1-Acetylpiperidine-4-carbonitrile

Base Information

• Chemical Name: 1-Acetylpiperidine-4-carbonitrile
• CAS No.: 25503-91-7
• Molecular Formula: C8H12N2O
• Molecular Weight: 152.196
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00373327
• Wikidata: Q72435732
• Mol file: 25503-91-7.mol

Synonyms:1-acetylpiperidine-4-carbonitrile;25503-91-7;1-ACETYL-4-CYANOPIPERIDINE;1-acetyl-4-piperidinecarbonitrile;1-ethanoylpiperidine-4-carbonitrile;S1V;SCHEMBL6107767;DTXSID00373327;NFDGRMQIOHRQHF-UHFFFAOYSA-N;AB1023;MFCD00221055;AKOS006230439;AB04947;GS-0408;CS-0206537;FT-0607292;A817884;Z952656810

Chemical Property of 1-Acetylpiperidine-4-carbonitrile

Chemical Property:

• Appearance/Colour: Yellow solid
• Vapor Pressure: 9.49E-05mmHg at 25°C
• Refractive Index: 1.494
• Boiling Point: 338.955 °C at 760 mmHg
• Flash Point: 158.795 °C
• PSA: 44.10000
• Density: 1.083 g/cm³
• LogP: 0.70638
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Dichloromethane, Ethanol, Ether, Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.094963011
• Heavy Atom Count: 11
• Complexity: 195

Purity/Quality:

98%Min ^*data from raw suppliers

1-Acetyl-4-cyanopiperidine ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1CCC(CC1)C#N
• Uses: Intermediate in the preparation of CNS depressants.

Technology Process of 1-Acetylpiperidine-4-carbonitrile

There total 2 articles about 1-Acetylpiperidine-4-carbonitrile 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: 63.0%

1-acetyl-piperidine-4-carboxylic acid (25503-90-6) + acetonitrile (75-05-8,26809-02-9) → N-acetyl-4-piperidinecarbonitrile (25503-91-7)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 350 ℃; for 0.0666667h; Temperature; Time; Supercritical conditions; Flow reactor; High pressure;

DOI:10.1021/acs.oprd.7b00063

Reference yield:

→ N-acetyl-4-piperidinecarbonitrile (25503-91-7)

Guidance literature:

1-Acetylisonipecotamide, P2O5 (Δ);

DOI:10.1021/jm00295a001

Reference yield: 4.0%

(3-methoxyphenyl)magnesium bromide (36282-40-3) + N-acetyl-4-piperidinecarbonitrile (25503-91-7) → 4-(3-methoxybenzoyl)piperidine

Guidance literature:

(3-methoxyphenyl)magnesium bromide; N-acetyl-4-piperidinecarbonitrile; In tetrahydrofuran; In the dark;

With ammonium chloride; In tetrahydrofuran; at 40 ℃; for 1h;

With hydrogenchloride; In 1,4-dioxane; water; at 100 ℃;

upstream raw materials:

1-acetyl-piperidine-4-carboxylic acid

acetonitrile

Downstream raw materials:

4-(4-trifluoromethylbenzoyl)piperidine

piperidin-4-yl(3-(trifluoromethyl)phenyl)methanone

(E)-1-acetyl-N'-hydroxypiperidine-4-carboximidamide

Refernces