N-Vanillyl-9-octadecenamide

Base Information

• Chemical Name: N-Vanillyl-9-octadecenamide
• CAS No.: 95548-23-5
• Molecular Formula: C26H45NO3
• Molecular Weight: 417.632
• Nikkaji Number: J572.113J,J86.709H
• ChEMBL ID: CHEMBL80637
• Mol file: 95548-23-5.mol

Synonyms:N-Vanillyl-9-octadecenamide;BRN 3466619;CHEMBL80637;9-Octadecenamide, N-vanillyl-;(E)-N-((4-Hydroxy-3-methoxyphenyl)methyl)-9-octadecanamide;9-Octadecenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-, (E)-;3-13-00-02192 (Beilstein Handbook Reference);95548-23-5;Vanillyloleamide;101858-27-9;SCHEMBL537603;SCHEMBL557179;BDBM86530;CHEBI:93517;N-Vanillyl oleic amide;N-Vanillyloleamide;NE 19550;NE-19550;NE19550;BDBM50231181;NSC_42760;N-(3-methoxy-4-hydroxybenzyl)oleamide;N-3-methoxy-4-hydroxybenzyl elaidamide;LS-97732;LS-97733;LS-97737;CAS_58493-49-5;F81787;(E)-N-(4-Hydroxy-3-methoxybenzyl)9-octadecenamide;BRD-K86958018-001-01-9

Chemical Property of N-Vanillyl-9-octadecenamide

Chemical Property:

• Vapor Pressure: 2.46E-14mmHg at 25°C
• Boiling Point: 586.1°C at 760 mmHg
• Flash Point: 308.3°C
• Density: 0.973g/cm³
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 18
• Exact Mass: 417.32429423
• Heavy Atom Count: 30
• Complexity: 438

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC

Technology Process of N-Vanillyl-9-octadecenamide

There total 6 articles about N-Vanillyl-9-octadecenamide 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: 68.0%

elaidoyl chloride (112-77-6,7378-94-1,7459-35-0) + Vanillylamin (1196-92-5) → N-vanillyl-9E-octadecenamide (95548-23-5)

Guidance literature:

In diethyl ether; N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jm00070a002

Reference yield:

9Z-octadecenyl chloride (oleoylchloride) + vanillylamine hydrochloride (7149-10-2) → N-vanillyl-9E-octadecenamide (95548-23-5)

Guidance literature:

With sodium hydroxide; In chloroform; N,N-dimethyl-formamide;

Reference yield:

Elaidic acid (112-79-8,2027-47-6) → N-vanillyl-9E-octadecenamide (95548-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / 3 h

2: 68 percent / dimethylformamide; diethyl ether / Ambient temperature

With oxalyl dichloride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm00070a002

upstream raw materials:

(Z)-9-octadecenoyl chloride

Vanillylamin

elaidoyl chloride

Elaidic acid

Downstream raw materials:

8-((2S,3S)-3-Octyl-oxiranyl)-octanoic acid 4-hydroxy-3-methoxy-benzylamide

Refernces

• 1、 -. "Compositions and methods useful for producing analgesia". . . Retrieved 2008/06/13.