Myristoyl chloride

Base Information

• Chemical Name: Myristoyl chloride
• CAS No.: 112-64-1
• Deprecated CAS: 902459-01-2,1246204-30-7
• Molecular Formula: C14H27ClO
• Molecular Weight: 246.821
• Hs Code.: 29159000
• European Community (EC) Number: 203-994-6
• NSC Number: 9417
• UNII: B9J09WN7SU
• DSSTox Substance ID: DTXSID3059422
• Nikkaji Number: J94.930B
• Wikidata: Q72493391
• Mol file: 112-64-1.mol

Synonyms:Myristoyl chloride;Tetradecanoyl chloride;112-64-1;myristic acid chloride;tetradecanoic acid chloride;B9J09WN7SU;NSC 9417;NSC-9417;EINECS 203-994-6;EC 203-994-6;tetradecanoylchloride;MFCD00000741;Myristoyl chloride, 97%;UNII-B9J09WN7SU;C14H27ClO;Myristoyl chloride, >=99%;SCHEMBL179747;C14-H27-Cl-O;DTXSID3059422;NSC9417;AKOS015900627;BS-43799;FT-0629057;T0086;D97669;Q-201419

Chemical Property of Myristoyl chloride

Chemical Property:

• Appearance/Colour: Clear colorless to light yellowish-brown liquid
• Vapor Pressure: 0.00143mmHg at 25°C
• Melting Point: -1 °C
• Refractive Index: n20/D 1.449(lit.)
• Boiling Point: 296.5 °C at 760 mmHg
• Flash Point: 139.6 °C
• PSA: 17.07000
• Density: 0.92 g/cm³
• LogP: 5.45290
• Storage Temp.: −20°C
• Water Solubility.: MAY DECOMPOSE
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 246.1750432
• Heavy Atom Count: 16
• Complexity: 157

Purity/Quality:

99.9% ^*data from raw suppliers

Myristoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-37-22
• Safety Statements: 26-36/37/39-45-28B

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)Cl
• Uses: It was used in the synthesis of 6-azafulleroid-6-deoxy-2,3-di-O-myristoylcellulose1 and was used in N-acylation of chitosan to introduce hydrophobicity for use as matrix for drug delivery; Myristoyl chloride was used in the synthesis of semi-crystalline dendritic poly(ether-amide) derivatives. Myristoyl chloride was used in the synthesis of 6-azafulleroid-6-deoxy-2,3-di-O-myristoylcellulose. It was used in N-acylation of chitosan to introduce hydrophobicity for use as matrix for drug delivery. It was used in the synthesis of semi-crystalline dendritic poly(ether-amide) derivatives.

Technology Process of Myristoyl chloride

There total 5 articles about Myristoyl 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: 98.1%

n-tetradecanoic acid (544-63-8) → tetradecanoyl chloride (112-64-1)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at -5 - 70 ℃; for 4.33333h;

Reference yield:

→ n-dodecanoyl chloride (112-16-3) + tetradecanoyl chloride (112-64-1)

Guidance literature:

Reference yield:

sodium myristoate (822-12-8) → tetradecanoyl chloride (112-64-1)

Guidance literature:

With thionyl chloride; at 20 ℃;

DOI:10.1016/S0968-0896(01)00023-2

upstream raw materials:

oxalyl dichloride

n-tetradecanoic acid

sodium myristoate

Downstream raw materials:

palmitic acid

1-(2-methyl-piperidino)-3-myristoyloxy-propane; hydrochloride

myristic anhydride

N-(4-hydroxyphenyl)tetradecanamide

Refernces

• 1、 Agarwal, Hitesh K.,Loethan, Kelly,Mandal, Deendayal,Doncel, Gustavo F.,Parang, Keykavous. "Synthesis and biological evaluation of fatty acyl ester derivatives of 2′,3′-didehydro-2′,3′-dideoxythymidine". . p. 1917 - 1921. Retrieved 2011.
• 2、 Brahmachari, Sayanti,Debnath, Sisir,Dutta, Sounak,Das, Prasanta Kumar. "Pyridinium based amphiphilic hydrogelators as potential antibacterial agents". . p. 859 - 868. Retrieved 2010.
• 3、 Yuan, Gucheng,Yang, Yuxiong,Liu, Jiawei,Bian, Qinghua,Wang, Min,Zhong, Jiangchun. "Synthesis of the enantiomers of 13-methylheptacosane, the sex pheromone of pear psylla, Cacopsylla pyricola". . p. 274 - 280. Retrieved 2021.
• 4、 Osypenko, Artem,Moulin, Emilie,Gavat, Odile,Fuks, Gad,Maaloum, Mounir,Koenis, Mark A. J.,Buma, Wybren Jan,Giuseppone, Nicolas. "Temperature Control of Sequential Nucleation–Growth Mechanisms in Hierarchical Supramolecular Polymers". . p. 13008 - 13016. Retrieved 2019.
• 5、 Hegde, Namita,Juvale, Kapil,Prabhakar, Bala. "Synthesis and In Vitro Evaluation of Inherent Properties of L-Glutamic Acid Based Dendritic Lipopeptide Oligomers". . p. 228 - 236. Retrieved 2022.
• 6、 Biglova, Yu. N.,Mukhametyanova, A. F.,Nugumanov, T. R.,Sakhautdinov, I. M.. "Synthesis of New Lipophilic Cyclopentafullerenes from Long-Chain Alka-2,3-dienoates". . p. 1191 - 1195. Retrieved 2020.
• 7、 Arul Prakash, Sukanya,Kamlekar, Ravi Kanth. "Characterization of the molecular packing, thermotropic phase behaviour and critical micellar concentration of a homologous series of N-acyltaurines (n = 9–18). PXRD, DSC and fluorescence spectroscopic studies". . . Retrieved 2020.
• 8、 Sardar, Avijit,Lahiri, Aritraa,Kamble, Mithila,Mallick, Amirul I.,Tarafdar, Pradip K.. "Translation of Mycobacterium Survival Strategy to Develop a Lipo-peptide based Fusion Inhibitor**". supporting information. p. 6101 - 6106. Retrieved 2021/02/01.