2-Phenylacetoacetonitrile

Base Information

• Chemical Name: 2-Phenylacetoacetonitrile
• CAS No.: 4468-48-8
• Deprecated CAS: 128252-19-7
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2926909090
• European Community (EC) Number: 224-737-4
• NSC Number: 55206,25183,11777
• UNII: 302PX39407
• DSSTox Substance ID: DTXSID70863402
• Nikkaji Number: J30.662B
• Wikidata: Q2113282
• Mol file: 4468-48-8.mol

Synonyms:alpha-phenylacetoacetonitrile

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of 2-Phenylacetoacetonitrile

Chemical Property:

• Appearance/Colour: white crystalline
• Vapor Pressure: 0.0496mmHg at 25°C
• Melting Point: 92-94 °C(lit.)
• Refractive Index: 1.526
• Boiling Point: 235.6 °C at 760 mmHg
• Flash Point: 96.3 °C
• PSA: 40.86000
• Density: 1.086 g/cm³
• LogP: 1.88278
• Storage Temp.: -20°C Freezer
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C#N)C1=CC=CC=C1
• Uses: 2-Phenylacetoacetonitrile is an analytical reference standard categorized as a precursor in the synthesis of amphetamines.This product is intended for research and forensic applications.

Technology Process of 2-Phenylacetoacetonitrile

There total 17 articles about 2-Phenylacetoacetonitrile 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: 91.0%

phenylacetonitrile (140-29-4) + ethyl acetate (141-78-6) → 1-phenyl-1-cyanopropan-2-one (4468-48-8)

Guidance literature:

phenylacetonitrile; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

ethyl acetate; In tetrahydrofuran; at 60 ℃; Inert atmosphere;

DOI:10.1002/anie.202007520

Reference yield: 80.0%

5-methyl-4-phenylisoxazole (23253-49-8) → 5-methyl-4-phenyl-oxazole (1008-28-2) + 1-phenyl-1-cyanopropan-2-one (4468-48-8)

Guidance literature:

In methanol; for 0.166667h; Irradiation;

DOI:10.1002/jhet.5570420215

Reference yield: 78.0%

acetyl chloride (75-36-5) + acetonitrile (75-05-8,26809-02-9) + Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate (164594-13-2) → 1-phenyl-1-cyanopropan-2-one (4468-48-8)

Guidance literature:

acetonitrile; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.25h;

Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 0.916667h;

acetyl chloride; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1080/00397910600943402

upstream raw materials:

5-methyl-4-phenylisoxazole

sodium ethanolate

acetic anhydride

Natrium-phenylacetonitril

Downstream raw materials:

2-phenyl-3-(phenylamino)but-2-enenitrile

(2-Cyano-1-hydroxy-1-methyl-2-phenyl-ethyl)-phosphonic acid diethyl ester

2-(3-methyl-2-oxo-3,4-dihydro-2H-benzo[e][1,3]oxazin-4-yl)-3-oxo-2-phenyl-butyronitrile

3--2-phenylbutyronitrile

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR SUBSTITUTED 7-(PIPERAZIN-1-YL)PYRAZOLO[1,5-A]PYRIMIDINE ANALOGS AS INHIBITORS OF KRAS". Paragraph 0256. . Retrieved 2021/06/22.
• 2、 Chatterjee, Arpita,Murmu, Chudamani,Peruncheralathan, S.. "Copper-catalysed: N -arylation of 5-aminopyrazoles: A simple route to pyrazolo[3,4- b] indoles". supporting information. p. 6571 - 6581. Retrieved 2020/11/07.