2919-23-5 | Cyclobutanol

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$13.00	$9.00
5g	98%	in stock	$16.00	$11.00
10g	98%	in stock	$19.00	$13.00
25g	98%	in stock	$40.00	$28.00

Description

• Catalog Number: AB36710
• Chemical Name: Cyclobutanol
• CAS Number: 2919-23-5
• Molecular Formula: C4H8O
• Molecular Weight: 72.1057
• MDL Number: MFCD00001318
• SMILES: OC1CCC1

Computed Properties

• Complexity: 30.6
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 5
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• XLogP3: 0.5

Upstream Synthesis Route

Cyclobutanol is a versatile compound that finds wide application in chemical synthesis. Due to its unique structure, Cyclobutanol serves as a valuable building block for the creation of complex organic molecules. In organic synthesis, it can be utilized as a precursor in the construction of various pharmaceuticals, agrochemicals, and materials. The strained ring of Cyclobutanol offers a potential entry point for various functionalization reactions, allowing for the introduction of different substituents and functionalities. Additionally, its reactivity can be harnessed in the formation of carbon-carbon and carbon-heteroatom bonds, enabling the synthesis of diverse chemical structures. With its role in controlling stereochemistry and facilitating key transformations, Cyclobutanol stands as a crucial intermediate in the realm of chemical synthesis.

Literature

• The effects of H-bonding and sterics on the photoreactivity of a trimethyl butyrophenone derivative.

  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20120401

• A 1H NMR and theoretical investigation of the conformations of some monosubstituted cyclobutanes.

  Magnetic resonance in chemistry : MRC 20110101

• [Development of domino reactions based on skeletal rearrangement].

  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20110101

• Mechanism of alcohol oxidation by dipicolinate vanadium(V): unexpected role of pyridine.

  Journal of the American Chemical Society 20101222

• SmI2-mediated radical cyclizations directed by a C-Si bond.

  Organic letters 20101203

• Stereocontrolled synthesis of spiro[n.2]alkenes by ring contraction of fused-cyclobutanols.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20100726

• Fe-catalyzed highly selective ring expansion of alkynylcyclopropyl alkanols to cyclobutanols.

  Chemical communications (Cambridge, England) 20091128

• Cascade synthesis of (E)-2-alkylidenecyclobutanols.

  Organic letters 20091015

• Aerobic oxidation of pinacol by vanadium(V) dipicolinate complexes: evidence for reduction to vanadium(III).

  Journal of the American Chemical Society 20090121

• Stereoselective, dual-mode ruthenium-catalyzed ring expansion of alkynylcyclopropanols.

  Journal of the American Chemical Society 20081224

• Conformational stability of cyclobutanol from temperature dependent infrared spectra of xenon solutions, r0 structural parameters, ab initio calculations and vibrational assignment.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20081215

• Pestalotiopsin a. Enantioselective construction of potential building blocks derived from antipodal cyclobutanol intermediates.

  The Journal of organic chemistry 20070914

• Pestalotiopsin A. Side chain installation and exhaustive probing of olefin metathesis as a possible tool for elaborating the cyclononene ring.

  The Journal of organic chemistry 20070914

• Cleavage of activated cyclic amines: Unprecedented approach toward 2-substituted cyclobutanones.

  Organic letters 20060914

• Enantioselective C-C bond cleavage creating chiral quaternary carbon centers.

  Organic letters 20060720

• In pursuit of pestalotiopsin a via zirconocene-mediated ring contraction.

  Organic letters 20060525

• Versatile diastereoselectivity in formal [3,3]-sigmatropic shifts of substituted 1-alkenyl-3-alkylidenecyclobutanols and their silyl ethers.

  Journal of the American Chemical Society 20050817

• The low-temperature and high-pressure crystal structures of cyclobutanol (C4H7OH).

  Acta crystallographica. Section B, Structural science 20050801

• Core size effects on the reactivity of organic substrates as monolayers on gold nanoparticles.

  Langmuir : the ACS journal of surfaces and colloids 20050118

• Reactivity of aqueous Fe(IV) in hydride and hydrogen atom transfer reactions.

  Journal of the American Chemical Society 20041027

• Rhodium-catalyzed addition/ring-opening reaction of arylboronic acids with cyclobutanones.

  Organic letters 20040415

• Improving metabolic stability of phosphodiesterase-4 inhibitors containing a substituted catechol: prevention of reactive intermediate formation and covalent binding.

  Bioorganic & medicinal chemistry letters 20020819

• Solid-phase synthesis of novel isoxazolocyclobutanones and isoxazolinocyclobutenones.

  Organic letters 20020307

• Stereoselective synthesis of 2-aminocyclobutanols via photocyclization of alpha-amido alkylaryl ketones: mechanistic implications for the Norrish/Yang reaction.

  Journal of the American Chemical Society 20020123