13019-30-2

Basic information

• Product Name: Cyclohexane, 1,2-bis(bromomethyl)-, cis-
• CAS NO: 13019-30-2
• Molecular Formula: C8H14Br2
• Molecular Weight: 270.007
• Mol File: 13019-30-2.mol

Chemical Properties

• CAS DataBase Reference: Cyclohexane, 1,2-bis(bromomethyl)-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexane, 1,2-bis(bromomethyl)-, cis-(13019-30-2)
• EPA Substance Registry System: Cyclohexane, 1,2-bis(bromomethyl)-, cis-(13019-30-2)

Safety Data

• Hazardous Substances Data: 13019-30-2(Hazardous Substances Data)

Upstream product

• 610-09-3 (1R,2S)-cyclohexane-1,2-dicarboxylic acid 
• 76155-27-6 (+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol 
• 2305-32-0 trans-1,2-cyclohexanedicarboxylic acid 
• 4743-54-8 trans-8-oxabicyclo<4.3.0>nonane 
• 3710-30-3 1,7-Octadiene 
• 15753-50-1 cis-1,2-cyclohexanedimethanol 

Downstream Products

• 14296-76-5 8-Benzyliden-cis-bicyclo<4,3,0>nonan 
• 937241-17-3 cis-1,3-bis[(di-tert-butylphosphino)methyl]cyclohexane 
• 72151-45-2 cis-1,2-bis[(diphenylphosphino)methyl]cyclohexane 
• 7493-02-9 trans-2-thiahydrindane 
• 54053-76-8 cis-3-thiabicyclo<3.4.0>nonane 
• 110269-36-8 (4ar,8ac)-Octahydro-benzo[d][1,2]dithiin 

Relevant articles and documents

Saturated 5-Membered Ring Conformations 2 - 1H NMR Study of Protonated N-Methylpyrrolidines

The 1H NMR spectra of the protonated and unprotonated forms of cis- and trans-N-methylhexahydroisoindoline, of 1,3,3,4,4-pentamethylpyrrolidine and of 1,3,3-trimethylpyrrolidine were analyzed.The coupling constants between the NH+ and the CH protons α to the nitrogen allowed the study of the conformation of the cyclic systems in pseudorotation.

Solubilized zirconocene dihydride as a promotor of alkene coupling reactions

The THF-soluble bis(methoxyethyl)zirconocene dihydride 3 displayed novel reactivity patterns and was used to reductively couple alkenes, dienes, and enynes. A plausible mechanism involves the formation of a 14-electron zirconium(II) and zirconacyclopentane species. (C) 2000 Published by Elsevier Science Ltd.

Development of effective bidentate diphosphine ligands of ruthenium catalysts toward practical hydrogenation of carboxylic acids

Hydrogenation of carboxylic acids (CAs) to alcohols represents one of the most ideal reduction methods for utilizing abundant CAs as alternative carbon and energy sources. However, systematic studies on the effects of metal-to-ligand relationships on the catalytic activity of metal complex catalysts are scarce. We previously demonstrated a rational methodology for CA hydrogenation, in which CA-derived cationic metal carboxylate [(PP)M(OCOR)]+ (M = Ru and Re; P = one P coordination) served as the catalyst prototype for CA self-induced CA hydrogenation. Herein, we report systematic trial- and-error studies on how we could achieve higher catalytic activity by modifying the structure of bidentate diphosphine (PP) ligands of molecular Ru catalysts. Carbon chains connecting two P atoms as well as Ar groups substituted on the P atoms of PP ligands were intensively varied, and the induction of active Ru catalysts from precatalyst Ru(acac)3 was surveyed extensively. As a result, the activity and durability of the (PP)Ru catalyst substantially increased compared to those of other molecular Ru catalyst systems, including our original Ru catalysts. The results validate our approach for improving the catalyst performance, which would benefit further advancement of CA self-induced CA hydrogenation.

Carbonylation of ethylenically unsaturated compounds

A process for the carbonylation of ethylenically unsaturated compounds including vinyl esters and a process for the production of 3-hydroxy propanoate esters or acids. The process comprises reacting said compound with carbon monoxide in the presence of a source of hydroxyl groups and of a catalyst system. The catalyst system is obtainable by combining: (a) a metal of Group 8, 9 or 10 or a compound thereof: and (b) a bidentate ligand of general formula (I): X1(X2)-Q2-A-R—B-Q1-X3(X4).

CARBONYLATION OF ETHYLENICALLY UNSATURATED COMPOUNDS

PROBLEM TO BE SOLVED: To provide a process for the carbonylation of ethylenically unsaturated compounds including vinyl esters and a process for the production of 3-hydroxypropanoate esters or 3-hydroxypropanoic acids. SOLUTION: The process comprises reacting the compound with carbon monoxide in the presence of a source of hydroxyl groups and of a catalyst system. The catalyst system is obtainable by combining: (a) a metal of Group 8, 9 or 10 or a compound thereof: and (b) a bidentate ligand of general formula (I): X1(X2)-Q2-A-R-B-Q1-X3(X4). COPYRIGHT: (C)2015,JPOandINPIT

Phosphine ligands in the Palladium-catalysed methoxycarbonylation of ethene: Insights into the catalytic cycle through an HP NMR spectroscopic Study

Novel cis-1,2-bis(di-tertbutyl-phosphinomethyl) carbocyclic ligands 6-9 have been prepared and the corresponding palladium complexes [Pd(O 3SCH3)(L-L)][O3SCH3] (L-L = diphosphine) 32-35 synthesised and characterised by NMR spectroscopy and Xray diffraction. These diphosphine ligands give very active catalysts for the palladium-catalysed methoxycarbonylation of ethene. The activity varies with the size of the carbocyclic backbone, ligands 7 and 9, containing four- and six-membered ring backbones giving more active systems. The acid used as co-catalyst has a strong influence on the activity, with excess trifluoroacetic acid affording the highest conversion, whereas excess methyl sulfonic acid inhibits the catalytic system. An in oper-ando NMR spectroscopic mechanistic study has established the catalytic cycle and resting state of the catalyst under operating reaction conditions. Although the catalysis follows the hydride pathway, the resting state is shown to be the hydride precursor complex [Pd(O3SCH3)(L-L)][O3SCH3], which demonstrates that an isolable/detectable hydride complex is not a prerequisite for this mechanism.