Isopropyl cyanoacetate

Base Information

• Chemical Name: Isopropyl cyanoacetate
• CAS No.: 13361-30-3
• Molecular Formula: C6H9NO2
• Molecular Weight: 127.143
• Hs Code.: 29269090
• European Community (EC) Number: 236-421-3
• NSC Number: 1071
• UNII: 0V3MGI9XMA
• DSSTox Substance ID: DTXSID20158198
• Nikkaji Number: J85.233C
• Wikidata: Q72485815
• Mol file: 13361-30-3.mol

Synonyms:Isopropyl cyanoacetate;isopropyl 2-cyanoacetate;13361-30-3;propan-2-yl 2-cyanoacetate;Cyanoacetic Acid Isopropyl Ester;ACETIC ACID, CYANO-, ISOPROPYL ESTER;C6H9NO2;Acetic acid, cyano-, 1-methylethyl ester;NSC 1071;EINECS 236-421-3;0V3MGI9XMA;ISOPROPYLCYANOACETATE;BRN 1756014;NSC-1071;propan-2-yl cyanoacetate;Isopropyl cyanoacetate.;UNII-0V3MGI9XMA;SCHEMBL1170737;BESQLCCRQYTQQI-UHFFFAOYSA-;cyano-acetic acid isopropyl ester;DTXSID20158198;NSC1071;Isopropyl cyanoacetate, >=98.0%;BBL009730;MFCD00019842;STL141095;AKOS000120774;CYANOACETIC ACID, ISOPROPYL ESTER;AS-13619;FT-0627475;EN300-20806;D97852;A806645;ACETIC ACID, 2-CYANO-, 1-METHYLETHYL ESTER;J-006416

Chemical Property of Isopropyl cyanoacetate

Chemical Property:

• Vapor Pressure: 0.441mmHg at 25°C
• Refractive Index: n20/D 1.416
• Boiling Point: 194.452 °C at 760 mmHg
• PKA: 2.90±0.10(Predicted)
• Flash Point: 78.871 °C
• PSA: 50.09000
• Density: 1.019 g/cm³
• LogP: 0.85168
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 127.063328530
• Heavy Atom Count: 9
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

Isopropyl Cyanoacetate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36/37/39-26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)CC#N
• Uses: Isopropyl cyanoacetate was used in the synthesis of 3-substituted coumarins by undergoing Kn?evenagel reactions with aldehydes and ketones.

Technology Process of Isopropyl cyanoacetate

There total 4 articles about Isopropyl cyanoacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

cyanoacetic acid (372-09-8) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl cyanoacetate (13361-30-3)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 55 ℃;

DOI:10.1248/cpb.43.797

Reference yield: 77.0%

2-methoxyethyl cyanoacetate (10258-54-5) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl cyanoacetate (13361-30-3)

Guidance literature:

With titanium(IV) tetraethanolate; at 82 ℃; for 6h;

DOI:10.1055/s-1982-29718

Reference yield: 28.0%

potassium [14C]cyanide + isopropyl 2-bromoacetate (29921-57-1) → isopropyl cyanoacetate (13361-30-3)

Guidance literature:

In methanol; water;

DOI:10.1002/jlcr.1776

upstream raw materials:

2-methoxyethyl cyanoacetate

isopropyl alcohol

cyanoacetic acid

isopropyl 2-bromoacetate

Downstream raw materials:

cyano<5-fluoro-1-(4-methylbenzyl)-2-oxo-2,3-dihydroindol-3-ylidene>acetic acid isopropyl ester

4-[1'-cyano-1'-(isopropoxycarbonel)methylene]cyclohexanone

7-cyano-7-(isoproxycarbonyl)-1,4-benzoquinonemethide

isopropyl 2-amino-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate