1-Bromo-3-isopropoxybenzene

Name: 1-Bromo-3-isopropoxybenzene
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CAS No. 131738-73-3
Cat. No. CS-M1734
Purity≥98%
MDL No.MFCD00070756

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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 131738-73-3

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General Information

CAS No. 131738-73-3
Cat. No. CS-M1734
Purity ≥98%
MDL No. MFCD00070756
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁BrO
Molecular Weight 215.09
Synonym(s) Isopropyl 3-Bromophenyl Ketone; 1-Bromo-3-isopropoxybenzene
SMILES BrC1=CC(OC(C)C)=CC=C1

Description

1-Bromo-3-isopropoxybenzene features a bromine atom ortho to an isopropoxy group on a benzene ring, enabling selective coupling in cross-coupling reactions. The isopropoxy moiety enhances solubility and stability under standard conditions, while the aryl bromide serves as a reliable electrophilic partner in palladium-catalyzed transformations.

Application

1-Bromo-3-isopropoxybenzene serves as a versatile aryl halide building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under palladium-catalyzed conditions. The isopropoxy group provides moderate electronic donation and enhances solubility, while the bromine center offers high reactivity in Suzuki, Stille, and Negishi couplings. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step synthesis of functionalized arenes and heterocyclic intermediates.

Synthesis

Route1
- 591-20-8
- 75-26-3
- ~81%
- In-stock
  
  131738-73-3
References
- Keenan, Martine; Abbott, Michael J.; Alexander, Paul W.; Armstrong, Tanya; Best, Wayne M.; Berven, Bradley; Botero, Adriana; Chaplin, Jason H.; Charman, Susan A.; Chatelain, Eric; Von Geldern, Thomas W.; Kerfoot, Maria; Khong, Andrea; Nguyen, Tien; McManus, Joshua D.; Morizzi, Julia; Ryan, Eileen; Scandale, Ivan; Thompson, R. Andrew; Wang, Sen Z.; White, Karen L. Journal of Medicinal Chemistry, 2012 , vol. 55, # 9 p. 4189 - 4204
Route2
- In-stock
  
  591-18-4
- 67-63-0
- ~%
- In-stock
  
  131738-73-3
References
- Journal of the American Chemical Society, , vol. 127, # 22 p. 8146 - 8149

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 9.23
LogP 3.2363
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-3-isopropoxybenzene

CAS No. 131738-73-3

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