prop-2-enyl N-naphthalen-1-ylcarbamate

Base Information

• Chemical Name: prop-2-enyl N-naphthalen-1-ylcarbamate
• CAS No.: 25216-21-1
• Molecular Formula: C14H13 N O2
• Molecular Weight: 227.263
• European Community (EC) Number: 667-665-2
• NSC Number: 190585
• DSSTox Substance ID: DTXSID00307268
• Wikidata: Q82054637
• Mol file: 25216-21-1.mol

Synonyms:25216-21-1;Allyl naphthalen-1-ylcarbamate;prop-2-enyl N-naphthalen-1-ylcarbamate;NSC190585;SCHEMBL9271743;DTXSID00307268;OCJKIHKTMHNTRU-UHFFFAOYSA-N;AKOS024334228;ALLYL N-(1-NAPHTHYL)CARBAMATE;NSC-190585;Carbamic acid, 1-naphthyl-, allyl ester;PROP-2-EN-1-YL N-(NAPHTHALEN-1-YL)CARBAMATE

Chemical Property of prop-2-enyl N-naphthalen-1-ylcarbamate

Chemical Property:

• Vapor Pressure: 0.000173mmHg at 25°C
• Boiling Point: 329.8°Cat760mmHg
• Flash Point: 153.3°C
• Density: 1.189g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC(=O)NC1=CC=CC2=CC=CC=C21

Technology Process of prop-2-enyl N-naphthalen-1-ylcarbamate

There total 2 articles about prop-2-enyl N-naphthalen-1-ylcarbamate 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:

1-Bromonaphthalene (90-11-9) + allyl N-(tosyloxy)carbamate (172288-22-1) → N-(2-naphthyl) allylcarbamate (25216-21-1)

Guidance literature:

With n-butyllithium; copper(I) bromide dimethylsulfide complex; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 30 min; -78 to -60 deg C, 1 h, 2.) THF, -78 deg C, 4 h;

DOI:10.1021/jo00126a062

Reference yield:

1-Bromonaphthalene (90-11-9) + allyl N-<(mesitylsulfonyl)oxy>carbamate (172288-23-2) → N-(2-naphthyl) allylcarbamate (25216-21-1)

Guidance literature:

With n-butyllithium; copper(I) bromide dimethylsulfide complex; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 30 min; -78 to -60 deg C, 1 h, 2.) THF, -78 deg C, 4 h;

DOI:10.1021/jo00126a062

Reference yield: 99.0%

N-(2-naphthyl) allylcarbamate (25216-21-1) → 1-amino-naphthalene (134-32-7)

Guidance literature:

With chloro-trimethyl-silane; cyclopentadienyl titanium(IV) trichloride; magnesium; triethylamine; In tetrahydrofuran; at 50 ℃; for 24h;

DOI:10.1016/j.tetlet.2016.03.093

upstream raw materials:

1-Bromonaphthalene

allyl N-(tosyloxy)carbamate

allyl N-<(mesitylsulfonyl)oxy>carbamate

Downstream raw materials:

1-amino-naphthalene