53907-72-5

Basic information

• Product Name: 1-Octene-5-ol
• Synonyms: 1-Octene-5-ol;7-Octen-4-ol
• CAS NO: 53907-72-5
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.21
• Mol File: 53907-72-5.mol

Chemical Properties

• Boiling Point: 185.9°C at 760 mmHg
• Flash Point: 66.7°C
• Appearance: /
• Density: 0.834g/cm³
• Vapor Pressure: 0.192mmHg at 25°C
• Refractive Index: 1.438
• PKA: 15.20±0.20(Predicted)
• CAS DataBase Reference: 1-Octene-5-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Octene-5-ol(53907-72-5)
• EPA Substance Registry System: 1-Octene-5-ol(53907-72-5)

Safety Data

• Hazardous Substances Data: 53907-72-5(Hazardous Substances Data)

Usage

Classification

Fatty alcohol

Appearance

Colorless liquid

Odor

Slightly unpleasant

Solubility

Soluble in water

Uses

+ Production of flavors and fragrances
+ Synthesis of various esters (used in perfumes and personal care products)
+ Chemical intermediate in the production of plastics, adhesives, and coatings

Properties

+ Organic compound
+ Commonly used in the production of various chemicals and materials

InChI:InChI=1/C8H16O/c1-3-5-7-8(9)6-4-2/h3,8-9H,1,4-7H2,2H3

Upstream product

• 1003-14-1 2-pentyloxirane 
• 106-95-6 allyl bromide 
• 30503-12-9 oct-7-en-4-one 
• 5162-44-7 1-bromo-4-butene 
• 123-72-8 butyraldehyde 
• 7103-09-5 4-but-1-enylmagnesium bromide 

Downstream Products

• 195320-51-5 5-(4-toluenesulfonyloxy)oct-1-ene 
• 87830-45-3 C₁₈H₂₅HgNO₄ 
• 87830-33-9 4-<(Carbobenzyloxy)amino>-7-octene 
• 87830-34-0 trans-N-(Carbobenzyloxy)-2-propyl-5-(iodomethyl)-pyrrolidine 

Relevant articles and documents

Stereocontrolled concise synthesis of (±)-halosaline through intramolecular C-H amination

Total synthesis of 2-(2-hydroxyalkyl)-piperidine alkaloid (±)-halosaline is described from 7-octen-4-ol using a Rh-catalyzed chemo- and diastereo-selective intramolecular C–H amination of sulfamate ester, ring-closing metathesis, and SN2 displa

Indium-mediated regioselective allylation of terminal epoxides: A facile synthesis of bishomoallyl alcohols

Allyl indium, prepared from allyl bromide and indium metal in THF, reacts with terminal epoxides at room temperature to afford the corresponding bishomoallyl alcohols in excellent yields and with good regioselectivity.

Generation of allylic manganates from trimethylmanganate and allylic stannanes and their reactions with epoxides

A new method for forming allyldimethylmanganate has been developed. The preparation eliminated the need for prior generation of an allylmetal species such as allyllithium or allylmagnesium compounds. The reagents reacted with epoxides to give allylated products exclusively in good yields.

Macrocycles by ring-closing metathesis

The ruthenium carbene complexes 1 and 2 (0.05-5 mol %) catalyse highly efficient macrocyclization reactions of 1,ω-dienes by ring-closing metathesis (RCM). Key parameters for successful RCM are (i) the presence of a functional group which serves as a relay entity that assembles the reacting sites, (ii) an appropriate distance between this polar group and the alkenes to be metathesized, and (iii) low steric congestion near the double bonds. Contrary to previous assumptions, however, the ring size formed and the conformational predisposition of the substrates for ring closure turned out to be of minor importance. These aspects are illustrated by some straightforward syntheses of macrocyclic lactones, lactams, ethers and ketones, including the musk odored perfume ingredients Exaltolide, Exaltone and Arova 16, of the macrolide recifeiolide (24), as well as of the alkaloids epilachnene (40) and its homologue 9-propyl-10-azacyclododecan-12-olide (39), which are active principles of the defense secretions of the pupae of the mexican beetle Epilachnar varivestis.

Applications of Intramolecular Amidomercuration. 2. Synthesis of trans-5-Hydroxy-2-propylpiperidine, (+/-)-Pseudoconhydrine

A method for the stereoselective conversion of δ-alkenyl carbamates into trans-2-alkyl-5-substitutes-piperidines utilizing intramolecular amidomercuration as key step has been developed.As a specific illustration of the method, a synthesis of one of the Hemlock alkaloids, (+/-)-Pseudoconhydrine (trans-5-hydroxy-2-propylpiperidine, 1) was completed.The organomercurial 7a obtained from the intramolecular amidomercuration of 4--7-octene (6) was converted to the corresponding trans-5-(iodomethyl)-2-propylpyrrolidine derivative 7b.Cleavage of the carbamate and treatment with base generated the bicyclic aziridine 2-exo-propyl-1-azabicyclohexane (8a).Treatment of this aziridine with excess trifluoroacetic acid gave ring opening to the disubstituted pyrrolidine derivative 9a exclusively.Ring opening of the analogous aziridine 8b with HCl gave mixtures of pyrrolidine 9b and piperidine 10b.However, these derivatives can be equilibrated through the neutral amine to a mixture consisting of ca. 85percent of the piperidine derivate.Slow addition of trifluoroacetic acid to the aziridine 8a allowed for equilibration to the piperidine 14 as the major product.Hydrolysis and purification gave pure racemic pseudoconhydrine.This sequence illustrates a synthetic equivalent to anti-Markovnikov cyclofunctionalization of δ-alkenyl carbamates.In addition, this study provided new information on the regiochemistry of ring opening bicyclic aziridines.