Methyl cyclopropylcarbamate

Base Information

• Chemical Name: Methyl cyclopropylcarbamate
• CAS No.: 73330-91-3
• Molecular Formula: C5H9 N O2
• Molecular Weight: 115.132
• DSSTox Substance ID: DTXSID10393319
• Nikkaji Number: J535.838H
• Wikidata: Q82192060
• Mol file: 73330-91-3.mol

Synonyms:methyl cyclopropylcarbamate;73330-91-3;Methyl N-cyclopropylcarbamate;Carbamic acid,cyclopropyl-, methyl ester (9CI);CYCLOPROPYL METHYL CARBAMATE;SCHEMBL2050427;Cyclopropyl-carbaminsaures Methyl;DTXSID10393319;WJNZDULHWTUCDB-UHFFFAOYSA-N;Cyclopropylcarbamic acid methyl ester;AKOS003881123;N-cyclopropylcarbamic acid methyl ester;N-cyclopropyl-carbamic acid methyl ester;FT-0628725;A837789

Chemical Property of Methyl cyclopropylcarbamate

Chemical Property:

• Vapor Pressure: 0.592mmHg at 25°C
• Refractive Index: 1.46
• Boiling Point: 188.7°C at 760 mmHg
• Flash Point: 67.9°C
• PSA: 38.33000
• Density: 1.1g/cm³
• LogP: 0.89570
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 98.6

Purity/Quality:

98%min ^*data from raw suppliers

METHYL CYCLOPROPYLCARBAMATE 96.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1CC1

Technology Process of Methyl cyclopropylcarbamate

There total 5 articles about Methyl cyclopropylcarbamate 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: 98.0%

methyl chloroformate (79-22-1) + Cyclopropylamine (765-30-0) → Methyl N-cyclopropylcarbamate (73330-91-3)

Guidance literature:

With triethylamine; In diethyl ether; for 20h;

DOI:10.1021/je60085a001

Reference yield: 90.0%

carbonic acid dimethyl ester (616-38-6) + Cyclopropylamine (765-30-0) → methyl N-cyclopropyl-N-methylcarbamate + Methyl N-cyclopropylcarbamate (73330-91-3)

Guidance literature:

With binder-free FeHY-mmm zeolite; In neat (no solvent); at 120 ℃; for 0.5h; Sealed tube;

DOI:10.1134/S1070428020070179

Reference yield: 72.0%

methanol (67-56-1) + Cyclopropancarbamid (6228-73-5) → Methyl N-cyclopropylcarbamate (73330-91-3)

Guidance literature:

With potassium hydroxide; [bis(acetoxy)iodo]benzene; 1) 5-10 deg C, 15 min, 2) to r. t., 45 min;

DOI:10.1021/jo00061a022

upstream raw materials:

Cyclopropancarbamid

sodium methylate

methanol

methyl chloroformate

Downstream raw materials:

Cyclopropylamine

Refernces

• 1、 Shaw, Megan H.,McCreanor, Niall G.,Whittingham, William G.,Bower, John F.. "Reversible C-C bond activation enables stereocontrol in Rh-catalyzed carbonylative cycloadditions of aminocyclopropanes". supporting information. p. 463 - 468. Retrieved 2015/01/30.
• 2、 Moffett, Robert Bruce. "New Compounds with Possible Pharmacological Activity". . p. 176 - 183. Retrieved 2007/10/02.