1-Chloroethyl 4-nitrophenyl carbonate

Name: 1-Chloroethyl 4-nitrophenyl carbonate
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CAS No. 101623-69-2
Cat. No. CS-M3307
Molecule weightNone
Purity≥98%
MDL No.MFCD19441847

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1-Chloroethyl 4-nitrophenyl carbonate|CS-M3307

Structure of 101623-69-2

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General Information

CAS No. 101623-69-2
Cat. No. CS-M3307
Purity ≥98%
MDL No. MFCD19441847
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈ClNO₅
Molecular Weight None
Synonym(s) 1-Chloroethyl p-nitrophenyl carbonate; 1-chloroethyl (4-nitrophenyl) Carbonate
SMILES CC(Cl)OC(OC1=CC=C([N+]([O-])=O)C=C1)=O

Description

1-Chloroethyl 4-nitrophenyl carbonate is a bench-stable, moisture-tolerant reagent featuring a reactive chloroethyl carbonate moiety paired with an electron-deficient para-nitrophenyl leaving group. This combination enables efficient carbamoylation and urethane formation under mild conditions, streamlining the synthesis of protected amines and peptide derivatives in medicinal chemistry workflows.

Application

1-Chloroethyl 4-nitrophenyl carbonate serves as a stable, bench-ready carbamoylating agent that facilitates the efficient introduction of urea and thiourea functionalities. Its reactivity with amines proceeds under mild conditions to yield substituted ureas with high purity and minimal side products. The 4-nitrophenyl leaving group ensures excellent nucleophilic displacement, enabling broad functional group tolerance and straightforward purification via crystallization or chromatography. This reagent functions effectively in both small-molecule synthesis and peptide modification workflows.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 78.67
LogP 2.695
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Chloroethyl 4-nitrophenyl carbonate

CAS No. 101623-69-2

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