N-BOC-4-bromo-3-methylaniline

Name: N-BOC-4-bromo-3-methylaniline
Brand: ChemScene
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CAS No. 654056-82-3
Cat. No. CS-0158299
Purity≥97%
MDL No.MFCD21170329

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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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N-BOC-4-bromo-3-methylaniline|CS-0158299

Structure of 654056-82-3

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General Information

CAS No. 654056-82-3
Cat. No. CS-0158299
Purity ≥97%
MDL No. MFCD21170329
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆BrNO₂
Molecular Weight 286.16
Synonym(s) Tert-butyl (4-bromo-3-methylphenyl)carbamate
SMILES C(NC=1C=C(C(=CC1)Br)C)(=O)OC(C)(C)C

Description

N-Boc-4-bromo-3-methylaniline features a sterically accessible bromo group flanked by a methylene substituent and a bench-stable Boc-protected amine, enabling direct coupling in late-stage functionalization. The electron-rich aromatic core facilitates palladium-catalyzed cross-coupling, while the protected amine simplifies purification and handling.

Application

N-BOC-4-bromo-3-methylaniline serves as a versatile building block for the synthesis of substituted anilines and heterocyclic scaffolds. The Boc group provides stable protection of the amine, enabling orthogonal functionalization and facilitating purification. The bromo and methyl groups offer complementary sites for cross-coupling reactions and electrophilic substitutions, supporting diverse downstream transformations in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 38.33
LogP 4.10452
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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N-BOC-4-bromo-3-methylaniline

CAS No. 654056-82-3

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