3-Benzyloxybromobenzene
[CAS# 53087-13-1]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ether
• Name: 3-Benzyloxybromobenzene
• Synonyms: 1-bromo-3-phenylmethoxybenzene
• Molecular Formula: C₁₃H₁₁BrO
• Molecular Weight: 263.13
• CAS Registry Number: 53087-13-1
• EC Number: 610-958-7
• SMILES: C1=CC=C(C=C1)COC2=CC(=CC=C2)Br

Properties

• Melting point: 57-60 ºC

Safety Data

• Hazard Symbols: GHS05;GHS07;GHS09 Danger
• Hazard Statements: H317-H318-H400-H410
• Precautionary Statements: P261-P264+P265-P272-P273-P280-P302+P352-P305+P354+P338-P317-P321-P333+P317-P362+P364-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin sensitization	Skin Sens.	1	H317
Serious eye damage	Eye Dam.	1	H318
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Specific target organ toxicity - single exposure	STOT SE	3	H335
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Acute toxicity	Acute Tox.	4	H302
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2A	H319

• Transport Information: UN 3077

Discovory and Applicatios

3-Benzyloxybromobenzene is a chemical compound with notable significance in organic synthesis and materials science due to its unique structural and chemical properties. It features a bromobenzene core with a benzyloxy group attached at the meta position, making it an interesting candidate for various chemical transformations and applications.

The discovery of 3-Benzyloxybromobenzene typically involves the synthesis of bromobenzene derivatives, followed by the introduction of the benzyloxy group. The process usually begins with the preparation of bromobenzene through bromination of benzene. The subsequent introduction of the benzyloxy group requires a reaction between bromobenzene and benzyl alcohol under acidic conditions, often utilizing a catalyst to facilitate the formation of the benzyloxy derivative.

The compound's primary application is in the field of organic synthesis. Its structure provides a versatile scaffold for further chemical modifications. The bromine atom in 3-Benzyloxybromobenzene is a useful functional group for various substitution reactions, including cross-coupling reactions such as Suzuki or Stille couplings. These reactions are instrumental in forming complex organic molecules, making 3-Benzyloxybromobenzene a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.

In addition to its use as an intermediate, 3-Benzyloxybromobenzene finds applications in materials science. The benzyloxy group introduces additional functionality that can be exploited in polymer chemistry or the development of advanced materials. For instance, the compound can be used to synthesize polymers with specific electronic or optical properties, contributing to the creation of novel materials for electronic devices, sensors, or catalytic applications.

Furthermore, 3-Benzyloxybromobenzene is of interest in medicinal chemistry due to its potential as a building block for bioactive molecules. The ability to modify the benzyloxy and bromine groups allows for the design of compounds with specific biological activities. Researchers can utilize this compound to explore new therapeutic agents by incorporating it into more complex molecular frameworks.

Overall, 3-Benzyloxybromobenzene serves as an important building block in organic synthesis and materials science. Its chemical reactivity and functional group versatility make it a key intermediate in the preparation of various compounds and materials with diverse applications.