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244473

Sigma-Aldrich

4-Octyne

99%

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About This Item

Fórmula lineal:
CH3CH2CH2C≡CCH2CH2CH3
Número de CAS:
1942-45-6
Peso molecular:
110.20
Beilstein/REAXYS Number:
1732138
EC Number:
217-730-2
MDL number:
MFCD00009471
UNSPSC Code:
12352100
eCl@ss:
39010412
PubChem Substance ID:
24854679
NACRES:
NA.22

vapor pressure

35 mmHg ( 37.7 °C)

assay

99%

form

liquid

refractive index

n20/D 1.425 (lit.)

bp

131-132 °C (lit.)

mp

−103 °C (lit.)

density

0.751 g/mL at 25 °C (lit.)

SMILES string

CCCC#CCCC

InChI

1S/C8H14/c1-3-5-7-8-6-4-2/h3-6H2,1-2H3

InChI key

GZTNBKQTTZSQNS-UHFFFAOYSA-N

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General description

4-Octyne, also known as dipropylethyne can be used as a versatile building block in organic synthesis. The kinetics of the stereoselective semi-hydrogenation of 4-octyne (in tetrahydrofuran) was studied.

Application

4-Octyne, an electron-rich dialkylacetylene, was used in the synthesis of highly substituted 1,3-dienes.

signalword

Danger

Hazard Classifications

Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

84.2 °F - closed cup

flash_point_c

29 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Cyclopentadienone synthesis by rhodium (I)-catalyzed [3+ 2] cycloaddition reactions of cyclopropenones and alkynes
PA Wender, et al.
Journal of the American Chemical Society, 128, 14814-14815 (2006)
Chengxiang Zhou et al.
The Journal of organic chemistry, 71(8), 3184-3191 (2006-04-08)
The Pd(II)-catalyzed reaction of arylboronic acids and internal alkynes provides a convenient route to a wide variety of tetrasubstituted olefins. The reaction is conducted in DMSO using molecular O2 as an oxidant in the absence of any base. The reaction
Alexander M Kluwer et al.
Journal of the American Chemical Society, 127(44), 15470-15480 (2005-11-03)
The kinetics of the stereoselective semi-hydrogenation of 4-octyne in THF by the highly active catalyst [Pd{(m,m'-(CF(3))(2)C(6)H(3))-bian}(ma)] (2) (bian = bis(imino)acenaphthene; ma = maleic anhydride) has been investigated. The rate law under hydrogen-rich conditions is described by r = k[4-octyne](0.65)[Pd][H(2)], showing
Kelly E Aldrich et al.
Dalton transactions (Cambridge, England : 2003), 48(30), 11352-11360 (2019-07-10)
Highly dehydrated silica gel, SiO2700, gave a material with a total surface hydroxyl density of 0.31 ± 0.05 mmol g-1, 0.9 ± 0.1 Si-OH sites per nm2. Treatment of this material with Ti(NMe2)4 gave Ti(NMe2)3/SiO2700, which is 1.50% ± 0.07
Davide Albani et al.
Nature communications, 9(1), 2634-2634 (2018-07-08)
Ensemble control has been intensively pursued for decades to identify sustainable alternatives to the Lindlar catalyst (PdPb/CaCO3) applied for the partial hydrogenation of alkynes in industrial organic synthesis. Although the geometric and electronic requirements are known, a literature survey illustrates

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