4-Phenyl-2-butanol

Base Information

• Chemical Name: 4-Phenyl-2-butanol
• CAS No.: 2344-70-9
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Hs Code.: 29062900
• European Community (EC) Number: 219-055-9
• NSC Number: 69076
• UNII: SZ2IE5UDQR
• DSSTox Substance ID: DTXSID60862904
• Nikkaji Number: J1.806F
• Wikidata: Q27289473
• Metabolomics Workbench ID: 44986
• Mol file: 2344-70-9.mol

Synonyms:4-phenyl-2-butanol;4-phenylbutanol

Chemical Property of 4-Phenyl-2-butanol

Chemical Property:

• Appearance/Colour: colourless oily liquid with a floral-fruity, herbaceous odour
• Vapor Pressure: 0.0147mmHg at 25°C
• Melting Point: 61 °C
• Refractive Index: n20/D 1.5140(lit.)
• Boiling Point: 246.1 °C at 760 mmHg
• PKA: 15.10±0.20(Predicted)
• Flash Point: 106.2 °C
• PSA: 20.23000
• Density: 0.98 g/cm³
• LogP: 2.00000
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 95

Purity/Quality:

99% ^*data from raw suppliers

4-Phenyl-2-butanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CCC1=CC=CC=C1)O
• Uses: 4-Phenyl-2-butanol is a reagent used for the direct alkylation of amines with primary and secondary alcohols through biocatalytic hydrogen borrowing. It is also used in the preparation of personal care composition comprising malodor reduction compositions.

Technology Process of 4-Phenyl-2-butanol

There total 397 articles about 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: 96.0%

(E)-benzalacetone (1896-62-4) → 4-Phenyl-2-butanone (2550-26-7) + 1-phenyl-3-butanol (2344-70-9) + 4-phenylbut-3-en-2-ol (17488-65-2)

Guidance literature:

With hydrogen; (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; ethyl-diphenyl-phosphane; In toluene; at 100 ℃; for 10h; under 22800 Torr; Product distribution; other catalysts, times, solvent; P/Ir ratio;

DOI:10.1039/c39860000746

Reference yield: 87.0%

1-Phenylbut-1-en-3-one (122-57-6) → 4-Phenyl-2-butanone (2550-26-7) + 1-phenyl-3-butanol (2344-70-9) + 4-phenylbut-3-en-2-ol (17488-65-2)

Guidance literature:

With <(P)-NMe2 = o-(diphenylphosphino)-N,N-dimethyl aniline>; H2Ir<*><(P)-NC<*>H2Me><(P)-NMe2>; In isopropyl alcohol; at 83 ℃; for 1h; Product distribution; chemoselective catalyst in hydrogen transfer reduction of var. α,β-unsaturated ketones to unsaturated alcohols;

DOI:10.1039/c39890001264

Reference yield: 64.0%

1-Phenylbut-1-en-3-one (122-57-6) → 1-phenyl-3-butanol (2344-70-9) + 4-phenylbut-3-en-2-ol (17488-65-2)

Guidance literature:

With sodium cyanoborohydride; at 20 ℃; for 0.05h;

DOI:10.1002/jccs.201800250

upstream raw materials:

3-phenyl-propionaldehyde

methyl magnesium iodide

methylmagnesium bromide

4-Phenyl-2-butanone

Downstream raw materials:

formic acid-(1-methyl-3-phenyl-propyl ester)

4-phenylbut-2-yl acetate

4-phenylbutan-2-yl hexanoate

Phosphorous acid 1-methyl-3-phenyl-propyl ester bis-(2-trimethylsilanyl-ethyl) ester

Refernces

• 1、 Coppock,Partridge. "-". . p. 907. Retrieved 1936.
• 2、 Jiang, He-Yan,Sun, Bin,Zheng, Xu-Xu,Chen, Hua. "Heterogeneous selective hydrogenation of trans-4-phenyl-3-butene-2-one to allylic alcohol over modified Ir/SiO2 catalyst". . p. 86 - 90. Retrieved 2012.
• 3、 Milone,Ingoglia,Tropeano,Neri,Galvagno. "First example of selective hydrogenation of unconstrained α,β-unsaturated ketone to α,β-unsaturated alcohol by molecular hydrogen". . p. 868 - 869. Retrieved 2003.
• 4、 Yang, Fan,Nie, Yi-Chen,Liu, Han-Yuan,Zhang, Lei,Mo, Fanyang,Zhu, Rong. "Electrocatalytic Oxidative Hydrofunctionalization Reactions of Alkenes via Co(II/III/IV) Cycle". . p. 2132 - 2137. Retrieved 2022/02/10.
• 5、 Cavallo, Marzia,Arnodo, Davide,Mannu, Alberto,Blangetti, Marco,Prandi, Cristina,Baratta, Walter,Baldino, Salvatore. "Deep eutectic solvents as H2-sources for Ru(II)-catalyzed transfer hydrogenation of carbonyl compounds under mild conditions". supporting information. . Retrieved 2021/02/22.