928-40-5

Basic information

• Product Name: 1,5-HEXANEDIOL
• Synonyms: 1,5-HEXANEDIOL;hexane-1,5-diol;1,5-Dihydroxyhexane;1-Methyl-1,5-pentanediol;Hexane-2,6-diol;1,5-Hexanediol 99%
• CAS NO: 928-40-5
• Molecular Formula: C₆H₁₄O₂
• Molecular Weight: 118.17
• EINECS: 213-171-3
• Product Categories: Organic Building Blocks;Oxygen Compounds;Polyols;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 928-40-5.mol
• Article Data: 36

Chemical Properties

• Melting Point: 26.38°C (estimate)
• Boiling Point: 89-91 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.981 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00189mmHg at 25°C
• Refractive Index: n20/D 1.451(lit.)
• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• PKA: 15.16±0.10(Predicted)
• CAS DataBase Reference: 1,5-HEXANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-HEXANEDIOL(928-40-5)
• EPA Substance Registry System: 1,5-HEXANEDIOL(928-40-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 2
• RTECS: MO2080000
• Hazardous Substances Data: 928-40-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,5-Hexanediol is used as an intermediate in the synthesis of (R)-cis-5ξ-Methyl Atracurium Dibesylate (M288320), a derivative of Atracurium (A794500) Dibesylate. 1,5-Hexanediol exhibits neuromuscular blocking activity and is utilized in medical procedures that require muscle relaxation.
Additionally, 1,5-Hexanediol can be used as a building block in the production of other pharmaceuticals and chemical compounds, given its unique structure and reactivity. Its applications may extend to various industries, including cosmetics, personal care products, and industrial chemicals, depending on the specific formulations and reactions it can participate in.

InChI:InChI=1/C6H14O2/c1-6(8)4-2-3-5-7/h6-8H,2-5H2,1H3

Upstream product

• 37965-52-9 2-hexyl-7-methyl-[1,2]oxaborepane 
• 592-42-7 1,5-Hexadien 
• 917-64-6 methyl magnesium iodide 
• 120-92-3 cyclopentanone 
• 75-07-0 acetaldehyde 
• 3128-06-1 5-ketohexanoic acid 
• 13984-50-4 methyl levulinate 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 823-22-3 5-hexanolide 
• 13984-57-1 ethyl 5-oxohexanoate 
• 505-03-3 5-oxohexanal 
• 627-96-3 1,5-dibromohexane 
• 109610-72-2 6-(2-tetrahydropyranyl)oxy-2-hexanol 
• 7319-00-8 (E)-1,4-hexadiene 

Downstream Products

• 121671-80-5 tert-butyldiphenylsilyl 5-hydroxyhexyl ether 
• 17230-09-0 2-ethoxy-5-methyltetrahydropyran 
• 823-22-3 5-hexanolide 
• 108-94-1 cyclohexanone 
• 54844-23-4 5-benzoxy-1-hexanol 
• 98936-68-6 1-benzoyloxy-5-hydroxyhexane 
• 98936-67-5 (S)-hexane-1,5-diyl dibenzoate 
• 158527-84-5 1,5-bis-trimethylsilyloxyhexane 
• 128733-41-5 Benzoic acid 5-trimethylsilanyloxy-hexyl ester 
• 128733-40-4 Benzoic acid 1-methyl-5-trimethylsilanyloxy-pentyl ester 
• 10141-72-7 2-methyloxane 
• 2105-40-0 ((1R,2R)-2-methylcyclohexyl)methanol 
• 143956-84-7 5-hydroxyhexanal 
• 21856-89-3 6-hydroxy-2-hexanone 

Relevant articles and documents

A crystalline, internally-coordinated chloroborane for asymmetric hydroboration

Asymmetric hydroboration is an important method in the preparation of enantiomerically-enriched compounds that are necessary in many areas of chemistry. Here is reported the preparation of a unique chiral chloroborane-internal ether complex and its applic

Enantioselective Synthesis Muqubilin and Negombatoperoxides B and C/D

Muqubilin, negombatoperoxide B, and negombatoperoxide C/D were synthesized through enantioselective routes, with the quaternary center derived from a peroxy chiral building block of known absolute configuration. The C-2/C-3 stereogenic centers were introduced by asymmetric aldol condensation, and the 1,2-dioxane ring was constructed via an intramolecular alkylation of a hydroperoxide with a mesylate. The synthetic samples showed physical and spectroscopic data consistent with those reported in the literature and thus verified the configurations of the natural products. A potentially more expeditious enantioselective entry to the 1,2-dioxane-aldol moiety (C-1 to C-6) of such cyclic peroxides was also briefly explored, where the C-2/C-3 stereogenic centers were installed through a [2+2] cycloaddition and the 1,2-dioxane ring was closed via an intramolecular alkylation coupled with an alkyl-oxygen cleavage of a β-lactone.

PROCESS FOR PRODUCING HYDROXYMETHYL-ALCOHOLS

The present invention relates to a process for producing an organic compound A, which comprises at least one primary alcoholic hydroxy group and at least one secondary alcoholic hydroxy group, comprising a process step, wherein a compound B, which comprises at least one nitrile group and at least one ketone group, is reacted with hydrogen and water in the presence of at least one homogeneous transition metal catalyst TMC 1.

Ruthenium-Catalyzed Deaminative Hydrogenation of Amino Nitriles: Direct Access to 1,2-Amino Alcohols

A new approach for the efficient and highly selective synthesis of 1,2-amino alcohols by direct reductive hydrolysis of N-formyl-protected α-amino nitriles is reported. The commercially available RuHCl(CO)(PPh3)3 complex was found to be a suitable catalyst for this operationally simple protocol, in which no stoichiometric amounts of undesired metal waste are generated. The deaminative hydrogenation is performed at 55 bar of H2, using a 6:1 mixture of 1,4-dioxane/water as solvent. In addition, hydroxymethyl alcohols were prepared from cyanoketones under very similar conditions.

Metal complex and preparation method and application thereof

The invention discloses a post-transition metal bisphosphine diamine complex catalyst which is good in substrate applicability, and capable of efficiently catalyzing a hydrogenation alcohol productionreaction of various carbonyl derivatives such as esters, amides and carbonates different in structure. Central metal coordination of the metal complex catalyst has two diaminodiphosphine ligands o-PPh2C6H4NR1R2 and Ph2PCH2CH2NR3R4 (or o-PPh2C6H4CH2NR3R4, Ph2P(CH2) 3NR3R4) different in structure, and the metal complex can be obtained through a simple two-step synthesis method. The catalysts show the advantages of the two ligands in the catalytic hydrogenation process, and the defects of a complex catalyst formed by a single ligand in the aspect of applicability of substrates can be effectivelyovercome.

A 5 - hydroxymethyl furfural catalytic conversion of 1, 6 - hexane diol (by machine translation)

The present invention provides a 5 - hydroxymethyl furfural catalytic conversion of 1, 6 - hexane diol. The method in order to 5 - hydroxymethyl furfural as raw material, the catalyst active component is M - ReOx load on the catalyst, 50 - 200 °C, hydrogen pressure 1 - 13 mpa after a step under the condition of the catalytic conversion process, the realization of the 5 - hydroxymethyl furfural raw material high-efficiency, high selectivity, high yield in the preparation of 1, 6 - hexanediol. The present invention provides a reaction with raw material from the biomass, the presence of a regeneration, green and the like. At the same time, this reaction the atom economy is high. In addition, with the other in order to biomass as raw materials to make the 1, 6 - hexanediol technical phase comparison, this process has reaction time is short, 1, 6 - hexanediol good selectivity, space-time yield and the like. (by machine translation)

METHODS OF PRODUCING COMPOUNDS FROM 5-(HALOMETHYL)FURFURAL

Provided herein are methods of producing compounds, such as cyclohexanone, hexanediamine, hexanediol, hexamethylenediamine, caprolactam and nylon, from 5-(halomethyl)furfural.

Synthesis of 1,6-hexanediol from HMF over double-layered catalysts of Pd/SiO2 + Ir-ReOx/SiO2 in a fixed-bed reactor

1,6-Hexanediol (1,6-HDO) was effectively prepared from 5-hydroxymethylfurfural (HMF) over double-layered catalysts of Pd/SiO2 + Ir-ReOx/SiO2 in a fixed-bed reactor. Under optimal reaction conditions (373 K, 7.0 MPa H2, in solvent mixtures of 40% water and 60% tetrahydrofuran (THF)), 57.8% yield of 1,6-HDO was obtained. The double-layered catalysts loaded in double-layered beds showed much superior performance compared to that of a single catalyst of Pd-Ir-ReOx/SiO2, even when the same amount of active components were used in the catalysts. The reaction solvent significantly affected product distributions, giving a volcano-shape plot for the 1,6-HDO yield as a function of the ratio of water to THF. Br?nsted acidic sites were generated on the catalyst in the presence of water which played determining roles in 1,6-HDO formation. A high pressure of H2 contributed to 1,6-HDO formation by depressing the over-hydrogenolysis of reaction intermediates and products to form hexane and hexanol. The reaction route was proposed for HMF conversion to 1,6-HDO on the basis of conditional experiments.

METHODS OF PRODUCING COMPOUNDS FROM 5-(HALOMETHYL)FURFURAL

Provided herein are methods of producing compounds, such as cyclohexanone, hexanediamine, hexanediol, hexamethylenediamine, caprolactam and nylon, from 5- (halomethyl)furfural.

Formal hydration of non-activated terminal olefins using tandem catalysts

The hydration of terminal olefins to secondary alcohols has been achieved using a Pd(ii)/Ru(ii) catalyst combination with high regioselectivity and yields. Both vinyl arenes and aliphatic olefins can be hydrated easily with the tandem catalyst system using a low catalyst loading of 1 mol%. The Royal Society of Chemistry 2014.