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872-05-9 Usage

Chemical Properties

colourless liquid

Uses

1-Decene is the only isomer of industrial importance. it is used as a monomer in copolymers and is an intermediate in the production of epoxides, amines, oxo alcohols, synthetic lubricants, synthetic fatty acids, and alkylated aromatics. 1-Decene has been isolated from the leaves and rhizome of the plant Farfugium japonicum and has been detected as the initial product in the microbial degradation of n-decane.

Definition

ChEBI: An alkene that is octadecane containing one double bond at position 1.

Synthesis Reference(s)

The Journal of Organic Chemistry, 40, p. 2555, 1975 DOI: 10.1021/jo00905a040Synthetic Communications, 13, p. 1163, 1983 DOI: 10.1080/00397918308063728

General Description

Colorless watery liquid with a pleasant odor. Floats on water.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

1-Decene may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions. Will attack some forms of plastics [USCG, 1999].

Hazard

Moderate fire risk.

Health Hazard

Vapors may produce slight irritation of eyes and respiratory tract if present in high concentration. May also act as a slight anesthetic at high concentration.

Chemical Reactivity

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Check Digit Verification of cas no

The CAS Registry Mumber 872-05-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,7 and 2 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 872-05:
(5*8)+(4*7)+(3*2)+(2*0)+(1*5)=79
79 % 10 = 9
So 872-05-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H20/c1-3-5-7-9-10-8-6-4-2/h3H,1,4-10H2,2H3

872-05-9 Well-known Company Product Price

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  • Alfa Aesar

  • (L06800)  1-Decene, 94%   

  • 872-05-9

  • 100ml

  • 227.0CNY

  • Detail
  • Alfa Aesar

  • (L06800)  1-Decene, 94%   

  • 872-05-9

  • 1000ml

  • 629.0CNY

  • Detail
  • Alfa Aesar

  • (31213)  1-Decene, 96%, remainder isomers   

  • 872-05-9

  • 100g

  • 239.0CNY

  • Detail
  • Alfa Aesar

  • (31213)  1-Decene, 96%, remainder isomers   

  • 872-05-9

  • 500g

  • 298.0CNY

  • Detail
  • Alfa Aesar

  • (31213)  1-Decene, 96%, remainder isomers   

  • 872-05-9

  • 2kg

  • 615.0CNY

  • Detail
  • Sigma-Aldrich

  • (30649)  1-Decene  analytical standard

  • 872-05-9

  • 30649-5ML

  • 590.85CNY

  • Detail
  • Sigma-Aldrich

  • (30649)  1-Decene  analytical standard

  • 872-05-9

  • 30649-50ML

  • 3,635.19CNY

  • Detail

872-05-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-decene

1.2 Other means of identification

Product number -
Other names rac-(2R*)-2-(Benzoylamino)-4-methylvaleric acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Lubricants and lubricant additives
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:872-05-9 SDS

872-05-9Synthetic route

1,2-Epoxydecane
2404-44-6

1,2-Epoxydecane

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With lithium In tetrahydrofuran for 20h; Heating;97%
With tellurium; sodium diethyl phosphite In ethanol for 26h; Ambient temperature;70%
With bis(acetylacetonate)nickel(II); diethylzinc In 1,2-dimethoxyethane; hexane at 80℃; for 48h; Inert atmosphere;56%
With triphenylphosphine; (Cp*ReO)2(μ-O)2 In toluene at 116℃; for 20h; Yield given;
1-decyne
764-93-2

1-decyne

A

decane
124-18-5

decane

B

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With hydrogen In hexane at 40℃; under 760.051 Torr; for 5h;A 3%
B 97%
With hydrogen; Ni-Gr2 In methanol at 30℃; under 22800 Torr; for 6h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With hydrogen; ethylenediamine In tetrahydrofuran at 25℃; under 760 Torr;A 13 % Chromat.
B 75 % Chromat.
2-methyldec-9-enenitrile
1036741-76-0

2-methyldec-9-enenitrile

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With potassium; tert-butyl alcohol In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether at 0℃; for 3h;97%
1-decyne
764-93-2

1-decyne

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With hydrogen In toluene at 20℃; under 38002.6 Torr; for 12h; Autoclave; chemoselective reaction;95%
With ammonium chloride; zinc In water for 16h; Reduction; Heating;86%
With palladium on activated charcoal; hydrogen In water at 25℃; under 760.051 Torr; for 1h;80%
1,2-decanediol
1119-86-4

1,2-decanediol

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With formic acid at 20 - 240℃; Inert atmosphere;93%
With ammonium perrhenate; zinc In benzene at 150℃; for 24h; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube;58%
With ammonium metavanadate In propan-1-ol at 225 - 235℃; under 11251.1 Torr; for 16.6667h; Catalytic behavior; Solvent; Autoclave; Inert atmosphere; Sealed tube;27%
1,2-dibromodecane
28467-71-2

1,2-dibromodecane

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; 1,2-di(thiophen-2-yl)ditelluride In ethanol; water Ambient temperature;92%
With zinc; titanium tetrachloride In tetrahydrofuran at 0℃; for 3h;86%
With potassium phosphate buffer; glutathione thiol; bis<4-(dimethylamino)phenyl>ditelluride In chloroform; water at 80℃; for 536h; pH 8.9, other reagent: (n-C6H13)2Te/sodium ascorbate/potassium phosphate buffer;79%
ethene
74-85-1

ethene

A

1-hexene
592-41-6

1-hexene

B

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Cl(1-)*NPr4(1+) at 50℃; under 22502.3 Torr; for 1h;A 91.7%
B 5.5%
modified methylalumoxane; C28H24Cl2FeN2S In n-heptane at 30 - 52℃; under 21446.5 Torr; for 0.5h; Product distribution / selectivity;
With [η5-(3-SiMe3)C5H3CMe2-3,5-Me2C6H3]Ti(TEA) In toluene at 20℃; under 7500.75 Torr; for 0.25h; Pressure; Reagent/catalyst; Temperature; Inert atmosphere;
Iododecane
2050-77-3

Iododecane

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With 18-crown-6 ether; cesium fluoride; bis(tri-n-butyltin)oxide In acetonitrile at 80℃; for 24h;90%
(E)-4-(undec-2-enylsulfinyl)morpholine
119099-74-0

(E)-4-(undec-2-enylsulfinyl)morpholine

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With water In 1,4-dioxane at 0℃; for 1h;90%
nonan-1-al
124-19-6

nonan-1-al

<(Me3Si)2N>2U<*>CH2SiMe2NSiMe3

<(Me3Si)2N>2U<*>CH2SiMe2NSiMe3

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
In pentane for 0.0333333h; Ambient temperature;90%
1-Chloro-1-decyne
100858-78-4

1-Chloro-1-decyne

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Stage #1: 1-Chloro-1-decyne With titanium(IV) isopropylate; isopropylmagnesium bromide In diethyl ether at -50℃; for 2h; Metallation;
Stage #2: With hydrogenchloride; water Hydrolysis;
90%
(dec-1-ene-1-sulfonyl)benzene
87837-49-8

(dec-1-ene-1-sulfonyl)benzene

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Stage #1: (dec-1-ene-1-sulfonyl)benzene With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; hexane at 20℃;
90%
Stage #1: (dec-1-ene-1-sulfonyl)benzene With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; hexane at -20 - 20℃; Further stages.;
90%
undecylaldehyde
112-44-7

undecylaldehyde

A

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With methoxy(cyclooctadiene)rhodium(I) dimer; bicyclo[2.2.1]hepta-2,5-diene; 3-Methoxybenzoic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;A 90%
B n/a
didecyl carbonate
6290-55-7

didecyl carbonate

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 250 - 500℃; Large scale;89.4%
(Z)-decenyl phenyl sulfone
87837-50-1

(Z)-decenyl phenyl sulfone

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Stage #1: (Z)-decenyl phenyl sulfone With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; hexane at 20℃;
89%
(E)-dec-1-enyldicyclohexylborane

(E)-dec-1-enyldicyclohexylborane

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Stage #1: (E)-dec-1-enyldicyclohexylborane With 1-hexene; diisobutylaluminium hydride at 0 - 20℃; for 2h;
Stage #2: With water at 20℃; for 2h; Further stages.;
86%
(E)-1-Methanesulfonyl-dec-1-ene

(E)-1-Methanesulfonyl-dec-1-ene

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Stage #1: (E)-1-Methanesulfonyl-dec-1-ene With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; hexane at 20℃;
86%
Stage #1: (E)-1-Methanesulfonyl-dec-1-ene With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; hexane at -20 - 20℃; Further stages.;
86%
2-(but-3-en-1-yl)-2-methyl-1,3-dioxolane
20449-21-2

2-(but-3-en-1-yl)-2-methyl-1,3-dioxolane

trans-9-octadecene
7206-25-9

trans-9-octadecene

A

1-Decene
872-05-9

1-Decene

B

2-((E)-Dodec-3-enyl)-2-methyl-[1,3]dioxolane

2-((E)-Dodec-3-enyl)-2-methyl-[1,3]dioxolane

Conditions
ConditionsYield
aluminum oxide; tetramethylstannane; rhenium(VII) oxide In chlorobenzene at 25℃; for 3h; Yields of byproduct given;A n/a
B 85.7%
n-decyl magnesium bromide
17049-50-2

n-decyl magnesium bromide

benzophenone N-methyl-N,N-pentane-1,5-diylhydrazonium iodide
13134-23-1

benzophenone N-methyl-N,N-pentane-1,5-diylhydrazonium iodide

A

N-methylcyclohexylamine
626-67-5

N-methylcyclohexylamine

B

Benzophenone imine
1013-88-3

Benzophenone imine

C

decane
124-18-5

decane

D

icosane
112-95-8

icosane

E

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
In diethyl ether Product distribution; Mechanism; Heating; other quaternary hydrazonium salts, other alkylmagnesium halides;A 85%
B 84%
C 51%
D 21%
E 25%
2-chloro-1-decyl-2-naphthyltellurium dichloride
87070-60-8

2-chloro-1-decyl-2-naphthyltellurium dichloride

A

1-Decene
872-05-9

1-Decene

B

di-β-naphthyl ditelluride
1666-12-2

di-β-naphthyl ditelluride

Conditions
ConditionsYield
With sodium L-ascorbate In methanol; water for 24h;A n/a
B 85%
(1E)-dec-1-enyl phenyl sulfide
75712-33-3

(1E)-dec-1-enyl phenyl sulfide

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Stage #1: (1E)-dec-1-enyl phenyl sulfide With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; hexane at 20℃;
85%
Stage #1: (1E)-dec-1-enyl phenyl sulfide With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; hexane at -20 - 20℃; Further stages.;
85%
C22H29NO2S2

C22H29NO2S2

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
for 0.25h; Irradiation;85%
1-(Brommethylsulfonyl)nonan
85057-99-4

1-(Brommethylsulfonyl)nonan

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With ethanol; sodium for 0.75h; Heating;83%
(E)-1-Propylsulfanyl-dec-1-ene

(E)-1-Propylsulfanyl-dec-1-ene

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Stage #1: (E)-1-Propylsulfanyl-dec-1-ene With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; hexane at -20 - 20℃; Further stages.;
83%
butyl magnesium bromide
693-04-9

butyl magnesium bromide

6-Bromo-1-hexene
2695-47-8

6-Bromo-1-hexene

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
With 1-Phenylprop-1-yne; copper In tetrahydrofuran at 25℃; for 3h;83%
bis(η3-allyl)nickel(II) In tetrahydrofuran at -30℃; for 3h;91 % Chromat.
With LaFe0.80Ni0.20O3; buta-1,3-diene at 20℃; for 5h;82 %Chromat.
With cobalt(II) chloride; lithium iodide; isoprene In tetrahydrofuran at -78 - 50℃; for 5h; Inert atmosphere;89 %Chromat.
With cobalt(II) chloride; lithium iodide; isoprene In tetrahydrofuran at -78 - 50℃; for 5h; Inert atmosphere;89 %Chromat.
n-decyl acetate
112-17-4

n-decyl acetate

A

1-hexene
592-41-6

1-hexene

B

1-Decene
872-05-9

1-Decene

D

1-Butyl-2-methylcyclopropane
2511-92-4

1-Butyl-2-methylcyclopropane

E

1-Methyl-2-pentylcyclopropane
41977-37-1

1-Methyl-2-pentylcyclopropane

F

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
at 495℃; for 0.00727778h; Rate constant; Product distribution; various temp., also in toluene, also with 14C-labelled ester;A 1.03%
B 81.3%
C 1.91%
D 1.2%
E 0.497%
F 0.45%
(E)-1-decenyl isopropyl sulfide

(E)-1-decenyl isopropyl sulfide

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Stage #1: (E)-1-decenyl isopropyl sulfide With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; hexane at 20℃;
81%
decyl chloride
1002-69-3

decyl chloride

diethylene glycol
111-46-6

diethylene glycol

A

1-Decanol
112-30-1

1-Decanol

B

1-Decene
872-05-9

1-Decene

C

2-<2-decyloxy)ethoxy>ethanol
23238-41-7

2-<2-decyloxy)ethoxy>ethanol

Conditions
ConditionsYield
With sodium hydroxide; water at 100℃; for 24h; Yields of byproduct given;A n/a
B n/a
C 80%
((Z)-Dec-1-enyl)-(4-methoxy-phenyl)-dimethyl-silane

((Z)-Dec-1-enyl)-(4-methoxy-phenyl)-dimethyl-silane

A

1-Decene
872-05-9

1-Decene

B

(Z)-1-(dimethylfluorosilyl)-1-decene
118319-35-0

(Z)-1-(dimethylfluorosilyl)-1-decene

Conditions
ConditionsYield
With 2BF3*3AcOH; chloroacetic acid In hexane at 25℃; for 0.5h;A 13%
B 80%
(E)-1-tosyl-1-decene
74829-79-1

(E)-1-tosyl-1-decene

1-Decene
872-05-9

1-Decene

Conditions
ConditionsYield
Stage #1: (E)-1-tosyl-1-decene With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; hexane at 20℃;
80%
Stage #1: (E)-1-tosyl-1-decene With n-butyllithium; zirconocene dichloride In tetrahydrofuran; hexane at -78 - 20℃;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; hexane at -20 - 20℃; Further stages.;
80%
1-Decene
872-05-9

1-Decene

decane
124-18-5

decane

Conditions
ConditionsYield
With {(η6-C6H6)Ru(NCCH3)3}{BF4}2; water; hydrogen In benzene at 90℃; under 30400 Torr; for 4h;100%
With hydrogen; Rh on carbon at 75℃; under 3040.2 Torr; for 0.35h;100%
With hydrazine hydrate In ethanol for 24h; Reflux;100%
1-Decene
872-05-9

1-Decene

carbon monoxide
201230-82-2

carbon monoxide

2-methyl decanoic acid
24323-23-7

2-methyl decanoic acid

Conditions
ConditionsYield
With hydrogenchloride; oxygen; copper dichloride; palladium dichloride In tetrahydrofuran under 760 Torr; for 4h; Ambient temperature;100%
1-Decene
872-05-9

1-Decene

nonanoic acid
112-05-0

nonanoic acid

Conditions
ConditionsYield
With Oxone; osmium (III) chloride In N,N-dimethyl-formamide at 20℃; for 12h; Product distribution; Further Variations:; Catalysts;100%
With sodium periodate; ruthenium trichloride In water; ethyl acetate; acetonitrile for 4h;98%
With Oxone; osmium(VIII) oxide In N,N-dimethyl-formamide; tert-butyl alcohol at 20℃; for 3h;93%
1-Decene
872-05-9

1-Decene

n-perfluorohexyl iodide
355-43-1

n-perfluorohexyl iodide

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-8-iodohexadecane

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-8-iodohexadecane

Conditions
ConditionsYield
With 1-(2',2'-diphenylvinyl)pyrrolidine In dichloromethane at 20℃; for 16h; Reagent/catalyst; Irradiation;100%
With pyrrolidine; Diphenylacetaldehyde In dichloromethane at 20℃; for 16h; Catalytic behavior; Reagent/catalyst; Wavelength; Inert atmosphere; Irradiation;99%
With rose bengal; sodium thiosulfate In water; acetonitrile at 20℃; for 1h; Reagent/catalyst; Inert atmosphere; Irradiation;93%
1-Decene
872-05-9

1-Decene

phenylphosphane
638-21-1

phenylphosphane

di(decyl)phenylphosphine oxide
17262-57-6

di(decyl)phenylphosphine oxide

Conditions
ConditionsYield
Stage #1: 1-Decene; phenylphosphane With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran for 24h; Heating;
Stage #2: With dihydrogen peroxide In tetrahydrofuran; water at 0℃;
100%
1-Decene
872-05-9

1-Decene

magnesium sulfate
7487-88-9

magnesium sulfate

copper(II) chloride
7447-39-4

copper(II) chloride

palladium dichloride

palladium dichloride

2-methyl decanoic acid
24323-23-7

2-methyl decanoic acid

Conditions
ConditionsYield
With hydrogenchloride; carbon monoxide In tetrahydrofuran; sodium hydroxide; water100%
copper (11) chloride

copper (11) chloride

palladium (11) chloride

palladium (11) chloride

1-Decene
872-05-9

1-Decene

2-methyldecanoic acid methyl ester
29619-64-5

2-methyldecanoic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride; carbon monoxide In methanol100%
1-Decene
872-05-9

1-Decene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

2-decyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
141091-38-5

2-decyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With sodium triethylborohydride at 23℃; for 16h; Catalytic behavior; Inert atmosphere;100%
With sodium triethylborohydride In tetrahydrofuran at 23℃; for 16h; Inert atmosphere; Glovebox;98%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In neat (no solvent) at 20℃; for 24h; Catalytic behavior; regioselective reaction;95%
1-Decene
872-05-9

1-Decene

1,2-epoxydecane

1,2-epoxydecane

Conditions
ConditionsYield
With oxygen; isobutyraldehyde In acetonitrile at 25℃; for 8h; enantioselective reaction;100%
With titanium(IV) isopropylate; Pentafluorobenzoic acid; C32H22F10N2O2; dihydrogen peroxide In water; 1,2-dichloro-ethane at 20℃; for 10h; Inert atmosphere; enantioselective reaction;81%
With oxygen; isobutyraldehyde In acetonitrile at 20℃; under 1500.15 Torr; for 7h; Autoclave; Green chemistry;77 %Chromat.
methylthiol
74-93-1

methylthiol

1-Decene
872-05-9

1-Decene

1-(methylthio)decane
22438-39-7

1-(methylthio)decane

Conditions
ConditionsYield
With C38H28Au2F12FeN2O8P2S4 In 1,4-dioxane at 45℃; for 20h; Inert atmosphere; Glovebox; Sealed tube;100%
1-Decene
872-05-9

1-Decene

1,2-Epoxydecane
2404-44-6

1,2-Epoxydecane

Conditions
ConditionsYield
With Cumene hydroperoxide In N,N-dimethyl-formamide at 90℃; for 12h; Flow reactor;99.4%
With [n-Bu4N]4[W10O32]; 1,1,1,3',3',3'-hexafluoro-propanol; dihydrogen peroxide In water at 70℃; for 0.416667h; Catalytic behavior; Reagent/catalyst; Time; Solvent;98%
With NH-pyrazole; water; dihydrogen peroxide; methyltrioxorhenium(VII) In various solvent(s) for 21h; Ambient temperature;97%
1-Decene
872-05-9

1-Decene

1,2-dibromodecane
28467-71-2

1,2-dibromodecane

Conditions
ConditionsYield
With ammonium metavanadate; tetrabutylammomium bromide; oxygen; aluminium bromide In acetonitrile at 50℃; for 18h;99%
With aluminum (III) chloride; ammonium metavanadate; tetrabutylammomium bromide; oxygen In 1,2-dimethoxyethane at 50℃; for 18h;99%
With tetrapropylammonium nonabromide In dichloromethane at 0 - 23℃; for 0.0166667h; Inert atmosphere;99%
1-Decene
872-05-9

1-Decene

Se-phenyl(selenothioperoxy)benzoate
101327-56-4

Se-phenyl(selenothioperoxy)benzoate

S-2-(phenylseleno)-decyl thiobenzoate
101327-57-5

S-2-(phenylseleno)-decyl thiobenzoate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene for 3h; Heating;99%
With 2,2'-azobis(isobutyronitrile) In benzene for 4h; Heating;99%
With 2,2'-azobis(isobutyronitrile) In benzene for 3h; Mechanism; Product distribution; Heating; other reaction time, effect of different additives;99%
1-Decene
872-05-9

1-Decene

(R)-decane-1,2-diol
87827-60-9

(R)-decane-1,2-diol

Conditions
ConditionsYield
With AD-mix β In water; tert-butyl alcohol Sharpless Asymmetric Epoxidation;99%
With potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; iodine; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine In water; tert-butyl alcohol at 0℃; for 30h; further cond.: electrolytic method;95.8%
With water; potassium carbonate; potassium hexacyanoferrate(III); osmium(VIII) oxide; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether In toluene; tert-butyl alcohol at 20℃; for 24h; Sharpless asymmetric dihydroxylation;90%
1-Decene
872-05-9

1-Decene

diphenyl diselenide
1666-13-3

diphenyl diselenide

acetonitrile
75-05-8

acetonitrile

2-acetamido-1-phenylselenodecane
77037-10-6

2-acetamido-1-phenylselenodecane

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate electrolytic process;99%
1-Decene
872-05-9

1-Decene

carbon monoxide
201230-82-2

carbon monoxide

undecylaldehyde
112-44-7

undecylaldehyde

Conditions
ConditionsYield
With hydrogen In cyclohexane at 120℃; under 37503.8 Torr; for 4h; Autoclave;99%
With {4,6-bis(tert-butyl)-2-[3,5-bis(tert-butyl)-2-(dinapthyloxyphosphinoxy)-6-methylphenyl]-3-methylphenoxy}dinaphthyloxyphosphine; C30H44O4Ru; hydrogen In toluene at 100℃; under 15001.5 Torr; for 18h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere; Autoclave;66.5%
With hydrogen; acetylacetonatodicarbonylrhodium(l) under 22502.3 Torr; for 100h; Hydroformylation;
1-Decene
872-05-9

1-Decene

2-nitroacetophenone
614-21-1

2-nitroacetophenone

C18H25NO2
1350536-65-0

C18H25NO2

Conditions
ConditionsYield
With silica gel-supported polyphosphoric acid In toluene for 4h; Reflux;99%
5-Fluoro[b]benzofuran
24410-59-1

5-Fluoro[b]benzofuran

1-Decene
872-05-9

1-Decene

2-decyl-5-fluoro-benzofuran
1234862-03-3

2-decyl-5-fluoro-benzofuran

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); C29H41N2; sodium t-butanolate In neat (no solvent) at 50℃; for 21h; Reagent/catalyst; Temperature; Glovebox; Sealed tube;99%
1-Decene
872-05-9

1-Decene

3-cyanobromobenzene
6952-59-6

3-cyanobromobenzene

3-decylbenzonitrile

3-decylbenzonitrile

Conditions
ConditionsYield
Stage #1: 1-Decene; 3-cyanobromobenzene With tetrakis(triphenylphosphine) palladium(0); 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide In tetrahydrofuran for 4h; Suzuki Coupling; Reflux; Inert atmosphere;
Stage #2: Inert atmosphere;
99%
1-Decene
872-05-9

1-Decene

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

1,1,1,2-tetrafluoro-4-iodo-2-(trifluoromethyl)dodecane

1,1,1,2-tetrafluoro-4-iodo-2-(trifluoromethyl)dodecane

Conditions
ConditionsYield
With pyrrolidine; Diphenylacetaldehyde In dichloromethane at 20℃; for 16h; Inert atmosphere; Irradiation;99%
With 2',4',5',7'-tetrabromofluorescein; sodium thiosulfate In water; acetonitrile at 20℃; for 1h; Inert atmosphere; Irradiation;64%
dimethylethylsilane
758-21-4

dimethylethylsilane

1-Decene
872-05-9

1-Decene

C14H32Si

C14H32Si

Conditions
ConditionsYield
With C48H60N4O8Pt(2+)*2NO3(1-) In toluene at 80℃; for 1h; Reagent/catalyst; Inert atmosphere; Schlenk technique;99%
1-Decene
872-05-9

1-Decene

Iododecane
2050-77-3

Iododecane

Conditions
ConditionsYield
Stage #1: 1-Decene With zirconocene dichloride; lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: With iodine In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere; regioselective reaction;
98%
Stage #1: 1-Decene With triisobutylaluminum; bis-triphenylphosphine-palladium(II) chloride In dichloromethane at 25℃; for 0.5h;
Stage #2: With iodine In dichloromethane
85%
(i) BH3, THF, (ii) I2, NaOH, MeOH; Multistep reaction;
Bromotrichloromethane
75-62-7

Bromotrichloromethane

1-Decene
872-05-9

1-Decene

3-bromo-1,1,1-trichloroundecane
95382-86-8

3-bromo-1,1,1-trichloroundecane

Conditions
ConditionsYield
With Benzoylformic acid In Petroleum ether for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube; Irradiation; Green chemistry;98%
With potassium carbonate; palladium diacetate; triphenylphosphine In benzene at 100℃; for 3.5h;90%
With C62H44N6Ru(2+)*2Cl(1-) In dimethyl sulfoxide for 24h; Sealed tube; Irradiation;90%
With disodium tetracarbonylferrate In tetrahydrofuran at 25℃; for 16h; Catalytic behavior; Reagent/catalyst; Glovebox; Inert atmosphere;83%
With potassium carbonate; Pd(PPh3)(OAc)2 at 40℃; for 5h;88 % Chromat.
1-Decene
872-05-9

1-Decene

C10H20Cl4Te
92609-40-0

C10H20Cl4Te

Conditions
ConditionsYield
With tellurium tetrachloride In chloroform at 0℃; for 3h;98%
1-Decene
872-05-9

1-Decene

A

5-decene
19689-19-1

5-decene

B

4-decene
19689-18-0

4-decene

C

trans-3-decene
19150-21-1

trans-3-decene

D

Decan-2-one
693-54-9

Decan-2-one

Conditions
ConditionsYield
With oxygen; 2,6-di-O-methyl-β-cyclodextrin; palladium(II) sulfate; H9PV6Mo6O40; copper(II) sulfate In water at 80℃; under 750.06 Torr; for 6h; Mechanism; Product distribution; influence of composition of catalytic mixture on selectivity of reaction;A n/a
B n/a
C n/a
D 98%
E n/a
1-benzofurane
271-89-6

1-benzofurane

1-Decene
872-05-9

1-Decene

2-decylbenzo[b]furan
151491-46-2

2-decylbenzo[b]furan

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); C29H41N2; sodium t-butanolate In neat (no solvent) at 50℃; for 16h; Reagent/catalyst; Temperature; Glovebox; Sealed tube;98%
1-Decene
872-05-9

1-Decene

5-(methoxycarbonyl)benzo[b]furan
108763-47-9

5-(methoxycarbonyl)benzo[b]furan

methyl 2-decylbenzo[b]furan-5-carboxylate
1451182-86-7

methyl 2-decylbenzo[b]furan-5-carboxylate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); C29H41N2; sodium t-butanolate In toluene at 50℃; for 21h; Glovebox; Sealed tube;98%
7-methoxybenzofuran
7168-85-6

7-methoxybenzofuran

1-Decene
872-05-9

1-Decene

2-decyl-7-methoxybenzofuran

2-decyl-7-methoxybenzofuran

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); C29H41N2; sodium t-butanolate In neat (no solvent) at 65℃; for 22h; Glovebox; Sealed tube;98%
1-Decene
872-05-9

1-Decene

4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

4-decylbenzenecarbonitrile

4-decylbenzenecarbonitrile

Conditions
ConditionsYield
Stage #1: 1-Decene; 4-bromobenzenecarbonitrile With tetrakis(triphenylphosphine) palladium(0); 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide In tetrahydrofuran for 4h; Inert atmosphere; Suzuki Coupling; Reflux; Inert atmosphere;
Stage #2: Inert atmosphere;
98%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

1-Decene
872-05-9

1-Decene

1,1,1-trifluoro-3-iodoundecane

1,1,1-trifluoro-3-iodoundecane

Conditions
ConditionsYield
With pyrrolidine; Diphenylacetaldehyde In dichloromethane at 20℃; for 16h; Inert atmosphere; Irradiation;98%
With Eosin Y; sodium thiosulfate In acetonitrile at 20℃; for 1h; Inert atmosphere; Irradiation;53%

872-05-9Relevant articles and documents

Degradation kinetics and solvent effects of various long-chain quaternary ammonium salts

Kleijwegt, Roel J. T.,Winkenwerder, Wyatt,Baan, Wim,van der Schaaf, John

, p. 16 - 27 (2021/08/30)

Surfactants such as quaternary ammonium salts (QAS) have been in increasing demand, for emerging new applications. Recent attempts at process intensification of their production have disclosed the need for a better understanding of QAS thermal stability. This work aims to determine the degradation kinetics of various QASs and the associated solvent?effects. The degradation kinetics of four methyl carbonate QASs were determined in various polar solvents in stainless steel batch autoclaves. (Formula presented.) H NMR spectrometry was employed for offline analysis of the reaction mixtures. The kinetic parameters were then used to compare the thermal stability of the four compounds in the polar solvents. Water showed no degradation, and methanol (MeOH) was the solvent that provided the second-best stability. Water–MeOH mixtures may provide an overall optimum. Moreover, and longer long-chain substituents increased the degradation?rate. Thermogravimetric analysis was used to obtain the thermal stability in a solid state, that is, solventless environment. Isoconversional analysis showed that no reliable kinetic parameters could be determined. Nevertheless, the data did allow for a comparison of the thermal stability of 14 different QASs. Furthermore, the relative instability of the compounds in the solid state demonstrated the challenges of solventless QAS?production.

ACYCLIC CARBENE LIGAND FOR RUTHENIUM COMPLEX FORMATION, RUTHENIUM COMPLEX CATALYST, AND USE THEREOF

-

Paragraph 0124-0130, (2021/05/14)

Provided are a novel acyclic carbene ligand for ruthenium complex formation; a ruthenium complex catalyst using the ligand; a method of using the complex as a catalyst in an ethylene-metathesis ethenolysis reaction; a method of preparing the ruthenium complex catalyst; and a method of preparing a linear alpha-olefin, the method including the step of reacting a linear or cyclic alkene compound in the presence of the ruthenium complex catalyst. The acyclic carbene ligand of the present invention and the ruthenium complex catalyst using the same have high selectivity and turnover number for terminal olefin formation in an ethylene-metathesis ethenolysis reaction, and thus linear α-olefins may be prepared with a high yield.

Vortex Fluidic Ethenolysis, Integrating a Rapid Quench of Ruthenium Olefin Metathesis Catalysts

Pye, Scott J.,Chalker, Justin M.,Raston, Colin L.

, p. 1138 - 1143 (2020/08/27)

Ruthenium-catalysed ethenolysis occurs in a vortex fluidic device (VFD)-a scalable, thin-film microfluidic continuous flow process. This process takes advantage of the efficient mass transfer of gaseous reagents into the dynamic thin film of liquid. Also reported is the rapid quenching of the ruthenium-based olefin metathesis catalyst by the addition of a saturated solution of N-acetyl-l-cysteine in MeCN, as a convenient alternative to previously reported quenching methods.

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