17312-57-1

Basic information

• Product Name: DODECANE,3-METHYL-
• Synonyms: DODECANE,3-METHYL-
• CAS NO: 17312-57-1
• Molecular Formula: C13H28
• Molecular Weight: 184.36
• Mol File: 17312-57-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: -53°C
• Boiling Point: 230.3°C
• Flash Point: 71.4°C
• Appearance: /
• Density: 0.7563
• Vapor Pressure: 0.106mmHg at 25°C
• Refractive Index: 1.4249
• CAS DataBase Reference: DODECANE,3-METHYL-(CAS DataBase Reference)
• NIST Chemistry Reference: DODECANE,3-METHYL-(17312-57-1)
• EPA Substance Registry System: DODECANE,3-METHYL-(17312-57-1)

Safety Data

• Hazardous Substances Data: 17312-57-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H28/c1-4-6-7-8-9-10-11-12-13(3)5-2/h13H,4-12H2,1-3H3

Upstream product

• 39691-62-8 nonylmagnesium bromide 
• 78-93-3 butanone 
• 917-64-6 methyl magnesium iodide 
• 1534-27-6 3-dodecanone 
• 62168-27-8 dibromo-1,1 nonane 
• 693-58-3 1-Bromononane 
• 15366-08-2 s-butylmagnesium chloride 
• 106-99-0 buta-1,3-diene 
• 821-95-4 1-undecene 
• 923-34-2 Triethylindium 
• 463-18-3 n-nonyl fluoride 
• 71138-64-2 3-methyleneundecane 

Relevant articles and documents

Indium Tribromide-Catalysed Transfer-Hydrogenation: Expanding the Scope of the Hydrogenation and of the Regiodivergent DH or HD Addition to Alkenes

The transfer-hydrogenation as well as the regioselective and regiodivergent addition of H?D from regiospecific deuterated dihydroaromatic compounds to a variety of 1,1-di- and trisubstituted alkenes was realised with InBr3 in dichloro(m)ethane. In comparison with the previously reported BF3?Et2O-catalysed process, electron-deficient aryl-substituents can be applied reliably and thereby several restrictions could be lifted, and new types of substrates could be transformed successfully in hydrodeuterogenation as well as deuterohydrogenation transfer-hydrogenation reactions.

Copper-catalyzed alkyl-alkyl cross-coupling reactions using hydrocarbon additives: Efficiency of catalyst and roles of additives

Cross-coupling of alkyl halides with alkyl Grignard reagents proceeds with extremely high TONs of up to 1230000 using a Cu/unsaturated hydrocarbon catalytic system. Alkyl fluorides, chlorides, bromides, and tosylates are all suitable electrophiles, and a TOF as high as 31200 h-1 was attained using an alkyl iodide. Side reactions of this catalytic system, i.e., reduction, dehydrohalogenation (elimination), and the homocoupling of alkyl halides, occur in the absence of additives. It appears that the reaction involves the β-hydrogen elimination of alkylcopper intermediates, giving rise to olefins and Cu-H species, and that this process triggers both side reactions and the degradation of the Cu catalyst. The formed Cu-H promotes the reduction of alkyl halides to give alkanes and Cu-X or the generation of Cu(0), probably by disproportionation, which can oxidatively add to alkyl halides to yield olefins and, in some cases, homocoupling products. Unsaturated hydrocarbon additives such as 1,3-butadiene and phenylpropyne play important roles in achieving highly efficient cross-coupling by suppressing β-hydrogen elimination, which inhibits both the degradation of the Cu catalyst and undesirable side reactions.

Co-catalyzed cross-coupling of alkyl halides with tertiary alkyl Grignard reagents using a 1,3-butadiene additive

The cobalt-catalyzed cross-coupling of alkyl (pseudo)halides with alkyl Grignard reagents in the presence of 1,3-butadiene as a ligand precursor and LiI is described. Sterically congested quaternary carbon centers could be constructed by using tertiary alkyl Grignard reagents. This reaction proceeds via an ionic mechanism with inversion of stereochemistry at the reacting site of the alkyl halide and is compatible with various functional groups. The use of both 1,3-butadiene and LiI was essential for achieving high yields and high selectivities.