4-Bromo-1-isopropoxy-2-methoxybenzene

Name: 4-Bromo-1-isopropoxy-2-methoxybenzene
Brand: ChemScene
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CAS No. 138505-27-8
Cat. No. CS-0194347
Purity≥95%
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+
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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4-Bromo-1-isopropoxy-2-methoxybenzene|CS-0194347

Structure of 138505-27-8

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General Information

CAS No. 138505-27-8
Cat. No. CS-0194347
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃BrO₂
Molecular Weight 245.11
Synonym(s) 4-Bromo-2-Methoxy-1-Propan-2-Yloxybenzene
SMILES CC(C)OC1=C(C=C(C=C1)Br)OC

Description

4-Bromo-1-isopropoxy-2-methoxybenzene features a strategically positioned bromine atom flanked by electron-donating isopropoxy and methoxy groups, enhancing its reactivity in cross-coupling transformations. This aryl halide exhibits excellent stability under standard conditions and facilitates efficient functionalization in synthetic sequences requiring selective C–Br bond activation.

Application

4-Bromo-1-isopropoxy-2-methoxybenzene serves as a versatile aryl building block for Suzuki-Miyaura and Stille coupling reactions, offering orthogonal protection via isopropoxy and methoxy groups. Its bench-stable nature and predictable reactivity facilitate efficient synthesis of substituted biaryls and heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  7368-78-7
- 75-26-3
- ~99%
- In-stock
  
  138505-27-8
References
- Rivaud; Mendoza; Sauvain; Valentin; Jullian Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 15 p. 4856 - 4861
Route2
- 138505-26-7
- 77-78-1
- ~95%
- In-stock
  
  138505-27-8
References
- Comber, Mark F.; Sargent, Melvyn V. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , p. 2783 - 2787
Route3
- 90-05-1
- ~%
- In-stock
  
  138505-27-8
References
- Fujikawa, Naotaka; Ohta, Takeshi; Yamaguchi, Tomohiro; Fukuda, Tsutomu; Ishibashi, Fumito; Iwao, Masatomo Tetrahedron, 2006 , vol. 62, # 4 p. 594 - 604

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 18.46
LogP 3.2449
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-1-isopropoxy-2-methoxybenzene

CAS No. 138505-27-8

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