Benzyl-carbamic acid prop-2-ynyl ester

Base Information

• Chemical Name: Benzyl-carbamic acid prop-2-ynyl ester
• CAS No.: 119258-49-0
• Molecular Formula: C11H11 N O2
• Molecular Weight: 189.214
• DSSTox Substance ID: DTXSID90554082
• Nikkaji Number: J2.151.852B
• Wikidata: Q82434903
• Mol file: 119258-49-0.mol

Synonyms:119258-49-0;BENZYL-CARBAMIC ACID PROP-2-YNYL ESTER;prop-2-ynyl N-benzylcarbamate;Prop-2-yn-1-yl benzylcarbamate;SCHEMBL18555883;DTXSID90554082;AKOS006239278

Chemical Property of Benzyl-carbamic acid prop-2-ynyl ester

Chemical Property:

• Vapor Pressure: 0.000249mmHg at 25°C
• Refractive Index: 1.542
• Boiling Point: 324.2°C at 760 mmHg
• Flash Point: 149.9°C
• PSA: 41.82000
• Density: 1.127g/cm³
• LogP: 1.75040
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

98% ^*data from raw suppliers

BENZYL-CARBAMIC ACID PROP-2-YNYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOC(=O)NCC1=CC=CC=C1

Technology Process of Benzyl-carbamic acid prop-2-ynyl ester

There total 4 articles about Benzyl-carbamic acid prop-2-ynyl ester 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: 97.0%

propargyl chloroformate (35718-08-2) + benzylamine (100-46-9) → benzylamine propargyl carbamate (119258-49-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1021/jo048777o

Reference yield: 93.0%

propargyl chloroformate (35718-08-2) + benzaldehyde (100-52-7) → benzylamine propargyl carbamate (119258-49-0)

Guidance literature:

With triethylsilane; iron(II,III) oxide; 1,1,1,3,3,3-hexamethyl-disilazane; In toluene; at 110 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.200800089

Reference yield: 90.0%

benzyl-carbamic acid benzyl ester (39896-97-4) + propargyl alcohol (107-19-7) → benzylamine propargyl carbamate (119258-49-0)

Guidance literature:

benzyl-carbamic acid benzyl ester; With 2-chloropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

propargyl alcohol; With triethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c6ob01290f

upstream raw materials:

propargyl chloroformate

benzylamine

benzaldehyde

propargyl alcohol

Downstream raw materials:

benzylamine

Refernces

• 1、 Liu, Peng,Wang, Zhiming,Hu, Xianming. "Highly efficient synthesis of ureas and carbamates from amides by iodosylbenzene-induced hofmann rearrangement". experimental part. p. 1994 - 2000. Retrieved 2012/05/05.
• 2、 Ramesh, Ramapanicker,Chandrasekaran, Yogesh,Megha, Rajendran,Chandrasekaran, Srinivasan. "Base catalyzed cyclization of N-aryl and N-alkyl-O-propargyl carbamates to 4-alkylidene-2-oxazolidinones". . p. 9153 - 9162. Retrieved 2008/02/10.