(3R)-3-methylpent-1-yn-3-ol

Base Information

• Chemical Name: (3R)-3-methylpent-1-yn-3-ol
• CAS No.: 77-75-8
• Molecular Formula: C6H10O
• Molecular Weight: 98.1448
• Hs Code.: 29280090
• NSC Number: 760378
• Nikkaji Number: J1.314.145B
• Mol file: 77-75-8.mol

Synonyms:(3R)-3-methylpent-1-yn-3-ol;MEPARFYLON;(?)-Methylparafynol;Pharmakon1600-01506158;NSC760378;NSC-760378

Chemical Property of (3R)-3-methylpent-1-yn-3-ol

Chemical Property:

• Appearance/Colour: Clear slightly yellow liquid or low melting solid
• Vapor Pressure: 6.5 mm Hg ( 20 °C)
• Melting Point: -30 °C
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 120.5 °C at 760 mmHg
• PKA: 13.34±0.29(Predicted)
• Flash Point: 26.7 °C
• PSA: 20.23000
• Density: 0.901 g/cm³
• LogP: 0.78060
• Storage Temp.: Flammables area
• Solubility.: Cellosolve: miscible
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 98

Purity/Quality:

99.9% ^*data from raw suppliers

3-Methyl-1-pentyn-3-ol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F+
• Hazard Codes: Xn,F+
• Statements: 10-22-51/53-2017/10/22
• Safety Statements: 23-36-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)(C#C)O
• Isomeric SMILES: CC[C@](C)(C#C)O
• Uses: 3-Methylpent-1-yn-3-ol is an inhibitor; used in method for preparing high-insulation solvent-free silicone resin for composite insulator. Stabilizer in chlorinated solvents, viscousreducer, electroplating brightener, intermediate insyntheses of hypnotics and isoprenoid chemicals,solvent for polyamide resins, acid inhibitor, preven-tion of hydrogen embrittlement, medicine (soporificand anesthetic).
• Therapeutic Function: Sedative

Technology Process of (3R)-3-methylpent-1-yn-3-ol

There total 17 articles about (3R)-3-methylpent-1-yn-3-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: 100.0%

butanone (78-93-3) + acetylene (74-86-2,25067-58-7) → meparfynol (77-75-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmcl.2004.09.032

Reference yield: 66.1%

butanone (78-93-3) + lithium acetylide (70277-75-7) → meparfynol (77-75-8)

Guidance literature:

In diethyl ether; at -78 ℃; for 4h;

DOI:10.1016/0957-4166(95)00031-J

Reference yield: 52.0%

butanone (78-93-3) + acetylenemagnesium bromide (4301-14-8) → meparfynol (77-75-8)

Guidance literature:

In tetrahydrofuran; Heating;

upstream raw materials:

3,6-dimethyl-oct-4-yne-3,6-diol

butanone

acetylenemagnesium bromide

sodium acetylide

Downstream raw materials:

3-methyl-1-pentyn-3-ol hydrogen phthalate

3-methylpent-3-en-1-yne

3-acetoxy-3-ethylbutyne

ethyl-carbamic acid-(1-ethyl-1-methyl-prop-2-ynyl ester)

Refernces

• 1、 Skaria, Manisha,More, Sayaji Arjun,Kuo, Tung-Chun,Cheng, Mu-Jeng,Liu, Rai-Shung. "Gold-Catalyzed Iminations of Terminal Propargyl Alcohols with Anthranils with Atypical Chemoselectivity for C(1)-Additions and 1,2-Carbon Migration". supporting information. p. 3600 - 3608. Retrieved 2020/03/04.
• 2、 Jiang, Huanfeng,Gao, Yang,Wu, Wanqing,Huang, Yubing. "Pd(II)-catalyzed highly regio-and stereoselective assembly of C-C double bonds: An efficient method for the synthesis of 2,4-dihalo-1,3,5-trienes from alkynols". supporting information. p. 238 - 241. Retrieved 2013/03/13.