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

Name
(S)-(-)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL
EINECS 1592732-453-0
CAS No. 15914-84-8
Article Data193
CAS DataBase
Density 1.114 g/cm³
Solubility
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
Appearance
Safety 22-24/25
Risk Codes 22-24/25
Molecular Structure
Hazard Symbols
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;
PSA 20.23000
LogP 2.89310

Synthetic route

: 941-98-0
1'-naphthacetophenone

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

Conditions

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

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

: 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

Conditions	Yield
With Novozyme 435 In toluene at 34℃; for 15h; Enzymatic reaction;	A 97.8% B n/a

...Expand

: 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

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

...Expand

: 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

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

...Expand

: 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

Conditions	Yield
With Novozyme 435 In toluene at 37℃; for 18h; Enzymatic reaction;	A 95.4% B n/a

...Expand

: 5873-43-8
vinyl valerate

: 57605-95-5
1-(1-naphthyl)ethanol

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: C17H20O2

Conditions

Conditions	Yield
With Novozyme 435 In toluene at 40℃; for 20h; Enzymatic reaction;	A 90.3% B n/a

...Expand

: 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

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%

...Expand

: 544-97-8
dimethyl zinc(II)

: 66-77-3
1-naphthaldehyde

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

Conditions

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

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

...Expand

: 108-05-4
vinyl 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

Conditions	Yield
With lipase LIP In octane at 30℃; for 0.15h; Yields of byproduct given;	A n/a B n/a C 46%
With 4 Anstroem molecular sives; lipase LIP In di-isopropyl ether at 30℃; for 4h; Yields of byproduct given;	A n/a B n/a C 36%
In di-isopropyl ether at 35℃; for 0.666667h; Kinetics; Reagent/catalyst; Solvent; Enzymatic reaction; enantioselective reaction;	A n/a B n/a C 21.1%
With Burkholderia cepacia lipase; C36H73O14S(1-)*C7H10N(1+) at 35℃; for 2.33333h; Resolution of racemate; Enzymatic reaction; enantioselective reaction;	A n/a B n/a C 12%
With IL1; Lipase PS-C In di-isopropyl ether at 35℃; for 24h;	A n/a B n/a C 11%

...Expand

: 57605-95-5
1-(1-naphthyl)ethanol

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

Conditions

Conditions	Yield
With C46H34I4O6; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at -30℃; for 2h; Reagent/catalyst; Temperature; stereoselective reaction;	45%
With C45H32I4O6; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at -30℃; for 2h; stereoselective reaction;	45%

: 57605-95-5
1-(1-naphthyl)ethanol

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 16197-94-7, 57573-90-7, 92697-21-7, 16197-95-8
(S)-(-)-1-(naphthalen-1-yl)ethyl acetate

C: 16197-95-8, 57573-90-7, 92697-21-7, 16197-94-7
1-(naphthalen-1-yl)ethyl acetate

Conditions

Conditions	Yield
With vinyl acetate; Lipase PS In octane at 30℃; for 8h; Yields of byproduct given;	A 45% B n/a C n/a

...Expand

: 108-05-4
vinyl acetate

: 57605-95-5
1-(1-naphthyl)ethanol

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 16197-95-8, 57573-90-7, 92697-21-7, 16197-94-7
1-(naphthalen-1-yl)ethyl acetate

Conditions

Conditions	Yield
With Candida antarctica lipase B In 1,1,1,2-tetrafluoroethane at 25℃; for 72h; Resolution of racemate; Enzymatic reaction; optical yield given as %ee;	A n/a B 45%
With Candida antarctica lipase B In diethyl ether at 20℃; Enzymatic reaction;	A 33% B 33%
With 50 U aminoacylase E.C. 3.5.1.14 In hexane for 168h; Acetylation;	A n/a B 22%
With Novozyme 435 In toluene at 30℃; for 12h; Enzymatic reaction; Overall yield = 98.8%; Overall yield = 58.4 g;	A n/a B n/a

...Expand

: 941-98-0
1'-naphthacetophenone

: 108-22-5
Isopropenyl acetate

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

Conditions	Yield
Stage #1: 1'-naphthacetophenone With aluminum oxide; sodium tetrahydroborate In hexane at 40℃; for 3h; Stage #2: Isopropenyl acetate With Lipase 'Amano' PS-C II In hexane at 25℃; for 12h;	A n/a B n/a C 42%

...Expand

: 57605-95-5
1-(1-naphthyl)ethanol

A: 941-98-0
1'-naphthacetophenone

B: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

Conditions

Conditions	Yield
With sodium hydrogencarbonate; sodium bromide; chiral azabicyclo-N-oxyl In dichloromethane at 0℃; Electrochemical reaction;	A 40% B n/a
With [palladium(II)((-)-sparteine)dibromide]; oxygen; caesium carbonate; (-)-sparteine In chloroform at 23℃; for 21h; Molecular sieve; optical yield given as %ee;

: 57605-95-5
1-(1-naphthyl)ethanol

: 123-62-6
propionic acid anhydride

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: (S)-1-(1-naphtnyl)ethyl propionate

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

Conditions

Conditions	Yield
With (2S,3R)-3-isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine; N-ethyl-N,N-diisopropylamine In chloroform at 20 - 25℃; for 28h; optical yield given as %ee; enantioselective reaction;	A 39% B n/a C n/a
With (R)-7-chloro-2-phenyl-2,3-dihydroimidazo[1,2-a]quinoline; N-ethyl-N,N-diisopropylamine In chloroform at 0℃; for 8h;

...Expand

: 57605-95-5
1-(1-naphthyl)ethanol

: 123-62-6
propionic acid anhydride

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 42177-25-3
(R)-1-(naphth-1-yl)ethanol

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

Conditions

Conditions	Yield
With (2S,3R)-3-isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine; N-ethyl-N,N-diisopropylamine In toluene at -40℃; for 1h; optical yield given as %ee; enantioselective reaction;	A 39% B n/a C n/a

...Expand

: 74-85-1
ethene

: 90-11-9
1-Bromonaphthalene

: 73183-34-3
bis(pinacol)diborane

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 42177-25-3
(R)-1-(naphth-1-yl)ethanol

Conditions

Conditions	Yield
Stage #1: ethene; 1-Bromonaphthalene; bis(pinacol)diborane With (1,2-dimethoxyethane)dichloronickel(II); (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; lithium methanolate In 1,4-dioxane at 30℃; for 20h; Glovebox; Inert atmosphere; Sealed tube; Stage #2: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; water at 0 - 25℃; Overall yield = 38 percent; Optical yield = 70 percent ee;	A n/a B 38%

...Expand

: 108-22-5
Isopropenyl acetate

: 57605-95-5
1-(1-naphthyl)ethanol

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 16197-95-8, 57573-90-7, 92697-21-7, 16197-94-7
1-(naphthalen-1-yl)ethyl acetate

Conditions

Conditions	Yield
With Candida antarctica lipase B In diethyl ether at 20℃; Enzymatic reaction;	A 31% B 31%
With potassium phosphate; Novozym 435; (CO)2ClRu(benzyloxytetraphenylpentadienyl) In toluene at 25℃; for 20h;
With immobilized Candida antarctica Lipase B In diethyl ether at 20℃; for 30h;

...Expand

: 1127-76-0
1-ethylnapthelene

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

Conditions	Yield
With iodosylbenzene; iron(III) meso-tetraphenylporhinato chloride In dichloromethane at 0℃; for 1h; Yield given. Yields of byproduct given;

...Expand

: 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

Conditions

Conditions	Yield
hydrolysis of (+)-hydrogen phthalate salt;
Stage #1: 1-(1-naphthyl)ethanol With (R,R)-1,2-diphenylethylenediamine; cyclohexanone; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; dihydridotetrakis(triphenylphosphine)ruthenium In tetrahydrofuran at 60℃; for 4h; Stage #2: With hydrogen In tetrahydrofuran at 40℃; under 7500.6 Torr; for 16h; Title compound not separated from byproducts;
With MCCD-HPS packed column In hydrogenchloride; acetonitrile pH=8.6;

: 544-97-8
dimethyl zinc(II)

: 66-77-3
1-naphthaldehyde

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 42177-25-3
(R)-1-(naphth-1-yl)ethanol

Conditions

Conditions	Yield
With tricarbonyl(η6-arene)chromium(0) complex derived from (1S,2R)-N,N-dibutylnorephedrine In hexane; toluene at 0℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With (1S,2S,5R)-1-N,N-dimethylaminopropyl-2-isopropyl-5-methylcyclohexan-1-ol In diethyl ether for 160h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With Boc-(S)-CH(i-Pr)-CONHCH2CH2-(morpholin-4-yl) In hexane at 0℃; Title compound not separated from byproducts;

...Expand

: 676-58-4
methylmagnesium chloride

: 66-77-3
1-naphthaldehyde

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 42177-25-3
(R)-1-(naphth-1-yl)ethanol

Conditions

Conditions	Yield
With C9H21ClO3Ti*C9H18O2 In tetrahydrofuran Yield given. Yields of byproduct given;
Stage #1: methylmagnesium chloride With titanium(IV) isopropylate In dichloromethane at -78℃; for 0.166667h; Inert atmosphere; Stage #2: 1-naphthaldehyde With (R)-3-(3,5-diphenylphenyl)-2,2'-dihydroxy-1,1'-binaphthyl In tetrahydrofuran; dichloromethane at 0℃; for 3h; Inert atmosphere; Stage #3: With hydrogenchloride; water In tetrahydrofuran; dichloromethane at 0℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;

Yield

With C9H21ClO3Ti*C9H18O2 In tetrahydrofuran Yield given. Yields of byproduct given;

Stage #1: methylmagnesium chloride With titanium(IV) isopropylate In dichloromethane at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: 1-naphthaldehyde With (R)-3-(3,5-diphenylphenyl)-2,2'-dihydroxy-1,1'-binaphthyl In tetrahydrofuran; dichloromethane at 0℃; for 3h; Inert atmosphere;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; dichloromethane at 0℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;

...Expand

: 66-77-3
1-naphthaldehyde

: 2371-70-2
tetramethyl titanium

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 42177-25-3
(R)-1-(naphth-1-yl)ethanol

Conditions

Conditions	Yield
With isopropyl alcohol; trans-N-(1-hydroxy-1-phenylpropan-2-yl)-4-methylbenzenesulfonamide Product distribution; 1.) ether, 30 min, -30 to -10 grad C, 2.) from -78 grad C to room temp., overnight; Further sulphonamide derivatives of norephedrine were investigated.;
With norephedrine mesitylsulphonamide; isopropyl alcohol 1.) ether, 30 min, -30 to -10 grad C, 2.) from -78 grad C to room temp., overnight; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 66-77-3
1-naphthaldehyde

: C28H54O3Ti

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

Conditions

Conditions	Yield
at -60 - 20℃; for 3h;

: 97150-89-5
C42H70O35*C12H10O

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 42177-25-3
(R)-1-(naphth-1-yl)ethanol

Conditions

Conditions	Yield
With sodium tetrahydroborate In solid for 120h; Product distribution; Ambient temperature; other variant: ultrasonic irradiation, 2 d;

: 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

Conditions	Yield
With vinyl acetate; 4 Anstroem molecular sives; lipase LIP In di-isopropyl ether at 30℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 1-(1-naphthyl)ethyl 4-nitrobenzoate

A: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

B: 42177-25-3
(R)-1-(naphth-1-yl)ethanol

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; methanol for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 19009-39-3
N,N-diisopropylcarbamoyl chloride

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: 1086338-60-4
(S)-N,N-diisopropyl O-[1-(1-naphthyl)]ethyl carbamate

Conditions

Conditions	Yield
Stage #1: (S)-1-(1-Naphthyl)ethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere; Stage #2: N,N-diisopropylcarbamoyl chloride In tetrahydrofuran; mineral oil at 20℃; for 48h; Inert atmosphere;	98%
With triethylamine In dichloromethane for 94h; Inert atmosphere; Reflux;	1.61 g

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: 119-26-6
(2,4-dinitro-phenyl)-hydrazine

: 5471-15-8
1-acetonaphthone 2,4-dinitrophenylhydrazone

Conditions

Conditions	Yield
Stage #1: (S)-1-(1-Naphthyl)ethanol With peracetic acid; C9H17NO5S(1-)*C12H11IN(1+); acetic acid In 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; for 18h; Stage #2: (2,4-dinitro-phenyl)-hydrazine With sulfuric acid In diethyl ether; ethanol; water	95%

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: 1315282-22-4
(3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid

: 1315282-20-2
(1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere; optical yield given as %de;	92%

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: 941-98-0
1'-naphthacetophenone

Conditions

Conditions	Yield
With 2-azaadamantane-N-oxyl; oxygen In aq. acetate buffer at 20℃; for 8h; pH=4.5; Reagent/catalyst; Green chemistry; Enzymatic reaction; chemoselective reaction;	92%

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: (R)-α-methylnaphthyl azide

Conditions

Conditions	Yield
With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 0 - 20℃; for 18h; Inert atmosphere;	92%

: pentacarbonyl[(N,N-dimethylamino)(2-methyl-5-methoxycarbonylphenyl)carbene]chromium(0)

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: pentacarbonyl[(N,N-dimethylamino)(3-(S)-1'-(1-naphthyl)ethoxycarbonyl-2-methylphenyl)carbene]chromium(0)

Conditions

Conditions	Yield
With Na In neat (no solvent) naphthylethanol and Na were stirred under Ar at 100°C, finely powdered complex was added at 70°C, stirred for 30 min at 70°C and diminished pressure (1.5 kPa); dissolved in CH2Cl2, chromy. on silica gel column, hexane-CH2Cl2 1:1, asfoam, the mixt. of (S,S) and (R,S)-diastereomers;	85%

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: 1315282-23-5
(3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-phenylbutyric acid

: 1315282-21-3
(1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-phenylbutyrate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere; optical yield given as %de;	85%

: pentacarbonyl[(N,N-dimethylamino)(3-methoxycarbonyl-2-methylphenyl)carbene]chromium(0)

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: pentacarbonyl[(N,N-dimethylamino)(3-(S)-1'-(1-naphthyl)ethoxycarbonyl-2-methylphenyl)carbene]chromium(0)

Conditions

Conditions	Yield
With Na In neat (no solvent) naphthylethanol and Na were stirred under Ar at 100°C, finely powdered complex was added at 70°C, stirred for 30 min at 70°C and diminished pressure (1.5 kPa); dissolved in CH2Cl2, chromy. on silica gel column, hexane-CH2Cl2 1:1, asfoam, the mixt. of (S,S) and (R,S)-diastereomers;	83%

: pentacarbonyl[(N,N-dimethylamino)(2-isopropyl-5-methoxycarbonylphenyl)carbene]chromium(0)

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: pentacarbonyl[(N,N-dimethylamino)(2-isopropyl-5-(S)-1'-(1-naphthyl)ethoxycarbonylphenyl)carbene]chromium(0)

Conditions

Conditions	Yield
With Na In neat (no solvent) naphthylethanol and Na were stirred under Ar at 100°C, finely powdered complex was added at 70°C, stirred for 2 h at 70°C and diminished pressure (1.5 kPa); dissolved in CH2Cl2, chromy. on silica gel column, hexane-CH2Cl2 1:1, asfoam, the mixt. of (S,S) and (R,S)-diastereomers;	83%

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: 3282-30-2
pivaloyl chloride

: 1424035-88-0
(S)-1-(naphthalen-1-yl)ethyl pivalate

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; for 12h;	81%

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: 109216-50-4
(1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carbonyl chloride

: (1S,5R,7S)-1,5,7-Trimethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid (S)-1-naphthalen-1-yl-ethyl ester

Conditions

Conditions	Yield
	70%

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: 4187-87-5
1-Phenyl-2-propyn-1-ol

: 1-[(S)-1-(1-Phenyl-prop-2-ynyloxy)-ethyl]-naphthalene

Conditions

Conditions	Yield
With ammonium tetrafluoroborate; [(Cp*)RuCl(SMe)]2 In 1,2-dichloro-ethane at 60℃; for 1h;	64%

: 1126-09-6
4-carbethoxypiperidine

: 15914-84-8
(S)-1-(1-Naphthyl)ethanol

: ethyl (R)-1-(1-(naphthalen-1-yl)ethyl)piperidine-4-carboxylate

Conditions

Conditions	Yield
Stage #1: (S)-1-(1-Naphthyl)ethanol With N-ethyl-N,N-diisopropylamine; Methanesulfonic anhydride In dichloromethane at 0℃; for 0.666667h; Stage #2: 4-carbethoxypiperidine In dichloromethane at 20℃; for 16h;	54%

(S)-(-)-1-(1-Naphthyl)ethanol Chemical Properties

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 .

Product Name

(S)-(-)-ALPHA-METHYL-1-NAPHTHALENEMETHANOL

Synthetic route

(S)-(-)-1-(1-Naphthyl)ethanol Chemical Properties

(S)-(-)-1-(1-Naphthyl)ethanol Safety Profile

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

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