6287-17-8

Basic information

• Product Name: 2-methylpentane-1,4-diol
• CAS NO: 6287-17-8
• Molecular Formula: C₆H₁₄O₂
• Molecular Weight: 118.1742
• Mol File: 6287-17-8.mol

Chemical Properties

• Boiling Point: 212.2°C at 760 mmHg
• Flash Point: 106.2°C
• Density: 0.958g/cm³
• Vapor Pressure: 0.0392mmHg at 25°C
• Refractive Index: 1.445
• CAS DataBase Reference: 2-methylpentane-1,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylpentane-1,4-diol(6287-17-8)
• EPA Substance Registry System: 2-methylpentane-1,4-diol(6287-17-8)

Safety Data

• Hazardous Substances Data: 6287-17-8(Hazardous Substances Data)

Upstream product

• 20924-80-5 2-allyl-2-methyl-oxirane 
• 54942-19-7 4-hydroperoxy 2-methylpentane 
• 360573-51-9 C₆H₁₀O₂ 

Relevant articles and documents

Chemoselective and Site-Selective Reductions Catalyzed by a Supramolecular Host and a Pyridine-Borane Cofactor

Supramolecular catalysts emulate the mechanism of enzymes to achieve large rate accelerations and precise selectivity under mild and aqueous conditions. While significant strides have been made in the supramolecular host-promoted synthesis of small molecules, applications of this reactivity to chemoselective and site-selective modification of complex biomolecules remain virtually unexplored. We report here a supramolecular system where coencapsulation of pyridine-borane with a variety of molecules including enones, ketones, aldehydes, oximes, hydrazones, and imines effects efficient reductions under basic aqueous conditions. Upon subjecting unprotected lysine to the host-mediated reductive amination conditions, we observed excellent ?-selectivity, indicating that differential guest binding within the same molecule is possible without sacrificing reactivity. Inspired by the post-translational modification of complex biomolecules by enzymatic systems, we then applied this supramolecular reaction to the site-selective labeling of a single lysine residue in an 11-amino acid peptide chain and human insulin.

Intramolecular H-Transfer Reactions During the Decomposition of Alkylhydroperoxides in Hydrocarbons as the Solvents

Eight defined primary and secondary alkylhydroperoxides were decomposed in n-alkanes as the solvent, mostly in the presence of manganese stearate.In all cases the corresponding alcohols and carbonyl compounds were formed as the main products with yields of 60-90percent.Besides, difunctional products were formed by an intramolecular H-transfer in the alkoxy radicals corresponding to the starting hydroperoxides.Products possibly formed by an intramolecular H-transfer in the corresponding alkylperoxy radical could be found only in the case of 4-methyl-2-hydroperoxy pentane.The amount of products formed by intramolecular H-transfer depended on the nature of the C-H bond in δ-position to the original hydroperoxy group and lay between 4percent (primary C-H in the case of 4-hydroperoxy heptane) and 13percent (tertiary C-H in the case of 2-hydroperoxy-5-methyl hexane) with respect to the starting hydroperoxide.The amount of products formed by oxidative attack of the alkoxy and alkylperoxy radicals at the normal paraffins used as the solvents was unexpectedly low (always less than 10percent with respect to the starting hydroperoxide).An increment system is proposed for the calculation of 13C-nmr shifts in alkyl hydroperoxides.

TRANSFORMATION OF ALLYLIC EPOXIDES TO TETRAHYDROFURFURYL ALCOHOLS VIA HYDROBORATION

The allylic epoxides (1)-(4) were transformed to the tetrahydrofurfuryl alcohols (17)-(20), respectively.The formation of (6) and (10) in the hydroboration-oxidation of (4) is interpreted.The monohydroboration-oxidation of (13) and (14) gave (15) and (16), respectively.