(2Z)-4-(Benzylamino)-4-oxo-2-butenoic acid

Basic Information

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CAS Number

15329-69-8

Molecular Formula

C11H11NO3

Molecular Weight

205.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

136-138 °C

SMILES

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C1=CC=C(C=C1)CNC(=O)C=CC(=O)O

InChI

InChI=1S/C11H11NO3/c13-10(6-7-11(14)15)12-8-9-4-2-1-3-5-9/h1-7H,8H2,(H,12,13)(H,14,15)/b7-6-

InChIKey

BHWGQIYJCMMSNM-SREVYHEPSA-N

LogP

0.9435999999999999

Topological Polar Surface Area

66.4 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

255

Safety Information

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Hazard Statement

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

NSC-92553
(2Z)-4-Oxo-4-[(phenylmethyl)amino]-2-butenoic acid
6G-920
NSC92553
(Z)-4-(Benzylamino)-4-oxo-but-2-enoic acid
NCGC00246553-01
(Z)-4-(benzylamino)-4-oxobut-2-enoic acid
NS00051922
N-Benzylmaleamic acid
MFCD00020482
CS-0038339
N-benzyl maleamic acid
MLS000328043
F1107-0022
CHEMBL402467
15329-69-8
(Z)-3-(Benzylcarbamoyl)prop-2-enoic acid
(2Z)-4-(Benzylimino)-4-hydroxybut-2-enoic acid
2-Butenoic acid,4-oxo-4-[(phenylmethyl)amino]-,(2Z)-
HMS2354I07
134575-94-3
(2Z)-3-(benzylcarbamoyl)prop-2-enoic acid
(Z)-4-Benzylamino-4-oxobut-2-enoic acid
SCHEMBL5175917
SMR000168594
DTXSID801227045
AKOS000272765
Maleic acid monobenzylamide
(2E)-4-(Benzylamino)-4-oxobut-2-enoic acid
(Z)-4-<(Phenylmethyl)amino>-4-oxo-2-butenoic acid
4-(BENZYLAMINO)-4-OXO-2-BUTENOIC ACID

MDL Number

MFCD00020482

Customs Code

2924299090

FAQ

What are the physical and chemical properties of (2Z)-4-(Benzylamino)-4-oxo-2-butenoic acid (CAS: 15329-69-8)?

(2Z)-4-(Benzylamino)-4-oxo-2-butenoic acid (CAS: 15329-69-8) is a crystalline solid with a molecular weight of approximately 224.27 g/mol. It has good solubility in organic solvents like methanol and acetone but is only slightly soluble in water. This compound shows high reactivity towards nucleophiles and can undergo various chemical reactions such as esterification and amidation. It is also prone to hydrolysis under acidic or basic conditions.

How is (2Z)-4-(Benzylamino)-4-oxo-2-butenoic acid (CAS: 15329-69-8) typically synthesized?

(2Z)-4-(Benzylamino)-4-oxo-2-butenoic acid is usually synthesized via the condensation of benzylamine with acryloyl chloride in the presence of a base like triethylamine. The reaction gives good yield and selectivity, with the final product being isolated by recrystallization from appropriate solvents. This method ensures the formation of the correct isomer through the use of a suitable protecting group and selective conditions.

What industries use (2Z)-4-(Benzylamino)-4-oxo-2-butenoic acid (CAS: 15329-69-8)?

(2Z)-4-(Benzylamino)-4-oxo-2-butenoic acid (CAS: 15329-69-8) is primarily used in the pharmaceutical industry for the synthesis of certain drug intermediates. It is also utilized in the polymer industry as a monomer for special polymers. Additionally, it finds applications in the production of chemical sensors and as an intermediate in the development of semiconductor materials.

What precautions should be taken when handling (2Z)-4-(Benzylamino)-4-oxo-2-butenoic acid (CAS: 15329-69-8)?

When handling (2Z)-4-(Benzylamino)-4-oxo-2-butenoic acid (CAS: 15329-69-8), it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat to protect against skin and eye contact. The compound should be used in a well-ventilated area or a fume hood to minimize inhalation risk. In case of a spill, immediately clean it up using appropriate absorbent materials and follow the manufacturer's guidelines for disposal. Always refer to the Safety Data Sheet (SDS) for detailed information on safe handling and storage.