cis-1-Benzyl-2,6-dicyanopiperidine

Base Information

• Chemical Name: cis-1-Benzyl-2,6-dicyanopiperidine
• CAS No.: 106006-86-4
• Molecular Formula: C14H15 N3
• Molecular Weight: 225.293
• Hs Code.: 2933399090
• European Community (EC) Number: 932-458-0,878-372-6
• Nikkaji Number: J208.163F
• Wikidata: Q76423254
• Mol file: 106006-86-4.mol

Synonyms:cis-1-Benzyl-2,6-dicyanopiperidine;106006-86-4;Cis-1-benzylpiperidine-2,6-dicarbonitrile;(2S,6R)-1-benzylpiperidine-2,6-dicarbonitrile;MFCD00059042;B1373;E85614

Chemical Property of cis-1-Benzyl-2,6-dicyanopiperidine

Chemical Property:

• Melting Point: 80°C
• PSA: 50.82000
• LogP: 2.39476
• Solubility.: soluble in Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 225.126597491
• Heavy Atom Count: 17
• Complexity: 315

Purity/Quality:

98%,99%, ^*data from raw suppliers

cis-1-Benzyl-2,6-dicyanopiperidine >95.0%(N) ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C(C1)C#N)CC2=CC=CC=C2)C#N
• Isomeric SMILES: C1C[C@@H](N([C@@H](C1)C#N)CC2=CC=CC=C2)C#N

Technology Process of cis-1-Benzyl-2,6-dicyanopiperidine

There total 8 articles about cis-1-Benzyl-2,6-dicyanopiperidine 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: 51.0%

potassium cyanide + Glutaraldehyde (111-30-8,29257-65-6,79215-57-9) + benzylamine (100-46-9) → cis-1-benzylpiperidine-2,6-dicarbonitrile (106006-86-4)

Guidance literature:

Glutaraldehyde; benzylamine; With citric acid; In water; at 0 ℃; for 1h; pH=3;

potassium cyanide; With sodium carbonate; zinc(II) chloride; In dichloromethane; water; at 0 - 20 ℃; pH=10 - 11;

DOI:10.1021/ol902389e

Reference yield:

Glutaraldehyde (111-30-8,29257-65-6,79215-57-9) → cis-1-benzylpiperidine-2,6-dicarbonitrile (106006-86-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NaHSO₃ / H₂O / 1 h / Ambient temperature

2: SO₂ / H₂O / 16 h / Ambient temperature

3: NaHCO₃ / H₂O / 6 h

With sulfur dioxide; sodium hydrogencarbonate; sodium hydrogensulfite; In water;

DOI:10.1021/jo00222a034

Reference yield:

C5H10O8S2(2-)*2Na(1+) → cis-1-benzylpiperidine-2,6-dicarbonitrile (106006-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: SO₂ / H₂O / 16 h / Ambient temperature

2: NaHCO₃ / H₂O / 6 h

With sulfur dioxide; sodium hydrogencarbonate; In water;

DOI:10.1021/jo00222a034

upstream raw materials:

potassium cyanide

Glutaraldehyde

benzylamine

Downstream raw materials:

1-benzyl-trans-2,6-dicyanopiperidine

C₄₀H₅₃N₅O₂

(2S,6R)-2,6-diallyl-1-benzylpiperidine-2,6-dicarbonitrile

Refernces

• 1、 Bonin, Martine,Chiaroni, Angele,Riche, Claude,Beloeil, Jean-Claude,Grierson, David S.,Husson, Henri-Philippe. "On the Structure of 2,6-Dicyanopiperidines: A Correction". . p. 382 - 385. Retrieved 2007/10/02.