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Methyl 3-aminocrotonate

Methyl 3-aminocrotonate Structure
CAS No.
14205-39-1
Chemical Name:
Methyl 3-aminocrotonate
Synonyms
Methyl (Z)-3-Aminobut-2-enoate;3-Aminocrotonate;(Z)-Methyl 3-aMinobut-2-enoate;methyl (E)-3-aminobut-2-enoate;3-Amino-but-2-enoic acid methyl ester;PALO-012;Nifedipine-4;Methyl 3-aminocroton;Nifedipine Impurity 5;Methyl 3-aminocrotote
CBNumber:
CB2222855
Molecular Formula:
C5H9NO2
Molecular Weight:
115.13
MOL File:
14205-39-1.mol
MSDS File:
SDS
Modify Date:
2024/9/5 22:20:32

Methyl 3-aminocrotonate Properties

Melting point 81-83 °C(lit.)
Boiling point 112°C 42mm
Density 1.1808 (rough estimate)
vapor pressure 2.79-2.853hPa at 25℃
refractive index 1.4538 (estimate)
Flash point 91 °C
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility 18g/l
form Crystalline Powder
pka 5.27±0.70(Predicted)
color White to slightly yellow
PH 8-9 (18g/l, H2O, 20℃)
Water Solubility insoluble
Sensitive Hygroscopic
BRN 956592
InChIKey XKORCTIIRYKLLG-ONEGZZNKSA-N
LogP -0.27 at 25℃
CAS DataBase Reference 14205-39-1(CAS DataBase Reference)
EPA Substance Registry System 2-Butenoic acid, 3-amino-, methyl ester (14205-39-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H317-H318
Precautionary statements  P280-P301+P312+P330-P302+P352-P305+P351+P338+P310
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  37/39-26-24/25
WGK Germany  3
RTECS  EM9092500
TSCA  Yes
HS Code  29224995
NFPA 704
1
2 0

Methyl 3-aminocrotonate price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 688894 Methyl 3-aminocrotonate Arxada quality, 98.0-100.3% (w/w) (GC) 14205-39-1 1KG ₹27690.35 2022-06-14 Buy
Sigma-Aldrich(India) 688894 Methyl 3-aminocrotonate Arxada quality, 98.0-100.3% (w/w) (GC) 14205-39-1 10KG ₹272616.8 2022-06-14 Buy
Sigma-Aldrich(India) 688894 Methyl 3-aminocrotonate Arxada quality, 98.0-100.3% (w/w) (GC) 14205-39-1 50KG ₹503416.63 2022-06-14 Buy
Sigma-Aldrich(India) 129712 Methyl 3-aminocrotonate 97% 14205-39-1 100G ₹2392.33 2022-06-14 Buy
Sigma-Aldrich(India) 129712 Methyl 3-aminocrotonate 97% 14205-39-1 500G ₹7122.85 2022-06-14 Buy
Product number Packaging Price Buy
688894 1KG ₹27690.35 Buy
688894 10KG ₹272616.8 Buy
688894 50KG ₹503416.63 Buy
129712 100G ₹2392.33 Buy
129712 500G ₹7122.85 Buy

Methyl 3-aminocrotonate Chemical Properties,Uses,Production

Chemical Properties

Crystals, yellowish-white

Uses

Methyl 3-aminocrotonate is used as intermediate for the syntheses of pharmaceuticals (e.g. 1,4-dihydropyridine derivatives) as well as for the manufacture of stabilizers and plastics. Product Data Sheet

Preparation

3-Aminocrotonate Esters, e.g., methyl 3- aminocrotonate [14205-39-1] (3-amino-2-butenoic acid, methyl ester) can be prepared by treatment of acetoacetates with aqueous ammonia. They are mainly used in the production of a series of the dihydropyridine-type calcium antagonists.

Application

Methyl 3-aminocrotonate reacts with benzene to form the corresponding E-2-phenyliodonio tosylate in good yield. This new alkenyl iodonium salt upon reaction with various nucleophiles offers an easy access to substituted enamine derivatives of crotonic acid. The reaction can be also extended to N-substituted crotonates[1].

General Description

Methyl 3-aminocrotonate undergoes waste-free solid-state cascade reaction with crystalline ninhydrin.

References

[1] IOANNIS PAPOUTSIS; Anastasios V ?; Spyros Spyroudis ?. Reactivity of a new alkenyl phenyliodonium tosylate derived from methyl 3-aminocrotonate[J]. Tetrahedron, 1998. DOI:10.1016/S0040-4020(97)10354-4.

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METHYL-BETA-AMINOCROTONATE METHYL 4-AMINOCROTONATE METHYL 3-AMINOCROTONATE METHYL 3-AMINO-2-BUTENOATE AMINOCROTONIC ACID METHYL ESTER 3-AMINOCROTONATE METHYL ESTER 3-AMINOCROTONIC ACID METHYL ESTER 3-AMINO-2-BUTENOIC ACID METHYL ESTER 3-amino-2-butenoicacimethylester 3-amino-crotonicacimethylester beta-Iminomethylbutyrate beta-aminocrotonicacidmethylester methyl3-aminocrotonoate methyl 3-amino-trans-but-2-enoate 2-Butenoic acid, 3-amino-, methyl ester Methyl β-aminobutenate Nifedipine impurity D (EP) Methyl (Z)-3-Aminobut-2-enoate PALO-012 Nifedipine Impurity 5 3-Aminocrotonate Methyl 3-iminobutyrate Crotonic acid, 3-amino-, methyl ester (1-Aminoethylidene)acetic acid methyl 3-Amino-2-butenoic acid methyl Methyl 3-aminocrotonate,97% Methyl 3-aminocroton 3-Amino-but-2-enoic acid methyl ester Methyl 3-aMinocrotonate, 97% 100GR Methyl 3-aMinocrotonate, 97% 500GR Methyl 3-AMino-2-butenenoate 3-Amino-2-butenoic Acid Methyl Ester 3-Aminocrotonic Acid Methyl Ester Methyl 3-Amino-2-butenoate (Z)-Methyl 3-aMinobut-2-enoate methyl (E)-3-aminobut-2-enoate Methyl 3-aminocrotonate 97% Methyl 3-Aminocrotonate Methyl 3-Amino-2-butenoate 3-Amino-2-butenoic Acid Methyl Ester Methyl 3-aminocrotote Divalproex Sodium Impurity 4 Nifedipine-4 3-Methyl 3-aminocrotonate Nifedipine Impurity D Control Methyl 3-aminocrotonate fiona Methyl3-Aminocrotonate> Nifedipine Impurity 16 (Methyl 3-aminocrotonate) -amino-methyl cromarate MEHYL 3-AMINOCROTONATE Azilsartan medoxomil impurity305 Methyl Β-Aminobutenate Methy1 3-aminocrotonate Nifedipine Impurity 57 14205-39-1 14205-23-0 14205-34-1 14205-79-1 CH3CNH2CHCOOCH3 Aromatic Amino Acids C2 to C5 Carbonyl Compounds