3-Bromo-N-methylaniline

Name: 3-Bromo-N-methylaniline
Brand: ChemScene
Availability: InStock
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CAS No. 66584-32-5
Cat. No. CS-W004947
Purity≥97%
MDL No.MFCD05664376

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 66584-32-5

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General Information

CAS No. 66584-32-5
Cat. No. CS-W004947
Purity ≥97%
MDL No. MFCD05664376
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrN
Molecular Weight 186.05
Synonym(s) N-(3-broMophenyl)-N-MethylaMine
SMILES CNC1=CC=CC(Br)=C1

Description

3-Bromo-N-methylaniline features a bromine substituent at the meta position relative to the N-methylamino group, creating a distinct electron-deficient aromatic system. This configuration enhances reactivity in palladium-catalyzed cross-coupling processes while maintaining bench-stable handling characteristics under standard conditions.

Application

3-Bromo-N-methylaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aromatic ring and selective coupling reactions via its bromo and N-methylamino functionalities. Its bench-stable nature and compatibility with Pd-catalyzed cross-coupling protocols facilitate efficient construction of complex heterocyclic scaffolds and biaryl architectures common in pharmaceutical development.

Synthesis

Route1
- In-stock
  
  57598-34-2
- ~99%
- In-stock
  
  66584-32-5
References
- GALDERMA RESEARCH and DEVELOPMENT Patent: US2010/286430 A1, 2010 ; Location in patent: Page/Page column 3 ;
Route2
- 591-19-5
- 74-88-4
- ~%
- In-stock
  
  66584-32-5
References
- WO2004/87684 A1, ; Page 8-9 ;
Route3
- 126799-86-8
- ~58%
- In-stock
  
  66584-32-5
References
- Lopez, Francisco J.; Nitzan, Dov Tetrahedron Letters, 1999 , vol. 40, # 11 p. 2071 - 2074

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 12.03
LogP 2.4908
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-N-methylaniline

CAS No. 66584-32-5

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