Description

1,1′-Biphenyl, 4-(bromomethyl)- (CAS: 2567-29-5) is a high-purity brominated aromatic compound with the molecular formula C₁₃H₁₁Br. This versatile intermediate is widely used in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and advanced materials. The compound features a biphenyl core with a reactive bromomethyl group at the para position, enabling efficient functionalization via nucleophilic substitution or cross-coupling reactions. Supplied as a crystalline solid with ≥98% purity (HPLC), it is ideal for research applications requiring precise control over molecular architecture. Suitable for use in Suzuki-Miyaura coupling, Grignard reactions, and as a building block for liquid crystals or OLED materials. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 2567-29-5
• Complexity: 153
• IUPAC Name: 1-(bromomethyl)-4-phenyl-benzene
• InChI: InChI=1S/C13H11Br/c14-10-11-6-8-13(9-7-11)12-4-2-1-3-5-12/h1-9H,10H2
• InChI Key: HZQLUIZFUXNFHK-UHFFFAOYSA-N
• Exact Mass: 246.00441
• Molecular Formula: C13H11Br
• Molecular Weight: 247.13
• SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)CBr
• Monoisotopic Mass: 246.00441
• Synonyms: 1,1′-Biphenyl, 4-(bromomethyl)-, 663-894-7, 2567-29-5, 4-Bromomethylbiphenyl, 4-(bromomethyl)biphenyl, 4-(BROMOMETHYL)-1,1′-BIPHENYL, 1-(bromomethyl)-4-phenylbenzene, 4-Phenylbenzyl Bromide, 4-(Bromomethyl)-biphenyl, 4-Biphenylmethylbromide, MFCD00017869, 4-Bromomethyl biphenyl, 4-bromomethyl-biphenyl, p-phenylbenzyl bromide, 4-BIPHENYLYLMETHYL BROMIDE, NSC86143, 4-phenylbenzylbromide, 4-biphenylmethyl bromide, 4-phenyl benzyl bromide, 4-(bromomethyl) biphenyl, SCHEMBL71123, Biphenyl, 4-(bromomethyl)-, SCHEMBL981125, SCHEMBL1775198, SCHEMBL5656746, HZQLUIZFUXNFHK-UHFFFAOYSA-, DTXSID40292866, NSC-86143, AKOS008965737, CS-W004095, FB19258, AC-26946, AS-11566, SY012656, DB-046754, B1847, EN300-1870216, 4-(Bromomethyl)-1,1′-biphenyl;4-(Bromomethyl)-1-phenylbenzene;4-(Bromomethyl)-4-biphenyl, InChI=1/C13H11Br/c14-10-11-6-8-13(9-7-11)12-4-2-1-3-5-12/h1-9H,10H2

4-(Bromomethyl)biphenyl serves as a key intermediate in medicinal chemistry for the synthesis of biphenyl-based drug candidates. It is utilized in palladium-catalyzed cross-coupling reactions to construct complex biaryl systems prevalent in kinase inhibitors. The compound also finds application in material science as a precursor for luminescent compounds and liquid crystalline polymers. Its reactive bromomethyl group allows facile derivatization to create functionalized biphenyl scaffolds.

Safety and Hazards

GHS Hazard Statements

• H302 (95.2%): Harmful if swallowed [Warning Acute toxicity, oral]
• H318 (95.2%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H413 (90.5%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (95.2%)
• Eye Dam. 1 (95.2%)
• Aquatic Chronic 4 (90.5%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.