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124-11-8 Usage

General Description

1-Nonene is an organic compound classified under a group of chemicals known as alkene hydrocarbons. Its chemical formula is C9H18, and it is often a clear, colorless liquid at room temperature. It has a distinctive, often unpleasant odor and can become a volatile substance when exposed to air or heat, making it highly flammable. 1-Nonene is usually made through the process of cracking in the petroleum industry. It's typically used as an intermediate in the manufacture of a variety of chemical products such as plasticizers, surfactants and lubricant additives. However, exposure to 1-Nonene can cause some health issues, including eye and skin irritation, respiratory issues, or in severe cases, central nervous system damage. Therefore, care has to be taken in handling this chemical.

Check Digit Verification of cas no

The CAS Registry Mumber 124-11-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 4 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 124-11:
(5*1)+(4*2)+(3*4)+(2*1)+(1*1)=28
28 % 10 = 8
So 124-11-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H18/c1-3-5-7-9-8-6-4-2/h3H,1,4-9H2,2H3

124-11-8 Well-known Company Product Price

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  • Sigma-Aldrich

  • (74323)  1-Nonene  analytical standard

  • 124-11-8

  • 74323-5ML

  • 590.85CNY

  • Detail

124-11-8SDS

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 1-nonene

1.2 Other means of identification

Product number -
Other names 1-Nonene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Flavouring Agent: FLAVOURING_AGENT
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:124-11-8 SDS

124-11-8Synthetic route

2-methylnon-8-enenitrile
1036741-74-8

2-methylnon-8-enenitrile

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With potassium; tert-butyl alcohol In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether at 0℃; for 3h;98%
heptyl-thiirane
13383-38-5

heptyl-thiirane

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In benzene Heating;95%
2-Hydroxy-nonyltrimethylsilan
15096-09-0

2-Hydroxy-nonyltrimethylsilan

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With hydrogen fluoride In acetonitrile for 2h; Ambient temperature;93%
1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole
61078-14-6

1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole

Octanal
124-13-0

Octanal

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 1h; Temperature; Inert atmosphere;91%
(allylsulfonyl)benzene
16212-05-8

(allylsulfonyl)benzene

n-hexylmagnesium bromide
3761-92-0

n-hexylmagnesium bromide

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
copper acetylacetonate In tetrahydrofuran at 20℃; for 20h;85%
(E)-1-chloro-2-nonene
67242-74-4

(E)-1-chloro-2-nonene

A

non-1-ene
124-11-8

non-1-ene

B

2-nonene
6434-78-2

2-nonene

Conditions
ConditionsYield
With sodium formate; PdCl22 In n-heptane; water for 6h; Heating;A 82%
B 17%
dichloromethane
75-09-2

dichloromethane

n-octylmagnesium chloride
38841-98-4

n-octylmagnesium chloride

A

non-1-ene
124-11-8

non-1-ene

B

hepatdecane
629-78-7

hepatdecane

Conditions
ConditionsYield
With C31H37ClN3NiO2(1-)*Li(1+) In tetrahydrofuran at 25℃; for 0.333333h; Inert atmosphere; Overall yield = 95 %;A 82%
B 13%
Octanal
124-13-0

Octanal

(lithiomethyl)dimesitylborane

(lithiomethyl)dimesitylborane

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With trifluoroacetic anhydride81%
dibromo-1,1 nonane
62168-27-8

dibromo-1,1 nonane

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With n-butyllithium In diethyl ether at -30 - -25℃;81%
ethene
74-85-1

ethene

(3R,8S)-falcarindiol
225110-25-8

(3R,8S)-falcarindiol

A

non-1-ene
124-11-8

non-1-ene

B

(3R,8S)-Deca-1,9-diene-4,6-diyne-3,8-diol
488791-26-0

(3R,8S)-Deca-1,9-diene-4,6-diyne-3,8-diol

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 20℃; for 16h;A n/a
B 81%
(Z)-non-3-en-1-ol
10340-23-5

(Z)-non-3-en-1-ol

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
Stage #1: (Z)-non-3-en-1-ol With n-butyllithium; zirconocene dichloride In diethyl ether; hexane at -50 - 34℃;
Stage #2: With hydrogenchloride In diethyl ether; hexane at 20℃;
80%
(Z)-1-methoxy-3-nonene (Z)-3-Nonenyl acetate (Z)-3-Nonenyl acetate (Z)-3-Nonenyl acetate (Z)-3-nonenyl acetate
97847-50-2

(Z)-1-methoxy-3-nonene (Z)-3-Nonenyl acetate (Z)-3-Nonenyl acetate (Z)-3-Nonenyl acetate (Z)-3-nonenyl acetate

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
Stage #1: (Z)-1-methoxy-3-nonene (Z)-3-Nonenyl acetate (Z)-3-Nonenyl acetate (Z)-3-Nonenyl acetate (Z)-3-nonenyl acetate With n-butyllithium; zirconocene dichloride In diethyl ether; hexane at -50 - 34℃;
Stage #2: With hydrogenchloride In diethyl ether; hexane at 20℃;
80%
(allylsulfonyl)benzene
16212-05-8

(allylsulfonyl)benzene

trihexylaluminium
1116-73-0

trihexylaluminium

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With dilithium tetrachlorocuprate; triphenylphosphine In octane at 50℃; for 5h;78%
Octanal
124-13-0

Octanal

C4H11Cl3GeTi
81454-93-5

C4H11Cl3GeTi

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
In diethyl ether for 15h; from 0 degC to 20 degC;75%
Octanal
124-13-0

Octanal

1-i-propyl-2-methylsulphonylbenzimidazole

1-i-propyl-2-methylsulphonylbenzimidazole

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 0.5h; Reagent/catalyst; Inert atmosphere;75%
1-Chlorononane
2473-01-0

1-Chlorononane

triethylbenzylammonium ethanolate
95903-96-1

triethylbenzylammonium ethanolate

A

2-(1-nonyloxy)-1-ethanol
16979-32-1

2-(1-nonyloxy)-1-ethanol

B

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
at 20 - 25℃; for 1h;A 42%
B 67%
1-Bromononane
693-58-3

1-Bromononane

butyl magnesium bromide
693-04-9

butyl magnesium bromide

A

nonane
111-84-2

nonane

B

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
Stage #1: butyl magnesium bromide With copper(l) chloride In tetrahydrofuran at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
Stage #2: 1-Bromononane at 20℃; for 0.166667h; Time; Schlenk technique; Inert atmosphere;
A 66%
B 26%
2-nonenyl alcohol
31502-14-4

2-nonenyl alcohol

A

nonane
111-84-2

nonane

B

non-1-ene
124-11-8

non-1-ene

C

2-nonene
6434-78-2

2-nonene

D

nonyl alcohol
143-08-8

nonyl alcohol

Conditions
ConditionsYield
With methanol; toluene-4-sulfonic acid at 25℃; for 5h; Reagent/catalyst; Inert atmosphere; Sealed tube; UV-irradiation;A n/a
B n/a
C 65%
D n/a
1-Bromononane
693-58-3

1-Bromononane

n-octylmagnesium chloride
38841-98-4

n-octylmagnesium chloride

A

nonane
111-84-2

nonane

B

non-1-ene
124-11-8

non-1-ene

C

oct-1-ene
111-66-0

oct-1-ene

D

hepatdecane
629-78-7

hepatdecane

Conditions
ConditionsYield
Stage #1: n-octylmagnesium chloride With copper(l) chloride In tetrahydrofuran at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
Stage #2: 1-Bromononane at 20℃; for 0.166667h; Schlenk technique; Inert atmosphere;
A 64%
B 30%
C 57%
D 6%
(E)-1-methoxy-3-nonene
97847-50-2

(E)-1-methoxy-3-nonene

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
Stage #1: (E)-1-methoxy-3-nonene With n-butyllithium; zirconocene dichloride In diethyl ether; hexane at -50 - 34℃;
Stage #2: With hydrogenchloride In diethyl ether; hexane at 20℃;
60%
Octanal
124-13-0

Octanal

trimethylsilylmethyltitanium trichloride
54943-97-4

trimethylsilylmethyltitanium trichloride

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
In diethyl ether for 20h; from -15 degC to 20 degC;59%
1-bromo-hexane
111-25-1

1-bromo-hexane

(allylsulfonyl)benzene
16212-05-8

(allylsulfonyl)benzene

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With zinc; Co-complex 3 In N,N-dimethyl-formamide at 20℃;57%
(allylsulfonyl)benzene
16212-05-8

(allylsulfonyl)benzene

di(n-hexyl)aluminum chloride
2674-15-9

di(n-hexyl)aluminum chloride

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With dilithium tetrachlorocuprate; triphenylphosphine In octane at 50℃; for 5h;56%
Allyl acetate
591-87-7

Allyl acetate

trihexylaluminium

trihexylaluminium

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With iron(III) chloride; copper(I) bromide55%
Octanal
124-13-0

Octanal

1,1-dibromomethane
74-95-3

1,1-dibromomethane

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With chloro-trimethyl-silane; zinc In tetrahydrofuran at 50℃; for 3h;54%
1-Bromononane
693-58-3

1-Bromononane

A

nonane
111-84-2

nonane

B

decane
124-18-5

decane

C

non-1-ene
124-11-8

non-1-ene

Conditions
ConditionsYield
With Me3Co(CN)2Li3 In tetrahydrofuran for 18h; Product distribution; for -78 deg C to r.t., variation of reagent;A 3%
B 36%
C 51%
nonyl alcohol
143-08-8

nonyl alcohol

A

non-1-ene
124-11-8

non-1-ene

B

nonanoic acid
112-05-0

nonanoic acid

Conditions
ConditionsYield
With cobalt(II) oxide; N,N,N,N,-tetramethylethylenediamine; oxygen In water at 100℃; under 13501.4 Torr; for 35h;A 32%
B 50%
(Z)-2-nonen-1-ol
41453-56-9

(Z)-2-nonen-1-ol

A

nonane
111-84-2

nonane

B

non-1-ene
124-11-8

non-1-ene

C

cis-2-nonene
6434-77-1

cis-2-nonene

D

nonyl alcohol
143-08-8

nonyl alcohol

Conditions
ConditionsYield
With methanol; toluene-4-sulfonic acid at 25℃; for 5h; Reagent/catalyst; Inert atmosphere; Sealed tube; UV-irradiation;A n/a
B n/a
C 48%
D n/a
nonyl alcohol
143-08-8

nonyl alcohol

A

non-1-ene
124-11-8

non-1-ene

B

Nonane-1-thiol
1455-21-6

Nonane-1-thiol

C

dinonylsulfane
929-98-6

dinonylsulfane

Conditions
ConditionsYield
With P, S at 170 - 200℃; for 6.5h; Product distribution;A 14.9%
B 24.3%
C 21.2%
(3Z)-1-chloro-3-nonene

(3Z)-1-chloro-3-nonene

A

non-1-ene
124-11-8

non-1-ene

B

cis-1-n-pentylbuta-1,3-diene
56700-77-7

cis-1-n-pentylbuta-1,3-diene

Conditions
ConditionsYield
Stage #1: (3Z)-1-chloro-3-nonene With n-butyllithium; zirconocene dichloride In diethyl ether; hexane at -50 - 34℃;
Stage #2: With hydrogenchloride In diethyl ether; hexane at 20℃;
A 20%
B n/a
lithium aluminium tetrahydride
16853-85-3

lithium aluminium tetrahydride

non-1-ene
124-11-8

non-1-ene

aluminium bromide
7727-15-3

aluminium bromide

1-dibromoaluminiononane
180334-67-2

1-dibromoaluminiononane

Conditions
ConditionsYield
In diethyl ether; benzene Ar, LiAlH4 in ether added to benzene under stirring, most of the solvent removed, benzene and AlBr3 in benzene added, stirred at 20°C for 1 h, org. compound in benzene added dropwise under stirring, warmed to30-40°C for 5-10 min; NMR;100%
triphenyl phosphite
101-02-0

triphenyl phosphite

non-1-ene
124-11-8

non-1-ene

tri(p-nonylphenyl)phosphite
3050-88-2

tri(p-nonylphenyl)phosphite

Conditions
ConditionsYield
Stage #1: triphenyl phosphite With bis(p-dimethylaminophenyl)methanone at 120℃; for 1h; Inert atmosphere;
Stage #2: non-1-ene at 130 - 140℃; under 750.075 Torr; Reagent/catalyst; Temperature; Pressure; UV-irradiation; Autoclave;
99.56%
non-1-ene
124-11-8

non-1-ene

2-Nonanone
821-55-6

2-Nonanone

Conditions
ConditionsYield
With Pd(II)(15-crown-5-phen)Cl2; dinitrogen monoxide In N,N-dimethyl acetamide; water at 150℃; under 2250.23 Torr; for 18h;99%
With palladium 10% on activated carbon; oxygen; copper dichloride In tetrahydrofuran; water Wacker oxidation; Reflux;73%
With oxygen; copper dichloride; palladium dichloride; cadmium In water at 60℃; for 8h;62%
non-1-ene
124-11-8

non-1-ene

nonane
111-84-2

nonane

Conditions
ConditionsYield
With water; zinc; chloro(1,5-cyclooctadiene)rhodium(I) dimer In 1,4-dioxane at 90℃; for 20h;99%
With magnesium; palladium on activated charcoal In methanol Ambient temperature;86%
With carbon monoxide; hydrogen; dimethyl amine In N,N-dimethyl-formamide at 150℃; under 9000.9 Torr; for 3h; Autoclave;17%
non-1-ene
124-11-8

non-1-ene

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane
185990-03-8

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

dimethyl(1-octyl)(phenyl)silane
64545-08-0

dimethyl(1-octyl)(phenyl)silane

Conditions
ConditionsYield
With [Cu(P,P′-(9,9-dimethyl-9H-xanthene-4,5-diyl)bis[N,N,N′,N′-tetraethyl-phosphonousdiamide])(2,9-dimethyl-1,10–phenanthroline)]PF6; potassium carbonate In water; acetonitrile at 30℃; Inert atmosphere; Flow reactor; Irradiation;99%
non-1-ene
124-11-8

non-1-ene

1,2-dibromononane
73642-91-8

1,2-dibromononane

Conditions
ConditionsYield
With Oxone; sodium bromide In tetrachloromethane; water at 0℃;98%
With bromine at -12 - -5℃;
2-methylquinoline
91-63-4

2-methylquinoline

non-1-ene
124-11-8

non-1-ene

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

C22H31NO2

C22H31NO2

Conditions
ConditionsYield
With {Au(dppm)}2Cl2; trifluoroacetic acid In methanol Inert atmosphere; UV-irradiation;97%
non-1-ene
124-11-8

non-1-ene

2-heptyl-1,2,4-trioxolane
88568-90-5

2-heptyl-1,2,4-trioxolane

Conditions
ConditionsYield
With oxygen; ozone In dichloromethane at -78℃; for 0.0333333h;96%
With ozone In dichloromethane at -78℃;90%
non-1-ene
124-11-8

non-1-ene

1,2-dichloro-n-nonane
56375-96-3

1,2-dichloro-n-nonane

Conditions
ConditionsYield
With Oxone; sodium chloride In tetrachloromethane; water at 0℃;96%
non-1-ene
124-11-8

non-1-ene

phenylsilane
694-53-1

phenylsilane

Ph(n-C9H19)SiH2

Ph(n-C9H19)SiH2

Conditions
ConditionsYield
With ([(Me3Si)2NC(N-cyclohexyl)2]2Lu(μ-H))2 In hexane for 12h;96%
With C37H57N4ScSi2 In benzene-d6 at 20℃; for 12h; Reagent/catalyst;
non-1-ene
124-11-8

non-1-ene

nonyl alcohol
143-08-8

nonyl alcohol

Conditions
ConditionsYield
With zinc borohydride; silica gel In 1,2-dimethoxyethane for 0.5h; Ambient temperature;95%
With zinc borohydride; silica gel In 1,2-dimethoxyethane for 0.5h; Ambient temperature; other alkenes: regioselective anti-Markovnikov hydration;95%
With zinc borohydride; silica gel In N,N-dimethyl-formamide for 0.5h; Ambient temperature;75%
non-1-ene
124-11-8

non-1-ene

Octanoic acid
124-07-2

Octanoic acid

Conditions
ConditionsYield
Stage #1: non-1-ene With oxygen; ozone In tetrahydrofuran at 0℃;
Stage #2: With semicarbazide hydrochloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
95%
Stage #1: non-1-ene With ozone In dichloromethane; acetic acid at 0℃;
Stage #2: With semicarbazide hydrochloride In dichloromethane; acetic acid at 0 - 20℃;
95%
With Oxone; osmium(VIII) oxide In N,N-dimethyl-formamide; tert-butyl alcohol at 20℃; for 3h;90%
non-1-ene
124-11-8

non-1-ene

triisobutylaluminum
100-99-2

triisobutylaluminum

(i-Bu)2AlC9H19
893418-22-9

(i-Bu)2AlC9H19

Conditions
ConditionsYield
zirconocene dichloride In benzene (Ar); mixture of Zr complex, olefine and soln. of organoaluminum compd. diluted with benzene, stirred at 20 °C for 5 h;95%
With hydrogenchloride; meso-Me2C(2-Me-4-But-C5H2)2ZrCl2 In water; benzene at 0 - 20℃; Reagent/catalyst; Inert atmosphere;
non-1-ene
124-11-8

non-1-ene

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

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

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

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

Conditions
ConditionsYield
Stage #1: non-1-ene; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane With 6-di-tert-butylphosphinomethyl-2,2'-bipyridine In tetrahydrofuran for 0.0166667h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: With sodium triethylborohydride In tetrahydrofuran at 25℃; for 0.166667h; Inert atmosphere; Glovebox; Schlenk technique;
95%
With (iPrPNN)CoCl2; sodium triethylborohydride In tetrahydrofuran; toluene at 25℃; for 0.25h; Time; Reagent/catalyst; Inert atmosphere; Glovebox; Schlenk technique; chemoselective reaction;95%
With C20H22AlN2PSe In neat (no solvent) at 30℃; for 8h; Schlenk technique; Glovebox; Inert atmosphere; chemoselective reaction;95%
non-1-ene
124-11-8

non-1-ene

phenylsilane
694-53-1

phenylsilane

Ph(n-C9H19)2SiH
1155673-50-9

Ph(n-C9H19)2SiH

Conditions
ConditionsYield
With ([(Me3Si)2NC(N-cyclohexyl)2]2Lu(μ-H))2 In hexane for 24h;94%
non-1-ene
124-11-8

non-1-ene

C12H23N2S(1+)*C2F6NO4S2(1-)

C12H23N2S(1+)*C2F6NO4S2(1-)

C21H41N2S(1+)*C2F6NO4S2(1-)

C21H41N2S(1+)*C2F6NO4S2(1-)

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Sealed tube; Inert atmosphere; Irradiation; regioselective reaction;94%
non-1-ene
124-11-8

non-1-ene

1,2-epoxynonane
28114-20-7

1,2-epoxynonane

Conditions
ConditionsYield
With [(C18H37)2(CH3)2N]3[SiO4H(WO5)3]; dihydrogen peroxide In ethyl acetate at 59.84℃; for 3h;93%
With C10H12NO(1+)*BF4(1-) In dichloromethane for 2h;91%
With C10H12NO(1+)*BF4(1-) In dichloromethane for 2h; Ambient temperature;91%
non-1-ene
124-11-8

non-1-ene

diethyl 2-benzylmalonate
607-81-8

diethyl 2-benzylmalonate

3,3-bis(ethoxycarbonyl)-1-n-heptyl-1,2,3,4-tetrahydronaphthalene

3,3-bis(ethoxycarbonyl)-1-n-heptyl-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With potassium acetate; manganese triacetate In acetic acid at 70℃; electrochemical reaction;92%
oxone

oxone

Os(VIII)

Os(VIII)

non-1-ene
124-11-8

non-1-ene

Octanoic acid
124-07-2

Octanoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium sulfate; OsO4 In ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol90%
non-1-ene
124-11-8

non-1-ene

(3S,4aR,6R,7R,8S)-3-allyl-6,7-bis(benzyloxy)-8-(benzyloxymethyl)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one
1454313-46-2

(3S,4aR,6R,7R,8S)-3-allyl-6,7-bis(benzyloxy)-8-(benzyloxymethyl)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

(3S,4aR,6R,7R,8S)-6,7-bis(benzyloxy)-8-(benzyloxymethyl)-3-(dec-2-en-1-yl)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one
1454313-47-3

(3S,4aR,6R,7R,8S)-6,7-bis(benzyloxy)-8-(benzyloxymethyl)-3-(dec-2-en-1-yl)hexahydropyrido[1,2-c][1,3]oxazin-1(3H)-one

Conditions
ConditionsYield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 20℃; for 24h;90%
non-1-ene
124-11-8

non-1-ene

phenyl carbamate
64-10-8

phenyl carbamate

A

C16H24N2O
1528729-11-4

C16H24N2O

B

C16H24N2O
1528729-14-7

C16H24N2O

Conditions
ConditionsYield
With N-iodo-succinimide at 45℃; for 2h; Molecular sieve; Inert atmosphere;A 90%
B 90%
non-1-ene
124-11-8

non-1-ene

C12H23N2S(1+)*C2F6NO4S2(1-)

C12H23N2S(1+)*C2F6NO4S2(1-)

C21H41N2S(1+)*C2F6NO4S2(1-)

C21H41N2S(1+)*C2F6NO4S2(1-)

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone In methanol at 20℃; for 8h; Sealed tube; Inert atmosphere; Irradiation; regioselective reaction;90%
non-1-ene
124-11-8

non-1-ene

Decan-2-one
693-54-9

Decan-2-one

(E)-9-methyloctadec-9-ene

(E)-9-methyloctadec-9-ene

Conditions
ConditionsYield
Stage #1: non-1-ene With 2,2'-azobis(isobutyronitrile); Thiophosphorsaeure-O,O-diethylester In tetrahydrofuran Heating;
Stage #2: Decan-2-one With sec.-butyllithium In tetrahydrofuran at -78 - 20℃; Horner-Wadsworth-Emmons reaction;
89%
non-1-ene
124-11-8

non-1-ene

A

1,2-epoxynonane
28114-20-7

1,2-epoxynonane

B

1,2-Nonanediol
42789-13-9

1,2-Nonanediol

Conditions
ConditionsYield
With H5PV2Mo10O40; oxygen; sodium sulfite In acetic acid at 65 - 110℃; under 750.075 Torr; for 11h; Temperature; Time;A 11%
B 89%
non-1-ene
124-11-8

non-1-ene

carbon monoxide
201230-82-2

carbon monoxide

Conditions
ConditionsYield
With propionic acid under 37503.8 Torr; for 1.5h; Pressure; Reagent/catalyst; Koch-Haaf Carboxylation; Autoclave; Heating;89%
methanol
67-56-1

methanol

non-1-ene
124-11-8

non-1-ene

methyl octanate
111-11-5

methyl octanate

Conditions
ConditionsYield
Stage #1: methanol; non-1-ene With oxygen; ozone at 0℃;
Stage #2: With 4-hydroxybenzoic acid hydrazide at 0 - 20℃; for 72h;
89%
Stage #1: methanol; non-1-ene With oxygen; ozone at 0℃;
Stage #2: With benzoic acid hydrazide at 0 - 20℃; for 72h;
73%

124-11-8Relevant articles and documents

Durch Bromirung ausgeloeste Umlagerung tertiaerer Allylalkohole: Der Einfluss eines Fluor-Substituent auf Reactionsgeschwindigkeit und reactionsverlauf

Nagakura, Isao,Savary, Dang Ngoc-Hue,Schlosser, Manfred

, p. 1257 - 1263 (1980)

The allyl alcohol bearing a methyl and a t-butyl group at the hydroxylated position was found to undergo a rearrangement when treated with bromine (or N-bromosuccinimide) in an aqueous medium and to afford a product mixture containing two regioisomeric ketones and one oxirane.Introduction of an additional methyl group or a fluorine atom at the non-terminal olefinic center led to a more selective discrimination between potential migratory groups.As the result of an exclusive t-butyl shift only one product, a ketone, was formed in both cases.Whereas the reaction rate only was slightly affected by the additional methyl group, it was substantually decreased by the fluorine atom.

SYNTHESE A L'AIDE DE SULFONE-XXV. SUBSTITUTION SUR DES SULFONES: L'ANION PHENYLSULFINATE COMME GROUPE PARTANT DANS LA SUBSTITUTION DES SULFONES ALLYLIQUES PAR DES REACTIFS DE GRIGNARD EN PRESENCE DE SELS DE CUIVRE

Julia, Marc,Righini-Tapie, Anne,Verpeaux, Jean-Noel

, p. 3283 - 3288 (1983)

Displacement reactions of the sulphinate anion from sulfones by Grignard reagents with copper catalysis take place readily with allylic sulphones.The regio chemistry and stereochemistry of the reaction are discussed.

Synthesis of 1-nonene from decanoic acid by polymer-bound palladium complexes

Tanaka, Satoshi,Shimizu, Kenji,Yamamoto, Iwao

, p. 1277 - 1278 (1997)

(PhCN)2PdCl2 or Pd(OAc)2 was immobilized on polyorganosiloxane bearing phosphine group as the support The catalytic activity of polymer-bound palladium complex revealed higher activity and selectivity than the homogeneous catalyst for the synthesis of 1-nonene from decanoic acid.

CROSS COUPLING OF ORGANOALUMINUM COMPOUNDS WITH PHENYL ALLYL SULFONE, CATALYZED BY TRANSITION METAL COMPOUNDS

Dzhemilev, U. M.,Ibragimov, A. G.,Minsker, D. L.

, p. 625 - 627 (1984)

-

CROSS COUPLING OF DIALKYLMAGNESIUM DERIVATIVES WITH ALLYLIC COMPOUNDS CATALYZED BY COPPER SALTS

Ibragimov, A. G.,Saraev, R. A.,Dzhemilev, U. M.

, p. 199 - 201 (1985)

-

Fabrication of Ni3N nanorods anchored on N-doped carbon for selective semi-hydrogenation of alkynes

Shi, Xiaozhen,Wen, Xin,Nie, Shilin,Dong, Jie,Li, Jingde,Shi, Yongqing,Zhang, Huiling,Bai, Guoyi

, p. 22 - 30 (2019/12/26)

Nickel is a highly active catalyst for the semi-hydrogenation of alkynes. However, the low selectivity of the alkene product caused by the over-hydrogenation reaction on Ni has hindered its practical applications. In this work, we report a new nickel nitride (Ni3N)-catalyzed semi-hydrogenation of alkynes to the corresponding alkenes. The Ni3N nanorods were facilely fabricated via a direct pyrolysis of the solid mixture of nickel acetate tetrahydrate and melamine (Mlm). The Ni3N phase in the optimum catalyst (Ni3N/NC-6/5-550) is shown to be effective and stable in the semi-hydrogenation of alkynes, with a high yield and good selectivity for alkenes (Z/E ratios up to >99/1). Both terminal and internal alkynes bearing a broad scope of functional groups are readily converted into alkenes with good chemo- and stereoselectivity. Notably, it was found that the over-hydrogenation can be markedly suppressed even at high conversion of alkyne. Density functional theory (DFT) calculations reveal that the low interaction between the alkene product and the Ni3N might plays a critical role in the selectivity enhancement.

CuPd Nanoparticles as a Robust Catalyst for Electrochemical Allylic Alkylation

Guo, Xuefeng,Lin, Honghong,Muzzio, Michelle,Pang, Huan,Shen, Mengqi,Sun, Shouheng,Wei, Kecheng,Williard, Paul,Yin, Zhouyang,Yu, Chao

supporting information, p. 15933 - 15936 (2020/07/04)

An efficient CuPd nanoparticle (NP) catalyst (3 nm CuPd NPs deposited on carbon support) is designed for catalyzing electrochemical allylic alkylation in water/isopropanol (1:1 v/v) and 0.2 m KHCO3 solution at room temperature. The Pd catalysis was Pd/Cu composition-dependent, and CuPd NPs with a Pd/Cu ratio close to one are the most efficient catalyst for the selective cross-coupling of alkyl halides and allylic halides to form C?C hydrocarbons with product yields reaching up to 99 %. This NP-catalyzed electrochemical allylic alkylation expands the synthetic scope of cross-coupling reactions and can be further extended to other organic reaction systems for developing green chemistry electrosynthesis methods.

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