6085-36-5

Basic information

• Product Name: [(E)-octadec-9-enoyl] (E)-octadec-9-enoate
• Synonyms: [(E)-octadec-9-enoyl] (E)-octadec-9-enoate;Bis(9-octadecenoic)anhydride
• CAS NO: 6085-36-5
• Molecular Formula: C₃₆H₆₆O₃
• Molecular Weight: 546.91
• Mol File: 6085-36-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 609.4°C at 760 mmHg
• Flash Point: 275.4°C
• Appearance: /
• Density: 0.895g/cm³
• Vapor Pressure: 8.57E-15mmHg at 25°C
• Refractive Index: 1.471
• CAS DataBase Reference: [(E)-octadec-9-enoyl] (E)-octadec-9-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: [(E)-octadec-9-enoyl] (E)-octadec-9-enoate(6085-36-5)
• EPA Substance Registry System: [(E)-octadec-9-enoyl] (E)-octadec-9-enoate(6085-36-5)

Safety Data

• Hazardous Substances Data: 6085-36-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C36H66O3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35(37)39-36(38)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20H,3-16,21-34H2,1-2H3

Upstream product

• 112-80-1 cis-Octadecenoic acid 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 108-24-7 acetic anhydride 
• 543-27-1 isobutyl chloroformate 
• 20819-54-9 trimethylphosphane selenide 
• 10468-30-1 cadmium(II) oleate 

Downstream Products

• 101648-44-6 cinnamyl 6-deoxy-6-oleamido-1-thio-α-D-mannopyranoside 
• 112-62-9 Methyl oleate 
• 112-80-1 cis-Octadecenoic acid 
• 120-87-6 Dihydroxystearic Acid 
• 423756-23-4 1-O-[12-[N-(4-azido-2,3,5,6-tetrafluorobenzoyl)]aminododecanoyl]-2-oleoyl-sn-glycero-3-phosphocholine 
• 1398066-03-9 2,4-diisopropylphenyl oleate 
• 1398066-07-3 2,6-diisopropylphenyl oleate 
• 1431319-68-4 1,3-di-O-(cis-9-octadecenoyl)-myo-inositol 
• 122-32-7 trioleoylglycerol 
• 101648-42-4 cinnamyl 6-acetamido-6-deoxy-1-thio-α-D-mannopyranoside 
• 113829-10-0 1,2-dioleoyl-3-stearoylglycerol 
• 79517-06-9 1,2-dioleoyl-3-stearoylglycerol 

Relevant articles and documents

NOVEL CATIONIC LIPID EXHIBITING IMPROVED INTRACELLULAR DYNAMICS

The invention provides a cationic lipid, a lipid membrane structure containing same, and use thereof. The cationic lipid is represented by the formula (1) wherein R1a, R1b, R2a, R2b, R3a, R3b, Xa, Xb, Ya, Yb, Za, and Zb are as defined in the specification.

Mechanistic study of the synthesis of CdSe nanocrystals: Release of selenium

We outline a reaction pathway for the cleavage of the P=Se bond in trialkylphosphine selenide during the synthesis of CdSe nanocrystals. The reaction between cadmium carboxylate and trimethylphosphine selenide in the presence of an alcohol produces alkoxytrimethylphosphonium (2). Control experiments and density functional theory calculations suggested that the cleavage of the P=Se bond is initiated by nucleophilic attack of carboxylate on a Cd2+-activated phosphine selenide to produce an acyloxytrialkylphosphonium intermediate (1), which is converted to 2 in the presence of an alcohol.

Synthesis and characterization of long chain alkyl acyl carnitine esters. Potentially biodegradable cationic lipids for use in gene delivery

A series of alkyl acyl carnitine esters (alkyl 3-acyloxy-4- trimethylammonium butyrate chloride) were synthesized as potential biocompatible cationic lipids for use in gene transfer. The physicochemical properties of the lipids, liposomes prepared from them, and their complexes with DNA were characterized by differential scanning calorimetry (DSC), particle size, potential, and surface monolayer measurements. The transition temperatures and behavior at an air-water interface for this series are similar to phosphatidylcholines with the same hydrocarbon chain length. The physical properties of the L derivatives were not significantly different from the DL derivatives. At 70 °C, the acyl chains were readily hydrolyzed at pH 7. The influence of the aliphatic chain length (n = 12-18) on transfection efficiency in vitro was determined using cationic liposomes prepared from these lipids or their mixtures with the helper lipids, dioleoylphosphatidylethanolamine (DOPE), dioleoylphosphatidylcholine, monooleoylglycerol, and cholesterol (Chol). The mixture of myristyl 3- myristoyloxy-4-trimethylammonium butyrate chloride (MMCE, 4d) with DOPE at a 1:1 molar ratio mediated the highest transfection efficiency in cell culture. The mixture of oleyl 3-oleoyloxy-4-trimethylammonium butyrate chloride (OOCE, 4f) with Chol at a 1:1 molar ratio gave the highest transfection efficiency after intravenous administration in mice. In vivo gene expression using 4f was comparable to values obtained with the best cationic lipids reported to date.