302481
4-Pentyn-1-ol
97%
Synonym(s):
(3-Hydroxypropyl)acetylene, 1-Hydroxy-4-pentyne, 1-Pentyn-5-ol, 5-Hydroxy-1-pentyne, Pent-4-yn-1-ol, Pent-4-yne-1-ol, Pentyne alcohol
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About This Item
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Quality Level
Assay
97%
form
liquid
refractive index
n20/D 1.445 (lit.)
bp
154-155 °C (lit.)
density
0.904 g/mL at 25 °C (lit.)
functional group
hydroxyl
SMILES string
OCCCC#C
InChI
1S/C5H8O/c1-2-3-4-5-6/h1,6H,3-5H2
InChI key
CRWVOXFUXPYTRK-UHFFFAOYSA-N
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General description
Mechanism of (THF)W(CO)5-promoted endo- and exo-cycloisomerization of 4-pentyn-1-ol was studied.
Application
4-Pentyn-1-ol was used in preparation of 3-pent-4-ynyloxy phthalonitrile. It was also used as starting reagent in stereoselective total synthesis of antimicrobial marine metabolites, ieodomycin A and B.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
143.6 °F - closed cup
Flash Point(C)
62 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Journal of the American Chemical Society, 127(3), 944-952 (2005-01-20)
New solvent-assisted mechanistic routes were located for the (THF)W(CO)5-promoted endo- and exo-cycloisomerization of 4-pentyn-1-ol using the B3LYP/6-31G (with the LANL2DZ relativistic pseudopotential for W) theory level. A mixed model was used by explicitly including a THF molecule as a component
The Journal of organic chemistry, 78(14), 7274-7280 (2013-06-21)
Stereoselective total synthesis of antimicrobial marine metabolites ieodomycin A and B have been accomplished starting from commercially available 4-pentyn-1-ol featuring strategic application of the Negishi reaction, Kumada coupling, and Crimmins acetate aldol. This revises the proton NMR spectra of ieodomycin
Proceedings of the National Academy of Sciences of the United States of America, 116(24), 12094-12102 (2019-05-31)
As the most common RNA cap in eukaryotes, the 7-methylguanosine (m7G) cap impacts nearly all processes that a messenger RNA undergoes, such as splicing, polyadenylation, nuclear export, translation, and degradation. The metabolite and redox agent, nicotinamide adenine diphosphate (NAD+), can
Dalton transactions (Cambridge, England : 2003), 43(23), 8654-8663 (2014-04-26)
In order to obtain nonperipherally tetra terminal alkynyl substituted phthalocyanines (Pcs), new 3-pent-4-ynyloxy phthalonitrile (3) was prepared by the nucleophilic displacement reaction of 3-nitrophthalonitrile (1) and 4-pentyn-1-ol (2) and then cyclotetramerization was attained in the presence of zinc acetate, cobalt
PloS one, 14(9), e0223017-e0223017 (2019-09-27)
The West Nile Virus (WNV) NS2B-NS3 protease is an attractive target for the development of therapeutics against this arboviral pathogen. In the present investigation, the screening of a small library of fifty-eight synthetic compounds against the NS2-NB3 protease of WNV
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