Product classification

764-01-2

Product Name：2-Butyn-1-ol
Molecular Formula：C₄H₆O
Purity：99%
Molecular Weight：

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Product Details;

CasNo： 764-01-2

Molecular Formula： C₄H₆O

Appearance： clear colourless to light yellow liquid

2-Butyn-1-ol 764-01-2 liquid, Best Price

Molecular Formula:C4H6O
Molecular Weight:70.091
Appearance/Colour:clear colourless to light yellow liquid
Vapor Pressure:1.67mmHg at 25°C
Melting Point:- 2.2 °C(lit.)
Refractive Index:n20/D 1.453(lit.)
Boiling Point:148 °C at 760 mmHg
PKA:13.14±0.10(Predicted)
Flash Point:51.7 °C
PSA：20.23000
Density:0.929 g/cm³
LogP:0.00200

764-01-2 Usage

Chemical Properties

liquid

Uses

2-Butyn-1-ol is used in the synthesis of homocoupling products. It is also used to inhibit corrosion of iron in acidic solution.

InChI:InChI=1/C4H6O/c1-2-3-4-5/h5H,4H2,1H3

764-01-2 Relevant articles

BiCl3-Facilitated removal of methoxymethyl-ether/ester derivatives and DFT study of -O-C-O- bond cleavage

Pacherille, Angela,Tuga, Beza,Hallooman, Dhanashree,Dos Reis, Isaac,Vermette, Mélodie,Issack, Bilkiss B.,Rhyman, Lydia,Ramasami, Ponnadurai,Sunasee, Rajesh

supporting information, p. 7109 - 7116 (2021/05/03)

A simple method for the cleavage of methoxymethyl (MOM)-ether and ester derivatives using bismuth trichloride (BiCl3) is described. The alkyl, alkenyl, alkynyl, benzyl and anthracene MOM ether derivatives, as well as MOM esters of both aliphatic and aromatic carboxylic acids, were deprotected in good yields. To better understand the molecular roles of BiCl3and water for MOM cleavage, two possible binding pathways were investigated using the density functional theory (DFT) method. The theoretical results indicate the differential initial binding site preferences of phenolic and alcoholic MOM substrates to the Bi atom and suggest that water plays a key role in facilitating the cleavage of the MOM group.

Synthesis and Photoswitching Properties of Bioinspired Dissymmetric I-Pyrone, an Analogue of Cyclocurcumin

Pecourneau, Jérémy,Losantos, Raúl,Monari, Antonio,Parant, Stéphane,Pasc, Andreea,Mourer, Maxime

, p. 8112 - 8126 (2021/06/30)

Cyclocurcumin (CC), a turmeric curcuminoid with potential therapeutic properties, is also a natural photoswitch that may undergo E/Z photoisomerization under UV light. To be further exploited in relevant biological applications, photoactivation under near-infrared (NIR) irradiation is required. Such requirement can be met through opportune chemical modifications, by favoring two-photon absorption (TPA) probability. Herein, a general and efficient synthesis of a biomimetic 2,6-disubstituted-δ-pyrone analogue of CC is described, motivated by the fact that molecular modeling previews an order of magnitude increase of its NIR TPA compared to CC. Three retrosynthetic pathways have been identified (i) via an aryl-oxazole intermediate or via aryl-diynone through (ii) a bottom-up or (iii) a top-down approach. While avoiding the passage through unstable synthons or low-yield intermediate reactions, only the latest approach could conveniently afford the 2,6-disubstituted-I-pyrone analogue of CC, in ten steps and with an overall yield of 18%. The photophysical properties of our biomimetic analogue have also been characterized showing an improved photoisomerization yield over the parent natural compound. The potentially improved nonlinear optical properties, as well as enhanced stability, may be correlated to the enforcement of the planarity of the pyrone moiety leading to a quadrupolar D-π-A-π-D system.

Catalytic asymmetric synthesis of 2,5-dihydrofurans using synergistic bifunctional Ag catalysis

Shi, Taoda,Teng, Shenghan,Gopi Krishna Reddy, Alavala,Guo, Xin,Zhang, Yueteng,Moore, Kohlson T.,Buckley, Thomas,Mason, Damian J.,Wang, Wei,Chapman, Eli,Hu, Wenhao

supporting information, p. 8737 - 8744 (2019/10/16)

We report a bifunctional Ag catalyst promoted intramolecular capture of oxonium ylides with alkynes for the enantioselective synthesis of 2,5-dihydrofurans. This represents unprecedented synergistic catalysis of a bifunctional Ag catalyst. Mechanistic studies revealed that [(R)-3,5-DM-BINAP](AgSbF6)2 (9) is likely to be the active catalytic species and that the reaction involves second order kinetics with respect to 9, suggesting that two molecules of 9 are involved in the intramolecular trapping of a Ag-associated oxonium ylide with a Ag-activated alkyne. Based on our mechanistic hypothesis, we further optimized the reaction, rendering a facile approach to 2,5-dihydrofurans in good to excellent yields in a highly chemo- and enantioselective fashion.

Nickel(II)-Catalyzed Asymmetric Propargyl [2,3] Wittig Rearrangement of Oxindole Derivatives: A Chiral Amplification Effect

Xu, Xi,Zhang, Jianlin,Dong, Shunxi,Lin, Lili,Lin, Xiaobin,Liu, Xiaohua,Feng, Xiaoming

supporting information, p. 8734 - 8738 (2018/07/14)

A highly enantioselective [2,3] Wittig rearrangement of oxindole derivatives was realized by using a chiral N,N′-dioxide/NiII complex as the catalyst under mild reaction conditions. A strong chiral amplification effect was observed, and allowed access to chiral 3-hydroxy 3-substituted oxindoles bearing allenyl groups in high yields and enantioselectivities (up to 92 % ee) by using a ligand with only 15 % ee. A reasonable explanation was given based on the experimental investigations and X-ray crystal structures of enantiomerically pure and racemic catalysts. Moreover, the first catalytic kinetic resolution of racemic oxindole derivatives by a [2,3] Wittig rearrangement was realized with high efficiency and stereoselectivity.

764-01-2 Process route

: 37428-46-9,37428-53-8,40605-42-3
3-chloro-2-buten-1-ol

: 764-01-2
methyl propargyl alcohol

Conditions

Conditions	Yield
With sodium hydroxide; In cyclohexane; water; at 65 - 72 ℃; for 8h;	88.1%
With potassium hydroxide; tetra-(n-butyl)ammonium iodide; In hexane; for 12h; Heating;	50%
With ammonia; sodium; ferric nitrate; for 14h;	47%
With ammonia; sodium amide; Behandeln des Reaktions-Loesung mit NH₄Cl;
With ammonia; sodium amide;

: 107-19-7
propargyl alcohol

: 74-88-4
methyl iodide

: 764-01-2
methyl propargyl alcohol