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Spiro[4.5]decan-6-one, also known as 6,8,9,11-tetramethyl-1-oxaspiro[4.5]decan-2-one, is a bicyclic organic compound characterized by its unique spiro structure. Spiro[4.5]decan-6-one is distinguished by the presence of a ketone functional group, which endows it with a high degree of reactivity and versatility in organic synthesis. Its distinct odour makes it a valuable component in the fragrance industry, while its potential applications extend to the development of new materials and the synthesis of complex organic compounds.

13388-94-8

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13388-94-8 Usage

Uses

Used in Pharmaceutical Synthesis:
Spiro[4.5]decan-6-one is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the formation of complex molecular structures that can exhibit therapeutic properties.
Used in Fragrance Industry:
In the fragrance industry, Spiro[4.5]decan-6-one is used as a scent component to create floral and fruity scents, capitalizing on its distinct odour profile to enhance the sensory experience of consumer products.
Used in Organic Synthesis:
As a building block in organic synthesis, Spiro[4.5]decan-6-one is utilized for the development of new materials and complex organic compounds, taking advantage of its reactive ketone group to form diverse molecular architectures.
Used in Material Development:
Spiro[4.5]decan-6-one also finds application in the development of new materials, where its unique structural features can contribute to the creation of innovative and improved material properties.

Check Digit Verification of cas no

The CAS Registry Mumber 13388-94-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,3,8 and 8 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 13388-94:
(7*1)+(6*3)+(5*3)+(4*8)+(3*8)+(2*9)+(1*4)=118
118 % 10 = 8
So 13388-94-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H16O/c11-9-5-1-2-6-10(9)7-3-4-8-10/h1-8H2

13388-94-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Spiro[4.5]decan-6-one

1.2 Other means of identification

Product number -
Other names spiro[4.5]decan-10-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:13388-94-8 SDS

13388-94-8Relevant academic research and scientific papers

Synthesis and fungicidal activity of substituted 6-azolylmethyl-7-benzylidenespiro[4.5]decan-6-ols

Popkov,Makarenko,Nikishin

, p. 513 - 518 (2016)

A series of halogen substituted 6-azolylmethyl-7-benzylidenespiro[4.5]decan-6-ols were obtained from spiro[4.5]decan-6-one in three steps: Claisen—Schmidt condensation with substituted benzaldehydes, conversion of 7-benzylidenespiro[4.5]decan-6-ones to ox

Zirconium complexes bearing η5-5′,6′,7′- trihydrospiro[cycloalkane-1,4′-indenyl] ligands

Asachenko, Andrey F.,Kononovich, Dmitry S.,Zharov, Andrey N.,Razavi, Abbas,Voskoboynikov, Alexander Z.

, p. 1940 - 1948 (2010)

Tetrahydroindenes including spiro-cyclopentyl and -cyclohexyl fragments were successfully synthesized either via base-catalyzed cyclization of the respective γ-diketone or via acid-catalyzed Nazarov cyclization of the corresponding divinylketones. These substituted cyclopentadienes were metallated with nBuLi. The following reaction of the lithium salts with Cp (*)ZrCl3 gave three novel zirconocenes bearing spiro-cycloalkane fragments. One of these complexes, (η5- 5′,6′,7′-trihydrospiro[cyclohexane-1,4′-(2- methylindenyl)])(η5-pentamethyl-cyclopentadienyl)zirconium dichloride, has been characterized by X-ray crystal structure analysis. Tetrahydroindenes including spiro-cyclopentyl and -cyclohehyl fragments were successfully synthesized either via base-catalyzed cyclization of the respective γ-diketone or via acid-catalyzed Nazarov cyclization of the corresponding divinylketones. These substituted cyclopentadienes were metallated with nBuLi. The following reaction of the lithium salts with Cp (*)ZrCl3 gave three novel zirconocenes bearing spiro-cycloalkane fragments.

SPIRO KETONE SYNTHESIS VIA LITHIUM-IODINE EXCHANGE OF α-(ω-IODOALKYL) ESTERS

Does, T. van der,Klumpp, G. W.,Schakel, M.

, p. 519 - 520 (1986)

The title reaction (2 eq. of t-BuLi, -100 deg C) provides a new route to five- and six-membered ring ketones and has permitted the synthesis of two spiro ketones that were inaccessible by conventional methods.

Renewable high-density spiro-fuels from lignocellulose-derived cyclic ketones

Xie, Junjian,Zhang, Xiangwen,Pan, Lun,Nie, Genkuo,Xiu-Tian-Feng,Liu, Qing,Wang, Peng,Li, Yafei,Zou, Ji-Jun

, p. 10303 - 10305 (2017/09/23)

Renewable high-density spiro-fuels are synthesized from lignocellulose-derived cyclic ketones for the first time, which show higher density, higher neat heat of combustion and lower freezing point compared with other biofuels synthesized from the same feedstock, and thus represent a new type of renewable high-density fuel attractive for practical applications.

Pinacol Rearrangement and Direct Nucleophilic Substitution of Allylic Alcohols Promoted by Graphene Oxide and Graphene Oxide CO2H

Gómez-Martínez, Melania,Baeza, Alejandro,Alonso, Diego A.

, p. 1032 - 1039 (2017/03/27)

Graphene oxide (GO) and carboxylic acid functionalized GO (GO–CO2H) have been found to efficiently promote the heterogeneous and environmentally friendly pinacol rearrangement of 1,2-diols and the direct nucleophilic substitution of allylic alcohols. In general, high yields and regioselectivities are obtained in both reactions using 20 wt % of catalyst loading and mild reaction conditions.

Palladium catalyzed synthesis of some novel (Spirocycloalkenyl) trimethylsilylacetylenes

Venkatesha, Manjunatha Achanna,Suresh, HariPrasad

, p. 457 - 461 (2013/08/23)

The synthesis of some novel (spirocycloalkenyl)trimethylsilylacetylenes employing the Sonogashira coupling reaction of the corresponding novel spirocycloalkenyliodides with trimethylsilylacetylene and Pd(PPh3)2Cl2/CuI catalyst in yields ranging 79-84% is reported. The compounds would serve as novel (spirocycloalkenyl)acetylenic anionic synthons.

INHIBITORS OF INFLUENZA VIRUSES REPLICATION

-

Page/Page column 133, (2012/06/30)

Methods of inhibiting the replication of influenza viruses in a biological sample or patient, of reducing the amount of influenza viruses in a biological sample or patient, and of treating influenza in a patient, comprises administering to said biological sample or patient an effective amount of a compound represented by Structural Formula (I): or a pharmaceutically acceptable salt thereof, wherein the values of Structural Formula (I) are as described herein. A compound is represented by Structural Formula (I) or a pharmaceutically acceptable salt thereof, wherein the values of Structural Formula (I) are as described herein. A pharmaceutical composition comprises an effective amount of such a compound or pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier, adjuvant or vehicle.

An unexpected directing effect in the asymmetric transfer hydrogenation of α,α-disubstituted ketones

Soni, Rina,Collinson, John-Michael,Clarkson, Guy C.,Wills, Martin

supporting information; experimental part, p. 4304 - 4307 (2011/10/11)

α,α-Disubstituted ketones containing an aromatic ring or alkene are reduced in high enantiomeric excess using an asymmetric transfer hydrogenation catalyst. The sense of reduction indicates that the unsaturated region of the ketone adopts a position adjacent to the Ru-bound η6-arene ring in the reduction transition state.

Polymer-mediated pinacol rearrangements

Pavlik, Christopher,Morton, Martha D.,Smith, Michael B.

experimental part, p. 2191 - 2194 (2011/11/06)

Both poly(3,4-ethylenedioxythiophene) and poly(pyrrole) mediate a pinacol rearrangement of 1,2-diols. The yields of ketone or aldehyde products are comparable to those observed for treatment with mineral acids or Lewis acids. The advantage of this protocol is a two-phase reaction medium in hydrocarbon solvents that allows facile recovery of the products by simple filtration of the polymer and removal of solvents. Both the polymer and the hydrocarbon solvent may be recovered and used in subsequent reactions. Georg Thieme Verlag Stuttgart · New York.

AMINO HETEROCYCLIC LINKED PYRIMIDINE DERIVATIVES

-

Page/Page column 23, (2010/02/17)

Macrocyclic benzofused pyrimidine compounds, compositions comprising such compounds, methods for making the compounds, and methods of treating and preventing the progression of diseases, conditions and disorders using such compounds and compositions are described herein.

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