4-Methyl-1-pentyn-3-ol

Base Information

• Chemical Name: 4-Methyl-1-pentyn-3-ol
• CAS No.: 565-68-4
• Molecular Formula: C6H10O
• Molecular Weight: 98.1448
• European Community (EC) Number: 209-287-9
• NSC Number: 96446
• DSSTox Substance ID: DTXSID201031797
• Nikkaji Number: J100.698C
• Mol file: 565-68-4.mol

Synonyms:4-Methyl-1-pentyn-3-ol;565-68-4;4-methylpent-1-yn-3-ol;4-Methylpentyn-3-ol;1-Pentyn-3-ol, 4-methyl-;1-Isopropylpropargyl alcohol;4-Methyl-1-pentyne-3-ol;EINECS 209-287-9;AI3-25135;NSC96446;4-methyl-pent-1-yn-3-ol;DTXSID201031797;MFCD00039847;NSC 96446;NSC-96446;4-Methyl-1-pentyn-3-ol, AldrichCPR;AKOS006227584;FT-0619095;EN300-189233;4-(BENZYLOXY)-3-METHOXYBENZALDEHYDEOXIME

Chemical Property of 4-Methyl-1-pentyn-3-ol

Chemical Property:

• Vapor Pressure: 2.69mmHg at 25°C
• Refractive Index: 1.4360
• Boiling Point: 139.3 °C at 760 mmHg
• PKA: 13.14±0.20(Predicted)
• Flash Point: 41.9 °C
• PSA: 20.23000
• Density: 0.895 g/cm³
• LogP: 0.63650
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 85.6

Purity/Quality:

99% ^*data from raw suppliers

4-Methylpent-1-yn-3-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.
• Hazard Codes: Xn
• Statements: 10-51-22
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(C)C(C#C)O
• Uses: 4-Methyl-1-pentyn-3-ol, is used as standard Pharmaceutical intermediate and also used in organic synthesis.

Technology Process of 4-Methyl-1-pentyn-3-ol

There total 19 articles about 4-Methyl-1-pentyn-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: 89.0%

isobutyraldehyde (78-84-2) + acetylene (74-86-2,25067-58-7) → 4-methylpent-1-yn-3-ol (565-68-4)

Guidance literature:

acetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -30 ℃; for 0.5h;

isobutyraldehyde; In tetrahydrofuran; hexane; at -30 ℃; for 1h; Further stages.;

DOI:10.1021/ja066485u

Reference yield: 78.0%

(1-isopropyl-prop-2-ynyloxy)-trimethyl-silane → 4-methylpent-1-yn-3-ol (565-68-4)

Guidance literature:

With Kaolinitic clay; water; for 0.0166667h; Irradiation; microwave;

DOI:10.1007/s007060170051

Reference yield: 75.0%

isobutyraldehyde (78-84-2) + trimethylsilylacetylene (1066-54-2) → 4-methylpent-1-yn-3-ol (565-68-4)

Guidance literature:

isobutyraldehyde; trimethylsilylacetylene; In tetrahydrofuran; at -78 ℃; for 1.16667h;

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

With potassium carbonate; In methanol; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.8b01567

upstream raw materials:

Propargylic aldehyde

isopropylmagnesium bromide

ethynyldimagnesium dibromide

isobutyraldehyde

Downstream raw materials:

<(Ethinyl)(isopropyl)methyl>-p-toluolsulfonat

2-[2-(3-hydroxy-4-methyl-1-pentynyl)phenyl]-1,3-dioxolane

1-(o-acetoxyphenyl)pent-4-methyl-1-yn-3-ol

, 4-methylpent-1-yn-3-ol

Refernces

• 1、 Horino, Yoshikazu,Murakami, Miki,Aimono, Ataru,Lee, Jun Hee,Abe, Hitoshi. "Trialkylborane-Mediated Multicomponent Reaction for the Diastereoselective Synthesis of Anti-δ,δ-Disubstituted Homoallylic Alcohols". supporting information. p. 476 - 480. Retrieved 2019/01/14.
• 2、 Karmakar, Rajdip,Yun, Sang Young,Chen, Jiajia,Xia, Yuanzhi,Lee, Daesung. "Benzannulation of triynes to generate functionalized arenes by spontaneous incorporation of nucleophiles". supporting information. p. 6582 - 6586. Retrieved 2015/06/02.