2,6-Dibromo-4-tert-butylphenol

Name: 2,6-Dibromo-4-tert-butylphenol
Brand: ChemScene
Availability: InStock
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CAS No. 98-22-6
Cat. No. CS-0060877
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+
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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2,6-Dibromo-4-tert-butylphenol|CS-0060877

Structure of 98-22-6

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General Information

CAS No. 98-22-6
Cat. No. CS-0060877
Purity ≥98%
MDL No. None
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂Br₂O
Molecular Weight 308.01
Synonym(s) NSC 74538
SMILES CC(C)(C)C1=CC(=C(C(=C1)Br)O)Br

Description

2,6-Dibromo-4-tert-butylphenol features a sterically shielded phenolic core with bromine substituents at the ortho positions, enhancing stability and directing electrophilic substitution. The tert-butyl group imparts solubility and resistance to oxidation, enabling reliable use in synthetic routes requiring halogenated aromatic intermediates under standard conditions.

Application

2,6-Dibromo-4-tert-butylphenol serves as a versatile building block for brominated aromatic scaffolds in medicinal chemistry and materials synthesis. The tert-butyl group imparts steric protection and enhances bench stability, while the ortho-bromine substituents enable selective cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. Its functional group tolerance facilitates downstream derivatization, making it ideal for constructing complex heterocyclic and pharmaceutical intermediates under standard reaction conditions.

Synthesis

Route1
- 98-54-4
- ~99%
- In-stock
  
  98-22-6
References
- Kakinami; Suenaga; Yamaguchi; Okamoto; Kajigaeshi Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 10 p. 3373 - 3375
Route2
- 90-15-3
- 110387-88-7
- ~%
- In-stock
  
  98-22-6
- 115-11-7
References
- Lemaire, Marc; Guy, Alain; Roussel, Jacques; Guette, Jean-Paul Tetrahedron, 1987 , vol. 43, # 5 p. 835 - 844

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

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Computational Chemistry Data

TPSA 20.23
LogP 4.2147
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,6-Dibromo-4-tert-butylphenol

CAS No. 98-22-6

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