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Assay
97%
refractive index
n20/D 1.434 (lit.)
bp
70 °C/30 mmHg (lit.)
density
0.944 g/mL at 25 °C (lit.)
SMILES string
COCC#CCOC
InChI
1S/C6H10O2/c1-7-5-3-4-6-8-2/h5-6H2,1-2H3
InChI key
YFUQYYGBJJCAPR-UHFFFAOYSA-N
General description
1,4-Dimethoxy-2-butyne is a symmetrical aliphatic alkyne. Its reaction with Hg(OAc)2 (Mercury(II)acetate) has been investigated.
Application
1,4-Dimethoxy-2-butyne may be used in the preparation of alkyne complexes: decacarbonyl(μ3;-η2-verbar-1,4-dimethoxy-2-butyne)triiron and nonacarbonyl(μ3;-η2;-⊥-1,4-dimethoxy-3-butyne)triiron. It may also be used to synthesize benzonaphthosiline.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 3
WGK
WGK 3
Flash Point(F)
127.4 °F
Flash Point(C)
53 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
Certificates of Analysis (COA)
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Metalation of alkynes. 1. Effect of alkyne structure on the rate of acetoxymercuration.
The Journal of Organic Chemistry, 51(22), 4140-4143 (1986)
Chemical communications (Cambridge, England), 51(57), 11378-11381 (2015-06-19)
Rhodium-catalyzed intramolecular alkynylsilylation of alkynes is described. The reaction proceeds through syn-insertion by a cationic rhodium/triarylphosphine catalyst, representing the first alkynylsilylation of alkynes via the cleavage of a C(sp)-Si bond by transition-metal catalysis. A highly enantioselective variant is also described
One-pot synthesis of isoquinolinium salts by rhodium-catalyzed C-H bond activation: application to the total synthesis of oxychelerythrine.
Angewandte Chemie (International ed. in English), 51(1), 197-200 (2011-11-17)
Decacarbonyl (?3;-η2-ll-1, 4-dimethoxy-2-butyne) triiron, an Iron Cluster with Unusual Structure.
Chemische Berichte, 124(4), 773-775 (1991)
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