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About This Item
Linear Formula:
CH3OCH2C≡CCH2OCH3
CAS Number:
Molecular Weight:
114.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
assay
97%
refractive index
n20/D 1.434 (lit.)
bp
70 °C/30 mmHg (lit.)
density
0.944 g/mL at 25 °C (lit.)
functional group
ether
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.
signalword
Warning
hcodes
Hazard Classifications
Flam. Liq. 3
Storage Class
3 - Flammable liquids
wgk_germany
WGK 3
flash_point_f
127.4 °F - closed cup
flash_point_c
53 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Decacarbonyl (?3;-η2-ll-1, 4-dimethoxy-2-butyne) triiron, an Iron Cluster with Unusual Structure.
Lentz D and Reuter M.
Chemische Berichte, 124(4), 773-775 (1991)
Metalation of alkynes. 1. Effect of alkyne structure on the rate of acetoxymercuration.
Bassetti M and Floris B.
The Journal of Organic Chemistry, 51(22), 4140-4143 (1986)
Ryo Shintani et al.
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.
Jayachandran Jayakumar et al.
Angewandte Chemie (International ed. in English), 51(1), 197-200 (2011-11-17)
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