927-18-4

Basic information

• Product Name: 2-(Octadecyloxy)-1,3-propanediol
• Synonyms: 2-(Octadecyloxy)-1,3-propanediol;1,3-Propanediol, 2-(octadecyloxy)-;Glycerine 2-monostearyl ether
• CAS NO: 927-18-4
• Molecular Formula: C₂₁H₄₄O₃
• Molecular Weight: 344.5723
• Mol File: 927-18-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 465.9 °C at 760 mmHg
• Flash Point: 235.6 °C
• Appearance: /
• Density: 0.914 g/cm³
• Vapor Pressure: 1.22E-10mmHg at 25°C
• Refractive Index: 1.464
• CAS DataBase Reference: 2-(Octadecyloxy)-1,3-propanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Octadecyloxy)-1,3-propanediol(927-18-4)
• EPA Substance Registry System: 2-(Octadecyloxy)-1,3-propanediol(927-18-4)

Safety Data

• Hazardous Substances Data: 927-18-4(Hazardous Substances Data)

Usage

Chemical composition

Consists of a propanediol molecule with an octadecyloxy group attached to one of its carbon atoms.

Usage in personal care and cosmetics

Commonly used in skincare, haircare, and makeup products.

Emollient properties

Softens and smooths the skin by providing a protective barrier and preventing moisture loss.

Surfactant

Acts as a wetting agent, reducing the surface tension of a liquid, allowing it to spread more easily.

Emulsifier

Helps mix two immiscible substances (such as oil and water) by surrounding droplets of one substance with molecules of the other, forming an emulsion.

InChI:InChI=1/C21H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-21(19-22)20-23/h21-23H,2-20H2,1H3

Upstream product

• 76-84-6 triphenylmethyl alcohol 
• 82521-21-9 cis-5-(1-octadecyloxy)-2-phenyl-1,3-dioxan 
• 112-89-0 1-Bromooctadecane 
• 112-61-8 Methyl stearate 
• 56-81-5 glycerol 
• 111-03-5 1-monooleoyl glycerol 
• 22610-63-5 octadecanoic acid 2,3-dihydroxypropyl ester 
• 3386-33-2 1-chlorooctadecane 
• 115292-37-0 5-(octadecyloxy)-2-phenyl-1,3-dioxane 
• 629-93-6 n-iodooctadecane 
• 6972-79-8 dibenzyl glycerol 
• 1708-40-3 2-phenyl-[1,3]dioxan-5-ol 

Downstream Products

• 13232-26-3 Monostearoyl-β-batylalkohol A 
• 118477-24-0 Ditrityl-β-batylalkohol 

Relevant articles and documents

Synthesis of bioconjugate sesterterpenoids with phospholipids and polyunsaturated fatty acids

A series of sesterterpenoid bioconjugates with phospholipids and polyunsaturated fatty acids (PUFAs) have been synthesized for biological activity testing as antiproliferative agents in several cancer cell lines. Different substitution analogues of the or

Sterol-modified phospholipids: Cholesterol and phospholipid chimeras with improved biomembrane properties

We synthesized a family of sterol-modified glycerophospholipids (SML) in which the sn-1 or sn-2 position is covalently attached to cholesterol and the alternative position contains an aliphatic chain. The SML were used to explore how anchoring cholesterol to a phospholipid affects cholesterol behavior in a bilayer. Notably, cholesterol in the SML retains the membrane condensing properties of free cholesterol regardless of the chemistry or position of its attachment to the glycerol moiety of the phospholipid. SMLs by themselves formed liposomes upon hydration and in mixtures between an SML and diacylglycerophospholipids (C14 to C18 chain length) the thermotropic phase transition is eliminated at the SML equivalent of about 30 mol % free cholesterol. Osmotic-induced contents leakage from SML (C14-C18) liposomes depends upon the linkage and position of cholesterol but in general is similar to that observed in 3/2 diacylphosphatidylcholine/cholesterol (mole ratio) liposomes. SML liposomes are exceptionally resistant to contents release in the presence of serum at 37°C. This is probably due to the fact that SML exchange between bilayers is more than 100 fold less than the exchange rate of free cholesterol in the same conditions. Importantly, SML liposomes containing doxorubicin are as effective in treating the murine C26 colon carcinoma as Doxil, a commercial liposome doxorubicin formulation. SMLs stabilize bilayers but do not exchange and hence provide a new tool for biophysical studies on membranes. They may improve liposomal drug delivery in organs predisposed to the extraction of free cholesterol from bilayers, such as the skin, lung, or blood.

Heteroaryl-substituted deoxy glycerols and antibacterial and antiviral compositions containing the same

Heteroaryl-substituted deoxy glycerols represented by the general Formulas Ia, Ib and Ic: STR1 wherein: X is oxygen (--O--) or sulfur (--S--); R is substituted or unsubstituted straight or branched chain C1-30 alkyl or alkenyl, provided that a double bond of the alkenyl does not originate at the carbon atom bound to the X substituent; Het is a 5- to 9-membered heteroaryl mono- or bicyclic ring system having no more than 1 carbonyl carbon in the ring system, with 1 to 4 nitrogen atoms as the sole heteroatoms, one of which nitrogens is bonded to the glycero carbon; and Y is hydroxyl (--OH) or thiol (--SH), pharmaceutical compositions containing the same, and methods of using the compounds, are disclosed. The compounds exhibit antiviral and antibacterial activities.