Elaidoyl chloride

Base Information

• Chemical Name: Elaidoyl chloride
• CAS No.: 112-77-6
• Molecular Formula: C18H33ClO
• Molecular Weight: 300.912
• Hs Code.: 29161900
• Nikkaji Number: J26.702C
• Mol file: 112-77-6.mol

Synonyms:ELAIDOYL CHLORIDE;7459-35-0;octadec-9-enoyl chloride;9-Octadecenoyl chloride;oleoylchloride;7378-94-1;C18H33ClO;C18-H33-Cl-O;(9Z)-octadec-9-enoyl chloride;9-Octadecenoyl chloride, (9Z)-;(E)-octadec-9-enoyl chloride;elaidic acid chloride;SCHEMBL284450;SCHEMBL710764;MLQBTMWHIOYKKC-MDZDMXLPSA-N;AKOS009031603;EN300-19544

Chemical Property of Elaidoyl chloride

Chemical Property:

• Appearance/Colour: BROWN LIQUID
• Vapor Pressure: 3.38E-05mmHg at 25°C
• Refractive Index: n20/D 1.463(lit.)
• Boiling Point: 378 °C at 760 mmHg
• Flash Point: 182 °C
• PSA: 17.07000
• Density: 0.918 g/cm³
• LogP: 6.78930
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly)
• XLogP3: 8.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 15
• Exact Mass: 300.2219934
• Heavy Atom Count: 20
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Oleoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)Cl
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)Cl
• Uses: Oleyl Chloride is used as a chemical reagent in the preparation of Vitamin E analogs as well as antiviral nucleoside phosphoramidate prodrugs used in the treatment of HIV and HBV. Oleoyl chloride may be used:in the chemical modification of the jute fibbers to confer hydrophobicity and resistance to biofibersin the synthesis of Oleoyl-S-lipoate, via reaction with dihydrolipoatein the preparation of symmetrical triglyceride, 2-oleoyl distearinin the preparation of ergosteryl oleate

Technology Process of Elaidoyl chloride

There total 10 articles about Elaidoyl chloride 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: 99.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) → (Z)-9-octadecenoyl chloride (112-77-6)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃;

Reference yield: 45.0%

→ (Z)-9-octadecenoyl chloride (112-77-6) + 1-(α-Cyclopropylcarbonyl-2-fluorobenzyl)-4-oleoylthiopiperidine (204204-88-6)

Guidance literature:

Reference yield:

→ (Z)-9-octadecenoyl chloride (112-77-6) + N-Methyltaurine (107-68-6)

Guidance literature:

upstream raw materials:

phosgene

cis-Octadecenoic acid

oxalyl dichloride

N-(pyridin-3-yl)oleamide

Downstream raw materials:

p-nitrophenyl oleate

1,3-distearoyl-2-oleoylglycerol

oleic acid menthyl ester

trioleoylglycerol

Refernces

• 1、 Ohba, Yusuke,Kanao, Yukiko,Takatsuji, Mayuko,Ito, Motoki,Yabuta, Norikazu,Nojima, Hiroshi,Kita, Yasuyuki. "Synthesis of N-functionalized oleamide derivatives". . p. 3754 - 3761. Retrieved 2007.
• 2、 Gabbasov,Tsyrlina,Yunusova. "Amides of N-Deacetyllappaconitine and Unsaturated Fatty Acids". . p. 947 - 950. Retrieved 2018.
• 3、 Ayoub, Samantha M.,Smoum, Reem,Farag, Mathew,Atwal, Harkirat,Collins, Stephen A.,Rock, Erin M.,Limebeer, Cheryl L.,Piscitelli, Fabiana,Iannotti, Fabio Arturo,Lichtman, Aron H.,Leri, Francesco,Di Marzo, Vincenzo,Mechoulam, Raphael,Parker, Linda A.. "Oleoyl alanine (HU595): a stable monomethylated oleoyl glycine interferes with acute naloxone precipitated morphine withdrawal in male rats". . p. 2753 - 2765. Retrieved 2020.
• 4、 Lees, George,Edwards, Michelle D.,Hassoni, Abdul A.,Ganellin, C. Robin,Galanakis, Dimitrious. "Modulation of GABA(A) receptors and inhibitory synaptic currents by the endogenous CNS sleep regulator cis-9,10-octadecenoamide (cOA)". . p. 873 - 882. Retrieved 1998.
• 5、 Jackson et al.. "-". . p. 290. Retrieved 1944.
• 6、 Laurichesse, Stephanie,Huillet, Cedric,Averous, Luc. "Original polyols based on organosolv lignin and fatty acids: New bio-based building blocks for segmented polyurethane synthesis". . p. 3958 - 3970. Retrieved 2014.
• 7、 Olsen, Peter,Odelius, Karin,Albertsson, Ann-Christine. "Main-chain functionalization of poly(L -lactide) with pendant unsaturations". . p. 3039 - 3045. Retrieved 2012.
• 8、 De Bank, Paul A.,Kendall, David A.,Alexander, Stephen P.H.. "A spectrophotometric assay for fatty acid amide hydrolase suitable for high-throughput screening". . p. 1187 - 1193. Retrieved 2005.
• 9、 Xu, Ming-Zhe,Lee, Woo Song,Kim, Mi Jeong,Park, Doo-Sang,Yu, Hana,Tian, Guan-Rong,Jeong, Tae-Sook,Park, Ho-Yong. "Acyl-CoA: Cholesterol acyltransferase inhibitory activities of fatty acid amides isolated from Mylabris phalerate Pallas". . p. 4277 - 4280. Retrieved 2004.
• 10、 Wood et al.. "-". . p. 289. Retrieved 1944.