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Methyl 3-aminocrotonate

CAS No.14205-39-1
Chemical Name:Methyl 3-aminocrotonate
CBNumber:CB2222855
Molecular Formula:C5H9NO2
Formula Weight:115.13
MOL File:14205-39-1.mol

Methyl 3-aminocrotonate Property

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)
EWG's Food Scores 1
FDA UNII D0M0GH0040
EPA Substance Registry System 2-Butenoic acid, 3-amino-, methyl ester (14205-39-1)
UNSPSC Code 12352100
NACRES NA.22

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H302-H317-H318
Precautionary statements P280-P301+P312+P330-P302+P352-P305+P351+P338+P310

Methyl 3-aminocrotonate Price More Price(9)

Brand: Sigma-Aldrich(India)
Product number: 688894
Product name : Methyl 3-aminocrotonate
Purity: Arxada quality, 98.0-100.3% (w/w) (GC)
Packaging: 1KG
Price: ₹27690.35
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 688894
Product name : Methyl 3-aminocrotonate
Purity: Arxada quality, 98.0-100.3% (w/w) (GC)
Packaging: 10KG
Price: ₹272616.8
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 688894
Product name : Methyl 3-aminocrotonate
Purity: Arxada quality, 98.0-100.3% (w/w) (GC)
Packaging: 50KG
Price: ₹503416.63
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 129712
Product name : Methyl 3-aminocrotonate
Purity: 97%
Packaging: 100G
Price: ₹2392.33
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 129712
Product name : Methyl 3-aminocrotonate
Purity: 97%
Packaging: 500G
Price: ₹7122.85
Updated: 2022/06/14
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Methyl 3-aminocrotonate Chemical Properties,Usage,Production

Chemical Properties Crystals, yellowish-white
Uses Methyl 3-aminocrotonate (Methyl 3-amino-2-butenoate) was used to synthesize 4-aryl-1,4-dihydropyridines possessing potential calcium channel blocking activity.
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
Uses Nitrendipine (N490150) metabolite. The pharmacokinetics of Nitrendipine was studied in the rat and 6 major metabolites were identified.
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].
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.
General Description Methyl 3-aminocrotonate undergoes waste-free solid-state cascade reaction with crystalline ninhydrin.
Flammability and Explosibility Not classified
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.