N-Methyl-N-phenylcarbamoyl chloride

Base Information

• Chemical Name: N-Methyl-N-phenylcarbamoyl chloride
• CAS No.: 4285-42-1
• Deprecated CAS: 1301139-25-2
• Molecular Formula: C8H8ClNO
• Molecular Weight: 169.611
• Hs Code.: 29242998
• European Community (EC) Number: 224-288-4
• NSC Number: 165671
• DSSTox Substance ID: DTXSID7063396
• Nikkaji Number: J87.268G
• Wikidata: Q81990713
• Mol file: 4285-42-1.mol

Synonyms:N-Methyl-N-phenylcarbamoyl chloride;4285-42-1;Carbamic chloride, methylphenyl-;Methyl(phenyl)carbamic chloride;Methylphenylcarbamoyl chloride;Carbaniloyl chloride, N-methyl-;Carbamoyl chloride, methylphenyl-;EINECS 224-288-4;Carbamic chloride, N-methyl-N-phenyl-;NSC 165671;NSC-165671;SCHEMBL61173;methyl(phenyl)carbamoyl chloride;methyl-phenyl-carbamoyl chloride;DTXSID7063396;N-methyl-phenylcarbamoyl chloride;Methyl(phenyl)carbamic chloride #;N-methyl N-phenylcarbamoylchloride;N-methyl-N-phenylcarbamic chloride;N-methyl-N-phenyl carbamoylchloride;N-phenyl-N-methylcarbamoyl chloride;N-phenyl- N-methylcarbamyl chloride;N-Methyl-N-phenyl-carbamic Chloride;GEO-03721;MFCD00000634;N -methyl-N-phenylcarbamoyl chloride;N-methyl-N-phenyl carbamoyl chloride;N-methyl-N-phenyl-carbamoyl chloride;NSC165671;AKOS022463795;N-Methyl-N-phenylcarbamoyl chloride, 98%;FT-0635209;F14802;EN300-1244207

Chemical Property of N-Methyl-N-phenylcarbamoyl chloride

Chemical Property:

• Appearance/Colour: Light yellow or green solid
• Vapor Pressure: 0.00388mmHg at 25°C
• Melting Point: 87-90 °C
• Refractive Index: 1.583
• Boiling Point: 280 °C at 760 mmHg
• PKA: 0.06±0.50(Predicted)
• Flash Point: 123.1 °C
• PSA: 20.31000
• Density: 1.247 g/cm³
• LogP: 2.48160
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 169.0294416
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Methyl-N-phenylcarbamoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1)C(=O)Cl

Technology Process of N-Methyl-N-phenylcarbamoyl chloride

There total 18 articles about N-Methyl-N-phenylcarbamoyl chloride 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: 99.0%

bis(trichloromethyl) carbonate (32315-10-9) + N-methylaniline (100-61-8) → N-phenyl-N-methylcarbamoyl chloride (4285-42-1)

Guidance literature:

With sodium hydroxide; for 0.0833333h; Neat (no solvent);

DOI:10.1016/j.cclet.2012.06.025

Reference yield: 96.0%

phosgene (75-44-5) + N-methylaniline (100-61-8) → N-phenyl-N-methylcarbamoyl chloride (4285-42-1)

Guidance literature:

In toluene; 1.) room temperature, 1 h, 2.) reflux, 1.5 h;

DOI:10.1080/00397919608003622

Reference yield: 44.0%

bis(trichloromethyl) carbonate (32315-10-9) + 4-methoxy-N-methyl-N-phenylbenzenemethanamine (37931-52-5) → N-phenyl-N-methylcarbamoyl chloride (4285-42-1) + p-methoxybenzyl chloride (824-94-2) + C16H17ClNO2(1+)*Cl(1-)

Guidance literature:

for 0.5h;

DOI:10.1021/jo0346297

upstream raw materials:

ethyl N-methyl-N-phenylcarbamate

phosgene

N-methylaniline

1,1'-carbonyl-bis-pyridinium; dichloride

Downstream raw materials:

aziridine-1-carboxylic acid-(N-methyl-anilide)

N-methyl-[1]naphthanilide

2,4,6-trimethyl-benzoic acid-(N-methyl-anilide)

4-[2-(3-Methyl-3-phenyl-ureido)-ethyl]-benzenesulfonamide

Refernces

• 1、 Wang, Quanquan,Zhu, Wanjun,Sun, Qikai,He, Gang,Chen, Gong. "Pd-Catalyzed Ortho-Directed C—H Glycosylation of Arenes Using N-linked Bidentate Auxiliaries". supporting information. p. 571 - 576. Retrieved 2021/02/01.
• 2、 Fan, Pei,Lan, Yun,Zhang, Chang,Wang, Chuan. "Nickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes". supporting information. p. 2180 - 2186. Retrieved 2020/03/03.