Prop-2-yn-1-yl (4-hydroxyphenyl)carbamate

Base Information

• Chemical Name: Prop-2-yn-1-yl (4-hydroxyphenyl)carbamate
• CAS No.: 54840-14-1
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00442704
• Nikkaji Number: J1.281.299J
• Mol file: 54840-14-1.mol

Synonyms:54840-14-1;Prop-2-yn-1-yl (4-hydroxyphenyl)carbamate;Prop-2-ynyl N-(4-hydroxyphenyl)carbamate;(4-HYDROXY-PHENYL)-CARBAMIC ACID PROP-2-YNYL ESTER;SCHEMBL14420254;DTXSID00442704;AKOS006239279;Prop-2-yn-1-yl(4-hydroxyphenyl)carbamate;F74245;(4-Hydroxyphenyl)carbamic acid 2-propynyl ester;A913936;PROP-2-YN-1-YL N-(4-HYDROXYPHENYL)CARBAMATE;(4-HYDROXY-PHENYL)-CARBAMICACIDPROP-2-YNYLESTER

Chemical Property of Prop-2-yn-1-yl (4-hydroxyphenyl)carbamate

Chemical Property:

• Melting Point: 132 °C
• Boiling Point: 289.2±25.0 °C(Predicted)
• PKA: 10.00±0.26(Predicted)
• PSA: 58.56000
• Density: 1.326±0.06 g/cm3(Predicted)
• LogP: 1.64690
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

99%min ^*data from raw suppliers

Prop-2-yn-1-yl(4-hydroxyphenyl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOC(=O)NC1=CC=C(C=C1)O

Technology Process of Prop-2-yn-1-yl (4-hydroxyphenyl)carbamate

There total 3 articles about Prop-2-yn-1-yl (4-hydroxyphenyl)carbamate 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: 85.0%

propargyl chloroformate (35718-08-2) + 4-amino-phenol (123-30-8) → 4-(prop-2-ynyloxycarbonylamino)phenol (54840-14-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; acetonitrile; at -35 - 20 ℃;

DOI:10.1002/(SICI)1099-0690(200003)2000:6<1007::AID-EJOC1007>3.0.CO;2-I

Reference yield: 82.0%

carbonic acid prop-2-ynyl ester 4-prop-2-ynyloxycarbonylamino-phenyl ester → 4-(prop-2-ynyloxycarbonylamino)phenol (54840-14-1)

Guidance literature:

With benzyltriethylammonium tetrathiomolybdate; In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1021/jo048777o

Reference yield:

→ 4-(prop-2-ynyloxycarbonylamino)phenol (54840-14-1)

Guidance literature:

4-OH-C6H4-NH2, COCl2, HC-=C-CH2OH;

upstream raw materials:

propargyl chloroformate

4-amino-phenol

Refernces

• 1、 Apparu, Marcel,Ben Tiba, Younes,Leo, Pierre-Marc,Fagret, Daniel. "Synthesis of potentially β-blocking practolol derivatives: (E + Z)-3- [4-(3-iodoprop-2-enyloxycarbonylamino)phenoxy]-1-(isopropylamino)propan-2-ol". . p. 1007 - 1012. Retrieved 2007/10/03.