Ho, Hon Eong et al. published their research in Organic Letters in 2014 | CAS: 16356-02-8

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Electric Literature of C6H10O2

Carboxylic Acid-Catalyzed Highly Efficient and Selective Hydroboration of Alkynes with Pinacolborane was written by Ho, Hon Eong;Asao, Naoki;Yamamoto, Yoshinori;Jin, Tienan. And the article was included in Organic Letters in 2014.Electric Literature of C6H10O2 This article mentions the following:

We have demonstrated for the first time that carboxylic acids are able to catalyze the direct hydroboration of various terminal and internal alkynes with pinacolborane, HB(pin), without using any metal catalysts. For example, PhCCB(pin) reacts with HB(pin) in the presence of 4-Me2NC6H4CO2H giving PhCH:C[B(pin)]2 in 99% yield. This unprecedented catalytic hydroboration exhibits a broad functional groups compatibility, giving the corresponding alkenyl diboronates and monoboronates in good to high yields with exclusive regio- and stereoselectivities. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Electric Literature of C6H10O2).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Electric Literature of C6H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem