Octanoyl chloride

Base Information

• Chemical Name: Octanoyl chloride
• CAS No.: 111-64-8
• Deprecated CAS: 1246204-27-2
• Molecular Formula: C8H15ClO
• Molecular Weight: 162.66
• Hs Code.: 2915.90
• European Community (EC) Number: 203-891-6
• UN Number: 1760
• UNII: BK8FUS6OVT
• DSSTox Substance ID: DTXSID9024724
• Nikkaji Number: J95.913H
• Wikipedia: Octanoyl_chloride
• Wikidata: Q48996228
• ChEMBL ID: CHEMBL1504663
• Mol file: 111-64-8.mol

Synonyms:Octanoyl chloride;111-64-8;Capryloyl chloride;CAPRYLYL CHLORIDE;n-Octanoyl chloride;Caprylic acid chloride;Octanoic acid chloride;Octanoic chloride;CCRIS 5990;BK8FUS6OVT;EINECS 203-891-6;BRN 0635917;DTXSID9024724;EC 203-891-6;4-02-00-00992 (Beilstein Handbook Reference);octanoylchloride;caprylic chloride;octanoyl- chloride;Cloruro de octanoil;MFCD00000766;UNII-BK8FUS6OVT;C7H15COCl;Octanoyl chloride, 99%;C8H15ClO;SCHEMBL69357;heptylcarboxylic acid chloride;DTXCID004724;1-OCTANOIC ACID CHLORIDE;CHEMBL1504663;Tox21_202251;BBL011405;LS-535;STL146509;AKOS005721174;Caprylyl chloride;(Octanoyl chloride);NCGC00091751-01;NCGC00091751-02;NCGC00259800-01;BP-31005;CAS-111-64-8;VS-02940;FT-0656803;O0039;Octanoyl chloride, purum, >=99.0% (GC);EN300-19488;A802390;J-002610

Chemical Property of Octanoyl chloride

Chemical Property:

• Appearance/Colour: Clear liquid
• Vapor Pressure: 2.5 mm Hg ( 20 °C)
• Melting Point: -63 °C
• Refractive Index: 1.435
• Boiling Point: 195.2 °C at 760 mmHg
• Flash Point: 79.9 °C
• PSA: 17.07000
• Density: 0.961 g/cm³
• LogP: 3.11230
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: REACTS
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 162.0811428
• Heavy Atom Count: 10
• Complexity: 91.3
• Transport DOT Label: Corrosive

Purity/Quality:

98% ^*data from raw suppliers

Octanoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,T
• Statements: 34-22-43-41-38-23
• Safety Statements: 26-36/37/39-45-25-39-37-24

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: CCCCCCCC(=O)Cl
• Uses: Octanoyl chloride is used to produce adhesives. It is used as an acylating agent for a variety of compounds such as sugars (e.g. Sucrose, aromatic compounds (e.g. Anisole and monoglycerides. Applications of octanoyl chloride include:Synthesis of (R)-2-propyloctanoic acid, a therapeutic agent for Alzheimer′s disease.Synthesis of a variety of N-n-octyl-D-gluconamide based organogels.Building 2-heptylbenzo[d]thiazole moiety to synthesize conjugated copolymer with fluorine, as cathode interlayer in inverted polymer solar cells (PSCs).Octanoyl chloride is one of the essential precursors in the total synthesis of (?)-mandelalide L, a marine macrolide that display significant cytotoxicity against human cancer cell lines.

Technology Process of Octanoyl chloride

There total 9 articles about Octanoyl 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: 100.0%

Octanoic acid (124-07-2) → n-octanoic acid chloride (111-64-8)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; toluene; at 100 ℃;

DOI:10.1016/j.bmcl.2021.128450

Reference yield: 82.0%

→ n-octanoic acid chloride (111-64-8)

Guidance literature:

Reference yield: 81.2%

→ acryl 1-hydroxyoctane-1, 1-diphosphoric acid + n-octanoic acid chloride (111-64-8)

Guidance literature:

upstream raw materials:

1,1-dichloroethyl ethyl ether

Octanoic acid

caprylic hydrazide

oxalyl dichloride

Downstream raw materials:

1-(thiophen-2-yl)octan-1-one

4-n-octylpyridine

N-octylpyridinium chloride

hexahydro-1-octanoyl-1H-azepine

Refernces

• 1、 Renkes, Tanja,Schaefer, Hans J.,Siemens, Peter M.,Neumann, Eberhard. "Fatty acid-oligo(ethylene glycol) ester forms ion channels in lipid membranes". . p. X2512-2516. Retrieved 2000.
• 2、 Kozlov,Basalaeva,Dikusar. "Reaction of long-chain vanillyl esters with ch-acids and 2-naphthylamine". . p. 79 - 82. Retrieved 2004.
• 3、 Belding, Lee,Root, Samuel E.,Li, Yuan,Park, Junwoo,Baghbanzadeh, Mostafa,Rojas, Edwin,Pieters, Priscilla F.,Yoon, Hyo Jae,Whitesides, George M.. "Conformation, and Charge Tunneling through Molecules in SAMs". . p. 3481 - 3493. Retrieved 2021.
• 4、 Riemschneider,Sickfeld. "-". . p. 194,202. Retrieved 1964.
• 5、 Hope,Wiles. "-". . p. 5837. Retrieved 1964.
• 6、 Tarafdar, Pradip K.,Swamy, Musti J.. "Polymorphism in 'L' shaped lipids: structure of N-, O-diacylethanolamines with mixed acyl chains". . p. 25 - 33. Retrieved 2009.
• 7、 Shi, Ji-Liang,Qiu, Zhi-Hai,Jiang, Xi-Kui. "Effect of coaggregate formation on the fluorescence quenching of anthracene derivatives by m-N,N-diethyl-aminophenyl carboxylates with different chain lengths as quenchers". . p. 735 - 740. Retrieved 1999.
• 8、 Mizushima, Tadashi,Yoshida, Asako,Harada, Akitomo,Yoneda, Yu,Minatani, Tomiaki,Murata, Shigeru. "Pyrene-sensitized electron transport across vesicle bilayers: Dependence of transport efficiency on pyrene substituents". . p. 4336 - 4344. Retrieved 2006.
• 9、 May, Jonathan P.,Undzys, Elijus,Roy, Aniruddha,Li, Shyh-Dar. "Synthesis of a Gemcitabine Prodrug for Remote Loading into Liposomes and Improved Therapeutic Effect". . p. 226 - 237. Retrieved 2016.
• 10、 Venepally, Vijayendar,Prasad,Poornachandra,Kumar, C. Ganesh,Jala, Ram Chandra Reddy. "Synthesis of novel ethyl 1-ethyl-6-fluoro-7-(fatty amido)-1,4-dihydro-4-oxoquinoline-3-carboxylate derivatives and their biological evaluation". . p. 613 - 617. Retrieved 2016.