Lauric anhydride

Base Information

• Chemical Name: Lauric anhydride
• CAS No.: 645-66-9
• Molecular Formula: C24H46 O3
• Molecular Weight: 382.627
• Hs Code.: 2915900090
• European Community (EC) Number: 211-449-9
• NSC Number: 293871
• UNII: KHD3D6L8XQ
• DSSTox Substance ID: DTXSID10214752
• Nikkaji Number: J96.158B
• Wikidata: Q83090649
• Metabolomics Workbench ID: 133887
• ChEMBL ID: CHEMBL420797
• Mol file: 645-66-9.mol

Synonyms:Lauric anhydride;645-66-9;Dodecanoic anhydride;dodecanoyl dodecanoate;Lauroyl anhydride;Dodecanoic acid, anhydride;lauric acid anhydride;n-dodecanoic anhydride;KHD3D6L8XQ;CHEMBL420797;EINECS 211-449-9;NSC-293871;Lauricanhydride;dodecanoyl anhydride;MFCD00008965;Dodecanoic anhydride #;dodecanoic acid anhydride;UNII-KHD3D6L8XQ;Dodecanoic anhydride >=98%;SCHEMBL468394;Dodecanoic anhydride, >=98%;DTXSID10214752;CHEBI:132849;BDBM50108507;NSC293871;AKOS015950639;HY-W099600;NSC 293871;DODECANOIC ACID, 1,1'-ANHYDRIDE;AS-56747;CS-0152242;FT-0627722;L0017;F20393;A914117

Chemical Property of Lauric anhydride

Chemical Property:

• Vapor Pressure: 8.81E-07mmHg at 25°C
• Melting Point: 41-43 °C(lit.)
• Refractive Index: 1.4530 (estimate)
• Boiling Point: 405.4°C at 760 mmHg
• Flash Point: >230 °F
• PSA: 43.37000
• Density: 0.899g/cm³
• LogP: 7.89800
• Storage Temp.: ?20°C
• Solubility.: Chloroform (Slightly)
• XLogP3: 10.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 22
• Exact Mass: 382.34469533
• Heavy Atom Count: 27
• Complexity: 307

Purity/Quality:

99% ^*data from raw suppliers

Lauric Anhydride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCC
• Uses: Dodecanoic anhydride was used to chemically conjugate tumor cell membrane in carbonate buffer.

Technology Process of Lauric anhydride

There total 16 articles about Lauric anhydride 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%

lauric acid (143-07-7) → lauric anhydride (645-66-9)

Guidance literature:

With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1055/s-1981-29544

Reference yield: 87.2%

lauric acid (143-07-7) + n-dodecanoyl chloride (112-16-3) → lauric anhydride (645-66-9)

Guidance literature:

With P₄-VP; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)85100-X

Reference yield: 54.7%

lauric acid (143-07-7) → n-dodecanoyl chloride (112-16-3) + lauric anhydride (645-66-9)

Guidance literature:

With phosphorus trichloride; at 40 - 50 ℃; 4-5h;

DOI:10.1007/BF00960670

upstream raw materials:

n-dodecanoyl chloride

Sodium laurate

oxalyl dichloride

lauric acid

Downstream raw materials:

2-Laurinoyloxy-1,3-bis-stearoyloxypropan

perfluorododecanoic acid

N-lauroyl-sulfanilic acid amide

N-dodecanoyl-L-phenylalanine 4-nitrophenylester

Refernces

• 1、 Chen, Hui,Liao, Xuebin. "Nickel catalyzed decarboxylative alkylation of aryl triflates with anhydrides". supporting information. p. 4186 - 4191. Retrieved 2019/06/18.
• 2、 Kargar, Mojgan,Hekmatshoar, Rahim,Ghandi, Mehdi,Mostashari, Abdoljalil. "Use of glycerol carbonate in an efficient, one-pot and solvent free synthesis of 1,3-sn-diglycerides". . p. 259 - 264. Retrieved 2013/07/27.