(R)-(+)-3-Butyn-2-ol

Base Information

• Chemical Name: (R)-(+)-3-Butyn-2-ol
• CAS No.: 42969-65-3
• Molecular Formula: C₄H₆O
• Molecular Weight: 70.091
• Hs Code.: 29052900
• European Community (EC) Number: 610-091-4
• DSSTox Substance ID: DTXSID70274155
• Nikkaji Number: J52.848J
• Wikidata: Q64027325
• Mol file: 42969-65-3.mol

Synonyms:(R)-(+)-3-Butyn-2-ol;42969-65-3;(R)-but-3-yn-2-ol;(2R)-but-3-yn-2-ol;(R)-3-butyn-2-ol;(R)-(+)-1-Butyn-3-ol;3-Butyn-2-ol, (2R)-;MFCD00211237;(+)-3-butyn-2-ol;(2R)-3-butyn-2-ol;(R)-(-)-3-butyne-2-ol;DTXSID70274155;AMY24232;BCP15480;AKOS005259799;(r)-(+)-alpha-methylpropargyl alcohol;(R)-(+)-3-Butyn-2-ol, 98%;B2909;BB 0261027;CS-0094046;EN300-84740;F17654;A814381;A935293

Chemical Property of (R)-(+)-3-Butyn-2-ol

Chemical Property:

• Appearance/Colour: clear liquid
• Melting Point: -22.07°C (estimate)
• Refractive Index: 1.4235-1.4255
• Boiling Point: 108 - 111 C
• PKA: 13.28±0.20(Predicted)
• Flash Point: 10 ºC
• PSA: 20.23000
• Density: 0.89
• LogP: 0.00040
• Storage Temp.: Poison room
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 70.041864811
• Heavy Atom Count: 5
• Complexity: 57.3

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-3-Butyn-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): FT+
• Hazard Codes: F,T+
• Statements: 11-23/24/25-36/37/38-28-24-43-41-40-26/28-10
• Safety Statements: 16-23-26-36/37/39-45-28A-24

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C#C)O
• Isomeric SMILES: C[C@H](C#C)O
• Uses: (R)-(+)-3-Butyn-2-ol may be used as a starting material in the multi-step synthesis of (R)-benzyl 4-hydroxyl-2-pentynoate.

Technology Process of (R)-(+)-3-Butyn-2-ol

There total 35 articles about (R)-(+)-3-Butyn-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

(2R,3E)-4-iodobut-3-en-2-ol (128241-50-9) → (R)-(+)-3-butyn-2-ol (42969-65-3)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 0 ℃;

DOI:10.1016/S0040-4039(01)93429-X

Reference yield: 64.0%

(R)-3-decanoyloxy-1-butyne → (R)-(+)-3-butyn-2-ol (42969-65-3)

Guidance literature:

With methanol; Amano AH lipase; In various solvent(s); at 30 ℃; for 48h;

DOI:10.1016/S0957-4166(98)00474-1

Reference yield: 55.0%

(1R,4R,5S)-6,6-Dimethyl-4-<(R)-3-(but-1-ynyloxy)>-3-oxabicyclo<3.1.0>hexan-2-one → (R)-(+)-3-butyn-2-ol (42969-65-3)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 20 ℃; for 120h;

DOI:10.1055/s-1995-3866

upstream raw materials:

4-trimethylsilyl-3-butyn-2-one

(+/-)-but-3'-yn-2'-yl hydrogen phthalate

(2R,3E)-4-iodobut-3-en-2-ol

methyl ethynyl ketone

Downstream raw materials:

3-butyn-2-yl tetrahydropyranyl ether

(S)-but-3-yn-2-yl 3,5-dinitrobenzoate

(S)-3-butynyl 4-nitrobenzoate

(2S,3S,5R,6R)-3-(benzyloxy)-2-[(benzyloxy)methyl]-6-[(R)-1'-hydroxyethyl]-1-azabicyclo[3.2.0]heptan-7-one

Refernces

• 1、 Tjallinks, Gwen,Martin, Caterina,Fraaije, Marco W.. "Enantioselective oxidation of secondary alcohols by the flavoprotein alcohol oxidase from Phanerochaete chrysosporium". . . Retrieved 2021/05/03.
• 2、 Terada, Masahiro,Ota, Yusuke,Li, Feng,Toda, Yasunori,Kondoh, Azusa. "Enantioconvergent Nucleophilic Substitution Reaction of Racemic Alkyne-Dicobalt Complex (Nicholas Reaction) Catalyzed by Chiral Br?nsted Acid". supporting information. p. 11038 - 11043. Retrieved 2016/09/09.