1-Bromo-3-cyclopropylbenzene

Name: 1-Bromo-3-cyclopropylbenzene
Brand: ChemScene
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CAS No. 1798-85-2
Cat. No. CS-W005479
Purity≥95%
MDL No.MFCD01070823

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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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Structure of 1798-85-2

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General Information

CAS No. 1798-85-2
Cat. No. CS-W005479
Purity ≥95%
MDL No. MFCD01070823
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉Br
Molecular Weight 197.07
Synonym(s) 3-Cyclopropylbromobenzene
SMILES BrC1=CC(=CC=C1)C1CC1

Description

1-Bromo-3-cyclopropylbenzene features a cyclopropyl group positioned ortho to a bromine substituent on the benzene ring, imparting unique steric and electronic properties. This configuration enhances reactivity in palladium-catalyzed cross-coupling reactions while maintaining stability under standard conditions. The strained cyclopropyl moiety contributes to distinct conformational behavior, enabling precise control in synthetic sequences. Ideal for constructing complex aromatic architectures in medicinal chemistry and materials science applications.

Application

1-Bromo-3-cyclopropylbenzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The cyclopropyl group imparts distinct steric and electronic properties, enhancing functional group tolerance in iterative synthesis. Bench-stable and readily purified by distillation, it facilitates scalable access to complex aromatic architectures relevant in medicinal chemistry and materials science.

Safety Information

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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 0
LogP 3.3265
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 1

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-Bromo-3-cyclopropylbenzene

CAS No. 1798-85-2

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