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302481

Sigma-Aldrich

4-Pentyn-1-ol

97%

Synonyma:

(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

Lineární vzorec:
HC≡CCH2CH2CH2OH
Číslo CAS:
5390-04-5
Molekulová hmotnost:
84.12
Beilstein/REAXYS Number:
1736712
EC Number:
226-383-6
MDL number:
MFCD00002974
UNSPSC Code:
12352100
PubChem Substance ID:
24858256
NACRES:
NA.22

Quality Level

100

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

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

143.6 °F - closed cup

flash_point_c

62 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Osvědčení o analýze (COA)

Lot/Batch Number
MKCT7079
MKCS1198
MKCM9955
MKCL6956
MKCG6681

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Sigma-Aldrich

CVT00100

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4-Pentynoic acid 95%

Sigma-Aldrich

232211

4-Pentynoic acid

2-Propyn-1-ol for synthesis

Sigma-Aldrich

8.07050

2-Propyn-1-ol

Yuan Wang et al.
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
Sayantan Das et al.
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
Tomás Sordo et al.
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
Zeliha Kanat et al.
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
André S de Oliveira et al.
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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