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302015

Sigma-Aldrich

5-Hexyn-1-ol

96%

Synonyme(s) :

1-Hexyn-6-ol, 1-Hydroxy-5-hexyne, 5-Hexynol, 5-Hexynyl alcohol, 6-Hydroxy-1-hexyne

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About This Item

Formule linéaire :
HC≡C(CH2)4OH
Numéro CAS:
928-90-5
Poids moléculaire :
98.14
Numéro Beilstein :
1739774
Numéro MDL:
MFCD00002980
Code UNSPSC :
12352100
ID de substance PubChem :
24858225
Nomenclature NACRES :
NA.22

Pureté

96%

Forme

liquid

Indice de réfraction

n20/D 1.450 (lit.)

Point d'ébullition

73-75 °C/15 mmHg (lit.)

Densité

0.89 g/mL at 25 °C (lit.)

Chaîne SMILES 

OCCCCC#C

InChI

1S/C6H10O/c1-2-3-4-5-6-7/h1,7H,3-6H2

Clé InChI

GOQJMMHTSOQIEI-UHFFFAOYSA-N

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Application

5-Hexyn-1-ol was used in synthesis of:
  • cinnoline-fused cyclic enediyne
  • llycopodium alkaloids, (+)-nankakurine A and (+)-nankakurine B
  • 7-benzoyloxy-3-(2-nitrophenylseleno)-1,5-cyclodecadiyne

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

158.0 °F - closed cup

Point d'éclair (°C)

70 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificats d'analyse (COA)

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Propargyl alcohol 99%

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P50803

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5-Hexynenitrile 97%

Sigma-Aldrich

271349

5-Hexynenitrile

3-Hexyn-2-ol 97%

Sigma-Aldrich

669296

3-Hexyn-2-ol

Olga V Vinogradova et al.
The Journal of organic chemistry, 76(16), 6937-6941 (2011-07-02)
A short and efficient synthesis of cinnoline-fused cyclic enediyne is reported. Richter cyclization of o-(1,3-butadiynyl)phenyltriazene produced 3-alkynyl-4-bromocinnoline. The Sonogashira coupling of the latter with 5-hexyn-1-ol was employed for the introduction of a second acetylenic moiety. The crucial cyclization step was
M Michida et al.
Nucleic acids symposium series, (37)(37), 55-56 (1997-01-01)
7-Benzoyloxy-3-(2-nitrophenylseleno)-1,5-cyclodecadiyne (13) was prepared from 5-hexyn-1-ol and propargyl bromide via 10-iodo-7-(t-butyldiphenylsiloxy)-5,9-decadiynal (10). The facile cyclization of the acyclic precursor 10 would be rationalized in terms of "bulky group (TBDPSO) assisted conformational control". Oxidation of 13 by NaIO4, followed by thermal
Ryan A Altman et al.
The Journal of organic chemistry, 75(22), 7519-7534 (2010-10-21)
The first total syntheses of the Lycopodium alkaloids (+)-nankakurine A (2), (+)-nankakurine B (3), and the originally purported structure 1 of nankakurine A were accomplished. The syntheses of 2 and 3 feature a demanding intramolecular azomethine imine cycloaddition as the
Johanna E Grimm et al.
Journal of agricultural and food chemistry, 67(20), 5838-5846 (2019-05-06)
An aroma extract dilution analysis applied to the volatiles isolated from jackfruit ( Artocarpus heterophyllus Lam.) pulp by solvent extraction and solvent-assisted flavor evaporation resulted in the detection of 48 odorants with flavor dilution (FD) factors between 1 and ≥8192.
Kun Liu et al.
Nucleic acids research, 48(13), 7356-7370 (2020-06-11)
To enable the optimal, biocompatible and non-destructive application of the highly useful copper (Cu+)-mediated alkyne-azide 'click' cycloaddition in water, we have isolated and characterized a 79-nucleotide DNA enzyme or DNAzyme, 'CLICK-17', that harnesses as low as sub-micromolar Cu+; or, surprisingly
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