N-Hydroxyoleamide

Base Information

• Chemical Name: N-Hydroxyoleamide
• CAS No.: 10335-69-0
• Molecular Formula: C18H35 N O2
• Molecular Weight: 297.481
• Hs Code.: 2924199090
• European Community (EC) Number: 233-728-4
• DSSTox Substance ID: DTXSID80884461
• Nikkaji Number: J236.774B
• Wikidata: Q82863125
• ChEMBL ID: CHEMBL276537
• Mol file: 10335-69-0.mol

Synonyms:9-octadecenoyl-N-hydroxylamide;N-hydroxy-9-octadecenamide;OA-Hy cpd

Chemical Property of N-Hydroxyoleamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 49.33000
• Density: 0.921g/cm³
• LogP: 5.92020
• Solubility.: ≤50mg/ml in ethanol;50mg/ml in DMSO;50mg/ml in dimethyl formamide
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 297.266779359
• Heavy Atom Count: 21
• Complexity: 252

Purity/Quality:

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

MMP-2 Inhibitor I ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)NO
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)NO

Technology Process of N-Hydroxyoleamide

There total 11 articles about N-Hydroxyoleamide 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: 85.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) → Oleylhydroxamic acid (10335-69-0)

Guidance literature:

cis-Octadecenoic acid; With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In ethyl acetate; acetonitrile; at 20 ℃; for 0.5h;

With hydroxylamine hydroxide; In ethyl acetate; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2005.05.131

Reference yield: 71.0%

Methyl oleate (112-62-9) → Oleylhydroxamic acid (10335-69-0)

Guidance literature:

With hydroxylamine hydrochloride; potassium hydroxide; In methanol; for 24h; Reflux;

DOI:10.1002/adsc.201200760

Reference yield: 45.0%

oxalyl dichloride (79-37-8) + ethyl acetate n-hexane + cis-Octadecenoic acid (112-80-1,2027-47-6) → Oleylhydroxamic acid (10335-69-0)

Guidance literature:

With sodium hydroxide; hydroxylamine; In dichloromethane; ethyl acetate; SiO₂;

upstream raw materials:

oleic acid ethyl ester

trioleoylglycerol

(Z)-9-octadecenoyl chloride

cis-Octadecenoic acid

Downstream raw materials:

Elaidic acid

benzyl N-[(8Z)-heptadec-8-en-1-yl]carbamate

Refernces

• 1、 Meng, Haiwen,Sun, Kunhui,Xu, Zhimin,Tian, Lifang,Wang, Yahui. "P(III)-Assisted Electrochemical Access to Ureas via in situ Generation of Isocyanates from Hydroxamic Acids". supporting information. p. 1768 - 1772. Retrieved 2021/03/26.
• 2、 Winkler, Matthias,Meier, Michael A. R.. "Olefin cross-metathesis as a valuable tool for the preparation of renewable polyesters and polyamides from unsaturated fatty acid esters and carbamates". . p. 3335 - 3340. Retrieved 2014/06/10.