(S)-(-)-1-PHENYL-1-BUTANOL

Base Information

• Chemical Name: (S)-(-)-1-PHENYL-1-BUTANOL
• CAS No.: 22135-49-5
• Molecular Formula: C10H14 O
• Molecular Weight: 150.221
• Hs Code.: 2906299090
• Mol file: 22135-49-5.mol

Synonyms:Benzenemethanol,a-propyl-, (S)-; Benzyl alcohol, a-propyl-, (S)-(-)- (8CI);(-)-1-Phenyl-1-butanol; (S)-1-Phenyl-1-butanol; (S)-1-Phenylbutanol; (S)-a-Propylbenzenemethanol; (aS)-a-Propylbenzenemethanol; S-(-)-1-Phenylbutan-1-ol

Chemical Property of (S)-(-)-1-PHENYL-1-BUTANOL

Chemical Property:

• Vapor Pressure: 0.0338mmHg at 25°C
• Melting Point: 45-47 °C(lit.)
• Refractive Index: 1.5190 (estimate)
• Boiling Point: 120 °C0.05 mm Hg(lit.)
• Flash Point: 103.9°C
• PSA: 20.23000
• Density: 0.978g/cm³
• LogP: 2.52010

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-(?)-1-Phenyl-1-butanol 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (S)-(-)-1-PHENYL-1-BUTANOL

There total 83 articles about (S)-(-)-1-PHENYL-1-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: 99.0%

propiophenone (495-40-9) → (S)-1-phenylbutan-1-ol (22135-49-5)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₅₃H₇₃FeN₂O₂PS; hydrogen; lithium tert-butoxide; In isopropyl alcohol; at 25 - 30 ℃; for 12h; under 22801.5 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/acs.joc.8b01276

Reference yield: 99.0%

1-propylmagnesium chloride (2234-82-4) + benzaldehyde (100-52-7) → (S)-1-phenylbutan-1-ol (22135-49-5)

Guidance literature:

1-propylmagnesium chloride; With sodium methylate; zinc(II) chloride; In diethyl ether; at 0 ℃; Inert atmosphere;

benzaldehyde; With (S)-N-(3-methyl-1-(1-pyrrolidin-1-yl)butan-2-yl)-P,P-di(naphthalen-1-yl)phosphinic amideamine; at 20 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Neat (no solvent);

DOI:10.1055/s-0030-1258129

Reference yield: 90.0%

(S)-1-{[Dimethyl-((S)-1-phenyl-butyl)-silanyl]-methyl}-2-methoxymethyl-pyrrolidine (123463-22-9) → (S)-1-phenylbutan-1-ol (22135-49-5)

Guidance literature:

With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; for 15h; Ambient temperature;

DOI:10.1021/ja00205a035

upstream raw materials:

α-Chlor-n-butyrophenon

1-phenylbut-3-yn-1-ol

(S)-1-Phenyl-3-buten-1-ol

tert-Butyl-dimethyl-((S)-1-phenyl-butoxy)-silane

Downstream raw materials:

butan-1-ol

(R)-(+)-N-(1-phenylbutoxy)phthalimide

(-)(S)-1-bromo-1-phenyl-butane

(R,R)-2,6-bis(1-phenylbutoxy)benzaldehyde

Refernces

• 1、 Chandrasekharan, J.,Ramachandran, P. V.,Brown, Herbert C.. "Diisopinocampheylchloroborane, a Remarkably Efficient Chiral Reducing Agent for Aromatic Prochiral Ketones". . p. 5446 - 5448. Retrieved 1985.
• 2、 Zhang, Lin,Zhang, Ling,Chen, Qian,Li, Linlin,Jiang, Jian,Sun, Hao,Zhao, Chong,Yang, Yuanyong,Li, Chun. "Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones". supporting information. p. 415 - 419. Retrieved 2022/01/12.
• 3、 Wang, Mengna,Zhang, Ling,Sun, Hao,Chen, Qian,Jiang, Jian,Li, Linlin,Zhang, Lin,Li, Li,Li, Chun. "Ruthenium-catalyzed hydrogenation of aromatic ketones using chiral diamine and monodentate achiral phosphine ligands". . . Retrieved 2021/03/24.