40760-35-8

Basic information

• Product Name: 3-methylenepentane-1,5-diol
• Synonyms: 3-methylenepentane-1,5-diol;3-Methylene-1,5-pentanediol
• CAS NO: 40760-35-8
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 116.15828
• EINECS: 255-063-9
• Mol File: 40760-35-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 250.9°Cat760mmHg
• Flash Point: 121.9°C
• Appearance: /
• Density: 0.988g/cm³
• Vapor Pressure: 0.00333mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: 3-methylenepentane-1,5-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methylenepentane-1,5-diol(40760-35-8)
• EPA Substance Registry System: 3-methylenepentane-1,5-diol(40760-35-8)

Safety Data

• Hazardous Substances Data: 40760-35-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H12O2/c1-6(2-4-7)3-5-8/h7-8H,1-5H2

Upstream product

• 4457-71-0 3-methylpentane-1,5-diol 
• 74915-94-9 1-(tert-butyldimethylsiloxy)-3-methyl-3-butene 
• 1358895-28-9 5-(tert-butyldimethylsilyloxy)-3-methylenepentan-1-ol 
• 40760-37-0 1,5-diacetoxy-3-methylenepentane 
• 50-00-0 formaldehyd 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 115-11-7 isobutene 
• 763-32-6 2-methyl-1-buten-4-ol 
• 124-41-4 sodium methylate 

Downstream Products

• 4457-71-0 3-methylpentane-1,5-diol 
• 77-92-9 citric acid 
• 123703-40-2 2,3,3aβ,4,5,6aβ-perhydrofuro<2,3b>furan 
• 440641-45-2 (1S,3S,4S,5R)-1-((R,E)-3,5-dimethyl-6-phenylhex-3-en-1-yl)-4-hydroxy-4,5-bis(methoxycarbonyl)-2,8-dioxabicyclo[3.2.1]octane-3-carboxylic acid 

Relevant articles and documents

Synthesis of (-)-6,7-Dideoxysqualestatin H5 by Carbonyl Ylide Cycloaddition-Rearrangement and Cross-electrophile Coupling

An asymmetric synthesis of (-)-6,7-dideoxysqualestatin H5 is reported. Key features of the synthesis include the following: (1) highly diastereoselective n-alkylation of a tartrate acetonide enolate and subsequent oxidation-hydrolysis to provide an asymmetric entry to a β-hydroxy-α-ketoester motif; (2) facilitation of Rh(II)-catalyzed cyclic carbonyl ylide formation-cycloaddition by co-generation of keto and diazo functionality through ozonolysis of an unsaturated hydrazone; and (3) stereoretentive Ni-catalyzed Csp3-Csp2 cross-electrophile coupling between tricarboxylate core and unsaturated side chain to complete the natural product.

Iron-Catalyzed Ring-Closing C?O/C?O Metathesis of Aliphatic Ethers

Among all metathesis reactions known to date in organic chemistry, the metathesis of multiple bonds such as alkenes and alkynes has evolved into one of the most powerful methods to construct molecular complexity. In contrast, metathesis reactions involving single bonds are scarce and far less developed, particularly in the context of synthetically valuable ring-closing reactions. Herein, we report an iron-catalyzed ring-closing metathesis of aliphatic ethers for the synthesis of substituted tetrahydropyrans and tetrahydrofurans, as well as morpholines and polycyclic ethers. This transformation is enabled by a simple iron catalyst and likely proceeds via cyclic oxonium intermediates.

Synthesis of perhydrofuro[2,3-b]furans from isopentenyl alcohol through carbonyl-ene and wacker-type reactions

A range of 2-substituted perhydrofuro[2,3-b]furans have been synthesized in a stereoselective manner through a sequence involving the Lewis-acid catalyzed carbonyl-ene reaction of a protected isopentenyl alcohol with a variety of enophiles, deprotection of the corresponding monoprotected diols, and palladium-catalyzed intramolecular acetalization under Wacker-type reaction conditions. A new synthetic approach toward the synthesis of perhydrofuro[2,3-b]furans is described. The strategy is based on the carbonyl-ene reaction for a protected isopentenyl alcohol with several activated enophiles followed by deprotection and palladium-catalyzed intramolecular acetalization. Copyright