Tert-butyl 5-norbornene-2-carboxylate

Base Information

• Chemical Name: Tert-butyl 5-norbornene-2-carboxylate
• CAS No.: 154970-45-3
• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.274
• Hs Code.: 29162090
• European Community (EC) Number: 604-985-3
• Mol file: 154970-45-3.mol

Synonyms:TERT-BUTYL 5-NORBORNENE-2-CARBOXYLATE;F14918

Chemical Property of Tert-butyl 5-norbornene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.033mmHg at 25°C
• Refractive Index: 1.502
• Boiling Point: 243.122 °C at 760 mmHg
• Flash Point: 92.182 °C
• PSA: 26.30000
• Density: 1.046 g/cm³
• LogP: 2.54030
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 194.130679813
• Heavy Atom Count: 14
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

Tert-butylBicyclo[2.2.1]-5-heptene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1CC2CC1C=C2
• Isomeric SMILES: CC(C)(C)OC(=O)C1C[C@H]2C[C@@H]1C=C2

Technology Process of Tert-butyl 5-norbornene-2-carboxylate

There total 4 articles about Tert-butyl 5-norbornene-2-carboxylate 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:

tert-Butyl acrylate (1663-39-4,25232-27-3) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → tert-butyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (154970-45-3)

Guidance literature:

Reference yield:

bi(cyclopentadiene) (77-73-6,933-60-8,1755-01-7,25038-78-2) → tert-butyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (154970-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 170 °C / Inert atmosphere

2: lewis acid / dichloromethane / -78 - 20 °C / Inert atmosphere

With lewis acid; In dichloromethane;

DOI:10.1021/acs.orglett.1c02345

Reference yield:

tert-butyl alcohol (75-65-0) → tert-butyl bicyclo[2.2.1]hept-5-ene-2-carboxylate (154970-45-3)

Guidance literature:

DOI:10.1134/S1070427206100120

upstream raw materials:

tert-butyl alcohol

tert-Butyl acrylate

cyclopenta-1,3-diene

bi(cyclopentadiene)