N-Oleoylsarcosine

Base Information

• Chemical Name: N-Oleoylsarcosine
• CAS No.: 110-25-8
• Molecular Formula: C21H39NO3
• Molecular Weight: 353.546
• Hs Code.: 2924199090
• NSC Number: 96995
• DSSTox Substance ID: DTXSID60859192
• Nikkaji Number: J441.597C
• Wikipedia: N-Oleoylsarcosine
• Wikidata: Q81986203
• Mol file: 110-25-8.mol

Synonyms:N-Oleoylsarcosine;Sarkosyl O;Oleic sarcosine;Hamposyl O;Maprosyl O;2-[methyl-[(E)-octadec-9-enoyl]amino]acetic acid;Oleyl N-methylglycine;Oleyl methylaminoethanoic acid;SARCOSINE, N-OLEYL-;Medialanic acid;NSC-96995;N-Methyl-N-(1-oxo-9-octadecenyl)glycine;Glycine, (Z)-;N-METHYL-N-(1-OXO-9-OCTADECENYL)-GLYCINE;Glycine, (Z)-N-Methyl-N-(1-oxo-9-octadecenyl)-;Glycine, N-methyl-N-[(9Z)-1-oxo-9-octadecenyl]-;Glicina, n-metil-n-[(9z)-1-oxo-9-octadecen-1-il]-;(Z)- N- methyl- N- (1- oxo- 9- octadecenyl)glycine;SCHEMBL220435;SCHEMBL2557574;DTXSID60859192;NSC96995;MFCD00049381;N-Methyl-N-[(9E)-octadec-9-enoyl]glycine;(E)-2-(N-methyloctadec-9-enamido)acetic acid

Chemical Property of N-Oleoylsarcosine

Chemical Property:

• Appearance/Colour: light yellow liquid
• Vapor Pressure: 2.47E-11mmHg at 25°C
• Melting Point: 16.1-17.0oC
• Refractive Index: 1.481
• Boiling Point: 499.4 °C at 760 mmHg
• PKA: 3.62±0.10(Predicted)
• Flash Point: 255.9 °C
• PSA: 57.61000
• Density: 0.961g/cm³
• LogP: 5.56690
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 353.29299411
• Heavy Atom Count: 25
• Complexity: 366

Purity/Quality:

98% ^*data from raw suppliers

2-(N-Methyloleamido)aceticAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)N(C)CC(=O)O
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)N(C)CC(=O)O
• Uses: 2-(N-Methyloleamido)acetic acid (cas# 110-25-8) is used as an anti-tarnishing sunscreen additive for lubricating oil and grease.

Technology Process of N-Oleoylsarcosine

There total 5 articles about N-Oleoylsarcosine 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: 98.0%

N-oleoylsarcosine methyl ester → N-oleoylsarcosine (110-25-8)

Guidance literature:

N-oleoylsarcosine methyl ester; With lithium hydroxide; In ethanol; water; at 20 ℃; for 12h;

With hydrogenchloride; In water; pH=2;

DOI:10.1021/jo301659c

Reference yield: 97.8%

sodium sarcosinate (4316-73-8) + oleic acid chloride → N-oleoylsarcosine (110-25-8)

Guidance literature:

With water; sodium hydroxide; In toluene; at 30 ℃; for 1h; Solvent;

Reference yield:

sarcosine (107-97-1,25951-24-0) + cis-Octadecenoic acid (112-80-1,2027-47-6) + sodium sarcosinate (4316-73-8) → N-oleoylsarcosine (110-25-8)

Guidance literature:

In water; isopropyl alcohol;

upstream raw materials:

(Z)-9-octadecenoyl chloride

sarcosine

cis-Octadecenoic acid

sodium sarcosinate

Downstream raw materials:

4,5-dimethoxy-2-nitrobenzyl [methyl(oleoyl)amino]acetate

Refernces

• 1、 Osornio, Yazmin M.,Uebelhart, Peter,Bosshard, Silvan,Konrad, Fabian,Siegel, Jay S.,Landau, Ehud M.. "Design and synthesis of lipids for the fabrication of functional lipidic cubic-phase biomaterials". . p. 10583 - 10595. Retrieved 2013/02/22.