2-Bromo-4-methylphenol

Name: 2-Bromo-4-methylphenol
Brand: ChemScene
Availability: InStock
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CAS No. 6627-55-0
Cat. No. CS-W016869
Purity≥95%
MDL No.MFCD00002151

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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 6627-55-0

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General Information

CAS No. 6627-55-0
Cat. No. CS-W016869
Purity ≥95%
MDL No. MFCD00002151
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇BrO
Molecular Weight 187.04
Synonym(s) None
SMILES CC1=CC(Br)=C(O)C=C1

Description

2-Bromo-4-methylphenol features a bromine atom at the ortho position relative to a hydroxyl group and a methyl substituent at the para position, creating a sterically hindered, electron-rich aromatic system. This configuration enhances its reactivity in nucleophilic substitution reactions while maintaining bench-stable handling characteristics under standard conditions.

Application

2-Bromo-4-methylphenol serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds and functionalized aromatic systems. Its bromine and phenolic hydroxyl groups offer orthogonal reactivity for Suzuki-Miyaura coupling, electrophilic substitution, and etherification. The methyl group enhances lipophilicity and provides a handle for further derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step synthesis workflows.

Synthesis

Route1
- 25458-49-5
- ~99%
- In-stock
  
  6627-55-0
References
- Zhao, Yating; Li, Zhe; Yang, Chao; Lin, Run; Xia, Wujiong Beilstein Journal of Organic Chemistry, 2014 , vol. 10, p. 622 - 627
Route2
- 17902-32-8
- ~69%
- In-stock
  
  6627-55-0
References
- Zhao, Yating; Li, Zhe; Yang, Chao; Lin, Run; Xia, Wujiong Beilstein Journal of Organic Chemistry, 2014 , vol. 10, p. 622 - 627
Route3
- In-stock
  
  22002-45-5
- ~99%
- In-stock
  
  6627-55-0
References
- Mangas-Sanchez, Juan; Busto, Eduardo; Gotor-Fernandez, Vicente; Gotor, Vicente Organic Letters, 2010 , vol. 12, # 15 p. 3498 - 3501

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

Quality Control

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Computational Chemistry Data

TPSA 20.23
LogP 2.46312
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Phenol

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Bromo-4-methylphenol

CAS No. 6627-55-0

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