16356-02-8

Basic information

• Product Name: 1,4-DIMETHOXY-2-BUTYNE
• Synonyms: 1,4-DIMETHOXY-2-BUTYNE;1,4-DIMETHOXY-2-BUTYNE 98%;1,4-dimethoxybut-2-yne;2-Butyne,1,4-dimethoxy-
• CAS NO: 16356-02-8
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• Product Categories: Alkynes;Internal;Organic Building Blocks
• Mol File: 16356-02-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: -39°C(lit.)
• Boiling Point: 70 °C30 mm Hg(lit.)
• Flash Point: 128 °F
• Appearance: /
• Density: 0.944 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.91mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• CAS DataBase Reference: 1,4-DIMETHOXY-2-BUTYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DIMETHOXY-2-BUTYNE(16356-02-8)
• EPA Substance Registry System: 1,4-DIMETHOXY-2-BUTYNE(16356-02-8)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 3271 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 16356-02-8(Hazardous Substances Data)

Usage

Uses

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.

General Description

1,4-Dimethoxy-2-butyne is a symmetrical aliphatic alkyne. Its reaction with Hg(OAc)2 (Mercury(II)acetate) has been investigated.

InChI:InChI=1/C6H10O2/c1-7-5-3-4-6-8-2/h5-6H2,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 110-65-6 1,4-dihydroxybut-2-yne 
• 74-87-3 methylene chloride 
• 75-93-4 methyl bisulfate 
• 4301-15-9 ethynyldimagnesium dibromide 
• 60-29-7 diethyl ether 
• 107-30-2 chloromethyl methyl ether 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 25887-40-5 1,4-bisdimethylsulphoniobut-2-yne ditosylate 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 135605-48-0 3,4,5,6-Tetra(methoxymethyl)-2-phenylpyridine 
• 75416-78-3 4,4'-(buta-1,3-diene-2,3-diyl)bis(chlorobenzene) 
• 75416-82-9 1-Fluoro-4-(1-methoxymethyl-propa-1,2-dienyl)-benzene 
• 75416-80-7 4,4'-(buta-1,3-diene-2,3-diyl)bis(fluorobenzene) 
• 75416-84-1 C₁₇H₁₆F₂O 
• 104503-35-7 1-(4-Chloro-phenyl)-4,5-bis-methoxymethyl-1H-[1,2,3]triazole 
• 57223-18-4 nona-1-en-3-yne 
• 33622-26-3 dec-1-en-3-yne 
• 74744-36-8 1-dodecene-3-yne 
• 91664-28-7 5-Methyl-undec-1-en-3-yne 
• 74744-28-8 1-undecen-3-yne 
• 2548-47-2 2,3-diphenyl-1,3-butadiene 
• 92-52-4 biphenyl 
• 75416-83-0 C₁₇H₁₈O 

Relevant articles and documents

Syntheses of Denudatine Diterpenoid Alkaloids: Cochlearenine, N-Ethyl-1α-hydroxy-17-veratroyldictyzine, and Paniculamine

The denudatine-type diterpenoid alkaloids cochlearenine, N-ethyl-1α-hydroxy-17-veratroyldictyzine, and paniculamine have been synthesized for the first time (25, 26, and 26 steps from 16, respectively). These syntheses take advantage of a common intermediate (8) that we have previously employed in preparing aconitine-type natural products. The syntheses reported herein complete the realization of a unified strategy for the preparation of C20, C19, and C18 diterpenoid alkaloids.

Iridium complex-catalyzed reaction of 1,6-enynes: Cycloaddition and cycloisomerization

(Chemical Equation Presented) 1,6-Enynes reacted with monoynes to give cyclohexadiene derivatives in the presence of a catalytic amount of [lr(cod)Cl]2/ligand. DPPE was most suitable for cycloaddition. Diastereoselective cycloaddition was also possible. In the absence of monoynes, 1,6-enynes cycloisomerized to (Z)-1-alkylidene-2-methylenecyclopentane derivatives. DPPF was most suitable for cycloisomerization. These results are the first examples of highly Z-selective cycloisomerization.

The synthesis and Diels-Alder reactions of (E)- and (Z)-1-methoxy-3-(phenylsulfinyl)buta-1,3-dienes

The mild and efficient generation of benzenesulfenic acid by the thermolysis of ethyl 2-ethoxycarbonyl-3-(phenylsulfmyl)butanoate 8 in refluxing dichloromethane, and its in situ trapping with (E)- and (Z)-1-methoxybut-2-en-3-yne to form (E)-1-methoxy-3-(p