Benzyl (4-nitrophenyl) carbonate

CAS No. 13795-24-9
Cat. No. CS-0156216
Purity≥97%
MDL No.MFCD00007323

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Benzyl (4-nitrophenyl) carbonate|CS-0156216

Structure of 13795-24-9

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Description

Benzyl (4-nitrophenyl) carbonate serves as a stable, bench-ready protecting group for alcohols and thiols, enabling selective deprotection under mild conditions. The electron-deficient para-nitro group enhances leaving group ability, while the benzyl moiety offers orthogonal cleavage options. This reagent integrates seamlessly into synthetic workflows requiring precise functional group management.

Application

Benzyl (4-nitrophenyl) carbonate serves as a stable, bench-ready carbonylating agent for hydroxyl and amine functional groups. It facilitates efficient O- and N-carbamylation under mild conditions, enabling rapid access to protected intermediates in peptide synthesis and medicinal chemistry workflows. The 4-nitrophenyl leaving group ensures high reactivity with nucleophiles while maintaining excellent shelf stability and ease of purification.

General Information

CAS No. 13795-24-9
Cat. No. CS-0156216
Purity ≥97%
MDL No. MFCD00007323
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₁NO₅
Molecular Weight 273.24
Synonym(s) Carbonic acid, 4-nitrophenyl phenylmethyl ester
SMILES C1=CC=C(C=C1)COC(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

Computational Chemistry Data

TPSA 78.67
LogP 3.3104
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 4

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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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Synthetic Reagents Protection, Deprotection, Derivatization Protecting and Derivatizing Reagents

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Benzyl (4-nitrophenyl) carbonate

CAS No. 13795-24-9

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