Dimethyl 7-oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate

Base Information

• Chemical Name: Dimethyl 7-oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate
• CAS No.: 17310-94-0
• Molecular Formula: C10H12O5
• Molecular Weight: 212.202
• NSC Number: 202983,196229
• DSSTox Substance ID: DTXSID80307903
• Nikkaji Number: J1.200.098G
• ChEMBL ID: CHEMBL3276055

Synonyms:Dimethyl 7-oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate;17310-94-0;NSC196229;CHEMBL3276055;DTXSID80307903;PRHAGQCZGSQKHR-UHFFFAOYSA-N;NSC202983;NSC-196229;NSC-202983;Dimethyl 7-oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate #;7-Oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylic acid, dimethyl ester

Chemical Property of Dimethyl 7-oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.00144mmHg at 25°C
• Boiling Point: 296.3°C at 760 mmHg
• Flash Point: 128.8°C
• Density: 1.319g/cm³
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 212.06847348
• Heavy Atom Count: 15
• Complexity: 312

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C2CCC1O2)C(=O)OC

Technology Process of Dimethyl 7-oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate

There total 6 articles about Dimethyl 7-oxabicyclo[2.2.1]hept-2-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: 96.0%

dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate (1829-60-3) → dimethyl 7-oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate (17310-94-0)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0040-4039(00)91866-5

Reference yield: 67.0%

dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate (1829-60-3) → dimethyl 7-oxabicyclo<2.2.1>hept-2-ene-2,3-dicarboxylate (17310-94-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; Ambient temperature;

Reference yield:

dimethyl acetylenedicarboxylate (762-42-5) → dimethyl 7-oxabicyclo[2.2.1]hept-2-ene-2,3-dicarboxylate (17310-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 °C

2: palladium; acetone / Hydrogenation

With palladium; acetone;

upstream raw materials:

dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

furan

dimethyl acetylenedicarboxylate

acetone

Downstream raw materials:

(1R,2S,6R,7S)-5-(2,4,6-Trimethyl-phenyl)-3,10-dioxa-4-aza-tricyclo[5.2.1.0^2,6]dec-4-ene-2,6-dicarboxylic acid dimethyl ester

(1R,2S,5R,6R,7S)-4-Methyl-5-phenyl-3,10-dioxa-4-aza-tricyclo[5.2.1.0^2,6]decane-2,6-dicarboxylic acid dimethyl ester

(1R,2S,5S,6R,7S)-4-Methyl-5-phenyl-3,10-dioxa-4-aza-tricyclo[5.2.1.0^2,6]decane-2,6-dicarboxylic acid dimethyl ester

7-oxa-norborn-2-ene-2,3-dicarboxylic acid

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