N-Geranylsuccinimide

Base Information

• Chemical Name: N-Geranylsuccinimide
• CAS No.: 103953-71-5
• Molecular Formula: C14H21 N O2
• Molecular Weight: 235.326
• European Community (EC) Number: 700-068-8
• DSSTox Substance ID: DTXSID701009943
• Nikkaji Number: J325.992G
• Mol file: 103953-71-5.mol

Synonyms:N-Geranylsuccinimide;EC 700-068-8;103953-71-5;1-((2E)-3,7-Dimethylocta-2,6-dien-1-yl)pyrrolidine-2,5-dione;1-[(2E)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL]PYRROLIDINE-2,5-DIONE;SCHEMBL120905;SCHEMBL120906;N-geranylpyrrolidin-2,5-dione;DTXSID701009943;N-[(2E)-3,7-Dimethyl-2,6-octadienyl]succinimide

Chemical Property of N-Geranylsuccinimide

Chemical Property:

• Vapor Pressure: 2.12E-06mmHg at 25°C
• Boiling Point: 393.5°Cat760mmHg
• Flash Point: 169.9°C
• Density: 1.026g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 235.157228913
• Heavy Atom Count: 17
• Complexity: 346

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCN1C(=O)CCC1=O)C)C
• Isomeric SMILES: CC(=CCC/C(=C/CN1C(=O)CCC1=O)/C)C

Technology Process of N-Geranylsuccinimide

There total 2 articles about N-Geranylsuccinimide 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: 79.0%

Succinimide (123-56-8,89963-74-6) + Geraniol (106-24-1) → 1-geranylazacyclopentan-2,5-dione (103953-71-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ol0618757

Reference yield:

trans-geranyl bromide (6138-90-5) + sodium succinimide (37912-62-2) → 1-geranylazacyclopentan-2,5-dione (103953-71-5)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 24h;

DOI:10.1021/jm970058x

Reference yield:

1-geranylazacyclopentan-2,5-dione (103953-71-5) → geranylamine (6246-48-6,35278-77-4,36615-19-7)

Guidance literature:

With potassium hydroxide; In ethanol; for 24h; Yield given; Heating;

DOI:10.1021/jm970058x

upstream raw materials:

Succinimide

Geraniol

trans-geranyl bromide

sodium succinimide

Downstream raw materials:

geranylamine

Refernces

• 1、 Fung,Baker,Fakhoury,Stein,Cohen,Donner,Garvey,Spina,Rosenberg. "(1α,2β,3β,4α)-1,2-Bis[[N-propyl-n-(4-phen oxybenzyl)amino]carbonyl]cyclobutane-3,4-diearboxylic acid (A-87049): A novel potent squalene synthase inhibitor". . p. 2123 - 2125. Retrieved 2007/10/03.