Methyl 4-bromo-3-chlorobenzoate

Name: Methyl 4-bromo-3-chlorobenzoate
Brand: ChemScene
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CAS No. 117738-74-6
Cat. No. CS-0036923
Purity≥96%
MDL No.MFCD11045619

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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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Methyl 4-bromo-3-chlorobenzoate|CS-0036923

Structure of 117738-74-6

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General Information

CAS No. 117738-74-6
Cat. No. CS-0036923
Purity ≥96%
MDL No. MFCD11045619
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrClO₂
Molecular Weight None
Synonym(s) METHYL-4-BROMO-3-CHLOROBENZOATE
SMILES O=C(OC)C1=CC=C(Br)C(Cl)=C1

Description

Methyl 4-bromo-3-chlorobenzoate features a dual halogenated aromatic core with bromine at the para position and chlorine at the meta position relative to the ester group. This configuration enables selective cross-coupling reactions in synthetic pathways, offering high functional group tolerance and stability under standard conditions.

Application

Methyl 4-bromo-3-chlorobenzoate serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation in the synthesis of biaryl and heteroaryl scaffolds. The ortho-halogen substitution pattern ensures high regioselectivity in Suzuki, Stille, and Negishi couplings. Bench-stable and readily purified by recrystallization, it exhibits excellent functional group tolerance and is well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- 75-77-4
- In-stock
  
  25118-59-6
- ~93%
- In-stock
  
  117738-74-6
References
- AKAAL PHARMA PTY LTD; GROBELNY, Damian W; GILL, Gurmit S Patent: WO2014/63199 A1, 2014 ; Location in patent: Page/Page column 87 ;

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 26.3
LogP 2.8891
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-bromo-3-chlorobenzoate

CAS No. 117738-74-6

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