(S)-(-)-ALPHA-METHYL-2-NAPHTHALENEMETHANOL

Base Information

• Chemical Name: (S)-(-)-ALPHA-METHYL-2-NAPHTHALENEMETHANOL
• CAS No.: 27544-18-9
• Molecular Formula: C12H12 O
• Molecular Weight: 172.227
• Hs Code.: 2906299090
• Mol file: 27544-18-9.mol

Synonyms:2-Naphthalenemethanol,a-methyl-, (-)- (8CI);2-Naphthalenemethanol, a-methyl-, (S)-; (-)-1-(2-Naphthyl)-ethanol-1; (-)-1-(2-Naphthyl)ethanol;(-)-a-Methyl-2-naphthalenemethanol;(1S)-1-(Naphthalen-2-yl)ethanol; (S)-(-)-1-(2-Naphthyl)ethanol; (S)-(-)-a-Methyl-2-naphthalenemethanol;(S)-1-(2-Naphthyl)ethanol; (S)-1-(Naphthalen-2-yl)ethanol; (S)-1-(b-Naphthyl)ethanol; (S)-2-(1-Hydroxyethyl)naphthalene;(S)-a-(2-Naphthyl)ethanol; (S)-a-Methyl-2-naphthalenemethanol; (aS)-a-methyl-2-naphthalenemethanol

Chemical Property of (S)-(-)-ALPHA-METHYL-2-NAPHTHALENEMETHANOL

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 70-71 °C
• Refractive Index: -38 ° (C=1, MeOH)
• Boiling Point: 316°Cat760mmHg
• PKA: 14.36±0.20(Predicted)
• Flash Point: 145.4°C
• PSA: 20.23000
• Density: 1.113g/cm³
• LogP: 2.89310

Purity/Quality:

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

(S)-(-)-1-(2-Naphthyl)ethanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-(-)-1-(2-Naphthyl)ethanol is a useful biochemical for proteomics research.

Technology Process of (S)-(-)-ALPHA-METHYL-2-NAPHTHALENEMETHANOL

There total 117 articles about (S)-(-)-ALPHA-METHYL-2-NAPHTHALENEMETHANOL 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: 70.0%

2-(2-naphthyl)ethanol (7228-47-9) → (S)-1-(2-Naphthyl)ethanol (27544-18-9) + (R)-1-(2-Naphthyl)ethanol (52193-85-8) + methyl 2-naphthyl ketone (93-08-3)

Guidance literature:

With (1R)-N-oxyl-1-(N-benzylcarbamoyl)-8-azabicyclo[3.2.1]octane; sodium hydrogencarbonate; sodium bromide; In dichloromethane; water; at 0 ℃; optical yield given as %ee; enantioselective reaction; Electrochemical reaction;

DOI:10.1016/j.tetasy.2008.12.011

Reference yield: 61.0%

1-(2-naphthyl)ethyl acetate (85880-67-7) → (S)-1-(2-Naphthyl)ethanol (27544-18-9) + methyl 2-naphthyl ketone (93-08-3)

Guidance literature:

With M₇ apple-tree (Malus pumila) rootstock culture transformed with A₄ Agrobacterium rhizogenes strain; In acetone; at 25 - 27 ℃; for 336h;

DOI:10.1135/cccc19981655

Reference yield: 55.0%

2-(2-naphthyl)ethanol (7228-47-9) → (S)-1-(2-Naphthyl)ethanol (27544-18-9) + methyl 2-naphthyl ketone (93-08-3)

Guidance literature:

With palladium dichloro (η-2,5-norbornadiene); oxygen; (-)-sparteine; In toluene; at 80 ℃; for 112h;

DOI:10.1021/ja015791z

upstream raw materials:

2-ethylnaphthalene

2-(2-naphthyl)ethanol

1-(2-naphthyl)ethyl acetate

dimethyl zinc(II)

Downstream raw materials:

2-(2-naphthyl)ethanol

methyl 2-naphthyl ketone

(R)-2-(1-(3-methoxyphenyl)ethyl)naphthalene

(S)-1-benzoyloxy-1-(naphthyl-⁽²⁾)-ethane

Refernces

• 1、 Yamakoshi, Koichi,Harwood, Simon J.,Kanai, Motomu,Shibasaki, Masakatsu. "Catalytic asymmetric addition of diphenylphosphine oxide to cyclic imines". . p. 2565 - 2568. Retrieved 1999.
• 2、 Vinogradov,Mikhalev,Pavlov,Ferapontov,Malyshev,Heise. "Asymmetric reduction of ketones with sodium aluminum hydride modified with chiral amino alcohols". . p. 843 - 845. Retrieved 2001.
• 3、 Tsuji, Hiroaki,Suzuki, Koki,Kawatsura, Motoi. "Ruthenium-catalyzed stereospecific benzylic alkylation of optically active benzyl esters with malonate nucleophiles". . . Retrieved 2021.
• 4、 Nagaoka,Kayahara. "Resolution and synthesis of (S)-1-(2-naphthyl)ethanol with immobilized pea protein: as a new biocatalyst.". . p. 1991 - 1992. Retrieved 1999.
• 5、 Pini,Iuliano,Salvadori. "Optically active lithium 1,2-diphenyl-1,2-ethanediolate: An efficient chiral auxilliary in the enantioselective hydrosilylation of ketones". . p. 693 - 694. Retrieved 1992.
• 6、 Bhat, Mohammad Faizan,Luján, Alejandro Prats,Poelarends, Gerrit J.,Saravanan, Thangavelu. "Chemo- and Enantioselective Photoenzymatic Ketone Reductions Using a Promiscuous Flavin-dependent Nitroreductase". . . Retrieved 2022/02/21.