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302015

Sigma-Aldrich

5-Hexyn-1-ol

96%

Sinonimo/i:

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

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About This Item

Formula condensata:
HC≡C(CH2)4OH
Numero CAS:
928-90-5
Peso molecolare:
98.14
Beilstein:
1739774
Numero MDL:
MFCD00002980
Codice UNSPSC:
12352100
ID PubChem:
24858225
NACRES:
NA.22

Livello qualitativo

100

Saggio

96%

Stato

liquid

Indice di rifrazione

n20/D 1.450 (lit.)

P. ebollizione

73-75 °C/15 mmHg (lit.)

Densità

0.89 g/mL at 25 °C (lit.)

Gruppo funzionale

hydroxyl

Stringa SMILE

OCCCCC#C

InChI

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

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Applicazioni

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

158.0 °F - closed cup

Punto d’infiammabilità (°C)

70 °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
MKCQ4039
MKCP8619
MKCM3941
MKCJ9999
MKCH3143

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2-Pentyn-1-ol 98%

Sigma-Aldrich

335312

2-Pentyn-1-ol

5-Iodo-1-pentyne ≥98.0% (GC)

Sigma-Aldrich

728594

5-Iodo-1-pentyne

Propargil alcol 99%

Sigma-Aldrich

P50803

Propargil alcol

3-Hexyn-2-ol 97%

Sigma-Aldrich

669296

3-Hexyn-2-ol

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
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
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.
Wenqiang Tan et al.
Carbohydrate polymers, 160, 163-171 (2017-01-25)
Four novel 1,2,3-triazolium-functionalized starch derivatives were synthesized by N-alkylating the precursor starch derivatives with 1,2,3-triazole with iodomethane based on cuprous-catalyzed azide-alkyne cycloaddition (CuAAC). The detailed structural characterization was investigated by means of FTIR, UV-vis
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Articoli

Functionalized Alkynes

Alkynes contain a highly versatile functional group that may be utilized for numerous reactions such as electrophilic additions of hydrogen, halogens, hydrogen halides, or water; metathesis; hydroboration; oxidative cleavage; C–C coupling; and cycloadditions

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