1-Bromo-4-(2-bromopropan-2-yl)benzene

Name: 1-Bromo-4-(2-bromopropan-2-yl)benzene
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CAS No. 61776-65-6
Cat. No. CS-0525003
Molecule weight277.99
Purity≥95%
MDL No.MFCD31978007

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1-Bromo-4-(2-bromopropan-2-yl)benzene|CS-0525003

Structure of 61776-65-6

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General Information

CAS No. 61776-65-6
Cat. No. CS-0525003
Purity ≥95%
MDL No. MFCD31978007
Storage 4°C, stored under nitrogen, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀Br₂
Molecular Weight 277.99
Synonym(s) Benzene, 1-bromo-4-(1-bromo-1-methylethyl)-
SMILES CC(Br)(C)C1=CC=C(C=C1)Br

Description

1-Bromo-4-(2-bromopropan-2-yl)benzene features a para-substituted aryl bromide paired with a sterically hindered tertiary bromide. This dual-brominated motif enables sequential cross-coupling strategies in iterative synthesis, where the aryl bromide engages in palladium-catalyzed reactions while the bulky alkyl bromide remains selectively reactive under controlled conditions.

Application

1-Bromo-4-(2-bromopropan-2-yl)benzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and functionalized aromatic scaffolds. The tert-butyl-like bromopropyl group provides steric bulk and enhanced bench stability, while the ortho-bromo substituent offers potential for sequential functionalization. Its compatibility with standard Suzuki, Stille, and Negishi coupling protocols facilitates streamlined synthesis of complex molecular architectures in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  2077-19-2
- ~90%
- In-stock
  
  61776-65-6
References
- Dawson; Jong; Hobbs; Cameron; Chao; Pfahl; Lee -; Shroot Journal of Medicinal Chemistry, 1995 , vol. 38, # 17 p. 3368 - 3383
Route2
- 98-82-8
- ~%
- In-stock
  
  586-61-8
- In-stock
  
  61776-65-6
References
- Varma; Srinivasan Journal of the Indian Chemical Society, 1936 , vol. 13, p. 189,191

Safety Information

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Signal Word : N/A	UN#: N/A
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Computational Chemistry Data

TPSA 0
LogP 4.0791
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-(2-bromopropan-2-yl)benzene

CAS No. 61776-65-6

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