N-Lauroylsarcosine

Base Information

• Chemical Name: N-Lauroylsarcosine
• CAS No.: 97-78-9
• Deprecated CAS: 15535-18-9,58392-41-9
• Molecular Formula: C15H29NO3
• Molecular Weight: 271.4
• Hs Code.: DERIVATION
• European Community (EC) Number: 202-608-3
• NSC Number: 96994
• UNII: LIJ19P3L6F
• DSSTox Substance ID: DTXSID7042011
• Nikkaji Number: J110.239G
• Wikidata: Q27283002
• NCI Thesaurus Code: C77481
• RXCUI: 1370618
• ChEMBL ID: CHEMBL1907464
• Mol file: 97-78-9.mol

Synonyms:Gardol;lauroyl sarcosine;N-dodecanoyl-N-methylglycine;N-lauroyl sarcosinate;N-lauroyl sarcosine;N-lauroyl-N-methylaminoacetic acid;N-lauroylsarcosinate;N-lauroylsarcosine;N-lauroylsarcosine sodium salt;N-methyl-N-(1-oxododecyl)glycine sodium salt (1:1);sarcosyl NL;sarkosyl;sarkosyl L;sarkosyl NL;sarkosyl NL 30;sarkosyl, ammonium salt;sarkosyl, potassium salt;sodium lauroyl sarcosinate;sodium N-lauroyl sarcosinate;sodium N-lauroylsarcosinate;sodium N-laurylsarcosinate

Chemical Property of N-Lauroylsarcosine

Chemical Property:

• Appearance/Colour: white adhering powder
• Vapor Pressure: 27.5Pa at 25℃
• Melting Point: 45-49 °C
• Boiling Point: 413.2 °C at 760 mmHg
• PKA: 3.62±0.10(Predicted)
• Flash Point: 203.7 °C
• PSA: 57.61000
• Density: 0.986 g/cm³
• LogP: 3.45030
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: almost transparency in Methanol
• Water Solubility.: 500mg/L at 25℃
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 271.21474379
• Heavy Atom Count: 19
• Complexity: 254

Purity/Quality:

99.9% ^*data from raw suppliers

N-Lauroylsarcosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: CCCCCCCCCCCC(=O)N(C)CC(=O)O
• Uses: N-Lauroylsarcosine may be used as a permeation enhancer in the transdermal drug delivery formulations since it increases the fluidity of stratum corneum lipid structure of the skin

Technology Process of N-Lauroylsarcosine

There total 6 articles about N-Lauroylsarcosine 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: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + lauric acid methylamide (27563-67-3) + carbon monoxide (201230-82-2) → N-acyl sarcosinate (97-78-9)

Guidance literature:

With sulfuric acid; palladium; lithium bromide; In 1-methyl-pyrrolidin-2-one; at 60 ℃; for 16h; under 45004.5 Torr; Reagent/catalyst; Temperature; Catalytic behavior; Inert atmosphere; Autoclave;

DOI:10.1021/acs.oprd.7b00326

Reference yield: 77.0%

methyl n-dodecanoate (111-82-0) + (methylamino)acetonitrile (5616-32-0) → N-acyl sarcosinate (97-78-9)

Guidance literature:

methyl n-dodecanoate; (methylamino)acetonitrile; With sodium methylate; In methanol; at 90 ℃; for 6h; Inert atmosphere;

With sulfuric acid; In methanol; at 90 ℃; for 3h; pH=2 - 5;

Reference yield:

n-dodecanoyl chloride (112-16-3) + sodium sarcosinate (4316-73-8) → N-acyl sarcosinate (97-78-9)

Guidance literature:

In water; at 40 - 50 ℃; for 1h; pH 9.5-10.5;

upstream raw materials:

n-dodecanoyl chloride

sarcosine

formaldehyd

lauric acid methylamide

Downstream raw materials:

sodium N-lauroylsarcosinate

lauroyl ethyl sarcosine

Refernces

• 1、 Hancker, S?ren,Kreft, Stefanie,Neumann, Helfried,Beller, Matthias. "Synthesis of N-Lauroyl Sarcosine by Amidocarbonylation: Comparing Homogeneous and Heterogeneous Palladium Catalysts". supporting information. p. 2045 - 2051. Retrieved 2017/12/26.
• 2、 -. "Methods for detection of nucleic acid sequences in urine". . . Retrieved 2008/06/13.