5390-04-5 | 4-Pentyn-1-ol

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$5.00	$4.00
5g	98%	in stock	$7.00	$5.00
10g	98%	in stock	$9.00	$7.00
25g	98%	in stock	$18.00	$13.00
100g	98%	in stock	$69.00	$49.00
500g	98%	in stock	$344.00	$241.00

Description

• Catalog Number: AB45121
• Chemical Name: 4-Pentyn-1-ol
• CAS Number: 5390-04-5
• Molecular Formula: C5H8O
• Molecular Weight: 84.11642
• MDL Number: MFCD00002974
• SMILES: OCCCC#C
• NSC Number: 5274

Computed Properties

• Complexity: 57.6
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 6
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 2
• Undefined Atom Stereocenter Count: 1
• XLogP3: 0.5

Upstream Synthesis Route

4-Pentyn-1-ol, also known as pent-4-yn-1-ol, is a versatile chemical compound widely used in various chemical synthesis applications. As a terminal alkyne with a hydroxyl group, 4-Pentyn-1-ol serves as a valuable building block in organic synthesis processes. One notable application of 4-Pentyn-1-ol is in the preparation of alkynyl phosphonates, which are important intermediates in organic chemistry. By reacting 4-Pentyn-1-ol with phosphorus tribromide (PBr3), alkynyl phosphonates can be synthesized efficiently. These alkynyl phosphonates can further participate in various reactions such as Sonogashira coupling, hydrophosphonylation, and other transformations to create diverse functionalized molecules.Moreover, 4-Pentyn-1-ol can also be utilized in the synthesis of pharmaceutical compounds, agrochemicals, and materials science. Its ability to undergo functional group transformations and participate in various cross-coupling reactions makes it a valuable precursor for the preparation of complex molecules with specific functionalities.In summary, 4-Pentyn-1-ol plays a crucial role in chemical synthesis by serving as a key building block for the generation of diverse organic compounds in research, pharmaceutical, and materials science industries. Its versatility and reactivity make it a valuable tool for organic chemists seeking to create novel molecular structures.

Literature

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  Journal of chemical ecology 20100901

• 1,1,3,3-Tetramethylguanidine solvated lanthanide aryloxides: pre-catalysts for intramolecular hydroalkoxylation.

  Dalton transactions (Cambridge, England : 2003) 20091221

• Low-density lipoprotein has an enormous capacity to bind (E)-4-hydroxynon-2-enal (HNE): detection and characterization of lysyl and histidyl adducts containing multiple molecules of HNE.

  Chemical research in toxicology 20080721

• Structural and conformational properties of 4-Pentyn-1-ol as studied by microwave spectroscopy and quantum chemical calculations.

  The journal of physical chemistry. A 20071122

• Toward the synthesis of norzoanthamine: complete fragment assembly.

  The Journal of organic chemistry 20070622

• Stereoselective synthesis, natural occurrence and CB(2) receptor binding affinities of alkylamides from herbal medicines such as Echinacea sp.

  Organic & biomolecular chemistry 20070107

• [W(CO)5]-catalyzed endo- or exo-cycloisomerization reactions of 1,1-disubstituted 4-pentyn-1-ols: experimental and theoretical studies.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20050919

• Solvent-assisted new reaction pathways for the (THF)W(CO)5-promoted endo- and exo-cycloisomerization of 4-pentyn-1-ol: a theoretical investigation.

  Journal of the American Chemical Society 20050126

• Synthesis, characterisation and molecular structure of Re(III) 2-oxacyclocarbenes stabilised by a benzoyldiazenido ligand.

  Dalton transactions (Cambridge, England : 2003) 20040307

• Mechanism of ketone and alcohol formations from alkenes and alkynes on the head-to-head 2-pyridonato-bridged cis-diammineplatinum(III) dinuclear complex.

  Journal of the American Chemical Society 20030326

• Computational studies of tungsten-catalyzed endo-selective cycloisomerization of 4-pentyn-1-ol.

  Journal of the American Chemical Society 20020417