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Ethyl caprylate

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Name

Ethyl caprylate

EINECS 203-385-5
CAS No. 106-32-1 Density 0.868 g/cm3
PSA 26.30000 LogP 2.91000
Solubility insoluble in water Melting Point -47 °C
Formula C10H20O2 Boiling Point 207.5 °C at 760 mmHg
Molecular Weight 172.268 Flash Point 75 °C
Transport Information N/A Appearance clear colourless liquid
Safety 26-36 Risk Codes 38
Molecular Structure Molecular Structure of 106-32-1 (Ethyl caprylate) Hazard Symbols IrritantXi
Synonyms

Octanoic acid, ethyl ester;Ethyl octanoate;Ethyl n-octanoate;Ethyl octoate;Ethyl octylate;

Article Data 92

Ethyl caprylate Synthetic route

2351-90-8, 7367-82-0, 42778-93-8

ethyl (2E)-oct-2-enoate

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
With diisobutylaluminium hydride; cobalt acetylacetonate In tetrahydrofuran; hexane at -78 - 0℃; for 2h;99.5%
64-17-5

ethanol

111-11-5

methyl octanate

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
scandium tris(trifluoromethanesulfonate) for 8h; Heating;97%
1117-65-3

ethyl 3-octenoate

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
With ethanol; (BQ‑NCOP)IrHCl; sodium t-butanolate at 60℃; for 8h; Inert atmosphere; Schlenk technique; Sealed tube; chemoselective reaction;97%
64-17-5

ethanol

124-07-2

Octanoic acid

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
With mesoporous MCM silicas at 60℃; for 6h;95%
With sulfuric acid at 25℃; for 0.5h; ultrasonic irradiation;95%
With TiO2-doped zirconia for 6h; Reflux;95.1%
124-07-2

Octanoic acid

541-41-3

chloroformic acid ethyl ester

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
With triethylamine; dmap In dichloromethane at 0℃; for 0.5h;95%
With pentabutyl propyl guanidinium chloride; silica gel at 120℃; for 4h;95%
With dmap; triethylamine 1.) CH2Cl2, 0 deg C, 5 min, 2.) 0 deg C, 0.5 h; Yield given. Multistep reaction;

C14H27O6P

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
With 10% palladium on activated carbon; hydrogen In ethanol at 20℃; for 3h;95%
109-65-9

1-bromo-butane

151073-69-7

(4-ethoxy-4-oxobutyl)zinc(II) bromide

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
With 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Negishi cross-coupling;92%
With n-butylzinc bromide; tris(dibenzylideneacetone)dipalladium (0); 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Negishi cross-coupling;92%
With tris(dibenzylideneacetone)dipalladium (0); n-butylzinc bromide; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Negishi cross-coupling;92%
2969-81-5

4-bromoethylbutanoate

92273-73-9

n-butylzinc bromide

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
With 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran at 20℃; for 24h; Negishi cross-coupling;92%
tris(dibenzylideneacetone)dipalladium (0); 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Negishi cross-coupling;92%
Stage #1: n-butylzinc bromide With tris(dibenzylideneacetone)dipalladium (0); 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20℃; for 1h;
Stage #2: Ethyl 4-bromobutyrate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Negishi cross-coupling;
92%
71478-41-6

(ethoxycarbonyl)octanoate

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
With triethylamine; dmap In dichloromethane for 0.25h; Ambient temperature;91%
288400-58-8

ethyl 2-(pyrimidin-2-ylsulfonyl)octanoate

106-32-1

octanoic acid ethyl ester

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 1h; desulfonylation; Heating;91%

Ethyl caprylate Consensus Reports

Ethyl caprylate(106-32-1) is reported in EPA TSCA Inventory.

Ethyl caprylate Specification

The CAS registry number of Ethyl caprylate is 106-32-1. Its EINECS registry number is 203-385-5. The IUPAC name is ethyl octanoate. In addition, the molecular formula is C10H20O2. What's more, it is a kind of clear colourless liquid and can be used as pharmaceutical intermediates and food flavors. And it should be stored in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 3.90; (2)ACD/LogD (pH 5.5): 3.9; (3)ACD/LogD (pH 7.4): 3.9; (4)ACD/BCF (pH 5.5): 538.64; (5)ACD/BCF (pH 7.4): 538.64; (6)ACD/KOC (pH 5.5): 3138.1; (7)ACD/KOC (pH 7.4): 3138.1; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 8; (10)Polar Surface Area: 26.3 Å2; (11)Index of Refraction: 1.422; (12)Molar Refractivity: 50.15 cm3; (13)Molar Volume: 197 cm3; (14)Polarizability: 19.88 ×10-24cm3; (15)Surface Tension: 28.3 dyne/cm; (16)Density: 0.874 g/cm3; (17)Flash Point: 75 °C; (18)Enthalpy of Vaporization: 44.38 kJ/mol; (19)Boiling Point: 207.5 °C at 760 mmHg; (20)Vapour Pressure: 0.224 mmHg at 25°C.

Preparation of Ethyl caprylate: it can be prepared by octanoic acid and ethanol through esterification reaction. Add octanoic acid, ethanol and a small amount concentrated sulfuric acid into the reactor. Then this reaction should reflux for 5 hours with haeting. And then after a series of neutralization by sodium hydroxide and distillation you can get the desired product.

Ethyl caprylate can be prepared by octanoic acid and ethanol through esterification reaction

Uses of Ethyl caprylate: it can be used to get 2-methyl-non-1-ene and nonan-2-one. This reaction will need reagent trimethylstannylmethyllithium. The yield is about 58% at reaction temperature of -78 °C.

Ethyl caprylate can be used to get 2-methyl-non-1-ene and nonan-2-one.

When you are using this chemical, please be cautious about it as the following:
It is irritating to skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)CCCCCCC
(2)InChI: InChI=1/C10H20O2/c1-3-5-6-7-8-9-10(11)12-4-2/h3-9H2,1-2H3
(3)InChIKey: YYZUSRORWSJGET-UHFFFAOYAU

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 25960mg/kg (25960mg/kg)   Food and Cosmetics Toxicology. Vol. 14, Pg. 763, 1976.

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