3-Bromo-5-chloro-4-hydroxybenzaldehyde

Name: 3-Bromo-5-chloro-4-hydroxybenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 1849-76-9
Cat. No. CS-0059280
Molecule weight235.46
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-Bromo-5-chloro-4-hydroxybenzaldehyde|CS-0059280

Structure of 1849-76-9

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General Information

CAS No. 1849-76-9
Cat. No. CS-0059280
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClO₂
Molecular Weight 235.46
Synonym(s) None
SMILES O=CC1=CC(Cl)=C(O)C(Br)=C1

Description

3-Bromo-5-chloro-4-hydroxybenzaldehyde features a trifunctional aromatic core with bromo, chloro, and hydroxyl groups positioned for orthogonal reactivity. This electron-deficient scaffold enables selective coupling in cross-coupling and Ullmann-type transformations. The aldehyde functionality offers direct access to imines and hydrazones under mild conditions. Bench-stable and moisture-tolerant, it serves as a key building block in the synthesis of bioactive heterocycles and functionalized polymers.

Application

3-Bromo-5-chloro-4-hydroxybenzaldehyde serves as a versatile building block for the synthesis of functionalized aromatic scaffolds. The aldehyde group enables direct coupling reactions, while the bromo and chloro substituents facilitate palladium-catalyzed cross-couplings. The phenolic hydroxyl supports derivatization and ortho-directed functionalization, enhancing its utility in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  2420-16-8
- ~58%
- In-stock
  
  1849-76-9
References
- Speicher, Andreas; Kolz, Juergen; Sambanje, Rufino Paulino Synthesis, 2002 , # 17 p. 2503 - 2512
Route2
- 123-08-0
- ~%
- In-stock
  
  1849-76-9
References
- Cossey,H.D. et al. Journal of the Chemical Society, 1965 , p. 954 - 973

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.3
LogP 2.6206
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-5-chloro-4-hydroxybenzaldehyde

CAS No. 1849-76-9

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