2-Methyl-3-buten-2-OL

Base Information

• Chemical Name: 2-Methyl-3-buten-2-OL
• CAS No.: 115-18-4
• Molecular Formula: C5H10O
• Molecular Weight: 86.1338
• Hs Code.: 29052990
• European Community (EC) Number: 204-068-4
• ICSC Number: 1719
• NSC Number: 15977
• UN Number: 1987,1993
• UNII: SH64HE46L9
• DSSTox Substance ID: DTXSID3047471
• Nikkaji Number: J65.753K
• Wikidata: Q209432
• Metabolomics Workbench ID: 46243
• ChEMBL ID: CHEMBL4245903
• Mol file: 115-18-4.mol

Synonyms:2-methyl-3-buten-2-ol;3-hydroxy-3-methylbutene;3-hydroxy-3-methylbutene, aluminum salt;3-hydroxy-3-methylbutene, geranium (4+) salt;3-hydroxy-3-methylbutene, niobium (5+) salt;3-hydroxy-3-methylbutene, tantalum salt;3-hydroxy-3-methylbutene, titanium salt;dimethylvinylcarbinol

Chemical Property of 2-Methyl-3-buten-2-OL

Chemical Property:

• Appearance/Colour: clear colourless to very slightly yellow liquid
• Vapor Pressure: 51 mm Hg ( 25 °C)
• Melting Point: -43 °C
• Refractive Index: n20/D 1.416(lit.)
• Boiling Point: 98.499 °C at 760 mmHg
• PKA: 14.56±0.29(Predicted)
• Flash Point: 12.842 °C
• PSA: 20.23000
• Density: 0.83 g/cm³
• LogP: 0.94330
• Storage Temp.: Flammables area
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 86.073164938
• Heavy Atom Count: 6
• Complexity: 55
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

1,1-Dimethyl-2-propen-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn, F++
• Hazard Codes: F,Xn,F++
• Statements: 11-22-36
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(C)(C=C)O
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached.
• Effects of Short Term Exposure: The substance is irritating to the eyes.
• Uses: 2-Methyl-3-buten-2-ol was used to study the kinetics of the gas-phase reaction of OH radicals with 3-methyl-2-butenal. 2-Methyl-3-buten-2-ol may be used as an analytical reference standard for the determination of the analyte in Humulus Lupulus L. (Hop) and pine-mushroom extracts by chromatography techniques.

Technology Process of 2-Methyl-3-buten-2-OL

There total 86 articles about 2-Methyl-3-buten-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:

spiropentane (157-40-4) → 2-methyl-3-buten-2-ol (115-18-4) + 1-Penten-3-ol (616-25-1) + 1-cyclopropylethanol (765-42-4) + Cyclopentanol (96-41-3)

Guidance literature:

With water; oxygen; deuterium; under 766 Torr; Product distribution; Mechanism; Irradiation; var. pressure and bulk gases; also in the presence of methanol and NMe₃;

DOI:10.1021/ja00075a058

Reference yield:

2-methyl-but-3-yn-2-ol (115-19-5) → 2-methyl-but-2-ene (513-35-9) + 2-methyl-3-buten-2-ol (115-18-4) + 3-Hydroxy-2,3-dimethyl-butyronitrile (51776-02-4) + 3-Methyl-1-butene (563-45-1)

Guidance literature:

With hydrogen; pentacyanocobaltate(II)^(3-); In water; at 45 ℃; for 10h; under 760 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts; / : 1;

DOI:10.1039/P29830001915

Reference yield:

2-methyl-but-3-yn-2-ol (115-19-5) → 2-methyl-but-2-ene (513-35-9) + 2-methyl-3-buten-2-ol (115-18-4) + 3-Hydroxy-2,3-dimethyl-butyronitrile (51776-02-4) + 3-Methyl-1-butene (563-45-1)

Guidance literature:

With hydrogen; In water; at 45 ℃; for 10h; under 760 Torr; Yield given. Yields of byproduct given; / : 1;

DOI:10.1039/P29830001915

upstream raw materials:

3-methyl-butane-1,3-diol

3-methyl-2-buten-1-ol

3-chloro-3-methyl-1-butene

sodium formate

Downstream raw materials:

methyl-(3-methyl-but-2-enyl)-ether

3-methoxy-3-methyl-1-butene

Geraniol

3-methyl-2-buten-1-ol

Refernces

• 1、 Faust Akl, Dario,Ruiz-Ferrando, Andrea,Fako, Edvin,Hauert, Roland,Safonova, Olga,Mitchell, Sharon,López, Núria,Pérez-Ramírez, Javier. "Precursor Nuclearity and Ligand Effects in Atomically-Dispersed Heterogeneous Iron Catalysts for Alkyne Semi-Hydrogenation". . p. 3247 - 3256. Retrieved 2021.
• 2、 Vilé, Gianvito,Albani, Davide,Nachtegaal, Maarten,Chen, Zupeng,Dontsova, Dariya,Antonietti, Markus,López, Núria,Pérez-Ramírez, Javier. "A Stable Single-Site Palladium Catalyst for Hydrogenations". . p. 11265 - 11269. Retrieved 2015.
• 3、 Jadhav, Amol R.,Thombal, Raju S.,Nigam, Preeti,Jadhav, Vrushali H.. "Synthesis of (±) debenzoyl analogs of norsampsones as potential anticancer agents". . p. 5235 - 5237. Retrieved 2015.
• 4、 Cherkasov, Nikolay,Ibhadon, Alex O.,Rebrov, Evgeny V.. "Novel synthesis of thick wall coatings of titania supported Bi poisoned Pd catalysts and application in selective hydrogenation of acetylene alcohols in capillary microreactors". . p. 1952 - 1960. Retrieved 2015.
• 5、 Belykh, L. B.,Dashabylova, T. M.,Gvozdovskaya, K. L.,Schmidt, F. K.,Skripov, N. I.,Sterenchuk, T. P.,Zherdev, V. V.. "Palladium-Phosphorus Nanoparticles as Effective Catalysts of the Chemoselective Hydrogenation of Alkynols". . p. 575 - 588. Retrieved 2020.
• 6、 Okhlopkova,Kerzhentsev,Ismagilov. "Internal Surface Coating of a Capillary Microreactor for the Selective Hydrogenation of 2-Methyl-3-Butyn-2-Ol Using a PdZn/TiO2 Catalyst. The Effect of the Catalyst’s Activation Conditions on Its Catalytic Properties". . p. 347 - 356. Retrieved 2018.
• 7、 Yuzik-Klimova,Kuchkina,Sorokina,Morgan,Boris,Nikoshvili,Lyubimova,Matveeva,Sulman,Stein,Mahmoud,Al-Ghamdi,Kostopoulou,Lappas,Shifrina,Bronstein. "Magnetically recoverable catalysts based on polyphenylenepyridyl dendrons and dendrimers". . p. 23271 - 23280. Retrieved 2014.
• 8、 Albani, Davide,Vilé, Gianvito,Mitchell, Sharon,Witte, Peter T.,Almora-Barrios, Neyvis,Verel, René,López, Núria,Pérez-Ramírez, Javier. "Ligand ordering determines the catalytic response of hybrid palladium nanoparticles in hydrogenation". . p. 1621 - 1631. Retrieved 2016.
• 9、 Cecchi, Patrizio,Pizzabiocca, Adriano,Renzi, Gabriele,Grandinetti, Felice,Sparapani, Cinzia,et al.. "Gas-Phase Protonation of Spiropentane. A Novel Entry into the C5H9+ Potential Energy Surface". . p. 10338 - 10347. Retrieved 1993.
• 10、 Vorobyeva, Evgeniya,Fako, Edvin,Chen, Zupeng,Collins, Sean M.,Johnstone, Duncan,Midgley, Paul A.,Hauert, Roland,Safonova, Olga V.,Vilé, Gianvito,López, Núria,Mitchell, Sharon,Pérez-Ramírez, Javier. "Atom-by-Atom Resolution of Structure–Function Relations over Low-Nuclearity Metal Catalysts". . p. 8724 - 8729. Retrieved 2019.