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

Name
1,4-Dioxaspiro[4.5]decan-8-one
EINECS -0
CAS No. 4746-97-8
Article Data40
CAS DataBase
Density 1.16 g/cm₃
Solubility
Melting Point 70-73 °C(lit.)
Formula C₈H₁₂O₃
Boiling Point 268.3 °C at 760 mmHg
Molecular Weight 156.181
Flash Point 106.7 °C
Transport Information
Appearance off-white crystalline
Safety 22-24/25-36/37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In dichloromethane; ethyl acetate	A 91% B n/a

...Expand

: 35357-34-7
1,4-dioxaspiro[4.5]deca-6,9-dien-8-one

: 4746-97-8
cyclohexanedione monoethylene ketal

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With acetic acid In dichloromethane at 20℃; for 30h;	A 34% B 7%

...Expand

: 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

Conditions	Yield
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%

...Expand

: 19719-88-1
ethyl 3-<2-<2-(ethoxycarbonyl)ethyl><1,3>dioxolan-2-yl>propionate

: 4746-97-8
cyclohexanedione monoethylene ketal

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

...Expand

: 180918-12-1
4-oximinocyclohexanone ethylene ketal

: 4746-97-8
cyclohexanedione monoethylene ketal

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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 sulfoxide	90%

: 107-10-8
propylamine

: 4746-97-8
cyclohexanedione monoethylene ketal

: 676124-70-2
4-propylaminocyclohexan-1-one ethylene acetal

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
	100%

: 4746-97-8
cyclohexanedione monoethylene ketal

: 97096-16-7
1,4-dioxaspiro[4.5]decan-8-amine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With potassium hydroxide In methanol Heating;	100%

: 4746-97-8
cyclohexanedione monoethylene ketal

: 22428-85-9
4-Methylencyclohexanol

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With acetic acid at 20℃; for 12h;	100%

...Expand

: 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

Conditions	Yield
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;

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

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

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

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

1,4-Dioxaspiro[4.5]decan-8-one Toxicity Data With Reference

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

1,4-Dioxaspiro[4.5]decan-8-one 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: Irritant Xi
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

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

Product Name

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

Synthetic route

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

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

1,4-Dioxaspiro[4.5]decan-8-one Toxicity Data With Reference

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

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

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