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1'-naphthacetophenone
(S)-1-(1-Naphthyl)ethanol
Conditions | Yield |
---|---|
With [(R,R,R)-Ru(BINAP-PO3H2)(DPEN)Cl2] on magnetite nanoparticle; potassium tert-butylate; hydrogen In isopropyl alcohol at 20℃; under 36200.4 Torr; for 20h; | 100% |
With potassium hydroxide; (R,R)-1,2-diphenylethylenediamine; hydrogen; [RuCl2((R)-3,3'-dm-binap)(dmf)n] In isopropyl alcohol at 20℃; under 6080 Torr; | 99% |
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C53H73FeN2O2PS; hydrogen; lithium tert-butoxide In isopropyl alcohol at 60℃; under 22801.5 Torr; for 12h; Autoclave; enantioselective reaction; | 99% |
1'-naphthacetophenone
A
(S)-1-(1-Naphthyl)ethanol
B
(R)-1-(naphth-1-yl)ethanol
Conditions | Yield |
---|---|
With dimethylsulfide borane complex; (S)-2-(anilinodiphenylmethyl)pyrrolidine In tetrahydrofuran at 20℃; for 2h; enantioselective reaction; | A n/a B 99% |
With dimethylsulfide borane complex In tetrahydrofuran at 20℃; for 2h; enantioselective reaction; | A n/a B 99% |
With (mer-[(S,S)-1,5-dimethyl-2,4-bis(4-phenyl-1,3-oxazolin-2-yl)benzene(1-)]Ru(CO)Cl)2(ZnCl2); hydrogen; sodium methylate In isopropyl alcohol at 40℃; under 22801.5 Torr; for 24h; Inert atmosphere; Autoclave; optical yield given as %ee; enantioselective reaction; | A 96% B n/a |
Conditions | Yield |
---|---|
With Novozyme 435 In toluene at 34℃; for 15h; Enzymatic reaction; | A 97.8% B n/a |
Isopropenyl acetate
1-(1-naphthyl)ethanol
A
(S)-1-(1-Naphthyl)ethanol
B
(R)-1-(naphth-1-yl)ethanol
C
1-(naphthalen-1-yl)ethyl acetate
Conditions | Yield |
---|---|
With Candida antarctica lipase B; dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate In tetrahydrofuran; toluene at 20℃; for 24h; | A n/a B n/a C 97% |
With lipase B from Candida antarctica In neat (no solvent) for 4h; Milling; Resolution of racemate; Enzymatic reaction; enantioselective reaction; | A n/a B n/a C n/a |
2,2,2-trichloroethyl butyrate
1-(1-naphthyl)ethanol
A
(S)-1-(1-Naphthyl)ethanol
B
(R)-1-(1'-naphthyl)ethyl butyrate
Conditions | Yield |
---|---|
With porcine pancreatic lipase In n-heptane at 60℃; for 336h; | A 94% B 96% |
vinyl n-butyrate
1-(1-naphthyl)ethanol
A
(S)-1-(1-Naphthyl)ethanol
B
(R)-1-(1'-naphthyl)ethyl butyrate
Conditions | Yield |
---|---|
With Novozyme 435 In toluene at 37℃; for 18h; Enzymatic reaction; | A 95.4% B n/a |
Conditions | Yield |
---|---|
With Novozyme 435 In toluene at 40℃; for 20h; Enzymatic reaction; | A 90.3% B n/a |
vinyl octanoate
1-(1-naphthyl)ethanol
A
(S)-1-(1-Naphthyl)ethanol
B
C20H26O2
Conditions | Yield |
---|---|
With lipase B from Candida antarctica In cyclohexane at 50℃; for 1.75h; Resolution of racemate; optical yield given as %ee; | A n/a B 90% |
Conditions | Yield |
---|---|
Stage #1: dimethyl zinc(II); 1-naphthaldehyde With N,N-bis(3,5-di-t-butylbenzyl)-O-benzyl-L-α-aspartyl-L-proline methyl ester In toluene at 0 - 20℃; for 48h; Inert atmosphere; Stage #2: With hydrogenchloride In water; toluene Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 74% |
1-(1-naphthyl)ethanol
A
1'-naphthacetophenone
B
(S)-1-(1-Naphthyl)ethanol
C
(R)-1-(naphth-1-yl)ethanol
Conditions | Yield |
---|---|
With (1R)-N-oxyl-1-(N-benzylcarbamoyl)-8-azabicyclo[3.2.1]octane; sodium hydrogencarbonate; sodium bromide In dichloromethane; water at 0℃; Electrochemical reaction; optical yield given as %ee; enantioselective reaction; | A 62% B n/a C n/a |
With palladium dichloro (η-2,5-norbornadiene); oxygen; (-)-sparteine In toluene at 80℃; for 192h; Title compound not separated from byproducts; | A 54% B n/a C n/a |
With 3 A molecular sieve; oxygen; (-)-sparteine; palladium dichloro (η-2,5-norbornadiene) In toluene at 80℃; under 760 Torr; for 192h; | A 54% B n/a C n/a |
IUPAC Name: (1S)-1-Naphthalen-1-ylethanol
Molecular Formula: C12H12O
Molecular Weight: 172.22 g/mol
Canonical SMILES: CC(C1=CC=CC2=CC=CC=C21)O
InChI: InChI=1S/C12H12O/c1-9(13)11-8-4-6-10-5-2-3-7-12(10)11/h2-9,13H,1H3/t9-/m0/s1
Mol File: 15914-84-8.mol
Product Categories: Alcohols, Hydroxy Esters and Derivatives; Chiral Compounds
XLogP3: 3
H-Bond Donor: 1
H-Bond Acceptor: 1
Rotatable Bond Count: 1
Exact Mass: 172.088815
MonoIsotopic Mass: 172.088815
Topological Polar Surface Area: 20.2
Heavy Atom Count: 13
Complexity: 167
Index of Refraction: 1.632
Molar Refractivity: 55.18 cm3
Molar Volume: 154.6 cm3
Polarizability: 21.87×10-24 cm3
Surface Tension: 46.1 dyne/cm
Density: 1.113 g/cm3
Flash Point: 145.4 °C
Enthalpy of Vaporization: 58.84 kJ/mol
Boiling Point: 316 °C at 760 mmHg
Melting Point: 47-49 °C
alpha: -77 °(C=1 IN MEOH)
Vapour Pressure of (S)-(-)-1-(1-Naphthyl)ethanol (CAS NO.15914-84-8): 0.000177 mmHg at 25 °C
Safety Statements: 22-24/25
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
WGK Germany of (S)-(-)-1-(1-Naphthyl)ethanol (CAS NO.15914-84-8): 3
(S)-(-)-1-(1-Naphthyl)ethanol (CAS NO.15914-84-8), its Synonyms are (S)-1-Naphthalen-1-yl-ethanol ; (S)-(-)-alpha-Methyl-1-naphthalenemethanol ; (S)-(-)-α-Methyl-1-naphthalenemethanol ; (S)-1-Naphthylethanol ; (1S)-1-(1-Naphthyl)ethanol .