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22122-18-5

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22122-18-5 Usage

Description

2-Hydroxyethyl myristate, also known as Ethylene Glycol Monomyristate, is a fatty acid ester derived from myristic acid and ethylene glycol. It is a clear, colorless to slightly yellow liquid with a mild characteristic odor. The molecule features a hydroxyethyl group attached to the myristate chain, which contributes to its unique properties and potential applications.

Uses

Used in Pharmaceutical Industry:
2-Hydroxyethyl myristate is used as an active pharmaceutical ingredient for the development of anti-inflammatory and anticancer drugs. Its strong interaction potential with NFkB, a key regulator of inflammation and cellular stress responses, makes it a promising candidate for modulating these pathways and potentially treating related conditions.
Used in Cosmetics Industry:
2-Hydroxyethyl myristate is used as an emollient, solvent, and consistency agent in the cosmetics industry. Its ability to form strong interactions with biopolymers and macromolecules allows it to improve the skin's moisture retention and overall texture, making it a valuable ingredient in various skincare products.
Used in Drug Delivery Systems:
Similar to gallotannin, 2-hydroxyethyl myristate can be employed in the development of novel drug delivery systems to enhance the bioavailability and therapeutic outcomes of various drugs. Its unique properties may allow for improved targeting and release of active pharmaceutical ingredients, particularly in the treatment of cancer and inflammatory conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 22122-18-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,1,2 and 2 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 22122-18:
(7*2)+(6*2)+(5*1)+(4*2)+(3*2)+(2*1)+(1*8)=55
55 % 10 = 5
So 22122-18-5 is a valid CAS Registry Number.
InChI:InChI=1/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(18)19-15-14-17/h17H,2-15H2,1H3

22122-18-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Hydroxyethyl tetradecanoate

1.2 Other means of identification

Product number -
Other names 2-Hydroxyethyl myristate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:22122-18-5 SDS

22122-18-5Synthetic route

2-Tridecyl-[1,3]dioxolane

2-Tridecyl-[1,3]dioxolane

2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; water; lithium bromide at 20℃; for 0.25h;72%
With tetraethylammonium bromide; water; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione at 65℃; for 1h;59%
ethylene glycol
107-21-1

ethylene glycol

tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

Conditions
ConditionsYield
With dmap In N,N-dimethyl-formamide; benzene for 3h; Heating;70%
With pyridine In tetrahydrofuran at -10 - 25℃;
myristic acid-(2-iodo-ethyl ester)
83763-20-6

myristic acid-(2-iodo-ethyl ester)

2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

Conditions
ConditionsYield
With silver(I) nitrite; ethanol
myristic acid-(2-trityloxy-ethyl ester)

myristic acid-(2-trityloxy-ethyl ester)

2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol Hydrogenation;
triglycol borate
35438-71-2

triglycol borate

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid unter vermindertem Druck und Behandeln des Reaktionsprodukts mit Wasser;
potassium myristate
13429-27-1

potassium myristate

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

Conditions
ConditionsYield
ohne Loesungsmittel;
tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine; benzene
2: aqueous ethanol; silver nitrite
View Scheme
Multi-step reaction with 2 steps
1: pyridine; CHCl3
2: palladium/charcoal; ethanol / Hydrogenation
View Scheme
methyl myristoate
124-10-7

methyl myristoate

sodium bis(ethylenedioxy)borate

sodium bis(ethylenedioxy)borate

2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

Conditions
ConditionsYield
for 0.333333h; chemoselective reaction;
2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

4-benzoylbenzoyl chloride
39148-58-8

4-benzoylbenzoyl chloride

1,2-Ethandiyl-1-(4-benzoylbenzoat)-2-tetradecanoat
71638-22-7

1,2-Ethandiyl-1-(4-benzoylbenzoat)-2-tetradecanoat

Conditions
ConditionsYield
With pyridine In benzene79%
hexafluoropropene-diethylamine adduct
309-88-6

hexafluoropropene-diethylamine adduct

2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

A

N,N-diethyl 2,3,3,3-tetrafluoropropionamide

N,N-diethyl 2,3,3,3-tetrafluoropropionamide

B

Tetradecanoic acid 2-(2,3,3,3-tetrafluoro-propionyloxy)-ethyl ester

Tetradecanoic acid 2-(2,3,3,3-tetrafluoro-propionyloxy)-ethyl ester

Conditions
ConditionsYield
In dichloromethane for 3h; Ambient temperature;A n/a
B 50%
2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

O-phenyl phosphorodichloridate
770-12-7

O-phenyl phosphorodichloridate

phosphoric acid bis-(2-myristoyloxy-ethyl ester)-phenyl ester

phosphoric acid bis-(2-myristoyloxy-ethyl ester)-phenyl ester

Conditions
ConditionsYield
With pyridine
2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

chlorophosphoric acid diphenyl ester
2524-64-3

chlorophosphoric acid diphenyl ester

phosphoric acid-(2-myristoyloxy-ethyl ester)-diphenyl ester

phosphoric acid-(2-myristoyloxy-ethyl ester)-diphenyl ester

Conditions
ConditionsYield
With quinoline
2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

2-chloro-1,3,2-dioxaphosphinane
6362-89-6

2-chloro-1,3,2-dioxaphosphinane

trimethylamine
75-50-3

trimethylamine

Myristoylglycolhomolecithin

Myristoylglycolhomolecithin

Conditions
ConditionsYield
(i) Et3N, benzene, (ii) tBuO2H, tBuOH, (iii) /BRN= 956566/, acetone; Multistep reaction;
2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

2-Chloro-2-oxo-1,3,2-dioxaphospholane
6609-64-9

2-Chloro-2-oxo-1,3,2-dioxaphospholane

Tetradecanoic acid 2-(2-oxo-2λ5-[1,3,2]dioxaphospholan-2-yloxy)-ethyl ester
59540-25-9

Tetradecanoic acid 2-(2-oxo-2λ5-[1,3,2]dioxaphospholan-2-yloxy)-ethyl ester

Conditions
ConditionsYield
With triethylamine In benzene
2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

1-myristoyloxy-2-phosphonooxy-ethane
145100-83-0

1-myristoyloxy-2-phosphonooxy-ethane

Conditions
ConditionsYield
With pyridine; formic acid; water; trichlorophosphate 1.) THF, 4 deg C, 1 h, 2.) THF, 25 deg C, 1 h; Yield given. Multistep reaction;
Multi-step reaction with 2 steps
1: quinoline
2: platinum/charcoal; dioxane / Hydrogenation
View Scheme
2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

C21H44NO6P
59540-28-2

C21H44NO6P

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / benzene
2: acetone
View Scheme
2-hydroxyethyl tetradecanoate
22122-18-5

2-hydroxyethyl tetradecanoate

N,N-diisopropylphosphoramide dichloride
921-26-6

N,N-diisopropylphosphoramide dichloride

C38H76NO6P

C38H76NO6P

Conditions
ConditionsYield
With dmap In tetrahydrofuran at -80℃; for 4h;

22122-18-5Downstream Products

22122-18-5Relevant articles and documents

Synthesis and anti-HIV activities of phosphate triester derivatives of 3′-fluoro-2′,3′-dideoxythymidine and 3′-azido-2′,3′-dideoxythymidine

Agarwal, Hitesh K.,Doncel, Gustavo F.,Parang, Keykavous

, p. 4905 - 4907 (2008)

Fatty acyl-glycol phosphate triester conjugates of 3′-fluoro-2′,3′-dideoxythymidine (FLT) were prepared in three steps from the reaction of diisopropylphoramidous dichloride with fatty acyl-substituted glycols, followed by a coupling reaction with FLT and oxidation with tert-butyl hydroperoxide (t-BuOOH). Additionally, a number of fatty alcohols were reacted with diisopropylphoramidous dichloride to produce the phosphitylating intermediates, which underwent coupling reactions with 3′-azido-2′,3′-dideoxythymidine (AZT) and FLT followed by oxidation with t-BuOOH to yield fatty alcohol phosphate triester derivatives of AZT and FLT.

Rapid transesterification of aliphatic and aromatic esters using sodium bis(ethylenedioxy)borate-a mild catalyst

Ramasubramanian,Gopi, Sreeraj,Matharasi, D. Priya,Narasimhan

experimental part, p. 3660 - 3662 (2012/01/30)

A simple, selective transesterification of aliphatic and aromatic esters using a mild base sodium bis(ethylenedioxy)borate is described. The transesterification reactions were performed both in microwave and ultrasonication. Aromatic compounds forms diesters of ethylene glycol while aliphatic compounds forms only monoesters. The IR, MS and NMR characterization are given. In this work, an environmentally benign process for the production of biodiesel from oils using heterogeneous catalyst was developed. Mild borate catalyst was adopted for the production of biodiesel. A study for optimizing the reaction conditions such as the reaction time, the reaction condition, the use of co-solvent and the amount of catalyst, was performed.

2-Iodoxybenzoic acid/tetraethylammonium bromide/water: An efficient combination for oxidative cleavage of acetals

Kuhakarn, Chutima,Panchan, Waraporn,Chiampanichayakul, Supanimit,Samakkanad, Natthapol,Pohmakotr, Manat,Reutrakul, Vichai,Jaipetch, Thaworn

experimental part, p. 929 - 934 (2009/10/14)

A simple and efficient procedure has been developed for the oxidation of cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters, respectively. 2-Iodoxybenzoic acid (IBX) in the presence of tetraethylammonium bromide was employed for the reaction in aqueous media. The salient features of the protocol include short reaction time, environmentally benign reagents and solvent, and moderate to high yields. Georg Thieme Verlag Stuttgart.

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