ChemicalBook--->CAS DataBase List--->14205-39-1

14205-39-1

14205-39-1 Structure

14205-39-1 Structure
IdentificationMore
[Name]

Methyl 3-aminocrotonate
[CAS]

14205-39-1
[Synonyms]

3-AMINO-2-BUTENOIC ACID METHYL ESTER
3-AMINOCROTONATE METHYL ESTER
3-AMINOCROTONIC ACID METHYL ESTER
AMINOCROTONIC ACID METHYL ESTER
METHYL 3-AMINO-2-BUTENOATE
METHYL 3-AMINOCROTONATE
METHYL 4-AMINOCROTONATE
METHYL-BETA-AMINOCROTONATE
3-amino-2-butenoicacimethylester
3-amino-crotonicacimethylester
beta-aminocrotonicacidmethylester
methyl3-aminocrotonoate
methyl 3-amino-trans-but-2-enoate
2-Butenoic acid, 3-amino-, methyl ester
Methyl β-aminobutenate
beta-Iminomethylbutyrate
Methyl 3-iminobutyrate
Crotonic acid, 3-amino-, methyl ester
(1-Aminoethylidene)acetic acid methyl
3-Amino-2-butenoic acid methyl
[EINECS(EC#)]

238-056-5
[Molecular Formula]

C5H9NO2
[MDL Number]

MFCD06659463
[Molecular Weight]

115.13
[MOL File]

14205-39-1.mol
Chemical PropertiesBack Directory
[Appearance]

Crystals, yellowish-white
[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)
[Fp ]

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
[Usage]

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
[BRN ]

956592
[InChIKey]

XKORCTIIRYKLLG-ONEGZZNKSA-N
[LogP]

-0.27 at 25℃
[CAS DataBase Reference]

14205-39-1(CAS DataBase Reference)
[EPA Substance Registry System]

14205-39-1(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[RTECS ]

EM9092500
[TSCA ]

Yes
[HS Code ]

29224995
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

Manidipine-->Amlodipine-->Nitrendipine-->Felodipine-->Benidipine-->Isradipine-->Nisoldipine-->Cilnidipine-->Phthaloyl amlodipine-->Lercanidipine hydrochloride-->2(1H)-PYRIDINONE, 4-HYDROXY-3,6-DIMETHYL--->Methyl 6-chloro-2-Methylnicotinate-->4-(2,3-Dichlorophenyl)-2,6-diMethyl-1,4-dihydropyridine-3,5-dicarboxylic acid-->Felodipine 3,5-DiMethyl Ester-->3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, methyl 3-(3-oxo-1,2-benzisothiazol-2(3H)-yl)propyl ester, S,S-dioxide
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Methyl 3-aminocrotonate(14205-39-1).msds
Hazard InformationBack Directory
[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
[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]

Notclassified
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 3-aminocrotonate(14205-39-1)MS
Methyl 3-aminocrotonate(14205-39-1)1HNMR
Methyl 3-aminocrotonate(14205-39-1)13CNMR
Methyl 3-aminocrotonate(14205-39-1)IR1
Methyl 3-aminocrotonate(14205-39-1)IR2
Methyl 3-aminocrotonate(14205-39-1)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Methyl 3-aminocrotonate, 97%(14205-39-1)
[Alfa Aesar]

Methyl 3-aminocrotonate, 97%(14205-39-1)
[Sigma Aldrich]

14205-39-1(sigmaaldrich)
[TCI AMERICA]

Methyl 3-Aminocrotonate,>98.0%(T)(14205-39-1)
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