Methyl 3-chloroadamantane-1-carboxylate

Base Information

• Chemical Name: Methyl 3-chloroadamantane-1-carboxylate
• CAS No.: 103549-35-5
• Molecular Formula: C12H17 Cl O2
• Molecular Weight: 228.7152
• DSSTox Substance ID: DTXSID50908466
• Mol file: 103549-35-5.mol

Synonyms:methyl 3-chloroadamantane-1-carboxylate;103549-35-5;3-Chlorotricyclo(3.3.1.13,7decane-1-carboxylic acid, methyl ester;3-Chlorotricyclo[3.3.1.13,7decane-1-carboxylic acid, methyl ester;DTXSID50908466;AKOS033667123;CCG-353645;Z19243555

Chemical Property of Methyl 3-chloroadamantane-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.00185mmHg at 25°C
• Boiling Point: 292.3°Cat760mmHg
• Flash Point: 138.2°C
• Density: 1.22g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 228.0917075
• Heavy Atom Count: 15
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C12CC3CC(C1)CC(C3)(C2)Cl

Technology Process of Methyl 3-chloroadamantane-1-carboxylate

There total 4 articles about Methyl 3-chloroadamantane-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: 89.0%

methyl adamantane-1-carboxylate (711-01-3) → methyl 3-chloroadamantyl-1-carboxylate (103549-35-5)

Guidance literature:

With tetrachloromethane; manganese(III) acetylacetonate; acetonitrile; at 200 ℃; for 1h;

Reference yield: 9.0%

bromo-3 adamantylcarboxylate de methyle (27983-08-0) + 2,4-dimethyl-3-trimethylsilyloxy-2-pentene (55339-64-5) → methyl 3-chloroadamantyl-1-carboxylate (103549-35-5) + 3-(1,1,3-Trimethyl-2-oxo-butyl)-adamantane-1-carboxylic acid methyl ester (106347-68-6)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -50 ℃; for 2h;

Reference yield:

3-bromoadamantane-1-carboxylic acid (21816-08-0) → methyl 3-chloroadamantyl-1-carboxylate (103549-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acide sulfurique / 5 h / Heating

2: 53 percent / TiCl₄ / CH₂Cl₂ / 2 h / -50 °C

With acide sulfurique; titanium tetrachloride; In dichloromethane;

upstream raw materials:

bromo-3 adamantylcarboxylate de methyle

2,4-dimethyl-3-trimethylsilyloxy-2-pentene

methyl adamantane-1-carboxylate

3-bromoadamantane-1-carboxylic acid