2-Methyl-4-phenyl-2-butanol

Base Information

• Chemical Name: 2-Methyl-4-phenyl-2-butanol
• CAS No.: 103-05-9
• Deprecated CAS: 173090-19-2
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• Hs Code.: 29062990
• European Community (EC) Number: 203-074-4
• NSC Number: 62145
• UNII: 9Y5UX90TZ4
• DSSTox Substance ID: DTXSID3021851
• Nikkaji Number: J28.642G
• Wikidata: Q27273379
• RXCUI: 2289004
• Metabolomics Workbench ID: 45166
• ChEMBL ID: CHEMBL3182328
• Mol file: 103-05-9.mol

Synonyms:2-methyl-4-phenyl-2-butanol

Chemical Property of 2-Methyl-4-phenyl-2-butanol

Chemical Property:

• Vapor Pressure: 0.0107mmHg at 25°C
• Melting Point: 31-33 °C(lit.)
• Refractive Index: n20/D 1.509(lit.)
• Boiling Point: 213.286 °C at 760 mmHg
• PKA: 15.17±0.29(Predicted)
• Flash Point: 106.667 °C
• PSA: 20.23000
• Density: 0.97 g/cm³
• LogP: 2.39010
• Water Solubility.: 4.569g/L at 20℃
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 123

Purity/Quality:

98% ^*data from raw suppliers

2-Phenethyl-2-propanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(CCC1=CC=CC=C1)O
• Description: 2-Methyl-4-phenyl-2-butanol has a floral green, fruity, linalool character with a mildly herbaceous odor. May be prepared by reaction of phenylethyl magnesium chloride with acetone.
• Uses: 2-Phenethyl-2-propanol is a useful reagent in preparation of phenyldimethylsilyl group as a masked hydroxy group.

Technology Process of 2-Methyl-4-phenyl-2-butanol

There total 90 articles about 2-Methyl-4-phenyl-2-butanol 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%

C23H26O2 → 1-naphthalene methanol (4780-79-4) + 4-phenyl-2-methyl-2-butanol (103-05-9)

Guidance literature:

With ammonium cerium (IV) nitrate; In water; acetone; at 0 - 20 ℃; for 121h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2017.04.046

Reference yield: 100.0%

C22H24O → 4-phenyl-2-methyl-2-butanol (103-05-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 - 20 ℃; for 1.5h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2017.04.046

Reference yield: 99.0%

2-methyl-4-phenyl-2-butyl methoxymethyl ether → 4-phenyl-2-methyl-2-butanol (103-05-9)

Guidance literature:

2-methyl-4-phenyl-2-butyl methoxymethyl ether; With [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With water; In diethyl ether; dichloromethane; at 20 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.02.048

upstream raw materials:

methyl magnesium iodide

4-Phenyl-2-butanone

ethyl dihydrocinnamate

2-Methyl-4-phenyl-3-butyn-2-ol

Downstream raw materials:

(3-methylbutyl)benzene

(3-bromo-3-methyl-n-butyl)benzene

2-chloro-2-methyl-4-phenylbutane

1,1-Dimethyl-3-phenyl-propylamin

Refernces

• 1、 Comins, Daniel L.,Brown, Jack D.. "THE IN SITU PROTECTION OF ALDEHYDES VIA α-AMINO ALKOXIDES". . p. 4213 - 4216. Retrieved 1981.
• 2、 Liehr, Joachim G.,Brenton, Gareth A.,Beynon, John H.,McCloskey, James A.,Blum, Wolfgang,Richter, Wilhelm J.. "81. Loss of H2O from M + t-Butyl Complex Ions of Benzyl Alcohol in Isobutane Chemical Ionization Mass Spectrometry". . p. 835 - 843. Retrieved 1981.
• 3、 Sato, Takuya,Oishi, Tohru,Torikai, Kohei. "2-Naphthylmethoxymethyl as a Mildly Introducible and Oxidatively Removable Benzyloxymethyl-Type Protecting Group". . p. 3110 - 3113. Retrieved 2015.
• 4、 Oriyama,Watahiki,Kobayashi,Hirano,Suzuki. "A mild and feasible deprotection of alcohol tetrahydropyranyl or methoxymethyl ethers catalyzed by Sc(OTf)3". . p. 2305 - 2311. Retrieved 2001.
• 5、 Bogert,Davidson. "-". . p. 185,187. Retrieved 1934.
• 6、 Kurosu, Michio,Kishi, Yoshito. "Reaction of methylcerium reagent with tertiary amides: Synthesis of saturated and unsaturated ketones from tertiary amides". . p. 4793 - 4796. Retrieved 1998.
• 7、 Matsuo, Kasumi,Kuriyama, Masami,Yamamoto, Kosuke,Demizu, Yosuke,Nishida, Koyo,Onomura, Osamu. "Nickel-Catalyzed Hydrodeoxygenation of Aryl Sulfamates with Alcohols as Mild Reducing Agents". . p. 4449 - 4460. Retrieved 2021/08/25.
• 8、 Mikhael, Myriam,Guo, Wentao,Tantillo, Dean J.,Wengryniuk, Sarah E.. "Umpolung Strategy for Arene C?H Etherification Leading to Functionalized Chromanes Enabled by I(III) N-Ligated Hypervalent Iodine Reagents". supporting information. p. 4867 - 4875. Retrieved 2021/09/14.