(Z)-3-Methylpent-2-en-4-yn-1-ol

Base Information

• Chemical Name: (Z)-3-Methylpent-2-en-4-yn-1-ol
• CAS No.: 105-29-3
• Molecular Formula: C₆H₈O
• Molecular Weight: 96.1289
• European Community (EC) Number: 228-168-2
• UN Number: 2705
• UNII: C3L27C7DKP
• DSSTox Substance ID: DTXSID201334886
• Nikkaji Number: J211.420H
• Wikidata: Q27275148
• Mol file: 105-29-3.mol

Synonyms:(Z)-3-Methylpent-2-en-4-yn-1-ol;6153-05-5;1-Pentol cis-form;1-Pentol, (Z)-;C3L27C7DKP;UNII-USK803U25I;2-Penten-4-yn-1-ol, 3-methyl-, (2Z)-;1-Pentol;EINECS 203-284-6;UN2705;(Z)-3-Methyl-2-penten-4-yn-1-ol;(2Z)-3-Methyl-2-penten-4-yn-1-ol;2-PENTEN-4-YN-1-OL, 3-METHYL-;1-hydroxy-3-methyl-2-penten-4-yne;1-Pentol [UN2705] [Corrosive];(Z)-1-pentol;1'-PENTOL;1-PENTOL CIS FORM;UNII-C3L27C7DKP;USK803U25I;ZSJHASYJQIRSLE-XQRVVYSFSA-N;DTXSID201334886;Z-3-methylpent-2-en-4-yn-1-ol;EINECS 228-168-2;AKOS016010551;(Z)-3-Methylpent-3-en-1-yn-5-ol;CS-W021187;(2Z)-3-methylpent-2-en-4-yn-1-ol;AS-62633;CIS-3-METHYL-2-PENTEN-4-YN-1-OL;LS-192270;CIS-3-METHYL-2-PENTENE-4-YN-1-OL;D70132;EC 228-168-2;A833280;2-PENTEN-4-YN-1-OL, 3-METHYL-, (Z)-;Q27275148;(2Z)-3-(2-FURYL)-2-(5-PHENYL-1H-TETRAZOL-1-YL)ACRYLICACID

Chemical Property of (Z)-3-Methylpent-2-en-4-yn-1-ol

Chemical Property:

• Vapor Pressure: 0.46mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: 1.4460 (estimate)
• Boiling Point: 170.9°Cat760mmHg
• PKA: 14.22±0.10(Predicted)
• Flash Point: 65.6°C
• PSA: 20.23000
• Density: 0.94g/cm³
• LogP: 0.55820
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 96.057514874
• Heavy Atom Count: 7
• Complexity: 113
• Transport DOT Label: Corrosive

Purity/Quality:

99% Haccp,,Halal,SC US FDA GMP ISO14001 ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(=CCO)C#C
• Isomeric SMILES: C/C(=C/CO)/C#C

Technology Process of (Z)-3-Methylpent-2-en-4-yn-1-ol

There total 26 articles about (Z)-3-Methylpent-2-en-4-yn-1-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: 93.0%

(2E)-3-methyl-5-(trimethylsilyl)pent-2-en-4-yn-1-ol (121635-27-6) → (E)-3-methylpent-2-en-4-yn-1-ol (6153-06-6,105-29-3)

Guidance literature:

With potassium carbonate; In methanol; at 40 ℃; for 5h;

DOI:10.1021/ja00059a024

Reference yield: 90.0%

C12H22OSi → (E)-3-methylpent-2-en-4-yn-1-ol (6153-06-6,105-29-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.3987/COM-18-S(F)91

Reference yield: 89.0%

3-methyl-1-acetoxy-2-penten-4-yne (35504-39-3) → 3-methylpent-2-en-4-yn-1-ol (6153-06-6,105-29-3)

Guidance literature:

With lipase B from Candida antarctica immobilized on Immobead 150; In aq. phosphate buffer; at 40 ℃; for 0.333333h; pH=7.4;

DOI:10.1039/c7ra05451c

upstream raw materials:

3-methyl-1-penten-4-yn-3-ol

(Z)-3-methyl-5-trimethylsilylpent-2-en-4-yn-1-ol

5-Trimethylsilyl-3-methyl-pent-1-en-4-in-3-ol

(E)-3-methylpent-2-en-4-yn-1-ol

Downstream raw materials:

2,3-dimethylfuran

Refernces

• 1、 Murakami, Yusuke,Nakano, Masayuki,Shimofusa, Takuya,Furuichi, Noriyuki,Katsumura, Shigeo. "Total synthesis of paracentrone, C31-allenic opo-carotenoid". . p. 1372 - 1374. Retrieved 2005.
• 2、 Pu, Shuai,Zhang, A.I. Gui,Zhang, Shao Feng,Wang, Y.U. Liang. "Synthesis of C6 acetylenic alcohols". . p. 635 - 638. Retrieved 2015.
• 3、 Liu, Mingyu,Tang, Tianhua,Apolinar, Omar,Matsuura, Rei,Busacca, Carl A.,Qu, Bo,Fandrick, Daniel R.,Zatolochnaya, Olga V.,Senanayake, Chris H.,Song, Jinhua J.,Engle, Keary M.. "Atom-Economical Cross-Coupling of Internal and Terminal Alkynes to Access 1,3-Enynes". supporting information. p. 3881 - 3888. Retrieved 2021/04/06.
• 4、 Sand, Henning,Weberskirch, Ralf. "Chemoenzymatic one-pot reaction of noncompatible catalysts: Combining enzymatic ester hydrolysis with Cu(i)/bipyridine catalyzed oxidation in aqueous medium". . p. 33614 - 33626. Retrieved 2017/07/12.