Dimethylcarbamic acid o-tolyl ester

Base Information

• Chemical Name: Dimethylcarbamic acid o-tolyl ester
• CAS No.: 7305-06-8
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• DSSTox Substance ID: DTXSID70223325
• Nikkaji Number: J42.894I
• Wikidata: Q83101775
• ChEMBL ID: CHEMBL2288697
• Mol file: 7305-06-8.mol

Synonyms:o-Tolyl dimethylcarbamate;Dimethylcarbamic acid o-tolyl ester;7305-06-8;CARBAMIC ACID, DIMETHYL-, o-TOLYL ESTER;BRN 2557739;AI3-33164;Carbamic acid, dimethyl-, 2-methylphenyl ester;SCHEMBL8927621;CHEMBL2288697;DTXSID70223325;(2-Methylphenyl)n,N-dimethylcarbamate;N,N-Dimethylcarbamic acid o-tolyl ester;LS-49653;4-06-00-01963 (Beilstein Handbook Reference)

Chemical Property of Dimethylcarbamic acid o-tolyl ester

Chemical Property:

• Vapor Pressure: 0.0155mmHg at 25°C
• Boiling Point: 256.3°Cat760mmHg
• Flash Point: 108.8°C
• PSA: 29.54000
• Density: 1.072g/cm³
• LogP: 2.05540
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1OC(=O)N(C)C

Technology Process of Dimethylcarbamic acid o-tolyl ester

There total 5 articles about Dimethylcarbamic acid o-tolyl 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: 90.0%

phenyl N,N-dimethylcarbamate (6969-90-0) + methyl iodide (74-88-4) → 2-methyl-Ν,Ν-dimethylcarbamoyl phenolate (7305-06-8)

Guidance literature:

phenyl N,N-dimethylcarbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -95 ℃;

methyl iodide; In tetrahydrofuran; at -95 - 20 ℃; for 0.166667h;

DOI:10.1002/ejoc.201701142

Reference yield: 60.0%

phenyl N,N-dimethylcarbamate (6969-90-0) + methyl iodide (74-88-4) → 2-hydroxy-N,N-dimethylbenzamide (1778-08-1) + 2-methyl-Ν,Ν-dimethylcarbamoyl phenolate (7305-06-8)

Guidance literature:

phenyl N,N-dimethylcarbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -78 ℃;

methyl iodide; In tetrahydrofuran; at -78 - 20 ℃; for 0.166667h;

DOI:10.1002/ejoc.201701142

Reference yield:

ortho-cresol (95-48-7,77504-84-8) + N,N-Dimethylcarbamoyl chloride (79-44-7) → 2-methyl-Ν,Ν-dimethylcarbamoyl phenolate (7305-06-8)

Guidance literature:

With pyridine; In benzene;

DOI:10.1021/jo01342a039

upstream raw materials:

ortho-cresol

N,N-Dimethylcarbamoyl chloride

N,N-dimethyl-formamide

phenyl N,N-dimethylcarbamate

Downstream raw materials:

2-(2',4-dimethyl-[1,1'-biphenyl]-2-yl)pyridine

3-methyl-1-(pyridin-2-yl)-2-(o-tolyl)-1H-indole

N,N-dimethyl-2-(2-hydroxyphenyl)acetamide

2-methyl-5-phenylphenol

Refernces

• 1、 Sun, Xiuyun,Yao, Xia,Zhang, Chao,Rao, Yu. "Pd(II) catalyzed ortho C-H iodination of phenylcarbamates at room temperature using cyclic hypervalent iodine reagents". supporting information. p. 10014 - 10017. Retrieved 2015/06/22.
• 2、 Yang, Xinglin,Sun, Yonghui,Chen, Zhang,Rao, Yu. "A general approach towards catechol and pyrogallol through ruthenium- and palladium-catalyzed C-H hydroxylation by weak coordination". supporting information. p. 1625 - 1630. Retrieved 2014/06/09.