7451-53-8

Basic information

• Product Name: (4-BROMOPHENYL)-CARBAMIC ACID ETHYL ESTER
• Synonyms: (4-BROMOPHENYL)-CARBAMIC ACID ETHYL ESTER;ETHYL N-(4-BROMOPHENYL)CARBAMATE
• CAS NO: 7451-53-8
• Molecular Formula: C₉H₁₀BrNO₂
• Molecular Weight: 244.09
• Product Categories: Aromatic Esters
• Mol File: 7451-53-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 257.5°C at 760 mmHg
• Flash Point: 109.6°C
• Appearance: /
• Density: 1.51g/cm³
• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: (4-BROMOPHENYL)-CARBAMIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (4-BROMOPHENYL)-CARBAMIC ACID ETHYL ESTER(7451-53-8)
• EPA Substance Registry System: (4-BROMOPHENYL)-CARBAMIC ACID ETHYL ESTER(7451-53-8)

Safety Data

• Hazardous Substances Data: 7451-53-8(Hazardous Substances Data)

Usage

Description

(4-Bromophenyl)-carbamic acid ethyl ester, also known as ethyl 4-bromophenyl carbamate, is a chemical compound with the molecular formula C9H10BrNO2. It is a carbamate ester, an organic compound that contains a carbamate functional group. (4-BROMOPHENYL)-CARBAMIC ACID ETHYL ESTER is typically synthesized through the reaction of 4-bromophenol with ethyl chloroformate in the presence of a base. It is known for its low acute toxicity to mammals, but caution is advised as it can be harmful if ingested or inhaled in large amounts.

Uses

Used in Agricultural Applications:
(4-Bromophenyl)-carbamic acid ethyl ester is used as a pesticide for controlling various pests that can damage crops. Its application helps protect plants from infestations, thereby ensuring a healthy and productive agricultural yield.
Used in Herbicidal Applications:
As a herbicide, (4-Bromophenyl)-carbamic acid ethyl ester is employed to control the growth of unwanted plants and weeds. This helps maintain the quality of agricultural land and allows for more efficient cultivation of desired crops.
Used in Fungicidal Applications:
(4-Bromophenyl)-carbamic acid ethyl ester also serves as a fungicide, combating fungal infections that can harm crops. By preventing the spread of fungi, this compound contributes to the overall health and productivity of agricultural fields.
It is crucial to handle and apply (4-Bromophenyl)-carbamic acid ethyl ester with appropriate safety measures to minimize potential risks to human health and the environment.

InChI:InChI=1/C9H10BrNO2/c1-2-13-9(12)11-8-5-3-7(10)4-6-8/h3-6H,2H2,1H3,(H,11,12)

Upstream product

• 64-17-5 ethanol 
• 2493-02-9 4-bromophenyl isocyanate 
• 124-38-9 carbon dioxide 
• 75-03-6 ethyl iodide 
• 106-40-1 4-bromo-aniline 
• 698-67-9 p-bromobenzamide 
• 313225-01-3 (1H-benzo[d][1,2,3]triazol-1-yl)(4-bromophenyl)methanone 
• 105-58-8 Diethyl carbonate 
• 590-28-3 potassium cyanate 
• 5467-74-3 4-Bromophenylboronic acid 
• 13195-79-4 2,2-dibromo-1-(4-bromophenyl)ethan-1-one 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 90326-68-4 ethyl (2,4-dibromophenyl)carbamate 
• 2646-26-6 4-(4-bromophenyl)semicarbazide 
• 1356965-22-4 (5RS)-5-(benzo[d][1,3]dioxol-5-yl)-N-(4-bromophenyl)-3-(tert-butyl)-4,5-dihydro-1H-pyrazole-1-carboxamide 
• 1356965-14-4 2-[(1E)-1-(1,3-benzodioxol-5-yl)-4,4-dimethylpent-1-en-3-ylidene]-N-(4-bromophenyl)hydrazinecarboxamide 
• 68279-65-2 bis-(4-bromo-phenyl)-[1,3]diazetidine-2,4-dione 
• 25203-36-5 methyl N-(4-bromophenyl)carbamate 
• 106-40-1 4-bromo-aniline 
• 128640-00-6 ethyl (Z)-4-(2-ethoxyethenyl)phenyl carbanilate 
• 129276-13-7 ethyl N-<4-bromo-2-(phthalimidomethyl)phenyl>carbamate 
• 23598-66-5 3-(4-bromo-phenyl)-5-prop-2-ynyloxymethyl-oxazolidin-2-one 
• 2493-02-9 4-bromophenyl isocyanate 

Relevant articles and documents

Electrochemical Hofmann rearrangement mediated by NaBr: Practical access to bioactive carbamates

An electrochemical Hofmann rearrangement is reported. With the mediation of NaBr, highly corrosive and toxic halogens are avoided. Moreover, this efficient and green approach is well compatible with a broad range of amides, including several commercial medicine derivatives, and provides direct access to synthetically useful carbamates. The synthetic utility of this method is also demonstrated by the preparation of 15N labeling carbamate and gram-scale synthesis of Amantadine.

An efficient one-pot synthesis of: N, N ′-disubstituted ureas and carbamates from N -acylbenzotriazoles

A facile and high-yielding one-pot synthesis of carbamates and N,N′-disubstituted symmetrical ureas from N-acylbenzotriazoles has been devised. It is believed that, the intermediate acyl-azide undergo Curtius rearrangement and in different solvents gives different products i.e. carbamates in alcohols and N,N′-disubstituted symmetrical urea in THF.

Design and synthesis of novel stiripentol analogues as potential anticonvulsants

A series of stiripentol (STP) analogues namely, 2-[(1E)-1-(1,3-benzodioxol- 5-yl)-4,4-dimethylpent-1-en-3-ylidene]-N-(aryl/H)hydrazinecarboxamides 7a-h, (±)-(5RS)-N-(aryl/H)-(1,3-benzodioxol-5-yl)-3-tert-butyl-4, 5-dihydro-1H-pyrazole-1-carboxamides (±)-8a-h, and (±)-[(5RS)-(1, 3-benzodioxol-5-yl)-3-tert-butyl-4,5-dihydro-1H-pyrazol-1-yl](aryl)methanones (±)-13a-f was synthesized by adopting appropriate synthetic routes and was pharmacologically evaluated in the preliminary anticonvulsant screens. The selected bioactive new chemical entities were subjected to ED50 determination and neurotoxicity evaluation. The most active congeners are 7h in MES screen and (±)-13b in scPTZ screen which displayed ED50 values of 87 and 110 mg/kg, respectively, as compared to that of STP (ED 50 = 277.7 and 115 mg/kg in MES and scPTZ, respectively).