2-Hydroxyethyl myristate

Base Information

• Chemical Name: 2-Hydroxyethyl myristate
• CAS No.: 22122-18-5
• Molecular Formula: C16H32 O3
• Molecular Weight: 272.428
• Hs Code.: 2915900090
• European Community (EC) Number: 244-792-8
• NSC Number: 406548
• DSSTox Substance ID: DTXSID90944767
• Nikkaji Number: J110.954E
• Wikidata: Q82922005
• Mol file: 22122-18-5.mol

Synonyms:2-Hydroxyethyl myristate;22122-18-5;2-Hydroxyethyl tetradecanoate;Glycol myristate;Tetradecanoic acid, 2-hydroxyethyl ester;Myristic acid, 2-hydroxyethyl ester;Ethylene glycol monomyristate;EINECS 244-792-8;AI3-03494;1-Myristoylglycol;Ethylene glycol myristate;2-Hydroxyethyltetradecanoate;2-Hydroxyethyl myristate #;SCHEMBL3503192;DTXSID90944767;XAA12218;MFCD19707139;NSC406548;AKOS028108535;NSC 406548;NSC-406548;AS-58094;F52585;M-9520

Chemical Property of 2-Hydroxyethyl myristate

Chemical Property:

• Vapor Pressure: 2.05E-07mmHg at 25°C
• Melting Point: 44-45℃
• Boiling Point: 382.2°C at 760 mmHg
• PKA: 13.90±0.10(Predicted)
• Flash Point: 146.8°C
• PSA: 46.53000
• Density: 0.927g/cm³
• LogP: 4.22300
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 272.23514488
• Heavy Atom Count: 19
• Complexity: 192

Purity/Quality:

99%, ^*data from raw suppliers

EthyleneGycolMonomyristate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC(=O)OCCO
• Uses: Ethylene Gycol Monomyristate has a strong interaction potential with NFkB, suggesting its use for development of antiinflammatory and anticancer drugs.

Technology Process of 2-Hydroxyethyl myristate

There total 9 articles about 2-Hydroxyethyl myristate 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: 72.0%

2-Tridecyl-[1,3]dioxolane → ethylene glycol monomyristate (22122-18-5)

Guidance literature:

With [bis(acetoxy)iodo]benzene; water; lithium bromide; at 20 ℃; for 0.25h;

DOI:10.1016/j.tet.2010.01.098

Reference yield: 70.0%

ethylene glycol (107-21-1) + tetradecanoyl chloride (112-64-1) → ethylene glycol monomyristate (22122-18-5)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; benzene; for 3h; Heating;

DOI:10.1016/j.tetlet.2008.05.149

Reference yield:

tetradecanoyl chloride (112-64-1) → ethylene glycol monomyristate (22122-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; benzene

2: aqueous ethanol; silver nitrite

With pyridine; silver(I) nitrite; ethanol; benzene;

upstream raw materials:

myristic acid-(2-iodo-ethyl ester)

triglycol borate

n-tetradecanoic acid

potassium myristate

Refernces

• 1、 Luk'yanov, P.A.,Gorbach, V.I.,Solov'eva, T.F.,Ovodov, Yu.S.. "SYNTHESIS AND IMMUNOSTIMULATORY ACTIVITY OF 4-ACYLOXYBUTYL-1-PHOSPHATES". . p. 433 - 436. Retrieved 1992.
• 2、 Panchan, Waraporn,Chiampanichayakul, Supanimit,Snyder, Deanna L.,Yodbuntung, Siriporn,Pohmakotr, Manat,Reutrakul, Vichai,Jaipetch, Thaworn,Kuhakarn, Chutima. "Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water". experimental part. p. 2732 - 2735. Retrieved 2010/05/17.