4-Bromo-2-chloro-1-methylbenzene

Name: 4-Bromo-2-chloro-1-methylbenzene
Brand: ChemScene
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CAS No. 89794-02-5
Cat. No. CS-0032909
Purity≥97%
MDL No.MFCD00060651

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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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4-Bromo-2-chloro-1-methylbenzene|CS-0032909

Structure of 89794-02-5

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General Information

CAS No. 89794-02-5
Cat. No. CS-0032909
Purity ≥97%
MDL No. MFCD00060651
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrCl
Molecular Weight 205.48
Synonym(s) Benzene, 4-bromo-2-chloro-1-methyl-
SMILES ClC1=C(C)C=CC(Br)=C1

Description

4-Bromo-2-chloro-1-methylbenzene features a strategically positioned methyl group flanked by bromo and chloro substituents, enabling selective functionalization in cross-coupling reactions. This electron-deficient aromatic scaffold delivers high regiocontrol in palladium-catalyzed transformations and exhibits robust stability under standard reaction conditions.

Application

4-Bromo-2-chloro-1-methylbenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogenation pattern. The ortho-chloro and para-bromo substituents provide orthogonal reactivity for sequential functionalization, while the methyl group enhances solubility and influences electronic effects. Its bench-stable nature and ease of purification make it well-suited for multi-step synthetic sequences requiring selective transformation.

Synthesis

Route1
- 95-49-8
- ~%
- In-stock
  
  89794-02-5
- In-stock
  
  54932-72-8
References
- Tetrahedron Letters, , vol. 54, # 9 p. 1063 - 1066
Route2
- 95-49-8
- ~77%
- In-stock
  
  89794-02-5
References
- Mo, Fanyang; Yan, Jerry Mingtao; Qiu, Di; Li, Fei; Zhang, Yan; Wang, Jianbo Angewandte Chemie - International Edition, 2010 , vol. 49, # 11 p. 2028 - 2032
Route3
- 106-38-7
- ~%
- In-stock
  
  89794-02-5
References
- Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical and Analytical Chemistry, , vol. 32, # 8 p. 717 - 720

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 0
LogP 3.41092
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-2-chloro-1-methylbenzene

CAS No. 89794-02-5

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