2-Phenylpropan-1-ol

Base Information

• Chemical Name: 2-Phenylpropan-1-ol
• CAS No.: 1123-85-9
• Deprecated CAS: 98103-87-8
• Molecular Formula: C9H12 O
• Molecular Weight: 136.194
• Hs Code.: 29062900
• European Community (EC) Number: 214-379-7
• NSC Number: 5232
• UNII: 27ZYZ88DWU
• DSSTox Substance ID: DTXSID8037756
• Nikkaji Number: J69.580G,J76.750F
• Wikidata: Q27254245
• Metabolomics Workbench ID: 128018
• ChEMBL ID: CHEMBL2323841
• Mol file: 1123-85-9.mol

Synonyms:2-phenylpropanol-1;2-phenylpropanol-1, (R)-isomer;2-phenylpropanol-1, (S)-isomer

Chemical Property of 2-Phenylpropan-1-ol

Chemical Property:

• Appearance/Colour: clear, colorless clear liquid.
• Vapor Pressure: 0.033mmHg at 25°C
• Melting Point: -37 ºC
• Refractive Index: n20/D 1.526(lit.)
• Boiling Point: 110-111 ºC (10 mmHg)
• PKA: 14.79±0.10(Predicted)
• Flash Point: 108 ºC
• PSA: 20.23000
• Density: 0.975
• LogP: 1.78240
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 136.088815002
• Heavy Atom Count: 10
• Complexity: 84.7

Purity/Quality:

98% ^*data from raw suppliers

2-Phenyl-1-propanol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 23-24/25-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: CC(CO)C1=CC=CC=C1
• Description: β-Methylphenethyl alcohol has a faint, aromatic odor reminiscent of hyacinth. May be prepared by reduction of the corresponding aldehyde with zinc and acetic acid and subsequent saponification of the sodium salt; two optically active isomers (d- and l-) are known.
• Uses: 2-Phenyl-1-propanol was used to study the synergism between enzyme catalysis and microwave irradiation.

Technology Process of 2-Phenylpropan-1-ol

There total 265 articles about 2-Phenylpropan-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: 54.0%

bromobenzene (108-86-1,52753-63-6) + methyloxirane (75-56-9,16033-71-9) → biphenyl (92-52-4,1594-86-1) + 3-phenyl-2-propanol (698-87-3,14898-87-4) + (RS)-2-phenyl-1-propanol (1123-85-9)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 4,4'-bipyridine; bis(cyclopentadienyl)titanium dichloride; manganese; NiCl₂*0.97C₂H₆O; triethylamine hydrochloride; at 20 ℃; for 12h; Inert atmosphere; Glovebox;

DOI:10.1021/ja410704d

Reference yield: 46.0%

2-methyl-2-phenyloxirane (2085-88-3) → 1-methyl-1-phenylethyl alcohol (617-94-7) + (RS)-2-phenyl-1-propanol (1123-85-9)

Guidance literature:

With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen; In toluene; at 100 ℃; for 24h; under 37503.8 Torr; regioselective reaction;

DOI:10.1021/acs.orglett.9b03995

Reference yield: 34.0%

2-phenyl-3-(benzyloxy)propan-1-ol (189886-53-1) → (RS)-2-phenyl-1-propanol (1123-85-9) + benzoic acid ethyl ester (93-89-0,99341-95-4) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With dichloro(benzene)ruthenium(II) dimer; N,N-diisopropylimidazolium bromide; sodium hydride; In toluene; acetonitrile; for 24h; Reflux;

DOI:10.1021/ol3009842

upstream raw materials:

styrene oxide

dimethylmagnesium

formaldehyd

diethyl ether

Downstream raw materials:

1-phenylpropene

(S)-2-phenyl-1-propanol

(+)-(R)-2-phenylpropanol

S-(-)-1-bromo-2-phenylpropane

Refernces

• 1、 Burgess, Samantha A.,Kassie, Abebu,Baranowski, Sarah A.,Fritzsching, Keith J.,Schmidt-Rohr, Klaus,Brown, Craig M.,Wade, Casey R.. "Improved Catalytic Activity and Stability of a Palladium Pincer Complex by Incorporation into a Metal-Organic Framework". . p. 1780 - 1783. Retrieved 2016.
• 2、 Bourgeois, Frederic,Medlock, Jonathan A.,Bonrath, Werner,Sparr, Christof. "Catalyst Repurposing Sequential Catalysis by Harnessing Regenerated Prolinamide Organocatalysts as Transfer Hydrogenation Ligands". . p. 110 - 115. Retrieved 2020.
• 3、 Jang, Won Jun,Song, Seung Min,Moon, Jong Hun,Lee, Jin Yong,Yun, Jaesook. "Copper-catalyzed enantioselective hydroboration of unactivated 1, 1-disubstituted alkenes". . p. 13660 - 13663. Retrieved 2017.
• 4、 Mazuela, Javier,Pamies, Oscar,Dieguez, Montserrat. "Enantioselective Ir-catalyzed hydrogenation of minimally functionalized olefins using pyranoside phosphinite-oxazoline ligands". . p. 2139 - 2145. Retrieved 2013.
• 5、 Yoshida, Hifumi,Takada, Akinori,Mitsunobu, Oyo. "Regioselective methylation of the secondary carbinol center of prim, sec-diols". . p. 3007 - 3010. Retrieved 1998.
• 6、 Saito, Kyoka,Ito, Tatsuyoshi,Arata, Shogo,Sunada, Yusuke. "Four-Coordinated Manganese(II) Disilyl Complexes for the Hydrosilylation of Aldehydes and Ketones with 1,1,3,3-Tetramethyldisiloxane". . p. 1152 - 1156. Retrieved 2021.
• 7、 Chen, Jianhui,Xi, Tuo,Lu, Zhan. "Iminopyridine oxazoline iron catalyst for asymmetric hydroboration of 1,1-disubtituted aryl alkenes". . p. 6452 - 6455. Retrieved 2014.
• 8、 Yanada, Reiko,Negoro, Nobuyuki,Yanada, Kazuo,Fujita, Tetsuro. "Reductive coupling of carbonyl compounds to pinacols by using Sm-I2MeOH or Sm-I2-Ti(O(i)Pr)4-MeOH systems". . p. 3271 - 3274. Retrieved 1997.
• 9、 Leclercq, Loic,Suisse, Isabelle,Agbossou-Niedercorn, Francine. "Biphasic hydroformylation in ionic liquids: Interaction between phosphane ligands and imidazolium triflate, toward an asymmetric process". . p. 311 - 313. Retrieved 2008.
• 10、 Giacomelli, Giampaolo,Bertero, Luigi,Lardicci, Luciano. "NICKEL-CATALYZED STEREODIFFERENTIATING DISPLACEMENT REACTION BETWEEN PROCHIRAL 1-ALKENES AND OPTICALLY ACTIVE ORGANOALUMINIUM SOLVATES.". . p. 883 - 886. Retrieved 1981.