4285-42-1

Basic information

• Product Name: N-METHYL-N-PHENYLCARBAMOYL CHLORIDE
• Synonyms: N-METHYL-N-PHENYLCARBAMOYL CHLORIDE;N-METHYLCARBANILOYL CHLORIDE;Carbamicchloride,methylphenyl-;Carbamoyl chloride, methylphenyl-;Carbaniloyl chloride, N-methyl-;Methyl(phenyl)carbamic chloride;methylphenyl-carbamicchlorid;Methylphenylcarbamoyl chloride
• CAS NO: 4285-42-1
• Molecular Formula: C₈H₈ClNO
• Molecular Weight: 169.61
• EINECS: 224-288-4
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 4285-42-1.mol
• Article Data: 27

Chemical Properties

• Melting Point: 87-90 °C(lit.)
• Boiling Point: 280 °C(lit.)
• Flash Point: 123.1 °C
• Appearance: Light yellow or green solid
• Density: 1.1885 (rough estimate)
• Vapor Pressure: 0.00388mmHg at 25°C
• Refractive Index: 1.5430 (estimate)
• Storage Temp.: 2-8°C
• PKA: 0.06±0.50(Predicted)
• CAS DataBase Reference: N-METHYL-N-PHENYLCARBAMOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYL-N-PHENYLCARBAMOYL CHLORIDE(4285-42-1)
• EPA Substance Registry System: N-METHYL-N-PHENYLCARBAMOYL CHLORIDE(4285-42-1)

Safety Data

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 4285-42-1(Hazardous Substances Data)

Usage

Description

N-METHYL-N-PHENYLCARBAMOYL CHLORIDE is an organic compound with the molecular formula C8H8ClNO. It is a light yellow to light green crystalline mass, known for its solvolysis properties in aqueous binary mixtures of acetone, ethanol, methanol, and in water, D2O, and 50% D2O-CH3OD. Additionally, it has been reported to undergo iridium-catalyzed annulation with internal alkyne.

Uses

Used in Chemical Synthesis:
N-METHYL-N-PHENYLCARBAMOYL CHLORIDE is used as a chemical intermediate for the synthesis of various compounds. Its solvolysis properties in different aqueous mixtures make it a versatile building block in the creation of a wide range of organic molecules.
Used in Pharmaceutical Industry:
N-METHYL-N-PHENYLCARBAMOYL CHLORIDE is used as a key component in the development of pharmaceuticals. Its ability to undergo iridium-catalyzed annulation with internal alkyne allows for the creation of novel drug candidates with potential therapeutic applications.
Used in Research and Development:
N-METHYL-N-PHENYLCARBAMOYL CHLORIDE is utilized as a research compound in academic and industrial laboratories. Its unique chemical properties and reactivity make it an important tool for studying various chemical reactions and processes, contributing to the advancement of scientific knowledge in the field of organic chemistry.

InChI:InChI=1/C8H8ClNO/c1-10(8(9)11)7-5-3-2-4-6-7/h2-6H,1H3

Upstream product

• 108-86-1 bromobenzene 
• 100-61-8 N-methylaniline 
• 100244-42-6 O-isopropyl N-methyl-N-phenylthiocarbamate 
• 51480-12-7 Bis(N-methyl-N-phenylcarbamoyl)disulfane 
• 87463-00-1 O-ethyl N-methyl-N-phenylthiocarbamate 
• 87463-11-4 O-methyl N-methyl-N-phenylcarbamothioate 
• 17890-34-5 N-(trimethylsilyl)phenyl(methyl)amine 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 37931-52-5 4-methoxy-N-methyl-N-phenylbenzenemethanamine 
• 117371-70-7 1,1'-carbonyl-bis-pyridinium; dichloride 
• 75-44-5 phosgene 
• 2621-79-6 ethyl N-methyl-N-phenylcarbamate 
• 62-53-3 aniline 

Downstream Products

• 137339-74-3 N-methyl-[1]naphthanilide 
• 548770-64-5 methyl-phenyl-carbamic acid 4-(2-hydroxy-ethyl)-phenyl ester 
• 548765-74-8 methyl-phenyl-carbamic acid pyridin-2-yl ester 
• 501104-72-9 methyl-phenyl-carbamic acid 4-(4-chlorobenzoyl)-phenyl ester 
• 548764-14-3 methyl-phenyl-carbamic acid 4-benzyl-phenyl ester 
• 526190-41-0 methyl-phenyl-carbamic acid 4-benzoyl-phenyl ester 
• 548768-16-7 methyl-phenyl-carbamic acid 2-methyl-quinolin-6-yl ester 
• 548768-10-1 methyl-phenyl-carbamic acid quinolin-6-yl ester 
• 548766-59-2 methyl-phenyl-carbamic acid 5-benzoylamino-pyridin-2-yl ester 
• 548766-60-5 methyl-phenyl-carbamic acid 5-(cyclohexanecarbonyl-amino)-pyridin-2-yl ester 
• 548766-62-7 methyl-phenyl-carbamic acid 5-(2,2-dimethyl-propionylamino)-pyridin-2-yl ester 
• 548766-63-8 methyl-phenyl-carbamic acid 5-(2-cyclohexyl-acetylamino)-pyridin-2-yl ester 

Relevant articles and documents

Self-Immolative System for Disclosure of Reactive Electrophilic Alkylating Agents: Understanding the Role of the Reporter Group

The development of stable, efficient chemoselective self-immolative systems, for use in applications such as sensors, requires the optimization of the reactivity and degradation characteristics of the self-immolative unit. In this paper, we describe the effect that the structure of the reporter group has upon the self-immolative efficacy of a prototype system designed for the disclosure of electrophilic alkylating agents. The amine of the reporter group (a nitroaniline unit) was a constituent part of a carbamate that functioned as the self-immolative unit. The number and position of substituents on the nitroaniline unit were found to play a key role in the rate of self-immolative degradation and release of the reporter group. The position of the nitro substituent (meta- vs para-) and the methyl groups in the ortho-position relative to the carbamate exhibited an influence on the rate of elimination and stability of the self-immolative system. The ortho-methyl substituents imparted a twist on the N-C (aromatic) bond leading to increased resonance of the amine nitrogen's lone pair into the carbonyl moiety and a decrease of the leaving character of the carbamate group; concomitantly, this may also make it a less electron-withdrawing group and lead to less acidification of the eliminated β-hydrogen.

Nickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes

An unprecedented asymmetric acyl-carbamoylation of pendant alkenes tethered on aryl carbamic chlorides with both aliphatic and aromatic aldehydes has been developed via the cooperative catalysis of a chiral nickel-PHOX complex and tetrabutylammonium decatungstate. This reaction represents the first example of merging hydrogen-atom-transfer photochemistry and asymmetric transition metal catalysis in difunctionalization of alkenes. Using this protocol, a variety of oxindoles bearing a challenging quaternary stereogenic center are furnished under mild conditions in highly enantioselective manner.

Method for continuously synthesizing buprofezin

The invention discloses a method for continuously synthesizing buprofezin, and belongs to the technical field of chemical synthesis. The method for continuously synthesizing buprofezin comprises the following steps: S1, continuously acylating N-methylaniline and phosgene in a solvent, and continuously deacidifying to obtain an acyl chloride solution; S2, carrying out continuous chlorination and continuous deacidification on the acyl chloride solution and chlorine under the action of an initiator to obtain a chloride solution; S3, adding buprothiourea, a catalyst and an acid-binding agent intothe chloride solution, carrying out continuous mixing reaction, crystallizing and drying a reaction product to obtain buprofezin of which the content is greater than or equal to 99.0% and the total yield is greater than or equal to 88% based on N-methylaniline. The method for continuously synthesizing buprofezin solves the defects caused by batch production in China, has the advantages of continuous reaction, high automation degree, small equipment size, high operation safety, few side reaction products, high conversion rate and good product quality, can effectively improve the production efficiency and reduce the production cost, and has very good popularization and application values.