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15914-84-8

Basic Information
CAS No.: 15914-84-8
Name: (S)-(-)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL
Article Data: 193
Molecular Structure:
Molecular Structure of 15914-84-8 ((S)-(-)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL)
Formula: C12H12O
Molecular Weight: 172.227
Synonyms: 1-Naphthalenemethanol,a-methyl-, (S)-;1-Naphthalenemethanol, a-methyl-, (S)-(-)- (8CI);(-)-1-(1-Naphthalene)ethanol;(-)-1-(1-Naphthalenyl)ethanol;(-)-1-(1-Naphthyl)-ethanol-1;(-)-1-(1-Naphthyl)ethanol;(1S)-1-(Naphthalen-1-yl)ethanol;(S)-(-)-a-Methyl-1-naphthalenemethanol;(S)-1-(1-Naphthyl)ethanol;(S)-1-(Naphthalen-1-yl)ethanol;(S)-1-(a-Naphthyl)ethanol;(S)-a-(1-Naphthyl)ethanol;(S)-a-Methyl-1-naphthalenemethanol;(aS)-a-Methyl-1-naphthalenemethanol;
EINECS: 1592732-453-0
Density: 1.114 g/cm3
Melting Point: 47-49 °C(lit.)
Boiling Point: 316.049 °C at 760 mmHg
Flash Point: 145.346 °C
Risk Codes: 22-24/25
Safety: 22-24/25
PSA: 20.23000
LogP: 2.89310
Synthetic route
941-98-0

1'-naphthacetophenone

15914-84-8

(S)-1-(1-Naphthyl)ethanol

Conditions
ConditionsYield
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%
941-98-0

1'-naphthacetophenone

A

15914-84-8

(S)-1-(1-Naphthyl)ethanol

B

42177-25-3

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

Conditions
ConditionsYield
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
105-38-4

vinyl propionate

57605-95-5

1-(1-naphthyl)ethanol

A

15914-84-8

(S)-1-(1-Naphthyl)ethanol

B

(R)-1-(1-naphtnyl)ethyl propionate

Conditions
ConditionsYield
With Novozyme 435 In toluene at 34℃; for 15h; Enzymatic reaction;A 97.8%
B n/a
108-22-5

Isopropenyl acetate

57605-95-5

1-(1-naphthyl)ethanol

A

15914-84-8

(S)-1-(1-Naphthyl)ethanol

B

42177-25-3

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

C

16197-95-8, 57573-90-7, 92697-21-7, 16197-94-7

1-(naphthalen-1-yl)ethyl acetate

Conditions
ConditionsYield
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
57392-44-6

2,2,2-trichloroethyl butyrate

57605-95-5

1-(1-naphthyl)ethanol

A

15914-84-8

(S)-1-(1-Naphthyl)ethanol

B

113794-42-6

(R)-1-(1'-naphthyl)ethyl butyrate

Conditions
ConditionsYield
With porcine pancreatic lipase In n-heptane at 60℃; for 336h;A 94%
B 96%
123-20-6

vinyl n-butyrate

57605-95-5

1-(1-naphthyl)ethanol

A

15914-84-8

(S)-1-(1-Naphthyl)ethanol

B

113794-42-6

(R)-1-(1'-naphthyl)ethyl butyrate

Conditions
ConditionsYield
With Novozyme 435 In toluene at 37℃; for 18h; Enzymatic reaction;A 95.4%
B n/a
5873-43-8

vinyl valerate

57605-95-5

1-(1-naphthyl)ethanol

A

15914-84-8

(S)-1-(1-Naphthyl)ethanol

B

C17H20O2

Conditions
ConditionsYield
With Novozyme 435 In toluene at 40℃; for 20h; Enzymatic reaction;A 90.3%
B n/a
818-44-0

vinyl octanoate

57605-95-5

1-(1-naphthyl)ethanol

A

15914-84-8

(S)-1-(1-Naphthyl)ethanol

B

1369869-20-4

C20H26O2

Conditions
ConditionsYield
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%
544-97-8

dimethyl zinc(II)

66-77-3

1-naphthaldehyde

15914-84-8

(S)-1-(1-Naphthyl)ethanol

Conditions
ConditionsYield
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%
57605-95-5

1-(1-naphthyl)ethanol

A

941-98-0

1'-naphthacetophenone

B

15914-84-8

(S)-1-(1-Naphthyl)ethanol

C

42177-25-3

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

Conditions
ConditionsYield
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
Downstream Products
941-98-0
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Chemistry


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 Profile

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

Specification

 (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 .