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830-13-7 Usage

Chemical Properties

COLOURLESS TO WHITE ADHERING CRYSTALS

Uses

Cyclododecanone is a general chemical reagent used in organic synthesis.

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 2669, 1983 DOI: 10.1016/S0040-4039(00)87973-3Chemical and Pharmaceutical Bulletin, 32, p. 1840, 1984 DOI: 10.1248/cpb.32.1840Synthetic Communications, 26, p. 1651, 1996 DOI: 10.1080/00397919608002601

Check Digit Verification of cas no

The CAS Registry Mumber 830-13-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,3 and 0 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 830-13:
(5*8)+(4*3)+(3*0)+(2*1)+(1*3)=57
57 % 10 = 7
So 830-13-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H22O/c13-12-10-8-6-4-2-1-3-5-7-9-11-12/h1-11H2

830-13-7 Well-known Company Product Price

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  • Alfa Aesar

  • (L11563)  Cyclododecanone, 99%   

  • 830-13-7

  • 100g

  • 381.0CNY

  • Detail
  • Alfa Aesar

  • (L11563)  Cyclododecanone, 99%   

  • 830-13-7

  • 500g

  • 1337.0CNY

  • Detail

830-13-7SDS

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 Cyclododecanone

1.2 Other means of identification

Product number -
Other names Cyclododecanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,Intermediates
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:830-13-7 SDS

830-13-7Synthetic route

cyclododecanol
1724-39-6

cyclododecanol

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With bis-trimethylsilanyl peroxide; dipyridinium dichromate In dichloromethane at 25℃;100%
With tert.-butylhydroperoxide; dimesityl diselenide In benzene for 4h; Heating;100%
With bis-trimethylsilanyl peroxide; dipyridinium dichromate In dichloromethane for 0.5h;100%
cis,trans-4,8-cyclododecadien-1-one
65763-18-0

cis,trans-4,8-cyclododecadien-1-one

trans,cis-4,8-cyclododecadien-1-one
65763-17-9

trans,cis-4,8-cyclododecadien-1-one

trans,trans-cyclododeca-4,8-dienone
110307-32-9

trans,trans-cyclododeca-4,8-dienone

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In methanol at 60 - 70℃; under 7500.75 Torr; for 24h;99.5%
With hydrogen; palladium 10% on activated carbon at 50℃; under 3750.38 Torr; for 10h;98%
1,4-oxathiaspiro<4.11>hexadecane
70015-94-0

1,4-oxathiaspiro<4.11>hexadecane

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With eosin Y disodium salt In acetonitrile at 20℃; for 3h; Irradiation;99%
With perchloric acid; dihydrogen peroxide; ammonium bromide; molybdic acid In dichloromethane at 0 - 5℃; for 4h;96%
Stage #1: 1,4-oxathiaspiro<4.11>hexadecane With acetyl chloride; sodium nitrite In dichloromethane at 0 - 5℃; for 0.25h;
Stage #2: With water In dichloromethane at 0 - 20℃; for 0.166667h;
95%
Cyclododecyl methyl ether
2986-54-1

Cyclododecyl methyl ether

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With Oxone; potassium bromide In acetonitrile at 0 - 30℃; for 24h; Darkness; Green chemistry;99%
With silica gel; Nitrogen dioxide In tetrachloromethane for 0.5h; Ambient temperature;88%
With silica gel; Nitrogen dioxide In tetrachloromethane for 0.5h; Product distribution; Mechanism; Ambient temperature; var. ethers;88%
C19H29BrO
1616490-83-5

C19H29BrO

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With Oxone; potassium bromide In acetonitrile at 0 - 30℃; for 24h; Darkness; Green chemistry;99%
(E)/(Z)-cyclododec-2-enone
42858-38-8

(E)/(Z)-cyclododec-2-enone

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With enone reductase from Sporidiobolus salmonicolor TPU 2001; NADH In aq. phosphate buffer at 30℃; for 1h; pH=7; Kinetics; Enzymatic reaction;98.8%
(E)-cyclododec-2-enone
42858-38-8

(E)-cyclododec-2-enone

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With triethyl borane; triphenylstannane In hexane; benzene at 25℃; for 6h;98%
With triethyl borane; triphenylstannane In hexane; benzene at 25℃; for 6h; other substrates;98%
2,12-dibromocyclododecanone
24459-40-3

2,12-dibromocyclododecanone

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 12h; Ambient temperature;98%
cyclododecanone semicarbazone
14990-47-7

cyclododecanone semicarbazone

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
Amberlyst 15 In water; acetone at 80℃; for 15h;98%
1,1-bis(phenylthio)cyclododecanone
85895-36-9

1,1-bis(phenylthio)cyclododecanone

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid In dichloromethane for 1h; Ambient temperature;98%
1,2-epoxycyclododecane
286-99-7

1,2-epoxycyclododecane

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With polyethylene glycol-400; lithium bromide at 194℃; for 4h;98%
With Pd/ZrO2 at 220 - 230℃;98%
In nitrogen; toluene94%
cyclododecanone ethylene acetal
650-06-6

cyclododecanone ethylene acetal

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With iodine In acetone at 56℃; for 5h;97%
palladium (II) ion In acetone for 1h; Ambient temperature;96 % Chromat.
{(E)-3-[1-(2-Methoxy-ethoxymethoxy)-cyclododecyl]-propenyl}-trimethyl-silane
160036-85-1

{(E)-3-[1-(2-Methoxy-ethoxymethoxy)-cyclododecyl]-propenyl}-trimethyl-silane

A

cyclododecanone
830-13-7

cyclododecanone

B

1-Oxa-spiro[5.11]heptadec-3-ene

1-Oxa-spiro[5.11]heptadec-3-ene

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at -78℃; for 0.5h;A 97%
B 2%
1,5-dithiaspiro<5.11>heptadecane
60719-91-7

1,5-dithiaspiro<5.11>heptadecane

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With iron(III)-acetylacetonate; dihydrogen peroxide; sodium iodide In water; ethyl acetate at 20℃; for 2.8h;97%
Stage #1: 1,5-dithiaspiro<5.11>heptadecane With trichloroisocyanuric acid; silica gel at 20℃; for 0.05h;
Stage #2: With water at 20℃;
89%
With dihydrogen peroxide; tantalum pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 5h;89%
cis-1,2-epoxycyclododecane
1502-29-0

cis-1,2-epoxycyclododecane

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With lithium iodide at 140℃; for 3h;96%
nitrocyclododecane
1781-70-0

nitrocyclododecane

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate 1.) MeOH, 0 deg C, H2O 2.) 8h, room temp.;96%
With potassium permanganate; sodium hydride; magnesium sulfate; tert-butyl alcohol 1.) pentane, 20 min, 2.) water, 10 min; Yield given. Multistep reaction;
2-bromocyclododecan-1-one
31236-94-9

2-bromocyclododecan-1-one

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With tetrahydrofuran; chromium chloride; lithium aluminium tetrahydride In tetrahydrofuran for 3.5h; Ambient temperature;96%
With DMBI In 1,4-dioxane for 52h; Heating;95%
2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-1-oxa-4-thia-2-aza-spiro[4.11]hexadecane
88358-52-5

2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-1-oxa-4-thia-2-aza-spiro[4.11]hexadecane

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran96%
C18H34N2O
1207858-28-3

C18H34N2O

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With selenium(IV) oxide; dihydrogen peroxide In methanol at 20℃; pH=7; aq. phosphate buffer;96%
2-(1-Hydroxy-cyclododecyl)-3-methyl-benzothiazol-3-ium; iodide
104151-45-3

2-(1-Hydroxy-cyclododecyl)-3-methyl-benzothiazol-3-ium; iodide

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With potassium carbonate In hexane at 60℃; for 2h;95%
1,1-Bis-ethylsulfanyl-cyclododecane
115663-67-7

1,1-Bis-ethylsulfanyl-cyclododecane

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid In dichloromethane for 1h; Ambient temperature;95%
Stage #1: 1,1-Bis-ethylsulfanyl-cyclododecane With acetyl chloride; sodium nitrite In dichloromethane at 0 - 5℃; for 0.25h;
Stage #2: With water In dichloromethane at 0 - 20℃; for 0.5h;
78%
With cetyl(trimethyl)-ammonium tribromide In dichloromethane at 0 - 5℃; for 0.25h;75%
cyclododecanone dimethylhydrazone
78804-10-1

cyclododecanone dimethylhydrazone

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With sodium perborate; sodium hydroxide; potassium dihydrogenphosphate; water In tert-butyl alcohol at 60℃; for 12h;95%
cyclododecanone oxime
946-89-4

cyclododecanone oxime

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With ammonium peroxydisulfate; Montmorillonite K10; silver nitrate In hexane at 50℃; for 2.5h;95%
With silica gel; chromic acid In dichloromethane93%
With L-alanin; silica gel; chlorochromic acid In dichloromethane at 20℃; for 5h;90%
(phenylmethoxy)cyclododecane
121758-10-9

(phenylmethoxy)cyclododecane

A

benzaldehyde
100-52-7

benzaldehyde

B

cyclododecanone
830-13-7

cyclododecanone

C

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With Oxone; potassium bromide In acetonitrile at 0 - 30℃; for 24.5h; Solvent; Temperature; Reagent/catalyst; Darkness; Green chemistry;A 21%
B 95%
C 33%
2-(phenylseleno)cyclododecan-1-one
42858-37-7

2-(phenylseleno)cyclododecan-1-one

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran; methanol at 0℃; for 0.25h;93%
N'-cyclododecylidene-4-methylbenzenesulfonohydrazide
3552-02-1

N'-cyclododecylidene-4-methylbenzenesulfonohydrazide

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
Envirocat EPZG In water; acetone at 80℃; for 3h;93%
With 1-methyl-1H-imidazole; oxygen; pivalaldehyde; (NMe4)2[Ni(Me2opba)]*4H2O In fluorobenzene at 20℃; for 24h; Oxidation;82%
α-iodocyclododecanone
69381-33-5

α-iodocyclododecanone

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With diphosphorus tetraiodide In dichloromethane at 25℃; for 1h;92%
Cyclododecanone 2,4-Dinitrophenylhydrazone
907-99-3

Cyclododecanone 2,4-Dinitrophenylhydrazone

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
Amberlyst 15 In water; acetone at 80℃; for 5h;92%
Cyclododecanone diethyl acetal
957-17-5

Cyclododecanone diethyl acetal

cyclododecanone
830-13-7

cyclododecanone

Conditions
ConditionsYield
With calcium chloride In 1,4-dioxane; water at 19.85 - 179.85℃; under 7575.61 Torr; for 0.666667h;92%
cyclododecanone
830-13-7

cyclododecanone

cyclododecanol
1724-39-6

cyclododecanol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; sodium cyanoborohydride In tetrahydrofuran at 65℃; for 11h;100%
With aluminum oxide; sodium tetrahydroborate In hexane at 60℃; for 3h;98%
With tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen; potassium carbonate In water; isopropyl alcohol at 100℃; under 22502.3 Torr; for 17h; Inert atmosphere;98%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

cyclododecanone
830-13-7

cyclododecanone

1-trimethylsilyloxy-1-cyclododecanecarbonitrile
50361-51-8

1-trimethylsilyloxy-1-cyclododecanecarbonitrile

Conditions
ConditionsYield
With zinc(II) iodide100%
With lithium perchlorate; tetraethylammonium perchlorate In dichloromethane Ambient temperature; electrolysis: 0.28 F/mol;95%
With n-butyllithium In tetrahydrofuran; hexane for 2h; Ambient temperature;90.6%
With zinc(II) iodide
formaldehyd
50-00-0

formaldehyd

cyclododecanone
830-13-7

cyclododecanone

2-methylenecyclododecanone
3045-76-9

2-methylenecyclododecanone

Conditions
ConditionsYield
With N-methylanilinium trifluoroacetate In 1,4-dioxane at 100℃; for 4h;100%
With N-methylanilinium trifluoroacetate In 1,4-dioxane for 4.5h; Heating;48%
1-chloroethyl p-tolyl sulfoxide
50635-71-7, 50635-72-8, 31350-93-3

1-chloroethyl p-tolyl sulfoxide

cyclododecanone
830-13-7

cyclododecanone

1-<1-chloro-1-(p-tolylsulfinyl)ethyl>-1-cyclododecanol
159763-15-2

1-<1-chloro-1-(p-tolylsulfinyl)ethyl>-1-cyclododecanol

Conditions
ConditionsYield
at -70℃;100%
With n-butyllithium; diisopropylamine In tetrahydrofuran at -65℃; for 0.416667h;85%
cyclododecanone
830-13-7

cyclododecanone

cyclododecanone oxime
946-89-4

cyclododecanone oxime

Conditions
ConditionsYield
With pyridine; hydroxylamine hydrochloride In ethanol at 90 - 100℃; for 2h;100%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux;99%
With ammonium chloride; Amberlyst A-21 In ethanol for 1h; Ambient temperature;96%
cyclododecanone
830-13-7

cyclododecanone

2-chlorocyclododecanone
35951-28-1

2-chlorocyclododecanone

Conditions
ConditionsYield
Stage #1: cyclododecanone With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: With methyl chlorosulfate In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
100%
With p-toluenesulfonyl chloride; lithium diisopropyl amide In tetrahydrofuran -78 deg C to room t.;83%
With [bis(acetoxy)iodo]benzene; iron(III) chloride hexahydrate In acetic acid at 20℃; for 18h; Inert atmosphere;79%
cyclododecanone
830-13-7

cyclododecanone

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

N'-cyclododecylidene-4-methylbenzenesulfonohydrazide
3552-02-1

N'-cyclododecylidene-4-methylbenzenesulfonohydrazide

Conditions
ConditionsYield
In ethanol at 100℃; for 1h;100%
In ethanol at 100℃; for 1.66667h; Inert atmosphere;100%
In methanol at 20℃; Schlenk technique;100%
cyclododecanone
830-13-7

cyclododecanone

trimethyl orthoformate
149-73-5

trimethyl orthoformate

2-dimethoxymethyl-cyclododecanone

2-dimethoxymethyl-cyclododecanone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 2h;100%
thiosemicarbazide
79-19-6

thiosemicarbazide

cyclododecanone
830-13-7

cyclododecanone

cyclododecanone thiosemicarbazone'

cyclododecanone thiosemicarbazone'

Conditions
ConditionsYield
With acetic acid In ethanol for 0.5h; Reflux;100%
With acetic acid In ethanol for 24h; Reflux;
cyclododecanone
830-13-7

cyclododecanone

2-methoxyethyl cyclododec-1-enyl ether

2-methoxyethyl cyclododec-1-enyl ether

Conditions
ConditionsYield
With sodium hydroxide; trimethyl orthoformate In 2-methoxy-ethanol99.8%
cyclododecanone
830-13-7

cyclododecanone

allyl bromide
106-95-6

allyl bromide

1-(2-propenyl)cyclododecan-1-ol
18208-71-4

1-(2-propenyl)cyclododecan-1-ol

Conditions
ConditionsYield
With manganese; chloro-trimethyl-silane; lead(II) chloride In tetrahydrofuran at 25℃; for 0.5h; Product distribution; further times, reagent ratios;99%
With manganese; chloro-trimethyl-silane; lead(II) chloride In tetrahydrofuran at 25℃; for 0.5h;99%
Stage #1: allyl bromide With indium; aluminium In tetrahydrofuran at 25℃; for 0.5h;
Stage #2: cyclododecanone In tetrahydrofuran at 10℃; for 0.5h; Further stages.;
98%
ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

cyclododecanone
830-13-7

cyclododecanone

1,4-dithiaspiro<4.11>hexadecane
16775-67-0

1,4-dithiaspiro<4.11>hexadecane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;99%
With toluene-4-sulfonic acid In toluene Reflux;99%
With boron trifluoride diacetate for 0.25h;95%
cyclododecanone
830-13-7

cyclododecanone

diethyl (isocyanomethyl)phosphonate

diethyl (isocyanomethyl)phosphonate

(isocyanomethylene)cyclododecane

(isocyanomethylene)cyclododecane

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 2h;99%
methanol
67-56-1

methanol

cyclododecanone
830-13-7

cyclododecanone

Cyclododecanone dimethoxy acetal
950-33-4

Cyclododecanone dimethoxy acetal

Conditions
ConditionsYield
With trimethyl orthoformate at 20℃; for 1h;99%
cyclododecanone
830-13-7

cyclododecanone

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

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

2-(cyclododecyloxy)pinacolborane

2-(cyclododecyloxy)pinacolborane

Conditions
ConditionsYield
With La(Cp)3 In tetrahydrofuran at 20℃; for 2h; Reagent/catalyst; Inert atmosphere;99%
With [RhCl2(p-cymene)]2 In benzene at 60℃; for 15h; Inert atmosphere; Glovebox; chemoselective reaction;
With tris(cyclopentadienyl)lanthanum(III) In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;
With tris(η5-methylcyclopentadienyl)lanthanum(III) In tetrahydrofuran at 20℃; for 0.166667h; Catalytic behavior; Schlenk technique; Glovebox; Inert atmosphere; chemoselective reaction;99 %Spectr.
With La(Cp)3 In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
diethyl cyanophosphonate
2942-58-7

diethyl cyanophosphonate

lithium cyanide
2408-36-8

lithium cyanide

cyclododecanone
830-13-7

cyclododecanone

1-cyanocyclododecyl diethylphosphate
88151-69-3

1-cyanocyclododecyl diethylphosphate

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.0833333h;99%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

cyclododecanone
830-13-7

cyclododecanone

[((E)-Cyclododec-1-enyl)oxy]-trimethyl-silane
55314-44-8

[((E)-Cyclododec-1-enyl)oxy]-trimethyl-silane

Conditions
ConditionsYield
With triethylamine; sodium iodide In acetonitrile; pentane at 20℃; for 12h;98%
With magnesium In N,N-dimethyl-formamide at 15 - 25℃;80%
With triethylamine In N,N-dimethyl-formamide at 120℃;
cyclododecanone
830-13-7

cyclododecanone

salicylamide
65-45-2

salicylamide

Spiro<2H-1,3-benzoxazine-2,1'-cyclododecan>-4(3H)-one
77773-97-8

Spiro<2H-1,3-benzoxazine-2,1'-cyclododecan>-4(3H)-one

Conditions
ConditionsYield
98%
cyclododecanone
830-13-7

cyclododecanone

formic acid ethyl ester
109-94-4

formic acid ethyl ester

(Z)-2-(hydroxymethylidene)cyclododecanone
949-07-5

(Z)-2-(hydroxymethylidene)cyclododecanone

Conditions
ConditionsYield
Stage #1: formic acid ethyl ester With potassium tert-butylate In tetrahydrofuran at 0℃;
Stage #2: cyclododecanone In tetrahydrofuran at 0 - 20℃;
98%
With sodium methylate In diethyl ether for 12h; Ambient temperature;
cyclododecanone
830-13-7

cyclododecanone

1,1-dichlorocyclododecane
60223-10-1

1,1-dichlorocyclododecane

Conditions
ConditionsYield
With phosphorus pentachloride In benzene at 0 - 20℃; for 28h;98%

830-13-7Relevant articles and documents

EFFECT OF RING SIZE ON THE ACID-CATALYSED HYDROLYSIS OF CYCLIC α,β-EPOXYSILANES

Nagendrappa, Gopalpur,Vidyapati, T. J.

, p. 31 - 38 (1985)

Acid-catalysed hydrolysis of epoxysilanes derived from common-, medium- and large-ring vinylsilanes is described.Whereas the large epoxysilanes give ketones, the medium-ring epoxysilanes give transannular products and the common-ring epoxysilanes provide α,β-dihydroxysilanes.The results are explained as due to the conformational rigidity in the common-ring silyldiols and the conformational freedom in the large-ring silyldiols to achive antiperiplanar geometry for 1,2-elimination of trimethylsilanol.

The effect of ligand variation on the rate of cyclododecane oxidation under modified GoAgg(II) conditions

About-Jaudet,Barton,Csuhai,Ozbalik

, p. 1657 - 1660 (1990)

The effect of various ligands on the GoAgg(II) oxidation of cyclododecane to cyclododecanone has been investigated. The addition of picolinic acid and a number of its congeners increases the rate of oxidation up to fiftyfold. On the other hand, the addition of pyridine-2-phosphonic acid stops oxidation completely.

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McCormick

, p. 1701 (1974)

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Method for the continuous production of ketones from epoxides in a fixed bed

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Paragraph 0076-0096, (2021/06/04)

A method is useful for the continuous production of ketones from a compound with at least one epoxide group in at least one fixed bed reactor. A catalyst composition is used with at least one noble metal and at least one metal oxide. To reduce the proportions of high-boilers which form in the reaction, an inert gas is introduced so that a carbon monoxide partial pressure of 50 mbar or less is set in the reactor.

Three metal centers (Co _AOMARKENCODEAMPX0AOA) Cu _AOMARKENCODEAMPX0AOA Method using Zn) 2D MOFs/ultraviolet light to catalyze oxidation of cycloalkane

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Paragraph 0028; 0081-0082, (2021/11/06)

The invention relates to a three-metal center (Co _AOMARKENCODEAMPX0AOA). Cu _AOMARKENCODEAMPX0AOA The method comprises Zn) 2D MOFs/ultraviolet light catalytic oxidation of cycloalkane to synthesize cycloalkyl alcohol and cycloalkanone, and belongs to the field of industrial catalysis and fine organic synthesis. To the application method, metalloporphyrin three-metal center (Co _AOMARKENCODEAMPX0AOA) is used. Cu _AOMARKENCODEAMPX0AOA Zn) 2D MOFs dispersed in cycloalkane, wherein metalloporphyrin three-metal center (Co _AOMARKENCODEAMPX0AOA) Cu _AOMARKENCODEAMPX0AOA Zn) 2D MOFs mass is 0.01% - 20%, g / mol of the substance of the cycloalkane, and the reaction system is sealed. An oxidant is introduced, the ultraviolet lamp is a light source, and the reaction liquid of the stirring reaction 2.0-24 . 0h. is subjected to post-treatment to obtain the product cycloalkyl alcohol and cycloalkyl ketone. The method provided by the invention has the advantages of low reaction temperature, mild reaction conditions, high reaction efficiency, high selectivity of cycloalkyl alcohol and cycloalkyl ketone, less byproducts and small environmental impact. The invention provides a high efficiency. Available, safe cycloalkanes selectively catalyze the oxidative synthesis of cycloalkyl alcohols and cycloalkyl ketones.

Oxidative Cleavage of Alkenes by O2with a Non-Heme Manganese Catalyst

Bennett, Elliot L.,Brookfield, Adam,Guan, Renpeng,Huang, Zhiliang,Mcinnes, Eric J. L.,Robertson, Craig M.,Shanmugam, Muralidharan,Xiao, Jianliang

supporting information, p. 10005 - 10013 (2021/07/19)

The oxidative cleavage of C═C double bonds with molecular oxygen to produce carbonyl compounds is an important transformation in chemical and pharmaceutical synthesis. In nature, enzymes containing the first-row transition metals, particularly heme and non-heme iron-dependent enzymes, readily activate O2 and oxidatively cleave C═C bonds with exquisite precision under ambient conditions. The reaction remains challenging for synthetic chemists, however. There are only a small number of known synthetic metal catalysts that allow for the oxidative cleavage of alkenes at an atmospheric pressure of O2, with very few known to catalyze the cleavage of nonactivated alkenes. In this work, we describe a light-driven, Mn-catalyzed protocol for the selective oxidation of alkenes to carbonyls under 1 atm of O2. For the first time, aromatic as well as various nonactivated aliphatic alkenes could be oxidized to afford ketones and aldehydes under clean, mild conditions with a first row, biorelevant metal catalyst. Moreover, the protocol shows a very good functional group tolerance. Mechanistic investigation suggests that Mn-oxo species, including an asymmetric, mixed-valent bis(μ-oxo)-Mn(III,IV) complex, are involved in the oxidation, and the solvent methanol participates in O2 activation that leads to the formation of the oxo species.

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