302015
5-Hexyn-1-ol
96%
Synonym(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
Linear Formula:
HC≡C(CH2)4OH
CAS Number:
Molecular Weight:
98.14
MDL number:
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
Beilstein/REAXYS Number:
1739774
Assay:
96%
Form:
liquid
Quality Level
assay
96%
form
liquid
refractive index
n20/D 1.450 (lit.)
bp
73-75 °C/15 mmHg (lit.)
density
0.89 g/mL at 25 °C (lit.)
functional group
hydroxyl
SMILES string
OCCCCC#C
InChI
1S/C6H10O/c1-2-3-4-5-6-7/h1,7H,3-6H2
InChI key
GOQJMMHTSOQIEI-UHFFFAOYSA-N
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
158.0 °F - closed cup
flash_point_c
70 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Articles
Alkynes' versatility enables reactions like addition, metathesis, hydroboration, cleavage, coupling, and cycloadditions in synthetic chemistry.
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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 302015-25G | 04061826665688 |
| 302015-1G | 04061826665671 |
| 302015-5G | 04061826665695 |