924-41-4

Basic information

• Product Name: 1,5-HEXADIEN-3-OL
• Synonyms: 1,5-HEXADIENE-3-OL;1,5-HEXADIEN-3-OL;Allyl vinyl carbinol;hexa-1,5-dien-3-ol;1,5-Hexadien-3-ol,95%;Hexa-1,5-diene-3-ol;3-Hydroxy-1,5-hexadiene;NSC 102761
• CAS NO: 924-41-4
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.14
• EINECS: 213-102-7
• Product Categories: Acyclic;Alkenes;Organic Building Blocks
• Mol File: 924-41-4.mol
• Article Data: 15

Chemical Properties

• Melting Point: 30.5°C (estimate)
• Boiling Point: 133-134 °C
• Flash Point: 85 °F
• Appearance: /
• Density: 0.878 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.19mmHg at 25°C
• Refractive Index: n20/D 1.448(lit.)
• Storage Temp.: Refrigerator (+4°C)
• Solubility: Sparingly Soluble.
• PKA: 14.29±0.20(Predicted)
• BRN: 1719962
• CAS DataBase Reference: 1,5-HEXADIEN-3-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-HEXADIEN-3-OL(924-41-4)
• EPA Substance Registry System: 1,5-HEXADIEN-3-OL(924-41-4)

Safety Data

• Statements: 10
• Safety Statements: 16-33-36/37/39
• RIDADR: UN 1987 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 924-41-4(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to slightly yellow liquid

Uses

1,5-Hexadien-3-ol was used in the synthesis of (+)-obtusenyne.

General Description

1,5-Hexadien-3-ol is the starting reagent for the enantioselective synthesis of (+)-rogioloxepane A. It undergoes Sharpless kinetic resolution and ring-closing metathesis to yield nine membered oxocene.

InChI:InChI=1/C6H10O/c1-3-5-6(7)4-2/h3-4,6-7H,1-2,5H2/t6-/m1/s1

Upstream product

• 106-95-6 allyl bromide 
• 107-02-8 acrolein 
• 1730-25-2 allylmagnesium bromide 
• 19700-96-0 hexa-1,5-diene-3,4-diol 
• 10118-90-8 MINOCYCLINE 
• 7319-38-2 3-butenal 
• 1826-67-1 vinyl magnesium bromide 
• 51903-22-1 2-(2-propenyl)-3-chloromethyloxirane 
• 60-29-7 diethyl ether 
• 557-40-4 Allyl ether 
• 7664-41-7 ammonia 
• 64549-05-9 allyldibutyltin chloride 
• 2622-05-1 allylmagnesium bromide 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 28374-86-9 3-chlorohexa-1,5-diene 
• 2235-12-3 1,3,5-hexatriene 
• 137072-84-5 (2E)-hexa-2,5-dienyl benzoate 
• 822-41-3 bicyclo[2.1.1]hex-2-ene 
• 62708-51-4 bicyclo<2.1.1>hexan-2-one (p-tolylsulfonyl)hydrazone 
• 125642-76-4 2-hydroxy-2-phenylbicyclo<2.1.1>hexane 
• 126110-25-6 3-phenylbicyclo<3.1.0>hex-2-ene 
• 189440-77-5 (E)-methyl octa-4,7-dienoate 
• 129620-46-8 Cr(CO)5(C(OCH(CHCH₂)CH₂CHCH₂)C₆H₅) 
• 600728-65-2 (2R,7R)-2-((S)-1-Benzyloxy-propyl)-7-[(Z)-(S)-1-(tert-butyl-dimethyl-silanyloxy)-6-trimethylsilanyl-hex-3-en-5-ynyl]-2,3,6,7-tetrahydro-oxepine 
• 600728-64-1 {(Z)-(S)-1-[(2R,7R)-7-((S)-1-Benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-4-iodo-but-3-enyloxy}-tert-butyl-dimethyl-silane 
• 600728-57-2 (S)-3-{(R)-2-[(R)-1-((S)-1-Benzyloxy-propyl)-but-3-enyloxy]-pent-4-enoyl}-4-isopropyl-oxazolidin-2-one 
• 600728-63-0 (S)-3-[(2R,7R)-7-((S)-1-Benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-propan-1-ol 

Relevant articles and documents

Degradation of minocycline by the adsorption–catalysis multifunctional PVDF–PVP–TiO2 membrane: Degradation kinetics, photocatalytic efficiency, and toxicity of products

The photocatalytic degradation of minocycline was studied by using polyvinylidene fluoride–polyvinylpyrrolidone–TiO2 (PVDF–PVP–TiO2) fiber mats prepared by an electrospinning technology. The influences of the TiO2 dosage, minocycline concentrations, inorganic anions, pH values, and dissolved organic matter (DOM) concentrations on the degradation kinetics were investigated. A mass of 97% minocycline was degraded in 45 min at 5% TiO2 dosage. The corresponding decomposition rate constant was 0.069 min?1. The inorganic anions affected the minocycline decomposition in the order of HCO3? > Cl? > SO42? > NO3?, which was confirmed by the results of electron spin resonance (ESR) spectra. The lowest electrical energy per order (EEO) was 6.5 Wh/L. Over five cycles, there was no change in the photocatalytic performance of the degrading minocycline. Those investigations suggested that effective degradation of minocycline could be reached in the PVDF–PVP–TiO2 fiber mats with a low energy consumption, good separation and, good recovery. Three photocatalytic decomposition pathways of minocycline were proposed: (i) hydroxyl substitution of the acylamino group; (ii) hydroxyl substitution of the amide group, and (iii) a cleavage of the methyl groups and further oxidation of the amino group by OH. Potential risks caused by TP159 and TP99 should not be ignored, while the TP90 are nontoxic. Tests indicated that the toxicity of the photocatalytic process may be persistent if minocycline and its products were not mineralized completely.

An efficient DABCO-catalyzed Ireland-Claisen rearrangement of allylic acrylates

A novel DABCO-catalyzed Ireland-Claisen [3,3]-rearrangement of allylic acrylates to give α-methylene-γ,δ-unsaturated carboxylic acids in the presence of an excess of TMSCl and DBU in refluxing acetonitrile was developed. The protocol provides an easy entry to α-methylene-γ, δ-unsaturated carboxylic acids from allylic alcohols in good yields. Georg Thieme Verlag Stuttgart.

Novel carbonyl allylation mediated by SnCl2/Cu in water

Copper metal was found to be able to catalyze SnCl2-mediated coupling between carbonyl compounds and allyl halides to give the corresponding homoallylic alcohols in high yields.