2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide

CAS No. 2653-16-9
Cat. No. CS-0011634
Purity≥98%
MDL No.MFCD01026196

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide|CS-0011634

Structure of 2653-16-9

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Description

2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide features a chloro-substituted acetyl group paired with a nitroaromatic amine, enabling direct incorporation into synthetic pathways requiring electron-deficient aryl coupling partners. This bench-stable compound facilitates efficient access to functionalized heterocycles and conjugated systems under standard conditions.

Application

2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide serves as a versatile acylating agent in synthetic organic chemistry, enabling efficient introduction of the 2-chloroacetyl group under mild conditions. Its stability and ease of handling make it well-suited for bench-scale applications, particularly in the synthesis of heterocyclic compounds and peptide derivatives. The presence of the electron-withdrawing nitro group enhances electrophilicity at the carbonyl center, facilitating nucleophilic substitution with amines and alcohols. This compound functions reliably in standard coupling protocols and is compatible with diverse functional groups, supporting its use in medicinal chemistry and process development workflows.

General Information

CAS No. 2653-16-9
Cat. No. CS-0011634
Purity ≥98%
MDL No. MFCD01026196
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉ClN₂O₃
Molecular Weight 228.63
Synonym(s) None
SMILES O=C(N(C1=CC=C([N+]([O-])=O)C=C1)C)CCl

Computational Chemistry Data

TPSA 63.45
LogP 1.7964
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

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-P301+P310-P330-P501

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-N-methyl-N-(4-nitrophenyl)acetamide

CAS No. 2653-16-9

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