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Assay
97%
optical activity
[α]22/D −45°, neat
refractive index
n20/D 1.426 (lit.)
bp
108-111 °C (lit.)
density
0.883 g/mL at 20 °C (lit.)
functional group
hydroxyl
SMILES string
C[C@H](O)C#C
InChI
1S/C4H6O/c1-3-4(2)5/h1,4-5H,2H3/t4-/m0/s1
InChI key
GKPOMITUDGXOSB-BYPYZUCNSA-N
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Application
Used in a ruthenium-catalyzed polymerization providing helical polyacetylenes.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
78.8 °F - closed cup
Flash Point(C)
26 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Beilstein journal of organic chemistry, 9, 2120-2128 (2013-11-10)
An efficient entry to the preparation of elusive 4-unsubstituted-3-iodo-2H-chromenes has been accomplished as result of a catalytic cyclization. Thus, upon exposition of [(3-iodoprop-2-yn-1-yl)oxy]arenes to IPrAuNTf2 (3 mol %), in 1,4-dioxane at 100 °C, the desired heterocyclic motif is readily assembled.
Macromolecules, 40, 1864-1864 (2007)
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