244473
4-Octyne
99%
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Fórmula lineal:
CH3CH2CH2C≡CCH2CH2CH3
Número CAS:
Peso molecular:
110.20
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39010412
UNSPSC Code:
12352100
EC Number:
217-730-2
MDL number:
Beilstein/REAXYS Number:
1732138
Assay:
99%
Form:
liquid
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Permítanos ayudarleInChI key
GZTNBKQTTZSQNS-UHFFFAOYSA-N
InChI
1S/C8H14/c1-3-5-7-8-6-4-2/h3-6H2,1-2H3
SMILES string
CCCC#CCCC
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.)
Quality Level
Categorías relacionadas
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
hcodes
Hazard Classifications
Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 3 - STOT SE 3
target_organs
Respiratory system
Clase de almacenamiento
3 - Flammable liquids
wgk
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
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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
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)
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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