Methyl bicyclo(2.2.1)heptane-1-carboxylate

Base Information

• Chemical Name: Methyl bicyclo(2.2.1)heptane-1-carboxylate
• CAS No.: 2287-57-2
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.209
• Hs Code.: 2916209090
• DSSTox Substance ID: DTXSID60177409
• Wikidata: Q83047738
• Mol file: 2287-57-2.mol

Synonyms:Methyl bicyclo(2.2.1)heptane-1-carboxylate;2287-57-2;Methyl norbornane-1-carboxylate;methyl bicyclo[2.2.1]heptane-1-carboxylate;Bicyclo[2.2.1]heptan-1-carboxylic acid, methyl ester;SCHEMBL3704482;methyl norbornane monocarboxylate;DTXSID60177409

Chemical Property of Methyl bicyclo(2.2.1)heptane-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.541mmHg at 25°C
• Boiling Point: 190.4°Cat760mmHg
• Flash Point: 63.5°C
• PSA: 26.30000
• Density: 1.12g/cm³
• LogP: 1.73970
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 154.099379685
• Heavy Atom Count: 11
• Complexity: 178

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C12CCC(C1)CC2

Technology Process of Methyl bicyclo(2.2.1)heptane-1-carboxylate

There total 11 articles about Methyl bicyclo(2.2.1)heptane-1-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: 65.0%

4-carbomethoxybicyclo<2.2.1>heptane-1-carboxylic acid (15448-77-8) → methyl bicyclo<2.2.1>heptane-1-carboxylate (2287-57-2) + Methyl 4-Fluorobicyclo<2.2.1>heptane-1-carboxylate (84553-41-3) + methyl 4-chlorobicyclo<2.2.1>heptane-1-carboxylate (141046-60-8)

Guidance literature:

With xenon difluoride; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00036a018

Reference yield:

methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate (15023-45-7,102450-73-7) → methyl bicyclo<2.2.1>heptane-1-carboxylate (2287-57-2)

Guidance literature:

With sodium tetrahydroborate; trimethyltin(IV)chloride; Multistep reaction; 1) EtOH, below 15 deg C, irradiation, 3 h, 2) MeCOMe, 15 min;

DOI:10.1021/jo00066a018

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + norbornane-1-carboxylic acid (18720-30-4) → methyl bicyclo<2.2.1>heptane-1-carboxylate (2287-57-2)

Guidance literature:

DOI:10.1021/ja01520a039 DOI:10.1016/0040-4020(80)80056-1

upstream raw materials:

diazomethane

norbornane-1-carboxylic acid

methyl exo-2-bromobicyclo<2.2.1>heptane-1-carboxylate

4-carbomethoxybicyclo<2.2.1>heptane-1-carboxylic acid

Downstream raw materials:

Phenylcarbamoryl-Derivat d. Dimethyl-norbornyl-⁽¹⁾-carbinols

bicyclo<2.2.2>octane-1-carboxaldehyde-d tosylhydrazone

bicyclo<2.2.2>octane-1-carboxaldehyde tosylhydrazone

bicyclo<2.2.2>octane-1-methanol

Refernces

• 1、 Adcock, William,Clark, Christopher I.. "A Reinvestigationof of the Trimethylstannylation of 1-Iodonorbornane: Competition between Polar and Radical Pathways". . p. 723 - 724. Retrieved 2007/10/02.
• 2、 Della, Ernest W.,Head, Nicholas J.. "Synthesis of Bridgehead Fluorides by Fluorodeiodination". . p. 2850 - 2855. Retrieved 2007/10/02.