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4746-97-8

Basic Information
CAS No.: 4746-97-8
Name: 1,4-Cyclohexanedione monoethyleneacetal
Molecular Structure:
Molecular Structure of 4746-97-8 (1,4-Cyclohexanedione monoethyleneacetal)
Formula: C8H12O3
Molecular Weight: 156.18
Synonyms: 1,4-Cyclohexanedionecyclic ethylene monoketal;1,4-Cyclohexanedione mono(ethylene ketal);1,4-Cyclohexanedione, cyclic1,2-ethanediyl acetal;1,4-Dioxaspiro[4.5]decane-8-one;4-(Ethylenedioxy)cyclohexanone;Cyclohexane-1,4-dione mono(ethylene glycolketal);1,4-Cyclohexanedione mono-ethylene ketal;1,4-cyclohexanedione monoethylene acetal;
EINECS: -0
Density: 1.16 g/cm3
Melting Point: 70-73 °C(lit.)
Boiling Point: 268.3 °C at 760 mmHg
Flash Point: 106.7 °C
Solubility:
Appearance: off-white crystalline
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-36/37/39-26
Transport Information:
PSA: 35.53000
LogP: 0.87260
Synthetic route
6289-46-9

dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

107-21-1

ethylene glycol

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium hydrogen sulfate; water; 1-ethylimidazolium tetrafluoroborate at 110 - 132℃; for 5.5h; Temperature; Reagent/catalyst;97.8%
107-21-1

ethylene glycol

637-88-7

1,4-Cyclohexanedione

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With triethylmethylammonium chloride at 50℃; for 1h; Temperature; Reagent/catalyst;96%
With toluene-4-sulfonic acid In benzene at 100℃; for 1.5h;35%
With toluene-4-sulfonic acid In benzene for 4h; Heating;
64554-48-9

Bis<1,4-dioxaspiro<4.5>decan-8-yliden>hydrazin

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With HOF* CH3CN In dichloromethane at 0℃; for 0.0166667h;95%
67-51-6

3,5-dimethyl-1H-pyrazole

4-hydroxycyclohexane mono-ketal

4-hydroxycyclohexane mono-ketal

A

4746-97-8

cyclohexanedione monoethylene ketal

B

637-88-7

1,4-Cyclohexanedione

Conditions
ConditionsYield
In dichloromethane; ethyl acetateA 91%
B n/a
35357-34-7

1,4-dioxaspiro[4.5]deca-6,9-dien-8-one

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With hydrogen; N-ethyl-N,N-diisopropylamine; 1% Pd/C In 2-methyltetrahydrofuran at 30℃; under 75007.5 Torr; Autoclave;91%
22428-87-1

4,4-ethylenedioxycyclohexan-1-ol

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With Oxone; sodium ortho-iodobenzenesulfonate; sodium sulfate In ethyl acetate at 70℃; for 8h; Inert atmosphere;86%
With potassium peroxymonosulfate; sodium ortho-iodobenzenesulfonate; sodium sulfate In ethyl acetate at 70℃; for 8h;86%
With pyridine; chromium(VI) oxide
With tert.-butylhydroperoxide; Cs5V14As8O42Cl In water; acetone at 20℃; for 48h;20 %Chromat.
With tert.-butylhydroperoxide; Cs5V14As8O42Cl In water; acetone at 20℃; for 48h; Sealed tube;
183-97-1

1,4,9,12-Tetraoxa-dispiro[4.2.4.2]tetradecane

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With formaldehyd; silica gel; iron(III) chloride In water for 1h; Ring cleavage;86%
With water In acetic acid; trifluoroacetic acid at 45℃; for 14h;

1,4-Dioxa-9,13-dithia-dispiro[4.2.5.2]pentadecane

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With periodic acid In tetrahydrofuran; diethyl ether at -10℃; for 0.333333h;86%
98253-09-9

8-Methylsulfanyl-8-(toluene-4-sulfonyl)-1,4-dioxa-spiro[4.5]decane

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane; water Irradiation;83%
14160-65-7, 77793-24-9, 122090-88-4

ethyl 8-oxo-1,4-dioxaspiro[4.5]decane-7-carboxylate

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With potassium hydroxide In water for 6h; Ambient temperature;80%
With magnesium chloride In N,N,N,N,N,N-hexamethylphosphoric triamide at 150℃; for 2h;92 % Chromat.
124293-54-5

C20H24O5

A

4746-97-8

cyclohexanedione monoethylene ketal

114390-56-6

(1S,2R)-1,4-Dimethyl-1,2-dihydro-naphthalene-1,2-diol

Conditions
ConditionsYield
With acetic acid; zinc at 16℃; for 0.333333h;A 77%
B n/a
183-97-1

1,4,9,12-Tetraoxa-dispiro[4.2.4.2]tetradecane

637-88-7

1,4-Cyclohexanedione

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 100℃; for 1.25h;74%

4(-Ethylenedioxy)cyclohexanone oxime O-acetate

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
Stage #1: 4(-Ethylenedioxy)cyclohexanone oxime O-acetate With dicobalt octacarbonyl; triethylamine In diethyl ether at 20℃; for 0.25h; deoximation;
Stage #2: With water In methanol at 20℃; for 0.5h; Hydrolysis;
74%
51656-90-7

8-methylene-1,4-dioxaspiro[4.5]decane

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With 2,6-dimethylpyridine; sodium periodate; ruthenium(III) chloride trihydrate In dichloromethane; water; acetonitrile at 20℃; for 1h; Inert atmosphere;72%
124414-04-6

8,8-Dimethoxy-1,4-dioxa-spiro[4.5]decane

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
In water; dimethyl sulfoxide at 150℃; for 8h;64.7%
183-97-1

1,4,9,12-Tetraoxa-dispiro[4.2.4.2]tetradecane

A

4746-97-8

cyclohexanedione monoethylene ketal

B

637-88-7

1,4-Cyclohexanedione

Conditions
ConditionsYield
With formaldehyd; silica gel; iron(III) chloride at 20℃; for 0.416667h;A 58%
B 22 % Chromat.
19449-26-4

N,N-dimethylformamide ethylene acetal

637-88-7

1,4-Cyclohexanedione

A

4746-97-8

cyclohexanedione monoethylene ketal

B

183-97-1

1,4,9,12-Tetraoxa-dispiro[4.2.4.2]tetradecane

Conditions
ConditionsYield
With acetic acid In dichloromethane at 20℃; for 30h;A 34%
B 7%
107-21-1

ethylene glycol

637-88-7

1,4-Cyclohexanedione

A

4746-97-8

cyclohexanedione monoethylene ketal

B

183-97-1

1,4,9,12-Tetraoxa-dispiro[4.2.4.2]tetradecane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;A 28%
B 25%
With toluene-4-sulfonic acid In hexane; benzene Heating;A 24%
B 25%
19719-88-1

ethyl 3-<2-<2-(ethoxycarbonyl)ethyl><1,3>dioxolan-2-yl>propionate

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With sodium; xylene
19719-88-1

ethyl 3-<2-<2-(ethoxycarbonyl)ethyl><1,3>dioxolan-2-yl>propionate

A

4746-97-8

cyclohexanedione monoethylene ketal

B

14160-65-7, 77793-24-9, 122090-88-4

ethyl 8-oxo-1,4-dioxaspiro[4.5]decane-7-carboxylate

Conditions
ConditionsYield
With sodium; xylene

Trimethyl-(1,4,9,12-tetraoxa-dispiro[4.2.4.2]tetradec-2-ylmethyl)-silane

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With lithium tetrafluoroborate In acetonitrile for 0.5h; Product distribution; Heating; var. reag.: 0.1M HF in water, 15 min, RT;
56-23-5

tetrachloromethane

19719-88-1

ethyl 3-<2-<2-(ethoxycarbonyl)ethyl><1,3>dioxolan-2-yl>propionate

143-19-1

sodium Oleate

sodium

sodium

A

4746-97-8

cyclohexanedione monoethylene ketal

B

14160-65-7, 77793-24-9, 122090-88-4

ethyl 8-oxo-1,4-dioxaspiro[4.5]decane-7-carboxylate

180918-12-1

4-oximinocyclohexanone ethylene ketal

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: Et3N / diethyl ether / 7 h / 20 °C
2.1: Co2(CO)8; Et3N / diethyl ether / 0.25 h / 20 °C
2.2: 74 percent / H2O / methanol / 0.5 h / 20 °C
View Scheme
75945-89-0

2.2-Bis-β-chlorethyl-1.3-dioxolan

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 62 percent / NaH / dimethylformamide / 25 - 60 °C
2: 83 percent / NaHCO3 / dioxane; H2O / Irradiation
View Scheme
13482-22-9

4-hydroxycyclohexanone

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: benzene; toluene-4-sulfonic acid / Erwaermen des Reaktionsprodukts mit methanol. Natronlauge
2: chromium (VI)-oxide; pyridine
View Scheme
6317-49-3

4-oxopimelate

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: benzene; toluene-4-sulfonic acid / Entfernen des entstehenden Wassers
2: sodium; xylene
View Scheme
823-19-8

3-hydroxycyclohexanone

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: benzene; toluene-4-sulfonic acid
2: chromium (VI)-oxide; pyridine
View Scheme
56292-99-0

4-methoxycyclohexanone ethylene ketal

4746-97-8

cyclohexanedione monoethylene ketal

Conditions
ConditionsYield
With calcium hypochlorite; acetic acid In water; acetonitrile at 0℃; regioselective reaction;76 mg
4746-97-8

cyclohexanedione monoethylene ketal

108-86-1

bromobenzene

94112-58-0

4-hydroxy-4-phenyl-cyclohexanone ethylene ketal

Conditions
ConditionsYield
Stage #1: bromobenzene With magnesium In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Reflux;
Stage #2: cyclohexanedione monoethylene ketal In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;
100%
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
Stage #2: cyclohexanedione monoethylene ketal In tetrahydrofuran at 0 - 55℃; Inert atmosphere;
41%
With tert.-butyl lithium 1.) THF, -60 deg C, 3 h, 2.) THF, RT, overnight; Yield given. Multistep reaction;
Stage #1: bromobenzene With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.5h; Inert atmosphere;
Stage #2: cyclohexanedione monoethylene ketal In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
4746-97-8

cyclohexanedione monoethylene ketal

867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

51656-91-8

ethyl 1,4-dioxaspiro[4,5]dec-8-ylideneacetate

Conditions
ConditionsYield
With sodium hydride In 1,2-dimethoxyethane for 11.5h; Ambient temperature;100%
With sodium hydride In tetrahydrofuran at 0℃; for 0.666667h; Horner-Wadsworth-Emmons reaction;100%
Stage #1: cyclohexanedione monoethylene ketal With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h;
Stage #2: diethoxyphosphoryl-acetic acid ethyl ester In tetrahydrofuran; mineral oil at -20 - 20℃; for 3h;
100%
4746-97-8

cyclohexanedione monoethylene ketal

50635-71-7, 50635-72-8, 31350-93-3

1-chloroethyl p-tolyl sulfoxide

134970-38-0

8-[1-Chloro-1-(toluene-4-sulfinyl)-ethyl]-1,4-dioxa-spiro[4.5]decan-8-ol

Conditions
ConditionsYield
at -70℃;100%
With lithium diisopropyl amide In tetrahydrofuran at -70℃;90%
With lithium diisopropyl amide 1.) THF; Multistep reaction;
4746-97-8

cyclohexanedione monoethylene ketal

100-46-9

benzylamine

131511-13-2

4-(N-benzylamino)cyclohexanone ethylene acetal

Conditions
ConditionsYield
Stage #1: cyclohexanedione monoethylene ketal; benzylamine With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 20h;
Stage #2: With sodium hydroxide In dichloromethane; water
100%
Stage #1: cyclohexanedione monoethylene ketal; benzylamine With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 2h;
Stage #2: With water; sodium hydrogencarbonate In dichloromethane
100%
Stage #1: cyclohexanedione monoethylene ketal; benzylamine In dichloromethane at 20℃; for 6h; Molecular sieve;
Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 1h;
99%
4746-97-8

cyclohexanedione monoethylene ketal

22428-87-1

4,4-ethylenedioxycyclohexan-1-ol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol for 2.5h;100%
With sodium tetrahydroborate In methanol at 0 - 20℃; for 3h;100%
With sodium tetrahydroborate In methanol at 0 - 20℃;100%
4746-97-8

cyclohexanedione monoethylene ketal

1099-45-2

ethyl (triphenylphosphoranylidene)acetate

51656-91-8

ethyl 1,4-dioxaspiro[4,5]dec-8-ylideneacetate

Conditions
ConditionsYield
In toluene for 24h; Heating;100%
In benzene for 12h; Heating / reflux;90%
In benzene for 24h; Wittig reaction; Heating;90%
In benzene for 24h; Wittig Reaction; Heating / reflux;90%
In benzene for 1h; Heating;89%
4746-97-8

cyclohexanedione monoethylene ketal

21204-67-1

methyl (triphenylphosphoranylidene)acetate

172270-85-8

8-(methoxyformylmethylene)-1,4-dioxaspiro[4.5]decane

Conditions
ConditionsYield
In toluene for 45h; Inert atmosphere; Reflux;100%
In toluene Heating;94%
In toluene for 18h; Heating / reflux;81%
In toluene for 18h; Inert atmosphere; Reflux;60%
4746-97-8

cyclohexanedione monoethylene ketal

1779-49-3

Methyltriphenylphosphonium bromide

51656-90-7

8-methylene-1,4-dioxaspiro[4.5]decane

Conditions
ConditionsYield
With potassium tert-butylate In benzene at 25℃; for 1h;100%
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; for 0.666667h;
Stage #2: cyclohexanedione monoethylene ketal In tetrahydrofuran; hexane at 20℃;
92%
With sodium hydride In dimethyl sulfoxide90%
107-10-8

propylamine

4746-97-8

cyclohexanedione monoethylene ketal

676124-70-2

4-propylaminocyclohexan-1-one ethylene acetal

Conditions
ConditionsYield
Stage #1: propylamine With hydrogenchloride In methanol at 0 - 5℃; for 0.5h; pH=6 - 7;
Stage #2: cyclohexanedione monoethylene ketal In methanol at 5℃; for 0.25h;
Stage #3: With hydrogenchloride; sodium cyanoborohydride; sodium carbonate more than 3 stages;
100%
With hydrogen; palladium 10% on activated carbon In methanol under 3000.3 Torr;100%
With hydrogen; palladium 10% on activated carbon In methanol under 3000.3 Torr;100%
4746-97-8

cyclohexanedione monoethylene ketal

105-56-6

ethyl 2-cyanoacetate

173032-58-1

2-amino-6-(2'-spiro[1',3']dioxolane)-6,7-dihydro-4H-benzo[b]thiophen-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With morpholine; sulfur In ethanol at 50℃; for 16h; Gewald's 2-aminothiophene reaction;100%
With morpholine; sulfur In ethanol at 20℃; for 96h;99%
With morpholine; sulfur In ethanol at 20℃; for 96h;99%
4746-97-8

cyclohexanedione monoethylene ketal

14866-43-4

(1-hexadecyl)triphenylphosphonium bromide

503869-34-9

8-hexadecylidene-1,4-dioxaspiro[4.5]decane

Conditions
ConditionsYield
Stage #1: (1-hexadecyl)triphenylphosphonium bromide With potassium hexamethylsilazane In tetrahydrofuran at 20℃; for 15h;
Stage #2: cyclohexanedione monoethylene ketal In tetrahydrofuran at 20℃; for 12h; Wittig reaction;
100%
4746-97-8

cyclohexanedione monoethylene ketal

phenylbis[(trifluoromethyl)sulfonyl]amine

170011-47-9

1,4-dioxaspiro[4.5]dec-7-en-8-yl trifluoromethanesulfonate

Conditions
ConditionsYield
With potassium hexamethylsilazane In tetrahydrofuran; toluene at -78℃; for 4h;100%
Stage #1: cyclohexanedione monoethylene ketal With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 2h;
Stage #2: phenylbis[(trifluoromethyl)sulfonyl]amine In tetrahydrofuran; hexane at -78℃; Cooling;
33%
4746-97-8

cyclohexanedione monoethylene ketal

1-chloropropyl p-tolyl sulfoxide

733016-42-7

8-[1-chloro-1-(p-tolylsulfinyl)propyl]-1,4-dioxaspiro[4.5]decan-8-ol

Conditions
ConditionsYield
100%
4746-97-8

cyclohexanedione monoethylene ketal

97096-16-7

1,4-dioxaspiro[4.5]decan-8-amine

Conditions
ConditionsYield
With ammonia; hydrogen; palladium 10% on activated carbon In methanol under 3000.3 Torr;100%
With ammonium formate; C25H31ClIrN2OP at 50℃; for 18h; Leukardt-Wallach Amination; Sealed tube;99%
Stage #1: cyclohexanedione monoethylene ketal With sodium tris(acetoxy)borohydride; benzylamine In methanol; dichloromethane
Stage #2: With hydrogen; palladium(II) hydroxide In methanol
93%
4746-97-8

cyclohexanedione monoethylene ketal

37595-74-7

N,N-phenylbistrifluoromethane-sulfonimide

170011-47-9

1,4-dioxaspiro[4.5]dec-7-en-8-yl trifluoromethanesulfonate

Conditions
ConditionsYield
With potassium hexamethylsilazane In tetrahydrofuran; toluene at -78℃; for 4h;100%
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; for 0.5h; Inert atmosphere;100%
With lithium hexamethyldisilazane at -78 - 20℃; Inert atmosphere;100%
4746-97-8

cyclohexanedione monoethylene ketal

106-95-6

allyl bromide

429691-42-9

8-allyl-1,4-dioxaspiro[4,5]decan-8-ol

Conditions
ConditionsYield
With ammonium acetate; zinc In tetrahydrofuran cooling;100%
Stage #1: allyl bromide With magnesium In diethyl ether at 20℃; for 1.5h;
Stage #2: cyclohexanedione monoethylene ketal In diethyl ether at 20℃; for 3.5h; Grignard reaction;
With water; ammonium chloride; zinc In tetrahydrofuran at 20℃;
With ammonium chloride; zinc In tetrahydrofuran; water at 20℃;
4746-97-8

cyclohexanedione monoethylene ketal

13169-00-1

Methoxyallene

C12H18O4

Conditions
ConditionsYield
Stage #1: Methoxyallene With n-butyllithium In diethyl ether; hexane at -40℃; for 0.5h; Inert atmosphere;
Stage #2: cyclohexanedione monoethylene ketal In diethyl ether; hexane at -78℃; Inert atmosphere;
100%
Stage #1: Methoxyallene With n-butyllithium In diethyl ether; hexane at -40℃; for 0.333333h;
Stage #2: cyclohexanedione monoethylene ketal In diethyl ether; hexane at -78℃; for 2.5h; Further stages.;
4746-97-8

cyclohexanedione monoethylene ketal

20989-19-9

(2S)-2-amino-3-(4-methoxyphenyl)propan-1-ol

(S)-3-[(4-methoxyphenyl)methyl]-1,4-oxazaspiro[4.5]decan-8-one ethylene acetal

Conditions
ConditionsYield
With molecular sieve In dichloromethane at 20℃; for 2h;100%
4746-97-8

cyclohexanedione monoethylene ketal

118-93-4

o-hydroxyacetophenone

911228-28-9

dispiro[chromane-2,1'-cyclohexane-4',2''-[1,3]dioxolan]-4-one

Conditions
ConditionsYield
With pyrrolidine In methanol for 10h; Heating / reflux;100%
With pyrrolidine In ethanol at 80℃; for 12h; Kabe Chromanone Synthesis;
4746-97-8

cyclohexanedione monoethylene ketal

145100-51-2

N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide

170011-47-9

1,4-dioxaspiro[4.5]dec-7-en-8-yl trifluoromethanesulfonate

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78 - -20℃;100%
Stage #1: cyclohexanedione monoethylene ketal With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; for 1h;
Stage #2: N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide In tetrahydrofuran at -78 - -40℃; for 4h;
88%
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; for 2h;72%
4746-97-8

cyclohexanedione monoethylene ketal

93071-75-1

1-[3-(trifluoromethoxy)phenyl]methanamine

1031289-46-9

N-[3-(trifluoromethoxy)benzyl]-1,4-dioxaspiro[4.5]decan-8-amine

Conditions
ConditionsYield
Stage #1: cyclohexanedione monoethylene ketal; 1-[3-(trifluoromethoxy)phenyl]methanamine With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃;
Stage #2: With sodium hydroxide In tetrahydrofuran; water
100%
4746-97-8

cyclohexanedione monoethylene ketal

1066-54-2

trimethylsilylacetylene

320342-34-5

8-((trimethylsilyl)ethynyl)-1,4-dioxaspiro[4.5]decan-8-ol

Conditions
ConditionsYield
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -76℃; for 1h;
Stage #2: cyclohexanedione monoethylene ketal In tetrahydrofuran; hexane at -74℃; for 2h;
100%
With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere;77%
Stage #1: trimethylsilylacetylene With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: cyclohexanedione monoethylene ketal In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane
4746-97-8

cyclohexanedione monoethylene ketal

57-14-7

1,1-dimethylhydrazine

1037668-50-0

2-[1,4-dioxaspiro[4.5 ]decan-8-ylidene]-1,1-dimethylhydrazine

Conditions
ConditionsYield
In toluene at 20℃; Dean-Stark; Reflux;100%
In toluene Dean-Stark; Reflux;100%
With trifluoroacetic acid In benzene Heating;86%
With toluene-4-sulfonic acid In benzene for 6h; Reflux;
at 20℃; Neat (no solvent);
387-43-9

4-fluoroindole

4746-97-8

cyclohexanedione monoethylene ketal

282546-98-9

3-(1,4-dioxa-spiro[4,5]dec-7-en-8-yl)-4-fluoro-1H-indole

Conditions
ConditionsYield
With potassium hydroxide In methanol Heating;100%
4746-97-8

cyclohexanedione monoethylene ketal

22428-85-9

4-Methylencyclohexanol

Conditions
ConditionsYield
Stage #1: cyclohexanedione monoethylene ketal With n-butyllithium; Methyltriphenylphosphonium bromide In tetrahydrofuran at -10 - 25℃; for 17h;
Stage #2: With oxalic acid In water; acetone at 25℃; for 3.5h;
Stage #3: With sodium tetrahydroborate In tetrahydrofuran at 25℃; for 3h;
100%
Multi-step reaction with 3 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -10 °C
1.2: 4 h / -10 - 20 °C
2.1: water; oxalic acid / acetone / 3 h / 20 °C
3.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 1 h / -10 °C
1.2: 4 h / 20 °C
2.1: oxalic acid / water; acetone / 3 h / 20 °C
3.1: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / -10 °C
1.2: 4 h / 20 °C
2.1: oxalic acid / water; acetone / 3 h / 20 °C
3.1: sodium tetrahydroborate; methanol / 2 h / 0 - 20 °C
View Scheme
4746-97-8

cyclohexanedione monoethylene ketal

1066-54-2

trimethylsilylacetylene

70097-74-4

8-ethynyl-1,4-dioxaspiro[4.5]decan-8-ol

Conditions
ConditionsYield
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -76℃; for 1h;
Stage #2: cyclohexanedione monoethylene ketal In tetrahydrofuran; hexane at -74℃; for 2h;
Stage #3: With potassium carbonate In methanol at 20℃; for 2h;
100%
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.833333h;
Stage #2: cyclohexanedione monoethylene ketal In tetrahydrofuran; hexane at -70℃;
Stage #3: With methanol; potassium carbonate for 0.5h;
98%
4746-97-8

cyclohexanedione monoethylene ketal

4,4-difluoropiperidine hydrochloride

1373516-35-8

1-(1,4-dioxa-spiro[4.5]dec-8-yl)-4,4-difluoro-piperidine

Conditions
ConditionsYield
Stage #1: cyclohexanedione monoethylene ketal; 4,4-difluoropiperidine hydrochloride With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 20h;
Stage #2: With sodium hydroxide In dichloromethane pH=12;
100%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 24h; Inert atmosphere;2 g
4746-97-8

cyclohexanedione monoethylene ketal

74-89-5

methylamine

1071066-97-1

N-(1,4-dioxaspiro-[4,5]-decan-8-yliden)-methanamine

Conditions
ConditionsYield
In ethanol at 20℃;100%
In ethanol at 20℃; for 2 - 24h;100%
4746-97-8

cyclohexanedione monoethylene ketal

7677-24-9

trimethylsilyl cyanide

615-43-0

2-iodophenylamine

C15H17IN2O2

Conditions
ConditionsYield
With acetic acid at 20℃; for 12h;100%
4746-97-8

cyclohexanedione monoethylene ketal

13291-18-4

isopropenylmagnesium bromide

8-(Prop-1-en-2-yl)-1,4-dioxaspiro[4.5]decan-8-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 5℃; for 2h; Inert atmosphere;100%
In tetrahydrofuran at 0 - 5℃; for 4h; Inert atmosphere;
In tetrahydrofuran at 5℃; for 2h;
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    1,4-Dioxaspiro[4.5]decan-8-one

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    1,4-Dioxaspiro[4.5]decan-8-one

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    1,4-Dioxaspiro[4.5]-8-decanone

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    1,4-Dioxaspiro[4.5]decan-8-one_

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  • BLOOM TECH Advanced API/Technology support 1,4-dioxaspiro[4.5]decan-8-one CAS 4746-97-8

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    Address:11F, Building A1, No.288 North Zhongshan Road, Gulou District, Nanjing,210003, P.R.China.

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    Address:No.7-9,Guanghua St.,Zhonglou District,Changzhou,China

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    1,4-Dioxaspiro[4.5]Decan-8-One

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    Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, special chemicals and OLED materials &

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Chemistry

The Molecular Structure of 1,4-Dioxaspiro[4.5]decan-8-one (CAS NO.4746-97-8):

Empirical Formula: C8H12O3
Molecular Weight: 156.1791 
IUPAC Name: 1,4-dioxaspiro[4.5]decan-8-one  
Appearance: white to beige crystalline powder or crystals
Product Categories: blocks;BuildingBlocks;Liquid Crystal intermediates;Carbonyl Compounds;Heterocycles;ketone;Dioxanes & Dioxolanes;Dioxolanes
Nominal Mass: 156 Da
Average Mass: 156.1791 Da
Monoisotopic Mass: 156.078644 Da 
Index of Refraction: 1.489
Molar Refractivity: 38.6 cm3
Molar Volume: 133.6 cm3
Surface Tension: 38.7 dyne/cm
Density: 1.16 g/cm3
Flash Point: 106.7 °C
Enthalpy of Vaporization: 50.64 kJ/mol
Boiling Point: 268.3 °C at 760 mmHg
Vapour Pressure: 0.00776 mmHg at 25°C

Uses

 1,4-Dioxaspiro[4.5]decan-8-one (CAS NO.4746-97-8) can be used as intermediates of liquid crystals.

Toxicity Data With Reference

 1,4-Dioxaspiro[4.5]decan-8-one (CAS NO.4746-97-8) is irritating to eyesrespiratory system and skin.

Safety Profile

In case of contact 1,4-Dioxaspiro[4.5]decan-8-one (CAS NO.4746-97-8) with eyes, rinse immediately with plenty of water and seek medical advice. Do not breathe the dust of 1,4-Dioxaspiro[4.5]decan-8-one (CAS NO.4746-97-8). Besides,when use 1,4-Dioxaspiro[4.5]decan-8-one (CAS NO.4746-97-8),wear suitable and suitable gloves.

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 22-24/25-36/37/39-26 
S22: Do not breathe dust
S24/25: Avoid contact with skin and eyes
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
F: 8-10-21
Hazard Note: Irritant

Specification

 1,4-Dioxaspiro[4.5]decan-8-one (CAS NO.4746-97-8) is also called as 1,4-Cyclohexanedione monoethylene acetal ; 1,4-Cyclohexanedione monoethylene ketal ; 1,4-Dioxaspiro[4.5]decan-8-one ; 1,4-Dioxaspiro[4.5]-8-decanone ; cyclohexanedione(1,4-) monoethylene ; Cyclohexane-1,4-dione monoethylene ketal ; 1,4-Cyclohexanedion monoethylene acetal ; 1,4-Dioxiro[4.5]decan-8-one .