1,4-Dibromo-2-(bromomethyl)benzene

Name: 1,4-Dibromo-2-(bromomethyl)benzene
Brand: ChemScene
Availability: InStock
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CAS No. 136105-40-3
Cat. No. CS-0308435
Molecule weight328.83
Purity≥98%
MDL No.MFCD11052870

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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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1,4-Dibromo-2-(bromomethyl)benzene|CS-0308435

Structure of 136105-40-3

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General Information

CAS No. 136105-40-3
Cat. No. CS-0308435
Purity ≥98%
MDL No. MFCD11052870
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅Br₃
Molecular Weight 328.83
Synonym(s) 2,5-DibroMobenzyl broMide
SMILES C1=C(C=C(CBr)C(=C1)Br)Br

Description

This dibrominated benzene derivative features a bromomethyl group at the 2-position, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The ortho-bromo substituent enhances reactivity while maintaining stability under standard bench conditions.

Application

1,4-Dibromo-2-(bromomethyl)benzene serves as a versatile tetrabrominated aromatic building block for the synthesis of complex heterocycles and functionalized aryl scaffolds. Its four reactive bromine atoms enable sequential cross-coupling reactions under palladium catalysis, facilitating the construction of biaryl and polyaryl architectures. The benzylic bromide functionality provides additional site for nucleophilic substitution or further derivatization. The compound exhibits good bench stability and is readily purified by flash chromatography, making it suitable for iterative synthetic workflows in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  615-59-8
- ~86%
- In-stock
  
  136105-40-3
References
- EXXONMOBIL CHEMICAL PATENTS INC. Patent: WO2007/70041 A1, 2007 ; Location in patent: Page/Page column 110 ;
Route2
- In-stock
  
  615-59-8
- 13822-09-8
- ~57%
- In-stock
  
  136105-40-3
References
- Sterling Winthrop Inc. Patent: US5554620 A1, 1996 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 4.1065
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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1,4-Dibromo-2-(bromomethyl)benzene

CAS No. 136105-40-3

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