tert-Butyl (2-chloroethyl)(methyl)carbamate

Name: tert-Butyl (2-chloroethyl)(methyl)carbamate
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CAS No. 220074-38-4
Cat. No. CS-0133123
Purity≥97%
MDL No.MFCD20624610

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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tert-Butyl (2-chloroethyl)(methyl)carbamate|CS-0133123

Structure of 220074-38-4

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General Information

CAS No. 220074-38-4
Cat. No. CS-0133123
Purity ≥97%
MDL No. MFCD20624610
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₆ClNO₂
Molecular Weight 193.67
Synonym(s) tert-butyl N-(2-chloroethyl)-N-methylcarbamate
SMILES ClCCN(C(OC(C)(C)C)=O)C

Description

tert-Butyl (2-chloroethyl)(methyl)carbamate features a chloroethyl group flanked by a methylamino and tert-butyl carbamate moiety, enabling selective alkylation under mild conditions. This bench-stable reagent integrates cleanly into peptide synthesis workflows, delivering controlled functionalization with minimal side reactions.

Application

tert-Butyl (2-chloroethyl)(methyl)carbamate serves as a versatile, bench-stable carbamate protecting group for primary amines, enabling selective N-alkylation and subsequent deprotection under mild acidic conditions. Its chlorine-bearing side chain facilitates nucleophilic substitution reactions, making it valuable in the synthesis of functionalized amino acids, peptide analogs, and heterocyclic scaffolds. The tert-butyl group ensures excellent stability during standard organic transformations and simplifies purification through its low polarity and volatility upon acid cleavage.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3265
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 29.54
LogP 2.0921
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Functional Group Chloride

Key Words

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tert-Butyl (2-chloroethyl)(methyl)carbamate

CAS No. 220074-38-4

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