4832-16-0

Basic information

• Product Name: 1-DECALONE
• Synonyms: 1(2H)-Naphthalenone, octahydro-;DECAHYDRO-1-NAPHTHALENONE;BICYCLO(4.4.0)-2-DECANONE;1-DECALONE;1-decalone, mixture of cis and trans;1-Decalone,mixture of cis and trans;bicyclo(4.4.0)decan-1-one;1-DECALONE, 97%, MIXTURE OF CIS AND TRAN S
• CAS NO: 4832-16-0
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23
• EINECS: 225-410-9
• Mol File: 4832-16-0.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 73-75 °C1 mm Hg(lit.)
• Flash Point: 190 °F
• Appearance: /
• Density: 0.986 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.03mmHg at 25°C
• Refractive Index: n20/D 1.492(lit.)
• CAS DataBase Reference: 1-DECALONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-DECALONE(4832-16-0)
• EPA Substance Registry System: 1-DECALONE(4832-16-0)

Safety Data

• Statements: 52/53
• Safety Statements: 61
• WGK Germany: 3
• Hazardous Substances Data: 4832-16-0(Hazardous Substances Data)

Usage

Description

1-Decalone is an organic compound that exists in both trans and cis isomers. It is utilized as a substrate in various chemical reactions and has applications in the synthesis of different compounds.

Uses

Used in Enzyme Reactions:
1-Decalone is used as a substrate for the ketoreductase of the diketide synthase, which is an enzyme involved in the synthesis of specific compounds.
Used in Pharmaceutical Industry:
Trans-1-decalone is used as a substrate in the pharmaceutical industry for the synthesis of various compounds, contributing to the development of new drugs and therapies.
Used in Chemical Synthesis:
Cis-1-decalone is used in the preparation of [cis-cis-1-decalyl glucosid]-uronic acid, which is a compound with potential applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C10H16O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h8-9H,1-7H2/t8-,9-/m0/s1

Upstream product

• 50898-65-2 1-nitro-decahydro-naphthalene 
• 529-32-8 1-decalinol 
• 91-17-8 decalin 
• 21370-71-8 trans-1-decalone 
• 108-94-1 cyclohexanone 
• 84751-60-0 ethyl 2-oxocyclohexanebutanoate 
• 90-15-3 α-naphthol 
• 74056-05-6 2-(4-Bromobutyl)-2-cyclohexen-1-one 
• 83013-95-0 cyclodeca-1,6-diyne 
• 114827-59-7 1-Cyclohex-1-enyl-4-phenylselanyl-butan-1-one 
• 115033-78-8 Se-phenyl 4-(1-cyclohexenyl)butaneselenoate 
• 137629-11-9 (1SR,5RS,7SR)-7-(3'-bromopropyl)bicyclo<3.2.0>heptan-6-one 
• 82257-44-1 4-(2-oxocyclohexyl)butanenitrile 
• 1205-19-2 γ-<2-Oxo-cyclohexyl>-buttersaeure-methylester 

Downstream Products

• 21370-71-8 trans-1-decalone 
• 108984-83-4 3-[4-(2,4-dinitro-phenylhydrazono)-octahydro-[4a]naphthyl]-propionitrile 
• 92369-80-7 α-Butyl-decalin 
• 529-32-8 trans,trans-decahydro-1-naphthol 
• 494769-85-6 8-decahydronaphthalen-2-yl-4-phenyl-1,4,8-triazaspiro[4.5]decan-2-one 
• 71268-55-8 9-phenylthiomethyl-1-decalone 
• 770-62-7 trans-8a-Methyl-octahydro-1(2H)-naphthalinon 
• 4276-46-4 trans-1-octalin 
• 529-32-8 1-decalinol 
• 7443-52-9 (+/-)-trans-2-methylcyclohexanol 
• 7443-70-1 cis-2-methylcyclohexanol 
• 2529-03-5 (1RS,4aRS,8aSR)-decahydronaphthalen-1-ol 
• 101555-42-4 1-methoxy-2,3,4,4a,5,6,7,8-octahydronaphthalene 
• 16429-17-7 6-cyclopentylvalerolactone 

Relevant articles and documents

Catalytic oxidation of alcohols using Fe-bTAML and NaClO: Comparing the reactivity of Fe(V)O and Fe(IV)O intermediates

We demonstrate the selective oxidation of secondary alcohols and activated primary alcohols to their corresponding aldehydes or ketones using Fe-bTAML as the catalyst and sodium hypochlorite (NaClO) as the oxidant. Good to excellent yields of 80%–99% for the carbonyl compounds and turnover numbers up to ～500 was obtained with this catalytic system. The reactions are clean, performed under mild conditions (air, room temperature) and yielded sodium chloride as the only by-product. The yield and turnover number were dependent on the pH of the reaction and this difference was attributed to the different reactive intermediates that was formed at pH 7 and pH 12 (FeV(O) and FeIV(O) respectively). Reactions involving the FeV(O) intermediate oxidize secondary alcohols more efficiently than its FeIV(O) analog. This trend was reversed for the oxidation of activated primary alcohols where reactions involving FeIV(O) afforded much higher TON's. This reactivity trend can be explained from the differences in bond dissociation energy (BDE) of their corresponding one electron reduced species ([FeIV-OH], ～99 kcal/mol; [FeIII-OH], ～83 kcal/mol) as well as their relative stabilities in the solvent during reaction. This catalytic system was found to be unsuitable for nonconjugated primary alcohol due to the formation of the inactive FeIV(OMe) intermediate after one catalytic cycle.

Oppenauer oxidation of secondary alcohols with 1,1,1-trifluoroacetone as hydride acceptor

(Chemical Equation Presented) 1,1,1-Trifluoroacetone (2a) reacts as a hydride-acceptor in the Oppenauer oxidation of secondary alcohols (1) in the presence of diethylethoxyaluminum. The oxidant allows for selective oxidation of secondary alcohols in the presence of primary alcohols.