1-Bromo-2-ethyl-4-[(phenylmethyl)oxy]benzene

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Cat Number

INT668477518

CAS Number

668477-51-8

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Product Detail Description Customer Q&A

CAS Number

668477-51-8

Synonyms

Benzene, 1-broMo-2-ethyl-4-(phenylMethoxy)-;4-(benzyloxy)-1-bromo-2-ethylbenzene

Molecular Formula

C15H15BrO

Molecular Weight

291.18

Boiling Point

371.7℃

Relative Density

1.3

General Description

1-Bromo-2-ethyl-4-[(phenylmethyl)oxy]benzene is a trisubstituted aromatic intermediate featuring a bromine, an ethyl group, and a benzyloxy substituent on a benzene ring. The 1,2,4-trisubstitution pattern places the bromine ortho to the ethyl group and para to the benzyloxy group. The benzylic ether (benzyl ether) is a protecting group that can be removed by hydrogenolysis (catalytic hydrogenation), while the aryl bromide is a substrate for Suzuki and other cross-coupling reactions.

Mechanism of Action

1-Bromo-2-ethyl-4-[(phenylmethyl)oxy]benzene is used as a functionalized aryl building block in multi-step synthesis. The aryl bromide undergoes oxidative addition with palladium(0) and nickel(0) catalysts, enabling Suzuki-Miyaura, Buchwald-Hartwig, and Heck cross-coupling reactions. The benzyloxy group serves as a phenol protecting group that is orthogonally stable to most reaction conditions but removed under hydrogenolytic conditions. The ethyl substituent is metabolically stable and contributes lipophilicity.

Application

1-Bromo-2-ethyl-4-[(phenylmethyl)oxy]benzene is used as an intermediate in the synthesis of polyketide analogs, flavonoid derivatives, and other natural product mimetics. The benzyloxy-protected phenol is frequently used in the synthesis of EGFR kinase inhibitors, JAK2 inhibitors, and other tyrosine kinase-targeted agents. It is also used in the preparation of liquid crystal compounds and UV absorbers.

What is the recommended storage condition for 1-Bromo-2-ethyl-4-[(phenylmethyl)oxy]benzene?

It should be stored at controlled room temperature in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

Is a Certificate of Analysis (COA) available for 1-Bromo-2-ethyl-4-[(phenylmethyl)oxy]benzene?

Yes, a fully verified COA is issued for every batch and can be shared electronically. Additional documentation such as MSDS or impurity profiles may be requested separately.

Is 1-Bromo-2-ethyl-4-[(phenylmethyl)oxy]benzene available in high-chemical-purity grade for pharmaceutical synthesis?

Yes, it is supplied in high chemical purity grades suitable for demanding pharmaceutical intermediate applications. Specifications and analytical data are available upon request.

What is the primary synthetic application of 1-Bromo-2-ethyl-4-[(phenylmethyl)oxy]benzene?

It is widely used as a key building block or intermediate in multi-step pharmaceutical synthesis workflows, providing versatile reactivity for constructing target molecular architectures.

What quality standards govern the production of 1-Bromo-2-ethyl-4-[(phenylmethyl)oxy]benzene?

Production is carried out under GMP-aligned quality systems with full traceability and documented quality controls for each manufacturing run.