2-Bromo-N,N-diphenylaniline

Name: 2-Bromo-N,N-diphenylaniline
Brand: ChemScene
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CAS No. 78600-31-4
Cat. No. CS-W014513
Purity≥97%
MDL No.MFCD23115676

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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+
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Structure of 78600-31-4

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General Information

CAS No. 78600-31-4
Cat. No. CS-W014513
Purity ≥97%
MDL No. MFCD23115676
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₄BrN
Molecular Weight 324.22
Synonym(s) 2-Bromotriphenylamine
SMILES BrC1=CC=CC=C1N(C2=CC=CC=C2)C3=CC=CC=C3

Description

2-Bromo-N,N-diphenylaniline features a bromine substituent at the ortho position relative to the aniline nitrogen, enhancing its reactivity in cross-coupling processes. The diphenylamino group provides steric bulk and electronic stabilization, improving handling under standard conditions. This compound integrates readily into complex molecular architectures requiring halogenated aryl building blocks.

Application

2-Bromo-N,N-diphenylaniline serves as a versatile building block in the synthesis of biaryl and heterocyclic scaffolds. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, including Suzuki and Ullmann-type transformations, with high functional group tolerance. The diphenylamino moiety provides steric and electronic stability, enhancing bench handling and purification. This compound functions reliably in the construction of advanced intermediates for pharmaceutical and materials chemistry applications.

Synthesis

Route1
- In-stock
  
  583-55-1
- 122-39-4
- ~69%
- In-stock
  
  78600-31-4
References
- Grimley, Eugene; Collum, David H.; Alley, Earl G.; Layton, Bobby Organic Magnetic Resonance, 1981 , vol. 15, # 3 p. 296 - 302

Safety Information

Download SDS

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

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Computational Chemistry Data

TPSA 3.24
LogP 5.9189
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Tertiary Arylamines

Key Words

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2-Bromo-N,N-diphenylaniline

CAS No. 78600-31-4

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