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302481

Sigma-Aldrich

4-Pentyn-1-ol

97%

Sinonimo/i:

(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

Formula condensata:
HC≡CCH2CH2CH2OH
Numero CAS:
5390-04-5
Peso molecolare:
84.12
Beilstein:
1736712
Numero CE:
226-383-6
Numero MDL:
MFCD00002974
Codice UNSPSC:
12352100
ID PubChem:
24858256
NACRES:
NA.22

Livello qualitativo

100

Saggio

97%

Stato

liquid

Indice di rifrazione

n20/D 1.445 (lit.)

P. ebollizione

154-155 °C (lit.)

Densità

0.904 g/mL at 25 °C (lit.)

Gruppo funzionale

hydroxyl

Stringa SMILE

OCCCC#C

InChI

1S/C5H8O/c1-2-3-4-5-6/h1,6H,3-5H2
CRWVOXFUXPYTRK-UHFFFAOYSA-N

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Descrizione generale

Mechanism of (THF)W(CO)5-promoted endo- and exo-cycloisomerization of 4-pentyn-1-ol was studied.

Applicazioni

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.

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

143.6 °F - closed cup

Punto d’infiammabilità (°C)

62 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
MKCM9955
MKCL6956
MKCG6681
MKCC1803
MKBX6135V

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Propargil alcol 99%

Sigma-Aldrich

P50803

Propargil alcol

Hexa-4,5-dien-1-ol

Sigma-Aldrich

CVT00100

Hexa-4,5-dien-1-ol

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
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
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
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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