1,4-Dibromo-2,5-bis(bromomethyl)benzene

Name: 1,4-Dibromo-2,5-bis(bromomethyl)benzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 35335-16-1
Cat. No. CS-0379214
Purity≥98%
MDL No.MFCD03411745

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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-2,5-bis(bromomethyl)benzene|CS-0379214

Structure of 35335-16-1

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General Information

CAS No. 35335-16-1
Cat. No. CS-0379214
Purity ≥98%
MDL No. MFCD03411745
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆Br₄
Molecular Weight 421.75
Synonym(s) α,α,2,5-Tetrabromo-p-xylene
SMILES BrCC1=C(Br)C=C(CBr)C(Br)=C1

Description

1,4-Dibromo-2,5-bis(bromomethyl)benzene features four reactive bromide handles positioned for orthogonal functionalization. This tetrabrominated aromatic scaffold enables sequential coupling reactions in multi-step syntheses. The electron-deficient ring system enhances stability under standard bench conditions. Ideal for constructing complex molecular architectures in materials science and medicinal chemistry applications.

Application

1,4-Dibromo-2,5-bis(bromomethyl)benzene serves as a versatile tetrabrominated aromatic building block for the synthesis of rigid, multi-functionalized scaffolds. Its four reactive bromide sites enable sequential cross-coupling reactions, facilitating the construction of complex polycyclic architectures. The molecule exhibits good bench stability and compatibility with standard palladium-catalyzed coupling protocols, offering predictable regioselectivity in diversification strategies.

Synthesis

Route1
- In-stock
  
  1074-24-4
- ~63%
- In-stock
  
  35335-16-1
References
- Lopez-Romero, J. Manuel; Rico, Rodrigo; Martinez-Mallorquin, Rocio; Hierrezuelo, Jesus; Guillen, Elena; Cai, Chengzhi; Otero, J. Carlos; Lopez-Tocon, Isabel Tetrahedron Letters, 2007 , vol. 48, # 35 p. 6075 - 6079
Route2
- 106-42-3
- ~%
- In-stock
  
  35335-16-1
References
- Journal of Organic Chemistry, , vol. 70, # 21 p. 8522 - 8526

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅱ
Hazard Statements : H290-H314-H318
Precautionary Statements : P234-P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P390-P405-P406-P501

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 5.0014
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 2

Key Words

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1,4-Dibromo-2,5-bis(bromomethyl)benzene

CAS No. 35335-16-1

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