Methyl 2-(3-bromophenyl)-2-methylpropanoate

Name: Methyl 2-(3-bromophenyl)-2-methylpropanoate
Brand: ChemScene
Availability: InStock
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CAS No. 251458-15-8
Cat. No. CS-W007008
Purity≥97%
MDL No.MFCD13192201

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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 2-(3-bromophenyl)-2-methylpropanoate|CS-W007008

Structure of 251458-15-8

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General Information

CAS No. 251458-15-8
Cat. No. CS-W007008
Purity ≥97%
MDL No. MFCD13192201
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₃BrO₂
Molecular Weight 257.12
Synonym(s) Benzeneacetic acid, 3-bromo-α,α-dimethyl-, methyl ester
SMILES CC(C)(C1=CC=CC(Br)=C1)C(OC)=O

Description

Methyl 2-(3-bromophenyl)-2-methylpropanoate features a sterically hindered quaternary carbon bearing a brominated phenyl group and an ester functionality. This configuration enables direct coupling in cross-coupling reactions without requiring pre-functionalization, offering streamlined access to complex aryl-substituted building blocks under standard conditions.

Application

Methyl 2-(3-bromophenyl)-2-methylpropanoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromoaryl functionality. The sterically hindered α-methylpropanoate group enhances bench stability and facilitates straightforward purification. This compound functions effectively in Suzuki-Miyaura, Stille, and Negishi couplings, providing access to substituted biaryls and complex scaffolds relevant to pharmaceutical and agrochemical research.

Synthesis

Route1
- In-stock
  
  150529-73-0
- 74-88-4
- ~67%
- In-stock
  
  251458-15-8
References
- pfizer Inc Patent: US2010/197591 A1, 2010 ; Location in patent: Page/Page column 15-16 ; US 20100197591 A1
Route2
- 74-88-4
- ~%
- In-stock
  
  251458-15-8
References
- IRM LLC Patent: WO2007/87448 A1, 2007 ; Location in patent: Page/Page column 34; 35 ;

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 2.8997
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-(3-bromophenyl)-2-methylpropanoate

CAS No. 251458-15-8

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