2-Bromo-4-methylaniline - ≥98%(GC) , CAS No.583-68-6

CAS: 583-68-6 Cat. No.: B139034 Formula: BrC₆H₃(CH₃)NH₂ Molecular Weight: 186.05 Beilstein Registry Number: 1931711 EC Number: 209-515-7

GRADE & PURITY ≥98%(GC)

Synonyms

(2-bromo-4-methyl-phenyl)-amine | o-Bromo-p-toluidine | MFCD00007635 | A8260 | 2-Bromo-4-methylbenzenamine | 4-Amino-3-bromotoluene | InChI=1/C7H8BrN/c1-5-2-3-7(9)6(8)4-5/h2-4H,9H2,1H3 | FT-0611462 | 3-bromo-4-aminotoluene | Benzenamine, 2-bromo-4-methyl-

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

2-Bromo-4-methylaniline participates in palladium catalyzed selective amination of 3-bromoquinoline to yield 3-(2-bromo-4-methylphenylamino) quinoline. It reacts with ethyl and methyl imidazo[1,2-a]pyridine-2-carboxylates in the presence of Me3Al to form amide.
2-Bromo-4-methylaniline has been used in the synthesis of iminophosphoranes.

Specifications

Synonyms

(2-bromo-4-methyl-phenyl)-amine | o-Bromo-p-toluidine | MFCD00007635 | A8260 | 2-Bromo-4-methylbenzenamine | 4-Amino-3-bromotoluene | InChI=1/C7H8BrN/c1-5-2-3-7(9)6(8)4-5/h2-4H,9H2,1H3 | FT-0611462 | 3-bromo-4-aminotoluene | Benzenamine, 2-bromo-4-methyl-

Specifications & Purity

≥98%(GC)

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(GC)

Names and Identifiers

Pubchem Sid

504752119

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504752119

Canonical Smiles

CC1=CC(=C(C=C1)N)Br

IUPAC Name

2-bromo-4-methylaniline

InChIKey

UVRRJILIXQAAFK-UHFFFAOYSA-N

INCHI

1S/C7H8BrN/c1-5-2-3-7(9)6(8)4-5/h2-4H,9H2,1H3

Isomeric SMILES

CC1=CC(=C(C=C1)N)Br

WGK Germany

3

RTECS

XU4300000

UN Number

2810

Packing Group

III

Molecular Weight

186.05

Beilstein

1931711

Reaxy-Rn

1931711

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1931711&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Toluenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Toluenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Aminotoluenes
• Alternative Parents: 2-bromoanilines Bromobenzenes Aryl bromides Primary amines Organopnictogen compounds Organobromides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: 2-bromoaniline - Aniline or substituted anilines - Aminotoluene - Bromobenzene - Halobenzene - Aryl halide - Aryl bromide - Organic nitrogen compound - Primary amine - Organonitrogen compound - Organobromide - Organohalogen compound - Amine - Organopnictogen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group and one amino group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Insoluble in water.
• Sensitivity: Air & Light Sensitive
• Refractive Index: 1.603
• Flash Point(°F): 230℉
• Flash Point(°C): >110℃
• Boil Point(°C): 240-242℃
• Melt Point(°C): 14-16℃
• Molecular Weight: 186.050 g/mol
• XLogP3: 2.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 184.984 Da
• Monoisotopic Mass: 184.984 Da
• Topological Polar Surface Area: 26.000 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 94.900
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

What is the purity of this product, and how is it determined?

This product is supplied at ≥98% purity, determined by gas chromatography (GC). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 583-68-6, the molecular formula is C7H8BrN, and the molecular weight is 186.05 g/mol. InChIKey UVRRJILIXQAAFK-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.