2-Bromo-4-chlorobenzaldehyde

Name: 2-Bromo-4-chlorobenzaldehyde
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 84459-33-6
Cat. No. CS-W004748
Purity≥97%
MDL No.MFCD09056792

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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 84459-33-6

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General Information

CAS No. 84459-33-6
Cat. No. CS-W004748
Purity ≥97%
MDL No. MFCD09056792
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClO
Molecular Weight 219.46
Synonym(s) benzaldehyde, 2-bromo-4-chloro-
SMILES BrC1=C(C=O)C=CC(=C1)Cl

Description

2-Bromo-4-chlorobenzaldehyde features a dual-halogenated aromatic ring flanked by an aldehyde group, enabling direct functionalization in cross-coupling and electrophilic substitution reactions. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and advanced materials, offering high reactivity under standard conditions.

Application

2-Bromo-4-chlorobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The aldehyde functionality facilitates downstream transformations such as reductive amination and Wittig olefination, while the bromo and chloro substituents offer complementary sites for selective functionalization. Bench-stable and compatible with standard purification protocols, it functions effectively in multi-step syntheses requiring precise regiocontrol.

Synthesis

Route1
- In-stock
  
  143888-84-0
- ~84%
- In-stock
  
  84459-33-6
References
- ELI LILLY AND COMPANY Patent: WO2006/44454 A1, 2006 ; Location in patent: Page/Page column 47 ; WO 2006/044454 A1
Route2
- 1202889-66-4
- ~%
- In-stock
  
  84459-33-6
References
- WO2009/158426 A1, ; Page/Page column 63-64 ; WO 2009/158426 A1

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 17.07
LogP 2.915
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-chlorobenzaldehyde

CAS No. 84459-33-6

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