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110-38-3

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110-38-3 Usage

Description

Ethyl caprate (also known as ethyl decanoate) is the ethyl ester form of caprate. It is a kind of product during the fermentation process of winemaking. It also exists in the essential oils of many kinds of natural fruits. It can be used as a common flavoring agent and food spices.

References

[1]Langrand, G., et al. "Short chain flavour esters synthesis by microbial lipases." Biotechnology Letters 12.8 (1990): 581-586. [2]Cakir, Ahmet. "Essential oil and fatty acid composition of the fruits of Hippophae rhamnoides L.(Sea Buckthorn) and Myrtus communis L. from Turkey." Biochemical Systematics and Ecology 32.9 (2004): 809-816. [3]Takeoka, Gary R., Ron G. Buttery, and Robert A. Flath. "Volatile constituents of Asian pear (Pyrus serotina)." Journal of Agricultural and Food Chemistry40.10 (1992): 1925-1929.

Chemical Properties

Different sources of media describe the Chemical Properties of 110-38-3 differently. You can refer to the following data:
1. clear colourless liquid
2. Ethyl decanoate has a fruity odor reminiscent of grape (cognac). It has been also reported to have an oily, brandy-like odor.

Occurrence

Reported found in cognac, apple, banana, cherry, citrus, grape, melon, pear, pinapple, and more.

Uses

Different sources of media describe the Uses of 110-38-3 differently. You can refer to the following data:
1. manufacture of wine bouquets, cognac essence.
2. Ethyl Decanoate, is a fatty acid ester formed from capric acid and ethanol. It is a volatile ester produced during the fermentation in winemaking. It can also be used as a flavor and fragrance ingredients.

Preparation

By esterification of decanoic acid and ethyl alcohol in the presence of HCl or H2SO4.

Definition

ChEBI: A fatty acid ethyl ester of decanoic acid.

Aroma threshold values

Detection: 8 to 12 ppb

Taste threshold values

Taste characteristics at 20 ppm: waxy, fruity, sweet apple.

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 371, 1978 DOI: 10.1021/jo00396a054

General Description

Ethyl decanoate has ethereal, fruity, aromatic note that is considered to be essential for a fine wine flavor.

Safety Profile

A skin irritant. Combustible liquid when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. See ESTERS and ETHERS

Check Digit Verification of cas no

The CAS Registry Mumber 110-38-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 0 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 110-38:
(5*1)+(4*1)+(3*0)+(2*3)+(1*8)=23
23 % 10 = 3
So 110-38-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H24O2/c1-3-5-6-7-8-9-10-11-12(13)14-4-2/h3-11H2,1-2H3

110-38-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A10657)  Ethyl decanoate, 99%   

  • 110-38-3

  • 100g

  • 282.0CNY

  • Detail
  • Alfa Aesar

  • (A10657)  Ethyl decanoate, 99%   

  • 110-38-3

  • 500g

  • 1049.0CNY

  • Detail
  • Alfa Aesar

  • (A10657)  Ethyl decanoate, 99%   

  • 110-38-3

  • 2500g

  • 2759.0CNY

  • Detail

110-38-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl decanoate

1.2 Other means of identification

Product number -
Other names Ethyl Decanoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:110-38-3 SDS

110-38-3Synthetic route

2-n-nonyl-1,3-dioxolane
4353-06-4

2-n-nonyl-1,3-dioxolane

ethanol
64-17-5

ethanol

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide99%
ethanol
64-17-5

ethanol

1-decanoic acid
334-48-5

1-decanoic acid

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With alumina methanesulfonic acid at 120℃; for 0.333333h; Microwave irradiation;97%
With carbon tetrabromide for 9h; Heating;91%
With 1-methyl-3-butylimidazolium hydrogen sulfate-impregnated propylsulfonic acid-functionalized mesoporous silica SBA-15 at 25 - 30℃; for 40h; Neat (no solvent);91%
6-bromo-hexanoic acid ethyl ester
25542-62-5

6-bromo-hexanoic acid ethyl ester

butyl magnesium bromide
693-04-9

butyl magnesium bromide

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine; C34H46Cl4N10Ni2O2 In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Schlenk technique;86%
With buta-1,3-diene; nickel dichloride In tetrahydrofuran at -78 - 0℃; for 1h; Inert atmosphere;79%
ethanol
64-17-5

ethanol

n-decanoyl chloride
112-13-0

n-decanoyl chloride

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane for 0.1h;85%
for 2h; Reflux;
capric acid triglyceride
621-71-6

capric acid triglyceride

ethanol
64-17-5

ethanol

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With C30H42N2; potassium tert-butylate In tetrahydrofuran at 20℃; for 8h; Molecular sieve;84%
caprinaldehyde
112-31-2

caprinaldehyde

ethanol
64-17-5

ethanol

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With 3-(7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl)methyl-1-(2,4,6-trimethylphenyl)-1H-imidazol-3-ium iodine salt; caesium carbonate In toluene at 60℃; for 3h;80%
With C22H29N2O(1+)*I(1-); caesium carbonate In toluene at 60℃; for 3h;80%
octanol
111-87-5

octanol

hydrogen ethyl malonate
1071-46-1

hydrogen ethyl malonate

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With pyrrolidine; potassium hydroxide; tris(triphenylphosphine)ruthenium(II) chloride; isopropyl alcohol In toluene for 24h; Inert atmosphere; Reflux;79%
Octanal
124-13-0

Octanal

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With N,N-dimethyl acetamide; palladium 10% on activated carbon; hydrogen In ethanol; water at 20℃; under 760.051 Torr; for 22h; chemoselective reaction;78%
ethanol
64-17-5

ethanol

Methyl decanoate
110-42-9

Methyl decanoate

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With potassium tert-butylate; 1,2,3,4,5-pentamethyl-1H-imidazol-3-ium iodide In tetrahydrofuran at 20℃; for 6h; Molecular sieve;69%
ethyl acetate
141-78-6

ethyl acetate

nonyl alcohol
143-08-8

nonyl alcohol

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With C15H17ClIrNOP; potassium tert-butylate In neat (no solvent) at 60℃; for 12h; Schlenk technique; Inert atmosphere; Glovebox;61%
4-bromoethylbutanoate
2969-81-5

4-bromoethylbutanoate

potassium [18-crown-6] bis(catecholato)hexylsilicate

potassium [18-crown-6] bis(catecholato)hexylsilicate

A

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

B

diethyl suberate
2050-23-9

diethyl suberate

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0); Ir(dF(CF3)ppy)2(bpy)PF6 In N,N-dimethyl-formamide at 20℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;A 29%
B 52%
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0); Ir(dF(CF3)ppy)2(bpy)PF6 In N,N-dimethyl-formamide at 20℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;A 43%
B 38%
1-decanoic acid
334-48-5

1-decanoic acid

ethyl acetate
141-78-6

ethyl acetate

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
zirconium(IV) oxide at 200℃; for 2h; in autoclave;33%
ethyl 4-iodobutyrate
7425-53-8

ethyl 4-iodobutyrate

potassium [18-crown-6] bis(catecholato)hexylsilicate

potassium [18-crown-6] bis(catecholato)hexylsilicate

A

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

B

diethyl suberate
2050-23-9

diethyl suberate

Conditions
ConditionsYield
With [2,2]bipyridinyl; bis(1,5-cyclooctadiene)nickel (0); Ir(dF(CF3)ppy)2(bpy)PF6 In N,N-dimethyl-formamide at 20℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;A 11%
B 14%
ethyl (E)-2-decenate
7367-88-6

ethyl (E)-2-decenate

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With zinc; Co catalyst In acetic acid
With samarium diiodide; water In tetrahydrofuran at 20℃; for 0.5h;
oct-1-ene
111-66-0

oct-1-ene

(ethoxycarbonylmethyl)dimethylsulfonium bromide
5187-82-6

(ethoxycarbonylmethyl)dimethylsulfonium bromide

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
(i) BH3, (ii) /BRN= 4161472/, NaH, (iii) aq. H2O2, NaOH; Multistep reaction;
caprinaldehyde
112-31-2

caprinaldehyde

ethanol
64-17-5

ethanol

A

1-decanoic acid
334-48-5

1-decanoic acid

B

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With dipyridinium dichromate In N,N-dimethyl-formamide Ambient temperature;
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

octane
111-65-9

octane

A

3-methyl-nonanoic acid ethyl ester
86051-37-8

3-methyl-nonanoic acid ethyl ester

B

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

C

3-Ethyl-octanoic acid ethyl ester
64318-63-4

3-Ethyl-octanoic acid ethyl ester

D

3-Propyl-heptanoic acid ethyl ester
86051-38-9

3-Propyl-heptanoic acid ethyl ester

Conditions
ConditionsYield
RhTPPI at 60℃; for 0.5h; Yield given. Yields of byproduct given;
RhTMPI at 60℃; for 0.5h; Yield given. Yields of byproduct given;
Rhpiv at 60℃; for 0.5h; Yield given. Yields of byproduct given;
non-1-ene
124-11-8

non-1-ene

ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

A

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

B

2-methyl-nonanoic acid ethyl ester
2458-99-3

2-methyl-nonanoic acid ethyl ester

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; tin(ll) chloride In acetone under 9880 Torr; for 6h; Product distribution; influence of additions of SnCl2 on the yield and regioselectivity of the hydrocarboalkoxylation reaction;
D-glucose
50-99-7

D-glucose

1-decanoic acid
334-48-5

1-decanoic acid

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With Issatchenkia terricola IFO 0933 cells; nutrient agar In decane; water at 30℃; for 240h; pH=6.0;
Octanal
124-13-0

Octanal

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: LDA / tetrahydrofuran; diethyl ether / 0.17 h / -85 °C
1.2: tetrahydrofuran; diethyl ether / 1 h / -78 °C
2.1: SmI2 / tetrahydrofuran / 0.5 h / 20 °C
3.1: SmI2; H2O / tetrahydrofuran / 0.5 h / 20 °C
View Scheme
ethyl 2-chloro-3-hydroxydecanoate
343955-28-2

ethyl 2-chloro-3-hydroxydecanoate

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SmI2 / tetrahydrofuran / 0.5 h / 20 °C
2: SmI2; H2O / tetrahydrofuran / 0.5 h / 20 °C
View Scheme
glycerol 1,3-didecanoate 2-octadecatri(6-Z, 9-Z, 12-Z)enoate
847019-77-6

glycerol 1,3-didecanoate 2-octadecatri(6-Z, 9-Z, 12-Z)enoate

ethanol
64-17-5

ethanol

A

2-γ-linolenic acid monoglyceride

2-γ-linolenic acid monoglyceride

B

C21H36O4
157500-74-8

C21H36O4

C

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

D

cis-6,cis-9,cis-12-octadecatrienoic acid ethyl ester

cis-6,cis-9,cis-12-octadecatrienoic acid ethyl ester

Conditions
ConditionsYield
lipase acrylic resin at 35 - 40℃; for 3h; acrylic resin; Enzymatic reaction;
aqueous sulphuric acid

aqueous sulphuric acid

1-decanoic acid
334-48-5

1-decanoic acid

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
In ethanol
1-decanoic acid
334-48-5

1-decanoic acid

C6H14-EtOAc

C6H14-EtOAc

n-decanoyl chloride
112-13-0

n-decanoyl chloride

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride In thionyl chloride; ethanol
ethanol
64-17-5

ethanol

4-nitrophenyl decanoate
1956-09-8

4-nitrophenyl decanoate

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With induced mycelium-bound lipase from Aspergillus niger MYA 135 In hexane; acetone at 37℃; for 1h; Reagent/catalyst; Enzymatic reaction;
1-decanoic acid
334-48-5

1-decanoic acid

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / 3 h / Heating
2: 2 h / Reflux
View Scheme
propene
187737-37-7

propene

A

1-Decene
872-05-9

1-Decene

B

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With [W(O)(CHCMe2Ph)(IMes)(OCCH3(CF3)2)]*[B(3,5-(CF3)2C6H3)4] supported on SiO2; SiC at 30℃; under 1125.11 Torr; for 2h; Catalytic behavior; Glovebox; Inert atmosphere; Flow reactor;
elaidic acid ethyl ester
6114-18-7

elaidic acid ethyl ester

A

1-Decene
872-05-9

1-Decene

B

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Conditions
ConditionsYield
With ethene In toluene at 60℃; under 7500.75 Torr; for 1h; Catalytic behavior; Glovebox; Autoclave;
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

n-[1,1-2H2]decanol
42006-99-5

n-[1,1-2H2]decanol

Conditions
ConditionsYield
With lithium aluminium deuteride In diethyl ether at 20℃; for 2h;100%
With lithium aluminium deuteride95%
With lithium aluminium deuteride
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

1-Decanol
112-30-1

1-Decanol

Conditions
ConditionsYield
With C32H36ClNO2P2Ru; potassium tert-butylate; hydrogen In tetrahydrofuran at 120℃; under 38002.6 Torr; for 20h; Autoclave; Green chemistry;99%
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;96%
93%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

cyclohexylamine
108-91-8

cyclohexylamine

N-cyclohexyldecanamide
5299-35-4

N-cyclohexyldecanamide

Conditions
ConditionsYield
With potassium tert-butylate for 0.0666667h; microwave irradiation;96%
dysprosium (III) isopropoxide

dysprosium (III) isopropoxide

Triethoxysilane
998-30-1

Triethoxysilane

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

1-Decanol
112-30-1

1-Decanol

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran95%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

N-butylamine
109-73-9

N-butylamine

N-butyldecanamide
5299-33-2

N-butyldecanamide

Conditions
ConditionsYield
With potassium tert-butylate for 0.133333h; microwave irradiation;93%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

aniline
62-53-3

aniline

decananilide
15473-32-2

decananilide

Conditions
ConditionsYield
With potassium tert-butylate for 0.0416667h; microwave irradiation;92%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

1-decanoic acid
334-48-5

1-decanoic acid

Conditions
ConditionsYield
With potassium hydroxide; polystyrene-CH2=O(CH2CH2O)6.4H copolymer at 25℃; for 17h;91%
With potassium hydroxide; polystyrene-CH2=O(CH2CH2O)6.4H at 25℃; for 17h; Product distribution; various esters, saponification, different poly(ethylene glycol)s grafted copolymers;91%
With Rhodococcus sp. LKE-028 esterase at 70℃; pH=11; aq. buffer; Enzymatic reaction;
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

2-Chloroaniline
95-51-2

2-Chloroaniline

decanoic acid (2-chloro-phenyl)-amide

decanoic acid (2-chloro-phenyl)-amide

Conditions
ConditionsYield
With potassium tert-butylate for 0.0833333h; microwave irradiation;90%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

2-methylpropyl decanoate
30673-38-2

2-methylpropyl decanoate

Conditions
ConditionsYield
With iodine for 8h; Inert atmosphere; Reflux;88%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

ethanolamine
141-43-5

ethanolamine

decanoic acid monoethanolamide
7726-08-1

decanoic acid monoethanolamide

Conditions
ConditionsYield
With Novozym 435 In 1,4-dioxane for 0.0916667h; Microwave irradiation; Enzymatic reaction; chemoselective reaction;84%
at 160℃;
methanol
67-56-1

methanol

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Methyl decanoate
110-42-9

Methyl decanoate

Conditions
ConditionsYield
With (N3/phenyl-/(diethylamino)methyl-triazolyl)-modified DMOF [DMOF= Zn2(2-amino-terephthalate)2(dabco)] at 130℃; for 20h;84%
With di(n-butyl)tin oxide In methanol for 12h; Heating;80%
With lanthanum complex grafted upon hydrotalcite for 8h; pH=10; Reflux;56%
With nitrogen-functionalized metal-organic framework catalyst at 180℃; for 24h; Inert atmosphere;
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

allyl bromide
106-95-6

allyl bromide

ethyl 2-octylpent-4-enoate
251451-77-1

ethyl 2-octylpent-4-enoate

Conditions
ConditionsYield
Stage #1: decanoic acid ethyl ester With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.833333h; Metallation;
Stage #2: allyl bromide In tetrahydrofuran; hexane at -78 - 20℃; Alkylation; Further stages.;
84%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

benzyl bromide
100-39-0

benzyl bromide

(±)-ethyl 2-benzyldecanoate
15327-18-1

(±)-ethyl 2-benzyldecanoate

Conditions
ConditionsYield
Stage #1: decanoic acid ethyl ester With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.75h; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at -78 - 0℃; for 17h; Inert atmosphere;
84%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

decanoic acid hydrazide
20478-70-0

decanoic acid hydrazide

Conditions
ConditionsYield
With hydrazine In ethanol for 24h; Inert atmosphere; Schlenk technique; Reflux;83%
With hydrazine hydrate In ethanol at 70℃; for 3h; Condensation;
With hydrazine hydrate In ethanol Reflux;
With hydrazine hydrate
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

n-decanenitrile
1975-78-6

n-decanenitrile

Conditions
ConditionsYield
Stage #1: decanoic acid ethyl ester With sodium diisobutyl-tert-butoxyaluminium hydride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;
Stage #2: With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; ammonia In tetrahydrofuran; water at 0 - 20℃; for 3h;
79%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

Methyl p-tolyl sulfoxide
934-72-5

Methyl p-tolyl sulfoxide

1-((S)-Toluene-4-sulfinyl)-undecan-2-one

1-((S)-Toluene-4-sulfinyl)-undecan-2-one

Conditions
ConditionsYield
With lithium diethylamide; (-)-sparteine In tetrahydrofuran at 0℃; for 1h;75%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

methyl 2-phenylamino-nicotinate
51269-84-2

methyl 2-phenylamino-nicotinate

4-Hydroxy-3-octyl-1-phenyl-1H-[1,8]naphthyridin-2-one
115892-24-5

4-Hydroxy-3-octyl-1-phenyl-1H-[1,8]naphthyridin-2-one

Conditions
ConditionsYield
With potassium tert-butylate 1.) 0.25 h, 2.) heating, 4 h;75%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

6-(N-(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl)succinylamido-6I-deoxy-2I,3I-di-Omethyl-hexakis(2II-VII, 3 II-VII, 6II-VII-tri-O-methyl)cyclomaltoheptaose

6-(N-(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl)succinylamido-6I-deoxy-2I,3I-di-Omethyl-hexakis(2II-VII, 3 II-VII, 6II-VII-tri-O-methyl)cyclomaltoheptaose

6-(N-(1-decanoyloxy-(2S,3S,4R)-dihydroxyoctadecan-2-yl)succinamido)-6I-deoxy-2I,3I-di-O-methyl-hexakis(2II-VII, 3 II-VII, 6II-VII-tri-O-methyl)cyclomaltoheptaose

6-(N-(1-decanoyloxy-(2S,3S,4R)-dihydroxyoctadecan-2-yl)succinamido)-6I-deoxy-2I,3I-di-O-methyl-hexakis(2II-VII, 3 II-VII, 6II-VII-tri-O-methyl)cyclomaltoheptaose

Conditions
ConditionsYield
With lipozyme at 50℃; for 8h; Green chemistry; Enzymatic reaction;74%
2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

carbon monoxide
201230-82-2

carbon monoxide

C15H25F3O4

C15H25F3O4

Conditions
ConditionsYield
With 2AlBr3*CBr4; 1,2-dibromomethane at -20 - 0℃; regioselective reaction;70%
decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

HSiPh3
789-25-3

HSiPh3

caprinaldehyde
112-31-2

caprinaldehyde

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In toluene at 20℃; hydrosilation;69%
ethanol
64-17-5

ethanol

decanoic acid ethyl ester
110-38-3

decanoic acid ethyl ester

carbon monoxide
201230-82-2

carbon monoxide

C15H28O4

C15H28O4

Conditions
ConditionsYield
With 2AlBr3*CBr4; 1,2-dibromomethane at -20 - 0℃; regioselective reaction;69%

110-38-3Relevant articles and documents

Preparation of a carbon-based solid acid catalyst by sulfonating activated carbon in a chemical reduction process

Liu, Xiao-Yan,Huang, Miao,Ma, Hai-Long,Zhang, Zeng-Qiang,Gao, Jin-Ming,Zhu, Yu-Lei,Han, Xiao-Jin,Guo, Xiang-Yun

, p. 7188 - 7196 (2010)

Sulfonated (SO3H-bearing) activated carbon (AC-SO3H) was synthesized by an aryl diazonium salt reduction process. The obtained material had a SO3H density of 0.64 mmol·g-1 and a specific surface area of 602 m2·g-1. The catalytic properties of ACSO3H were compared with that of two commercial solid acid catalysts, Nafion NR50 and Amberlyst-15. In a 10-h esterification reaction of acetic acid with ethanol, the acid conversion with ACSO3H (78%) was lower than that of Amberlyst-15 (86%), which could be attributed to the fact that the SO3H density of the sulfonated carbon was lower than that of Amberlyst-15 (4.60 mmol·g-1). However, AC-SO3H exhibited comparable and even much higher catalytic activities than the commercial catalysts in the esterification of aliphatic acids with longer carbon chains such as hexanoic acid and decanoic acid, which may be due to the large specific surface area and mesoporous structures of the activated carbon. The disadvantage of AC-SO3H is the leaching of SO3H group during the reactions.

INFLUENCE OF SMALL ADDITIONS OF SnCl2 ON THE YIELD AND REGIOSELECTIVITY OF THE HYDROCARBOALKOXYLATION REACTION IN THE ACETONE - PdCl2 -PPh3 SYSTEM AT LOW CO PRESSURES

Terekhova, M. I.,Karpyuk, A. D.,Kolosova, N. D.,Petrov, E. S.,Beletskaya, I. P.

, p. 2176 (1983)

-

Catalytic Asymmetric Hydroalkylation of α,β-Unsaturated Amides Enabled by Regio-Reversed and Enantiodifferentiating syn-Hydronickellation

Zhou, Fang,Zhu, Shaolin

, p. 8766 - 8773 (2021/07/26)

Here, we report an enantioselective nickel-hydride catalyzed hydroalkylation of readily accessible β-alkyl-α,β-unsaturated amides to form structurally diverse β-chiral amides. This process was proposed to proceed through an enantiodifferentiating syn-hydrometalation of nickel hydride, forming chiral alkylnickel at the β-position in which the regioselectivity is different from that with copper hydride. This regio-reversed hydronickellation process provides a complementary approach to access enantioenriched β-functionalization amides with a stereocenter at the β-position.

Oxidative Esterification of Aldehydes and Alcohols Catalyzed by Camphor-Based Imidazolium Salts

Bian, Tiancen,Feng, Li,Li, Danfeng,Huang, Jiaxin,Zhao, Yuxun,Xu, Xu,Yang, Yiqin,Wang, Shifa

, p. 1812 - 1820 (2020/01/11)

Abstract: Sixteen new camphor-based imidazolium salts have been synthesized with renewable camphorsulfonic acid as the starting material. The chemical shifts of the characteristic proton of C2 on the imidazolium ring (N?C=N) were discussed thoroughly and all of these imidazolium salts exhibit good thermal stability. Furthermore, the excellent catalytic performance of the synthesized imidazolium salts were observed in the oxidative esterification between aromatic or aliphatic aldehydes containing electron-withdrawing or electron-donating groups on aromatic ring and primary or secondary alcohol by air as the sole oxidant. Graphic Abstract: [Figure not available: see fulltext.].

Low-temperature organic phase change energy storage material, preparation method and applications thereof

-

Paragraph 0039; 0062-0065, (2019/10/01)

The invention discloses a low-temperature organic phase change energy storage material, which comprises one or a variety of organic carboxylic acid esters, the carbon chains R1 and R2 are on both sides of the ester bond, R1 comprises a C10-C24 alkyl carbon chain, R2 comprises C1-C8 alkyl carbon chain, the phase change temperature is -25-60 DEG C, and the phase change latent heat is 100-250 kJ/kg.According to the present invention, the low-temperature organic phase change energy storage material has advantages of low phase change temperature, high phase change latent heat, good liposolubility,wide phase change temperature range and bio-based renewability, and has good application in a variety of fields.

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