94-96-2

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 94-96-2 differently. You can refer to the following data:
1. 2-Ethyl-1,3-hexanediol is an oily, colorless, slightly viscous liquid, that is soluble in alcohol and ether but poorly soluble in water (4.2% at 20°C).
2. clear liquid

Uses

Different sources of media describe the Uses of 94-96-2 differently. You can refer to the following data:
1. Insect repellent, cosmetics, vehicle and solvent in printing inks, medicine, chelating agent for boric acid.
2. 2-Ethyl-1,3-hexanediol (EHD) can be used as:A boron extractant.A reactive solvent in the synthesis of magnetic iron-oxide nanoparticles by non-hydrolytic sol-gel method.A starting material in the selective synthesis of 2-ethyl-1-hydroxy-3-hexanone by oxidation using H2O2.
3. 2-Ethyl-1,3-hexanediol is produced commercially by hydrogenating butyraldol (2-ethyl-3-hydroxycaproaldehyde). It is used largely as an insect repellent but also as a solvent for resins and inks, a plasticizer, and a chemical intermediate in the production of polyurethane resins .

Indications

Ethyl hexanediol will not irritate human skin but can cause a chemical conjunctivitis. It is a standard repellent for chiggers, mosquitoes, black flies, and other biting flies and is more useful when combined with dimethyl phthalate and indalone. The mixture of these three chemicals will repel ticks and flies when it is applied to clothing.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 1084, 1953 DOI: 10.1021/ja01101a022

Flammability and Explosibility

Nonflammable

Safety Profile

Moderately toxic by ingestion and skin contact. Experimental teratogenic and reproductive effects. A skin and severe eye irritant. Used as an insecticide, insect repellent, and in hair care preparations. Combustible when exposed to heat or flame; can react with oxidzing materials. To fight fire, use alcohol foam, foam, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C8H18O2/c1-3-5-8(10)7(4-2)6-9/h7-10H,3-6H2,1-2H3/t7-,8+/m0/s1

Upstream product

• 27970-80-5 2-ethyl-1-hydroxy-3-hexanone 
• 33093-90-2 3-benzyloxy-2-ethyl-hexan-1-ol 
• 123-72-8 butyraldehyde 
• 71-36-3 butan-1-ol 
• 64-17-5 ethanol 
• 5659-15-4 3-ethyl-4-propylidene-oxetan-2-one 
• 504-61-0 (E)-but-2-enol 
• 123-19-3 4-heptanone 
• 63364-38-5 3,3,6,6,9,9-hexaethyl-1,2,4,5,7,8-hexaoxacyclononane 
• 16889-19-3 5-ethyl-2,6-dipropyl-[1,3]dioxan-4-ol 
• 107-21-1 ethylene glycol 
• 71672-67-8 1-(3-Benzyloxy-2-ethyl-hexyloxymethyl)-4-methoxy-benzene 

Downstream Products

• 99711-10-1 5-ethyl-2-(4-tert-butyl-phenoxy)-4-propyl-[1,3,2]dioxaphosphorinane-2-oxide 
• 10140-93-9 chlorophosphoric acid-(2-ethyl-1-propyl-propanediyl ester) 
• 71662-03-8 3-benzyloxymethyl-heptan-4-ol 
• 96794-65-9 5-ethyl-2-phenyl-4-propyl-[1,3,2]dioxaborinane 
• 71672-64-5 3-(4-Methoxy-benzyloxymethyl)-heptan-4-ol 
• 94124-36-4 3-(tert-Butyl-methoxy-phenyl-silanyloxymethyl)-heptan-4-ol 
• 114094-30-3 3-(tert-Butoxy-diphenyl-silanyloxymethyl)-heptan-4-ol 
• 100-64-1 cyclohexanone-oxime 
• 123-19-3 4-heptanone 
• 496-03-7 2-ethyl-3-hydroxyhexanal 
• 95647-73-7 Benzoic acid 2-ethyl-3-hydroxy-hexyl ester 
• 82964-94-1 p-chlorbenzolsulfonsaeure-1-(2-ethyl-3-hydroxy)-hexylester 
• 109-21-7 butyl butyrate 
• 71-36-3 butan-1-ol 

Relevant academic research and scientific papers

Isolation and total synthesis of two novel metabolites from the fissurellid mollusc Scutus antipodes

There is almost no information on natural products from gastropods in the order Vetigastropoda and nothing at all for the superfamily Fissurellidae (keyhole and slit limpets), which are only partially protected from predation by their shell. Extraction of the Australian fissurellid Scutus antipodes yielded two new compounds, scutinin A [D-sorbityl hexakis(p-hydroxybenzoate)] and scutinin B [2-ethylhexane-1,3-bis(p-hydroxybenzoate)] that were identified by spectroscopic analysis and their structures confirmed by total synthesis. The compounds were found to have antimicrobial activity but no fish antifeedant activity.

Asymmetric cross- and self-aldol reactions of aldehydes in water with a polystyrene-supported triazolylproline organocatalyst

A polystyrene (PS) immobilized triazolylproline has been prepared by a bottom-up approach involving co-polymerization with full regiocontrol. The resulting PS resin swells in water and has been applied to the enantioselective cross-aldol reaction and to the self-aldol reaction of aldehydes under essentially neat conditions, excellent yields and stereoselectivities being recorded.

Thermal decomposition of diethylketone cyclic triperoxide in polar solvents

The thermolysis of diethylketone cyclic triperoxide (3,3,6,6,9,9-hexaethyl- 1,2,4,5,7,8-hexaoxacyclononane, DEKTP) was studied in different polar solvents (ethanol, 2-propanol, 1-butanol, 2-butanol, 2-methyl-2-propanol, and acetonitrile). The rate constant values (kd) are higher for reactions performed in secondary alcohols probably because of the possibility to form a cyclic adduct with the participation of the hydrogen atom bonded to the secondary carbon. The kinetic parameters were correlated with the physicochemical properties of the selected solvents. The products of the DEKTP thermal decomposition in different polar solvents support a radical-based decomposition mechanism. CSIRO 2014.

Extracts of Isochrysis sp.

The present invention relates to extracts of Isochrysis sp., preferably Tahitian Isochrysis, its cosmetic, dermatological and/or therapeutic uses and compositions and cosmetic, dermatological or therapeutic products comprising such an extract of Isochrysis sp., preferably Tahitian Isochrysis.

Extracts of isochrysis sp.

The present invention relates to extracts of Isochrysis sp., preferably Tahitian Isochrysis, its cosmetic, dermatological and/or therapeutic uses and compositions and cosmetic, dermatological or therapeutic products comprising such an extract of Isochrysis sp., preferably Tahitian Isochrysis.

EXTRACTS OF TETRASELMIS SP.

The present invention relates to extracts of Tetraselmis sp., preferably Tetraselmis suecica, its cosmetic, dermatological and/or therapeutic uses and compositions and cosmetic, dermatological or therapeutic products comprising such an extract of Tetraselmis sp., preferably Tetraselmis suecica.

Extracts of Tetraselmis sp. for cosmetic and therapeutic purposes

The present invention relates to extracts of Tetraselmis sp., preferably Tetraselmis suecica, its cosmetic, dermatological and/or therapeutic uses and compositions and cosmetic, dermatological or therapeutic products comprising such an extract of Tetraselmis sp., preferably Tetraselmis suecica.

An unusual dimerization of primary unsaturated alcohols catalyzed by RuHCl(CO)(PPh3)3

When primary unsaturated alcohols were treated with a catalytic amount of RuHCl(CO)(PPh3)3 in benzene under reflux, dimerization reactions took place to give α-hydroxymethyl ketones as major product. The Royal Society of Chemistry 2006.

Aldol Reaction and Robinson-Type Annelation Catalyzed by Lanthanoid Triisopropoxides

Lanthanoid triisopropoxides are active catalysts for aldol reactions.Aldehydes give the corresponding β-hydroxyaldehydes at low temperatures in good yields, whereas ketones are less reactive, but form condensation products at high temperatures.Exceptionally, γ- or δ-diketones easily undergo condensation to give five- and six-membered unsaturated ketones in high yields.The lanthanoid propoxides, catalyzing the Michael addition of ketones to α,β-unsaturated ketones, which give δ-diketones, are also good catalysts for the Robinson-type annelation.In these reactions, the catalytic activity of the lanthanum propoxide is higher than those of the heavy lanthanoid propoxides, and is almost comparable to that of sodium isopropoxide.Since aluminum triisopropoxide shows poor activity, the lanthanoid propoxides are considerably basic for trivalent metal alkoxides.