-3
• Molecular Formula: C11H14 O4
• Molecular Weight: 210.23
• European Community (EC) Number: 678-762-4
• NSC Number: 46421,7326
• DSSTox Substance ID: DTXSID8041876
• Nikkaji Number: J15.129G
• Wikipedia: Dimethyl_carbate
• Mol file: 5826-73-3.mol

Synonyms:5826-73-3;Dimethyl 5-norbornene-2,3-dicarboxylate;Dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate;Dimethyl carbate;NISY;Dimelone;DIMALONE;3014-58-2;Dimethylkarbat;Compound 3,916;Dimethyl bicyclo(2.2.1)hept-5-ene-2,3-dicarboxylate;Dimethyl bicyclo[2.2.1]-5-heptene-2,3-dicarboxylate;5-Norbornene-2,3-dicarboxylic acid, dimethyl ester;Dimethyl 5-bicyclo(2.2.1)hepten-2,3-dicarboxylate;Dimethyl 5-bicyclo[2.2.1]hepten-2,3-dicarboxylate;SCHEMBL147771;Dimethylester kyseliny bicyklo(2,2,1)hept-5-en-2,3-dikarboxylove;dimethyl bicyclo[2.2.1]hept-2-ene-5,6-dicarboxylate;5-Norbornene-2, dimethyl ester;DTXSID8041876;NSC7326;NSC-7326;NSC46421;AKOS015840932;5-Norbornene-2, dimethyl ester, cis-;AS-79065;WLN: L55 A CUTJ EVO1 GVO1 -C;CS-0046190;FT-0625071;Bicyclo[2.2.1]hept-5-ene-2, dimethyl ester;F87448;endo-Methylenetetrahydrophthalic acid, dimethyl ester;Dimethyl bicyclo[2.2.1]-5-heptene-2,3 dicarboxylate;Dimethylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate;Dimethyl cis-bicyclo[2,1]-5-heptene-2,3-dicarboxylate;Dimethyl cis-bicyclo[2.2.1]-5-heptene-2,3-dicarboxylate;cis-Bicyclo[2,1]-heptene-2,3-dicarboxylic acid, methyl ester;2,3-DIMETHYL BICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLATE;cis-Bicyclo[2,1]hept-5-ene-2,3-dicarboxylic acid, dimethyl ester;cis-3,6-Endomethylene-.delta.(sup4)-tetrahydrophthalic acid dimethyl ester;endo,exo-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid dimethyl ester

Chemical Property of Dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.00637mmHg at 25°C
• Melting Point: 38°C
• Refractive Index: 1.4389 (estimate)
• Boiling Point: 271.7°Cat760mmHg
• Flash Point: 129.4°C
• PSA: 52.60000
• Density: 1.247g/cm³
• LogP: 0.77070
• Water Solubility.: 13.03g/L(35 oC)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 210.08920892
• Heavy Atom Count: 15
• Complexity: 291

Purity/Quality:

99% ^*data from raw suppliers

DimethylBicyclo[2.2.1]-5-heptene-2,3-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by ingestion and inhalation.
• Hazard Codes: Toxic by ingestion and inhalation.
• Statements: 22-36/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1C2CC(C1C(=O)OC)C=C2

Technology Process of Dimethyl bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

There total 40 articles about Dimethyl bicyclo[2.2.1]hept-5-ene-2,3-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: 99.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → dimethyl carbate (5826-73-3)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In dichloromethane; at 0 ℃; for 6h;

Reference yield: 99.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + dimethylfumarate (624-49-7) → dimethyl (exo,endo)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate (3014-58-2,5826-73-3,7184-07-8,39589-98-5,116404-47-8,117604-28-1,135357-64-1)

Guidance literature:

Reference yield: 98.0%

bi(cyclopentadiene) (77-73-6,933-60-8,1755-01-7,25038-78-2) + dimethylfumarate (624-49-7) → dimethyl (exo,endo)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate (3014-58-2,5826-73-3,7184-07-8,39589-98-5,116404-47-8,117604-28-1,135357-64-1)

Guidance literature:

With hydroquinone; at 150 ℃; for 2h; Microwave irradiation;

DOI:10.1039/c5ob00621j

upstream raw materials:

methanol

endo,exo-bicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid dichloride

endo-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic dimethyl ester

sodium methylate

Downstream raw materials:

3,4-Bis(trimethylsiloxy)-endo-tricyclo(4.2.1.0^2,5and)nona-3,7-dien

(2R,3R)-dimethyl bicyclo[2.2.1]heptane-2,3-dicarboxylate

Dimethyl exo-5,6-epoxynorbornane-trans-2,3-dicarboxylate

Refernces

• 1、 -. "TETRACARBOXYLIC DIANHYDRIDE, CARBONYL COMPOUND, POLYIMIDE PRECURSOR RESIN, AND POLYIMIDE". Paragraph 0077-0078. . Retrieved 2021/04/30.
• 2、 Hollauf,Zach,Borisov,Müller,Beichel,Tscherner,K?stler,Hartmann,Knall,Trimmel. "Dye functionalized-ROMP based terpolymers for the use as a light up-converting material: Via triplet-triplet annihilation". . p. 7535 - 7545. Retrieved 2017/08/16.