Methyl 1-(4-bromophenyl)cyclobutane-1-carboxylate

Name: Methyl 1-(4-bromophenyl)cyclobutane-1-carboxylate
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CAS No. 1236357-65-5
Cat. No. CS-0049270
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 1-(4-bromophenyl)cyclobutane-1-carboxylate|CS-0049270

Structure of 1236357-65-5

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General Information

CAS No. 1236357-65-5
Cat. No. CS-0049270
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃BrO₂
Molecular Weight 269.13
Synonym(s) 1-(4-BroMo-phenyl)-cyclobutanecarboxylic acid Methyl ester
SMILES COC(=O)C1(CCC1)C1=CC=C(Br)C=C1

Description

Methyl 1-(4-bromophenyl)cyclobutane-1-carboxylate is a bench-stable cyclobutane derivative bearing a para-bromophenyl group and an ester-functionalized ring. This structure enables direct incorporation into synthetic sequences requiring rigid, electron-deficient aromatic coupling partners. The bromine moiety facilitates subsequent cross-coupling reactions, while the cyclobutane core provides conformational constraint ideal for medicinal chemistry scaffolds.

Application

Methyl 1-(4-bromophenyl)cyclobutane-1-carboxylate serves as a versatile building block for the synthesis of functionalized cyclobutane scaffolds. The bromoaryl group enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports hydrolysis and derivatization. Bench-stable and readily purified by column chromatography, it facilitates efficient access to biologically relevant motifs in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  41841-16-1
- In-stock
  
  109-64-8
- ~7%
- In-stock
  
  1236357-65-5
References
- pfizer Inc Patent: US2010/197591 A1, 2010 ; Location in patent: Page/Page column 32 ; US 20100197591 A1
Route2
- In-stock
  
  16532-79-9
- ~%
- In-stock
  
  1236357-65-5
References
- BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BERRY, Angela; CHEN, Zhidong; DE LOMBAERT, Stephane; EMMANUEL, Michel Jose; LOKE, Pui Leng; MAN, Chuk Chui; MORWICK, Tina Marie; TAKAHASHI, Hidenori Patent: WO2012/82817 A1, 2012 ; WO 2012/082817 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

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Computational Chemistry Data

TPSA 26.3
LogP 3.0438
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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Methyl 1-(4-bromophenyl)cyclobutane-1-carboxylate

CAS No. 1236357-65-5

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