Benzyl bis(2-chloroethyl)carbamate

Name: Benzyl bis(2-chloroethyl)carbamate
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CAS No. 72791-76-5
Cat. No. CS-0156246
Purity≥95%
MDL No.MFCD06858694

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Benzyl bis(2-chloroethyl)carbamate|CS-0156246

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Description

Benzyl bis(2-chloroethyl)carbamate is a moisture-tolerant, bench-stable carbamate reagent featuring two chloroethyl groups that facilitate efficient alkylation under mild conditions. This compound integrates readily into synthetic sequences requiring selective nitrogen functionalization, offering high reactivity with nucleophiles while maintaining stability during storage and handling.

Application

Benzyl bis(2-chloroethyl)carbamate serves as a stable, bench-friendly carbamoylating agent for the selective introduction of urea linkages in peptide synthesis and medicinal chemistry. Its dual chloroethyl groups enable efficient intramolecular cyclization to form oxazolidinone intermediates, facilitating controlled release of active species. The compound exhibits excellent functional group tolerance and simplifies purification due to its crystalline nature, making it well-suited for scalable synthetic workflows.

General Information

CAS No. 72791-76-5
Cat. No. CS-0156246
Purity ≥95%
MDL No. MFCD06858694
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅Cl₂NO₂
Molecular Weight 276.16
Synonym(s) Carbamic acid, N,N-bis(2-chloroethyl)-, phenylmethyl ester
SMILES C1=CC=C(C=C1)COC(=O)N(CCCl)CCCl

Computational Chemistry Data

TPSA 29.54
LogP 3.1028
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 6

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-P501

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Benzyl bis(2-chloroethyl)carbamate

CAS No. 72791-76-5

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