1-(Chloroacetyl)-L-prolinamide

Basic Information

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CAS Number

214398-99-9

Molecular Formula

C7H11ClN2O2

Molecular Weight

190.63 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

133-137 ºC (isopropyl ether )

SMILES

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C1CC(N(C1)C(=O)CCl)C(=O)N

InChI

InChI=1S/C7H11ClN2O2/c8-4-6(11)10-3-1-2-5(10)7(9)12/h5H,1-4H2,(H2,9,12)/t5-/m0/s1

InChIKey

YKDRUBGIBPCRBH-YFKPBYRVSA-N

LogP

-0.29850000000000015

Topological Polar Surface Area

63.400000000000006 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

208

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

(2S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide
AS-75722
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
(S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide? (Vildagliptin Impurity pound(c)
(S)-1-(2-Chloroacetyl)-pyrrolidine-2-carboxylic acid amide
YKDRUBGIBPCRBH-YFKPBYRVSA-N
2-Pyrrolidinecarboxamide,1-(2-chloroacetyl)-,(2S)-
DTXSID20473494
A879093
214398-99-9
A50794
(S)-1-(2-Chloro-acetyl)-pyrrolidine-2-carboxylicacid amide
AKOS015850601
MFCD11845729
CS-0165388
SCHEMBL1239264
AKOS015996633
(S)-1-(2-Chloro-acetyl)-pyrrolidine-2-carboxylic acid amide
AC-27042
(S)-1-(2-CHLORO-ACETYL)-PYRROLIDINE-2-CARBOXYLIC ACID AMIDE
2-Pyrrolidinecarboxamide,1-(2-chloroacetyl)-, (2S)-
(2S)-1-(2-chloroacetyl)pyrrollidine-4-carboxamide
1-chloroacetyl (S)-2-carboxamidepyrrolidine
1-chloroacetyl-2-(S)-pyrrolidinecarboxamide
(2S)-1-(2-Chloro-acetyl)-pyrrolidine-2-carboxamide
SBB091197
0902AB
SB35402
FCH1158974
OR346167
AX8230881

MDL Number

MFCD11845729

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 1-(Chloroacetyl)-L-prolinamide (CAS: 214398-99-9)?

1-(Chloroacetyl)-L-prolinamide is a white to off-white crystalline solid with a molecular weight of approximately 215.67 g/mol. It is practically insoluble in water but soluble in organic solvents like ethanol and acetonitrile. The compound exhibits moderate reactivity, particularly towards nucleophiles, making it suitable for condensation reactions. It has a melting point of approximately 155-157°C.

How is 1-(Chloroacetyl)-L-prolinamide (CAS: 214398-99-9) typically synthesized?

1-(Chloroacetyl)-L-prolinamide is typically synthesized by reacting L-proline with chloroacetic acid in the presence of a catalyst such as triethylamine. The reaction is carried out in an inert solvent like dichloromethane. The yield is usually around 85-90%, and the product is purified by recrystallization from aqueous ethanol.

What industries use 1-(Chloroacetyl)-L-prolinamide (CAS: 214398-99-9)?

1-(Chloroacetyl)-L-prolinamide is used in the pharmaceutical industry as a precursor for the synthesis of various bioactive compounds. It is also utilized in the polymer industry for the development of novel materials with specific properties. Additionally, it has applications in the sensor and semiconductor industries due to its reactivity and structural features.

What precautions should be taken when handling 1-(Chloroacetyl)-L-prolinamide (CAS: 214398-99-9)?

When handling 1-(Chloroacetyl)-L-prolinamide, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood. Spills should be carefully cleaned up using absorbent materials, and the area should be thoroughly washed down. Always refer to the Safety Data Sheet (SDS) for detailed emergency procedures and storage recommendations.