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Cas Database |
| Name |
(S)-(-)-1-(1-Naphthyl)ethanol |
EINECS | 1592732-453-0 |
| CAS No. | 15914-84-8 | Density | 1.114 g/cm3 |
| PSA | 20.23000 | LogP | 2.89310 |
| Solubility | N/A | Melting Point |
47-49 °C(lit.) |
| Formula | C12H12O | Boiling Point | 316.049 °C at 760 mmHg |
| Molecular Weight | 172.227 | Flash Point | 145.346 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 22-24/25 | Risk Codes | 22-24/25 |
| Molecular Structure |
|
Hazard Symbols | N/A |
| 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; |
Article Data | 193 |
(S)-(-)-1-(1-Naphthyl)ethanol Synthetic route
- 941-98-0
1'-naphthacetophenone
- 15914-84-8
(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% |
- 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 | 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 |
- 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 | 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 |
- 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 | Yield |
|---|---|
| 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 | 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 |
- 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 | 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% |
- 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 | 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 |
(S)-(-)-1-(1-Naphthyl)ethanol Chemical Properties
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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
(S)-(-)-1-(1-Naphthyl)ethanol 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
(S)-(-)-1-(1-Naphthyl)ethanol 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 .
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