(S)-1-(Naphthalen-1-yl)ethanol

Base Information

• Chemical Name: (S)-1-(Naphthalen-1-yl)ethanol
• CAS No.: 15914-84-8
• Molecular Formula: C12H12O
• Molecular Weight: 172.227
• Hs Code.: 29062990
• DSSTox Substance ID: DTXSID50936062
• Nikkaji Number: J53.195B
• Wikidata: Q72493746
• ChEMBL ID: CHEMBL208435
• Mol file: 15914-84-8.mol

Synonyms:15914-84-8;(S)-1-(Naphthalen-1-yl)ethanol;(S)-(-)-1-(1-Naphthyl)ethanol;(S)-1-Naphthalen-1-yl-ethanol;(S)-(-)-alpha-Methyl-1-naphthalenemethanol;(1S)-1-naphthalen-1-ylethanol;(S)-(-)-1-(1-Naphtyl)ethanol;(1S)-1-(naphthalen-1-yl)ethan-1-ol;(S)-1-(1-naphthyl)ethanol;CHEMBL208435;s-(-)-1-(1-napthalenyl)ethanol;MFCD00077831;SCHEMBL1155486;S(-)-1-(1-naphthyl)ethanol;DTXSID50936062;(S)-()-1-(1-Naphthyl)ethanol;s-(-)-1-(1-naphthalenyl)ethanol;(S)-(+)-1-(1-Naphthyl)ethanol;BDBM50183617;AKOS016842326;AC-6590;CS-W017590;FS-2250;(+/-)-(S)-1-Naphthalen-1-ylethanol;(S)-(-)-1-(1-Hydroxyethyl)naphthalene;s-(-)-alpha-methyl-1-naphthalenemethanol;(S)-(-)- -Methyl-1-naphthalenemethanol;(S)-(?)-alpha?Methyl-1-naphthalenemethanol;A3516;N1063;(s)-(-)-alpha-methyl-1-naphthalene-methanol;(S)-(-)- alpha -Methyl-1-naphthalenemethanol;EN300-1852846;(S)-(-)-alpha-Methyl-1-naphthalenemethanol, 99%;J-009568;1-Naphthalen-1-yl-ethanol;(S)-(-)-1-(1-Naphthyl)ethanol, puriss., >=99.0% (sum of enantiomers, GC)

Chemical Property of (S)-1-(Naphthalen-1-yl)ethanol

Chemical Property:

• Vapor Pressure: 0.000177mmHg at 25°C
• Melting Point: 47-49 °C(lit.)
• Refractive Index: 1.632
• Boiling Point: 316.049 °C at 760 mmHg
• PKA: 14.29±0.20(Predicted)
• Flash Point: 145.346 °C
• PSA: 20.23000
• Density: 1.114 g/cm³
• LogP: 2.89310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 172.088815002
• Heavy Atom Count: 13
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

(S)?-?1-?(Naphthalen-?1-?yl)?ethanol ^*data from reagent suppliers

Safty Information:

• Statements: 22-24/25
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC2=CC=CC=C21)O
• Isomeric SMILES: C[C@@H](C1=CC=CC2=CC=CC=C21)O
• Uses: (S)?-?1-?(Naphthalen-?1-?yl)?ethanol is a building block used in the synthesis of novel 2,4-diaminoquinazoline derivatives as SMN2 promoter activators for the potential treatment of spinal muscular atrophy.

Technology Process of (S)-1-(Naphthalen-1-yl)ethanol

There total 103 articles about (S)-1-(Naphthalen-1-yl)ethanol 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%

1'-naphthacetophenone (941-98-0) → (S)-1-(1-Naphthyl)ethanol (15914-84-8,1517-72-2)

Guidance literature:

With [(R,R,R)-Ru(BINAP-PO₃H₂)(DPEN)Cl₂] on magnetite nanoparticle; potassium tert-butylate; hydrogen; In isopropyl alcohol; at 20 ℃; for 20h; under 36200.4 Torr;

DOI:10.1021/ja053881o

Reference yield: 97.8%

vinyl propionate (105-38-4) + 1-(1-naphthyl)ethanol (57605-95-5,1517-72-2) → (S)-1-(1-Naphthyl)ethanol (15914-84-8,1517-72-2) + (R)-1-(1-naphtnyl)ethyl propionate

Guidance literature:

With Novozyme 435; In toluene; at 34 ℃; for 15h; Enzymatic reaction;

Reference yield: 97.0%

Isopropenyl acetate (108-22-5) + 1-(1-naphthyl)ethanol (57605-95-5,1517-72-2) → (S)-1-(1-Naphthyl)ethanol (15914-84-8,1517-72-2) + (R)-1-(naphth-1-yl)ethanol (42177-25-3,1517-72-2) + 1-(naphthalen-1-yl)ethyl acetate (16197-95-8,57573-90-7,92697-21-7,16197-94-7)

Guidance literature:

With Candida antarctica lipase B; dicarbonyl(chloro)(η⁵-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate; In tetrahydrofuran; toluene; at 20 ℃; for 24h;

DOI:10.1021/ja051576x

upstream raw materials:

1'-naphthacetophenone

2,2,2-trichloroethyl butyrate

1-(1-naphthyl)ethanol

1-ethylnapthelene

Downstream raw materials:

(R)-1-(naphth-1-yl)ethanol

(R)-N-(3-acetamidobenzyl)-1-(1-(naphthalen-1-yl)ethyl)-piperidine-4-carboxamide

(R)-N-(3-fluorobenzyl)-1-(1-(naphthalen-1-yl)ethyl)-piperidine-4-carboxamide

(R)-1-(1-Naphthyl)ethylamine

Refernces

• 1、 Zhang, Guang-Ya,Ruan, Sun-Hong,Li, Yan-Yun,Gao, Jing-Xing. "Manganese catalyzed asymmetric transfer hydrogenation of ketones". supporting information. p. 1415 - 1418. Retrieved 2020/11/20.
• 2、 Seo, Chris S. G.,Tsui, Brian T. H.,Gradiski, Matthew V.,Smith, Samantha A. M.,Morris, Robert H.. "Enantioselective direct, base-free hydrogenation of ketones by a manganese amido complex of a homochiral, unsymmetrical P-N-P′ ligand". . p. 3153 - 3163. Retrieved 2021/05/25.