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ChemicalBook--->CAS DataBase List--->702-69-2

702-69-2

702-69-2 Structure

702-69-2 Structure
IdentificationBack Directory
[Name]

7-METHYL-1,4-DIOXA-SPIRO[4.5]DECAN-8-ONE
[CAS]

702-69-2
[Synonyms]

112530
NSC 113128
7-METHYL-1,4-DIOXA-SPIRO[4.5]DECAN-8-ONE
)-4,4-Ethylenedioxy-2-methylcyclohexanone
4,4-(Ethylenedioxy)-2-methylcyclohexanone
1,4-Dioxaspiro[4.5]decan-8-one, 7-methyl-
5,5-Ethylenedioxy-1-methylcyclohexan-2-one
[Molecular Formula]

C9H14O3
[MDL Number]

MFCD13189957
[MOL File]

702-69-2.mol
[Molecular Weight]

170.21
Chemical PropertiesBack Directory
[Boiling point ]

98-100℃ (4 Torr)
[density ]

1.12±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[InChI]

InChI=1S/C9H14O3/c1-7-6-9(3-2-8(7)10)11-4-5-12-9/h7H,2-6H2,1H3
[InChIKey]

AFCOTJOAYFEMMV-UHFFFAOYSA-N
[SMILES]

O1C2(CCC(=O)C(C)C2)OCC1
Questions And AnswerBack Directory
[Synthesis]

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

4746-97-8

Iodomethane

74-88-4

7-METHYL-1,4-DIOXA-SPIRO[4.5]DECAN-8-ONE

702-69-2

1. A THF solution of 1,4-cyclohexanedione monoethylene glycol ketal (13.90 g, 89.00 mmol) was slowly added to a solution of LHMDS (1.0 M solution of THF, 89.5 mL, 1.0 eq.) in THF (250 mL) over a time period of 15 minutes at -78 °C. 2. the reaction mixture was stirred at -78 °C for 34 min. 3. iodomethane (6.5 mL, 1.2 eq.) was added to the reaction mixture followed by stirring at -78 °C for 20 minutes and then at room temperature for 2 hours. 4. the reaction was quenched by addition of saturated NH4Cl solution (250 mL) and extracted with ether (3 x 250 mL). 5. Combine the organic phases, dry with MgSO4, filter and concentrate in vacuum. 6. 7-methyl-1,4-dioxa-spiro[4.5]decan-8-one (11.16 g, 74% yield) was purified by fast chromatography (eluent: pentane-ether, ratio from 4:1→3:1→2:1). 7. The spectral data of the product were in agreement with those reported in the literature (Pfau, M.; Jabin, I.; Revial, G. J. Chem. Soc, Perkin Trans. 1991, 1935).

references:

[1] Angewandte Chemie - International Edition, 2015, vol. 54, # 6, p. 1960 - 1964

[2] Angew. Chem., 2015, vol. 127, # 6, p. 1983 - 1987,5

[3] Journal of the American Chemical Society, 2004, vol. 126, # 44, p. 14358 - 14359

[4] Journal of the American Chemical Society, 2006, vol. 128, # 3, p. 1016 - 1022

[5] Patent: WO2006/19673, 2006, A2. Location in patent: Page/Page column 34; 60

Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HS Code ]

2932990090
Spectrum DetailBack Directory
[Spectrum Detail]

7-METHYL-1,4-DIOXA-SPIRO[4.5]DECAN-8-ONE(702-69-2)1HNMR
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