2-Bromo-3-chloronaphthalene

Name: 2-Bromo-3-chloronaphthalene
Brand: ChemScene
Availability: InStock
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CAS No. 71436-67-4
Cat. No. CS-0480094
Purity≥97%
MDL No.MFCD17012390

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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 71436-67-4

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General Information

CAS No. 71436-67-4
Cat. No. CS-0480094
Purity ≥97%
MDL No. MFCD17012390
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₆BrCl
Molecular Weight 241.51
Synonym(s) 3-Chlor-2-brom-naphthalin
SMILES ClC1C(Br)=CC2C(=CC=CC=2)C=1

Description

2-Bromo-3-chloronaphthalene is a halogenated naphthalene derivative featuring bromine at the 2-position and chlorine at the 3-position, offering enhanced reactivity in transition metal-catalyzed cross-coupling reactions. This ortho-halogenated scaffold facilitates selective functionalization under mild conditions, enabling efficient access to complex polycyclic architectures in synthetic organic chemistry and materials science.

Application

2-Bromo-3-chloronaphthalene serves as a versatile building block in the synthesis of polycyclic aromatic compounds and pharmaceutical intermediates. Its complementary halogenation pattern enables selective cross-coupling reactions, including Pd-catalyzed Suzuki and Stille couplings, with excellent functional group tolerance. The molecule exhibits good bench stability and facilitates efficient purification via recrystallization or column chromatography, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- 71436-63-0
- 124-40-3
- ~6%
- In-stock
  
  71436-67-4
- 74925-44-3
- 74925-43-2
- 51526-36-4
References
- Billups, W.E.; Buynak, John D.; Butler, Dorothy Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4636 - 4641
Route2
- In-stock
  
  10485-09-3
- In-stock
  
  57-09-0
- ~37%
- In-stock
  
  71436-67-4
References
- Lindley, William A.; MacDowell, Denis W.H. Journal of Organic Chemistry, 1982 , vol. 47, # 4 p. 705 - 709
Route3
- In-stock
  
  10485-09-3
- ~%
- In-stock
  
  71436-67-4
References
- Billups, W.E.; Buynak, John D.; Butler, Dorothy Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4636 - 4641

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS08,GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H371-H372-H410
Precautionary Statements : P260-P264-P270-P273-P280-P302+P352-P330-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 4.2557
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Key Words

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2-Bromo-3-chloronaphthalene

CAS No. 71436-67-4

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