tert-Butyl (4-nitrophenyl)carbamate

Name: tert-Butyl (4-nitrophenyl)carbamate
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CAS No. 18437-63-3
Cat. No. CS-0187656
Purity≥97%
MDL No.None

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tert-Butyl (4-nitrophenyl)carbamate|CS-0187656

Structure of 18437-63-3

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General Information

CAS No. 18437-63-3
Cat. No. CS-0187656
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₄N₂O₄
Molecular Weight 238.24
Synonym(s) tert-Butyl 4-nitrophenylcarbamate
SMILES CC(C)(C)OC(=O)NC1=CC=C(C=C1)[N+](=O)[O-]

Description

tert-Butyl (4-nitrophenyl)carbamate delivers a robust, bench-stable protection for primary amines in synthetic workflows. The para-nitro group enhances electrophilic reactivity, while the tert-butyl carbamate moiety ensures facile deprotection under mild acidic conditions. This combination enables reliable nitrogen protection in complex molecule assembly.

Application

tert-Butyl (4-nitrophenyl)carbamate serves as a stable, bench-ready nitrogen protecting group for primary amines, enabling efficient introduction of the 4-nitrophenylcarbamate moiety in peptide and small-molecule synthesis. It facilitates orthogonal protection strategies due to its compatibility with diverse reaction conditions and allows for selective deprotection under mild acidic or hydrogenolytic conditions. The nitro group provides additional synthetic handles for downstream functionalization via reduction or electrophilic substitution.

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
Precautionary Statements : P264-P270-P330

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Computational Chemistry Data

TPSA 81.47
LogP 2.9418
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl (4-nitrophenyl)carbamate

CAS No. 18437-63-3

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