4-(1,4-Dioxaspiro[4.5]dec-8-yl)cyclohexanone
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![4-(1,4-Dioxaspiro[4.5]dec-8-yl)cyclohexanone structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/ad9de7708a6447b5847ca22b91b1f26c.png "4-(1,4-Dioxaspiro[4.5]dec-8-yl)cyclohexanone")
4-(1,4-Dioxaspiro[4.5]dec-8-yl)cyclohexanone
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CAS No:
56309-94-5
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Formula:
C14H22O3
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Chemical Name:
4-(1,4-Dioxaspiro[4.5]dec-8-yl)cyclohexanone
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Synonyms:
Cyclohexanone,4-(1,4-dioxaspiro[4.5]dec-8-yl)-;1,4-Dioxaspiro[4.5]decane,cyclohexanone deriv.;4-(1,4-Dioxaspiro[4.5]dec-8-yl)cyclohexanone;4,4′-Dicyclohexanedione monoethylene ketal;4-(1,4-Dioxaspiro[4.5]deca-8-yl)cyclohexanone;4-(7,10-Dioxaspiro[5.4]decan-3-yl)cyclohexan-1-one
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CAS No:
4-(1,4-Dioxaspiro[4.5]dec-8-yl)cyclohexanone Basic Attributes
238.32
238.32
423-860-2
DTXSID10355639
2932999099
Characteristics
35.5
1.6
White crystal
1.11 g/cm3
109 °C
365.4°C at 760 mmHg
166.2ºC
1.511
Insoluble in water.
Safety Information
P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, P501
H317
|Warning|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, and P501|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
4-(1,4-Dioxaspiro[4.5]dec-8-yl)cyclohexanone Use and Manufacturing
a) 4.53 g of magnesium shavings and a granule of iodine are treated with 150 ml of tetrahydrofuran while stirring and gassing with nitrogen. Subsequently, the mixture is treated dropwise within 20 minutes with a solution of 38.4 g of 1-bromo-4-chlorobenzene in 150 ml of tetrahydrofuran and boiled at reflux for 1.25 hours. Thereafter, the reaction mixture is cooled to 0° C. and treated dropwise at 0°-5° C. within 30 minutes with a solution of 35.7 g of 8-[2-(4-oxocyclohexyl)ethyl]-1, 4-dioxaspiro[4, 5]decane (prepared starting from 4, 4'-(1, 2-ethane-diyl)bisphenol in analogy to the synthesis of 8-(4-oxocyclohexyl)-1, 4-dioxaspiro[4, 5]decane described in EP-A-310, 067) in 240 ml of tetrahydrofuran.Example 8 Properties of Liquid Crystal Compound (No. 152) A liquid crystal composition (ix) including 85percent by weight of the base mixtures (i) and 15percent by weight of 4-(4-ethoxy-2, 3-difluorophenyl)-trans-4'-propenyl-bicyclohexyl-3-ene (No. 152) obtained in was prepared.Magnesium (5.0 g) and THF (20 ml) which had been well dried were placed in a reactor under a nitrogen atmosphere and heated to 50 ° C. 3-Fluorobromobenzene (s4) (30.0 g) dissolved in THF (100 ml) was slowly added dropwise at a temperature range of 40 ° C. to 60 ° C., and the mixture was further stirred for 60 minutes. Thereafter, 4- (1, 4-dioxaspiro [4.5] deca-8-yl) -cyclohexanone (s 5) (24.7 g) dissolved in THF (150 ml) was added at a temperature range of -10 ° C. to 0 ° C. The solution was slowly added dropwise and the temperature was returned to room temperature, followed by further stirring for 60 minutes. The resulting reaction mixture was poured into aqueous HCl (1 N) and extracted with ethyl acetate. The combined organic layers were washed with water, saturated aqueous sodium bicarbonate, and water, and dried over anhydrous magnesium sulfate. Thereafter, the solvent was distilled off under reduced pressure to obtain a compound (s6) (36.5 g). The obtained compound (s6) was a yellow liquid.
Intermediates of Liquid Crystals
Computed Properties
Molecular Weight:238.32
XLogP3:1.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:238.15689456
Monoisotopic Mass:238.15689456
Topological Polar Surface Area:35.5
Heavy Atom Count:17
Complexity:274
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4-(1,4-Dioxaspiro[4.5]dec-8-yl)cyclohexanone
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