19056-41-8

Basic information

• Product Name: 3-BROMO-4-METHOXYANILINE
• Synonyms: 3-BROMO-4-METHOXYANILINE;4-Amino-2-bromoanisole;4-Amino-2-bromoanisole, 3-Bromo-p-anisidine
• CAS NO: 19056-41-8
• Molecular Formula: C₇H₈BrNO
• Molecular Weight: 202.05
• Product Categories: Amines;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 19056-41-8.mol
• Article Data: 20

Chemical Properties

• Melting Point: 62 °C
• Boiling Point: 282.2 °C at 760 mmHg
• Flash Point: 124.5 °C
• Appearance: /
• Density: 1.531 g/cm³
• Vapor Pressure: 0.0034mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: Room temperature.
• Solubility: soluble in Methanol
• PKA: 4.13±0.10(Predicted)
• CAS DataBase Reference: 3-BROMO-4-METHOXYANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-METHOXYANILINE(19056-41-8)
• EPA Substance Registry System: 3-BROMO-4-METHOXYANILINE(19056-41-8)

Safety Data

• Hazard Codes: Xi,N,T+
• Statements: 26/27/28-33-50
• Safety Statements: 28-36/37-45-61
• RIDADR: 2811
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 19056-41-8(Hazardous Substances Data)

Usage

General Description

3-Bromo-4-Methoxyaniline is a chemical compound with the molecular formula C7H8BrNO. It is a substituted aniline compound, meaning it has a benzene ring with an amino group and other functional groups attached. This particular compound has a bromine atom and a methoxy group attached to the benzene ring. It is commonly used in organic synthesis and pharmaceutical research as a building block for creating various other organic compounds. It can also be utilized as a dye intermediate and in the production of agrochemicals. The compound has moderate toxicity and should be handled with care, following proper safety protocols.

InChI:InChI=1/C7H8BrNO/c1-10-7-3-2-5(9)4-6(7)8/h2-4H,9H2,1H3

Upstream product

• 99-59-2 3-amino-4-methoxynitrobenzene 
• 578-57-4 2-bromoanisole 
• 72054-82-1 3-Bromo-4,4-dimethoxy-2,5-cyclohexadien-1-one 
• 17332-12-6 3-bromo-4-methoxy-phenol 
• 591-20-8 3-Bromophenol 
• 10025-69-1 tin(II) chloride dihdyrate 
• 5197-28-4 2-bromo-4-nitroanisole 
• 104-94-9 4-methoxy-aniline 
• 6943-73-3 N-(3-bromo-4-methoxyphenyl)acetamide 
• 7439-89-6 iron 
• 638159-26-9 N-(3-bromo-4-methoxyphenyl)benzamide 
• 7647-01-0 hydrogenchloride 
• 92847-23-9 N-(3-bromo-4-methoxy)phenylsuccinimide 
• 154876-11-6 1-(2,4-dimethylphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester 

Downstream Products

• 128593-37-3 2-(3-Bromo-4-methoxy-phenylazo)-2-methyl-3-oxo-butyric acid ethyl ester 
• 23742-67-8 1-(3-Bromo-4-methoxy-phenyl)-3-(4-trifluoromethyl-phenyl)-urea 
• 728944-49-8 N-(3-bromo-4-methoxy-phenyl)-anthranilic acid 
• 103028-33-7 6-methoxy-7-bromoquinoline 
• 36023-01-5 5-bromo-6-methoxyquinoline 
• 6943-73-3 N-(3-bromo-4-methoxyphenyl)acetamide 
• 158815-52-2 2-bromo-1-methoxy-4-nitrosobenzene 
• 80689-47-0 5-bromo-6-methoxybenzo[d]thiazol-2-amine 
• 102236-13-5 3-bromo-4-methoxy-N,N-dimethyl-aniline 

Relevant articles and documents

The Kinetics of the Reactions of Picryl Chloride with Some Substituted Anilines. Part 6. 4-Substituted and 3,4-Disubstituted Anilines

Arrhenius parameters have been measured for the reactions of picryl chloride with the following substituted anilines in acetonitrile: 4-X- (X = F, Cl, Br, I, Me, or OMe); 3,4-X2- (X = Cl, Br, Me, or OMe); 4-X-3-nitro- (X = F, Cl, or Me); 3-X-4-methoxy- (X = F, Cl, Br, or I); 3-fluoro-4-nitro-; and 3,4,5-trimethoxy-aniline.In the 3,4-disubstituted series the effect of two methyl groups on the free energy of activation is strictly additive, but for the rest the measured rate constants are greater than those calculated on the assumption of additivity.The results are rationalized in terms of the positions of the transition state on the reaction co-ordinate.

Fe-Catalyzed Amination of (Hetero)Arenes with a Redox-Active Aminating Reagent under Mild Conditions

A novel and efficient Fe-catalyzed direct C?H amination (NH2) of arenes is reported using a new redox-active aminating reagent. The reaction is simple, and can be performed under air, mild, and redox-neutral conditions. This protocol has a broad substrate scope and could be used in the late-stage modification of bioactive compounds. Mechanistic studies demonstrate that a radical pathway could be involved in this transformation.

Direct synthesis of anilines and nitrosobenzenes from phenols

A one-pot synthesis of anilines and nitrosobenzenes from phenols has been developed using an ipso-oxidative aromatic substitution (iSOAr) process. The products are obtained in good yields under mild and metal-free conditions. The leaving group effect on reactions that proceed through mixed quionone monoketals has also been investigated and a predictive model has been established.