13361-30-3

Basic information

• Product Name: Isopropyl 2-cyanoacetate
• Synonyms: cyano-aceticaci1-methylethylester;cyano-aceticaciisopropylester;ISOPROPYL 2-CYANOACETATE;ISOPROPYL CYANOACETATE;IPCY;CYANOACETIC ACID ISOPROPYL ESTER;Acetic acid, cyano-, 1-methylethyl ester;2-Cyanoacetic acid isopropyl ester
• CAS NO: 13361-30-3
• Molecular Formula: C₆H₉NO₂
• Molecular Weight: 127.14
• EINECS: 236-421-3
• Product Categories: Aliphatics;C6 to C7;Carbonyl Compounds;Esters;Building Blocks;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 13361-30-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 207 °C(lit.)
• Flash Point: 99°C
• Appearance: /
• Density: 1.013 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.441mmHg at 25°C
• Refractive Index: n20/D 1.416
• PKA: 2.90±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 1756014
• CAS DataBase Reference: Isopropyl 2-cyanoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Isopropyl 2-cyanoacetate(13361-30-3)
• EPA Substance Registry System: Isopropyl 2-cyanoacetate(13361-30-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36/37/39-26-37
• WGK Germany: 2
• RTECS: AG4270000
• Hazardous Substances Data: 13361-30-3(Hazardous Substances Data)

Usage

Uses

Isopropyl cyanoacetate was used in the synthesis of 3-substituted coumarins by undergoing Kn?evenagel reactions with aldehydes and ketones.

Synthesis Reference(s)

Synthesis, p. 138, 1982 DOI: 10.1055/s-1982-29718

InChI:InChI=1/C6H9NO2/c1-5(2)9-6(8)3-4-7/h5H,3H2,1-2H3

Upstream product

• 29921-57-1 isopropyl 2-bromoacetate 
• 372-09-8 cyanoacetic acid 
• 67-63-0 isopropyl alcohol 
• 10258-54-5 2-methoxyethyl cyanoacetate 

Downstream Products

• 863969-69-1 isopropyl (2E,4E)-2-cyano-5-phenylpenta-2,4-dienoate 
• 625374-56-3 2-amino-3-isopropyloxycarbonyl-4-(4-methoxycarbonylphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-benzo[b]pyran 
• 1372123-32-4 C₂₂H₂₄N₂O₄ 
• 1452831-69-4 1-methylethyl 5-cyano-6,7-dihydro-3-(4-methylphenyl)-6-oxo-1H-pyrazolo[3,4-b]pyridine-4-carboxylate 
• 1452831-70-7 bis(1-methylethyl) 7-amino-2-(4-methylphenyl)pyrazolo[1,5-a]pyrimidine-5,6-dicarboxylate 
• 1452831-73-0 1-methylethyl 5-cyano-6,7-dihydro-6-oxo-3-phenyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate 
• 18300-86-2 isopropyl 2-cyano-3-phenylacrylate 

Relevant articles and documents

Magnetically recoverable AlFe/Te nanocomposite as a new catalyst for the facile esterification reaction under neat conditions

In this work, a new Fe3O4/AlFe/Te nanocomposite was synthesized by a one-step sol–gel method. The Fe3O4 magnetic nanoparticles (MNPs) were prepared and then mixed with aluminum telluride (Al2Te3) in an alkali medium to produce the desired catalyst. After characterization of the Fe3O4/AlFe/Te nanocomposite by SEM, TEM, EDS, XRD, and ICP analyses, it was used in the esterification reaction. This heterogeneous catalyst showed high catalytic activity in the esterification of commercially available carboxylic acids with various alcohols to produce the desired esters at high conversions under neat conditions. The Fe3O4/AlFe/Te nanocomposites were separated from the reaction mixture via an external magnet and re-used 8 times without significant loss of catalytic activity.

Novel 2-amino-1,4-dihydropyridine calcium antagonists. II. Synthesis and antihypertensive effects of 2-amino-1,4-dihydropyridine derivatives having N,N-dialkylaminoalkoxycarbonyl groups at 3- and/or 5-positions

Novel 2-amino-1,4-dihydropyridine derivatives I, which contain N,N-dialkylaminoalkoxycarbonyl groups at the 3- and/or 5-position, were synthesized and their antihypertensive effects were evaluated in spontaneously hypertensive rats. Remarkably prolonged duration of antihypertensive action was observed when a tertiary amino group was introduced into either the 3- or 5-ester side-chain of the 1,4-dihydropyridine ring. In particular, the compounds containing cyclic amino moieties at the 3-position showed greater potency than those with acyclic amino moieties. Chemical modification studies indicated that the two ester side-chains of 1,4-dihydropyridine at the 3- and 5-position might function in a different manner in relation to the antihypertensive activities. 3-(1-Benzhydrylazetidin-3-yl) 5-isopropyl 2-amino-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3,5-pyridine-dicarboxyl ate, I-43 (CS-905), exhibited potent and long-lasting antihypertensive effects with gradual onset of action, and is a promising candidate as an antihypertensive drug.