tert-Butyl (2-(bromomethyl)phenyl)carbamate

Name: tert-Butyl (2-(bromomethyl)phenyl)carbamate
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CAS No. 166329-43-7
Cat. No. CS-0654692
Purity≥97%
MDL No.None

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tert-Butyl (2-(bromomethyl)phenyl)carbamate|CS-0654692

Structure of 166329-43-7

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General Information

CAS No. 166329-43-7
Cat. No. CS-0654692
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆BrNO₂
Molecular Weight 286.16
Synonym(s) None
SMILES CC(C)(C)OC(=O)NC1=CC=CC=C1CBr

Description

tert-Butyl (2-(bromomethyl)phenyl)carbamate features a bromomethyl group ortho to the carbamate, enabling direct functionalization in cross-coupling reactions. The tert-butyl carbamate serves as a stable, bench-compatible protecting group for amines. This compound integrates readily into synthetic sequences requiring selective C–H activation or transition-metal-catalyzed transformations.

Application

tert-Butyl (2-(bromomethyl)phenyl)carbamate serves as a versatile building block in medicinal chemistry, enabling efficient introduction of a bromomethyl group adjacent to an aromatic ring. The carbamate protection ensures stability and compatibility with diverse reaction conditions, while the pendant bromide facilitates subsequent coupling reactions such as Suzuki-Miyaura, Stille, or Buchwald-Hartwig transformations. Its bench-stable nature and ease of purification make it well-suited for multi-step syntheses and API intermediate development.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 38.33
LogP 3.9285
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromine

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl (2-(bromomethyl)phenyl)carbamate

CAS No. 166329-43-7

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