Phenylcarbamic acid 1,1-dimethyl-2-propynyl ester

Base Information

• Chemical Name: Phenylcarbamic acid 1,1-dimethyl-2-propynyl ester
• CAS No.: 6289-19-6
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• NSC Number: 134077,5621
• UNII: VUP44IJ5UM
• DSSTox Substance ID: DTXSID90212054
• Nikkaji Number: J42.845K
• Wikidata: Q83087089
• ChEMBL ID: CHEMBL4974409
• Mol file: 6289-19-6.mol

Synonyms:6289-19-6;Phenylcarbamic acid 1,1-dimethyl-2-propynyl ester;3-Butyn-2-ol, 2-methyl-, phenylcarbamate;NSC 5621;CARBANILIC ACID, 1,1-DIMETHYL-2-PROPYNYL ESTER;1,1-Dimethyl-2-propynylcarbanilate;VUP44IJ5UM;NSC 134077;BRN 2101240;AI3-23011;NSC-5621;NSC-134077;4-12-00-00636 (Beilstein Handbook Reference);3-Butyn-2-ol, phenylcarbamate;WLN: 1UU1X1&1&OVMR;Carbanilic acid,1-dimethyl-2-propynyl ester;UNII-VUP44IJ5UM;CHEMBL4974409;DTXSID90212054;NSC5621;HMS1598M12;NSC134077;3-Butyn-2-ol,2-methyl-,carbanilate;AKOS002228439;LS-51194;1,1-dimethylprop-2-ynyl N-phenylcarbamate;3-BUTYN-2-OL, 2-METHYL-, CARBANILATE;1,1-DIMETHYL-2-PROPYNYL PHENYLCARBAMATE;SR-01000284213;SR-01000284213-1;3-BUTYN-2-OL, 2-METHYL-, 2-(N-PHENYLCARBAMATE)

Chemical Property of Phenylcarbamic acid 1,1-dimethyl-2-propynyl ester

Chemical Property:

• Vapor Pressure: 0.0177mmHg at 25°C
• Boiling Point: 254°Cat760mmHg
• Flash Point: 107.4°C
• Density: 1.137g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Phenylcarbamic acid 1,1-dimethyl-2-propynyl ester

There total 5 articles about Phenylcarbamic acid 1,1-dimethyl-2-propynyl 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: 100.0%

phenyl isocyanate (103-71-9) + 2-methyl-but-3-yn-2-ol (115-19-5) → O-α,α-dimethylpropargyl N-phenylcarbamate (6289-19-6)

Guidance literature:

With MoCl₂O₂(dmf)2; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1055/s-0030-1258552

Reference yield:

2-methyl-but-3-yn-2-ol (115-19-5) → O-α,α-dimethylpropargyl N-phenylcarbamate (6289-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Py / CH₂Cl₂

With pyridine; In dichloromethane;

DOI:10.1021/jo00835a025

Reference yield:

aniline (62-53-3) + 2-methyl-but-3-yn-2-ol (115-19-5) → O-α,α-dimethylpropargyl N-phenylcarbamate (6289-19-6)

Guidance literature:

With sodium; toluene;

DOI:10.1080/01431160120387

upstream raw materials:

phenyl isocyanate

2-methyl-but-3-yn-2-ol

aniline

2-methylbut-3-yn-2-yl carbonochloridate

Downstream raw materials:

2-methoxyethyl 2-(4-(4-(2-(phenylcarbamoyloxy)propan-2-yl)-1H-1,2,3-triazol-1-yl)butoxy)benzoate

aniline

4,5,5-trimethyl-3-phenyl-oxazolidin-2-one

4,4-Dimethyl-5-methylen-2-oxo-1-phenyl-1,3-oxazolidin

Refernces

• 1、 Delatouche, Regis,Bachmann, Christian,Frapper, Gilles,Bertrand, Philippe. "Extending triazolyl-based release under mildly acidic conditions to give aniline derivatives". experimental part. p. 1090 - 1094. Retrieved 2012/05/20.
• 2、 Delatouche, Regis,Lesage, Aurelien,Collette, Floraine,Heroguez, Valerie,Bertrand, Philippe. "Investigations into competitive cycloaddition/cyclization or elimination from 1,1-dimethyl-propargylcarbamates of anilines". experimental part. p. 166 - 173. Retrieved 2011/10/12.