1-(Bromomethyl)-4-cyclopropylbenzene

Name: 1-(Bromomethyl)-4-cyclopropylbenzene
Brand: ChemScene
Availability: InStock
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CAS No. 1150617-57-4
Cat. No. CS-0441470
Purity≥98%
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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1-(Bromomethyl)-4-cyclopropylbenzene|CS-0441470

Structure of 1150617-57-4

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General Information

CAS No. 1150617-57-4
Cat. No. CS-0441470
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁Br
Molecular Weight 211.10
Synonym(s) p-cyclopropylbenzyl bromide
SMILES C1=C(C=CC(=C1)C2CC2)CBr

Description

1-(Bromomethyl)-4-cyclopropylbenzene features a reactive bromomethyl group attached to a para-cyclopropyl-substituted benzene ring, enabling efficient coupling reactions in synthetic organic chemistry. The cyclopropyl moiety imparts unique steric and electronic properties, enhancing regioselectivity in transition metal-catalyzed transformations. This compound serves as a valuable intermediate for constructing complex aromatic architectures under mild conditions.

Application

1-(Bromomethyl)-4-cyclopropylbenzene serves as a versatile benzyl halide building block for C–C bond formation via palladium-catalyzed cross-coupling reactions. The bromomethyl group enables efficient functionalization under standard Suzuki, Negishi, and Stille conditions, while the cyclopropyl substituent provides steric and electronic modulation. Bench-stable and compatible with diverse reaction conditions, it facilitates the construction of complex aryl scaffolds in medicinal chemistry and materials synthesis.

Synthesis

Route1
- In-stock
  
  454678-87-6
- ~71%
- In-stock
  
  1150617-57-4
References
- Yao, Chun-Hsu; Song, Jen-Shin; Chen, Chiung-Tong; Yeh, Teng-Kuang; Hsieh, Tsung-Chih; Wu, Szu-Huei; Huang, Chung-Yu; Huang, Yu-Lin; Wang, Min-Hsien; Liu, Yu-Wei; Tsai, Chi-Hui; Kumar, Chidambaram Ramesh; Lee, Jinq-Chyi European Journal of Medicinal Chemistry, 2012 , vol. 55, p. 32 - 38,7
Route2
- In-stock
  
  20034-50-8
- ~%
- In-stock
  
  1150617-57-4
References
- European Journal of Medicinal Chemistry, , vol. 55, p. 32 - 38,7

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅱ
Hazard Statements : H290-H314
Precautionary Statements : P234-P260-P264-P280-P301+P330+P331-P304+P340-P363-P390-P405-P406-P501

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 3.4589
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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1-(Bromomethyl)-4-cyclopropylbenzene

CAS No. 1150617-57-4

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