Product Name

  • Name

    (R)-(+)-1,1'-Bi-2-naphthol

  • EINECS 210-014-0
  • CAS No. 18531-94-7
  • Article Data152
  • CAS DataBase
  • Density 1.301 g/cm3
  • Solubility Dioxane: 50 mg/mL, clear
  • Melting Point 215-218 °C
  • Formula C20H14O2
  • Boiling Point 388.69°C (rough estimate)
  • Molecular Weight 286.33
  • Flash Point
  • Transport Information UN 2811 6.1/PG 3
  • Appearance white to light yellow crystal powder
  • Safety 26-45-24/25-36
  • Risk Codes 25-36-36/37/38
  • Molecular Structure Molecular Structure of 18531-94-7 ((R)-(+)-1,1'-Bi-2-naphthol)
  • Hazard Symbols ToxicT,IrritantXi
  • Synonyms (R)-BINOLR-(-)-2,2'-Dihydroxy-1,1'-binaphthyl;(R)-(+)-BINOL18531-94-7;(R)-(+)-1,1\'-Bi-2-naphthol;R-(+)-1,1'-Bi-2-Naphthol;R(+)-1,1'- bi-2-naphthol;(R)-(+)-BINOL;(R)-(+)-1,1'-Bi(2-naphthol);(R)-(+)-1,1-Bi-2-naphthol;R-(+)-1,1'-binaphthyl-2,2'-diol;(R)-BINOL;R-Binol;
  • PSA 40.46000
  • LogP 5.07120

Synthetic route

C25H22O3

C25H22O3

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(S)-[1,1']-binaphthalenyl-2,2'-diol
18531-99-2

(S)-[1,1']-binaphthalenyl-2,2'-diol

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; water at 24℃; for 16h; Inert atmosphere;A n/a
B 98%
1,1'-bi-2-naphthol
602-09-5

1,1'-bi-2-naphthol

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
Stage #1: 1,1'-bi-2-naphthol With copper(l) chloride; (1R,5S,11aS)-3-methyldecahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine In methanol; dichloromethane at -20 - 20℃; for 24h; Inert atmosphere; Darkness;
Stage #2: With sodium hydrogencarbonate In methanol; dichloromethane; water at -20℃; optical yield given as %ee; enantioselective reaction;
96%
Multistep reaction;86%
Stage #1: 1,1'-bi-2-naphthol With (3R)-3-propyl-4-((S)-1'-phenylethylamino)butanoic acid; (3S)-3-propyl-4-((S)-1'-phenylethylamino)butanoic acid In methanol at 60℃; for 1h; Resolution of racemate;
Stage #2: With (3R)-3-propyl-4-((R)-1'-phenylethylamino)butanoic acid; (3S)-3-propyl-4-((R)-1'-phenylethylamino)butanoic acid In methanol at 60℃; for 1h; Resolution of racemate;
Stage #3: With hydrogenchloride In water; ethyl acetate
68%
(5aS,10aS)-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione
6708-06-1, 19943-27-2, 20873-90-9, 36588-47-3, 36588-48-4, 53990-71-9, 53990-72-0

(5aS,10aS)-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione

1,1'-bi-2-naphthol
602-09-5

1,1'-bi-2-naphthol

A

C20H14O2*C10H14N2O2

C20H14O2*C10H14N2O2

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
In ethyl acetate for 2h; Reflux; Resolution of racemate; Green chemistry;A n/a
B 96%
1,1'-bi-2-naphthol
602-09-5

1,1'-bi-2-naphthol

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(S)-[1,1']-binaphthalenyl-2,2'-diol
18531-99-2

(S)-[1,1']-binaphthalenyl-2,2'-diol

Conditions
ConditionsYield
With N-benzylcinchoninium chloride In acetonitrile for 4h; resolution of racemate; Heating;A 95%
B 95%
With (-)-N-benzylcinchonidinium chloride In acetonitrile for 4h; Heating;A 83%
B n/a
Stage #1: 1,1'-bi-2-naphthol With dimethylsulfide borane complex In tetrahydrofuran; toluene at 80℃; for 0.5h; Inert atmosphere;
Stage #2: With Quinine In tetrahydrofuran at 80℃; for 12h; Inert atmosphere;
Stage #3: With hydrogenchloride In water at 20℃; for 0.5h; Inert atmosphere;
A n/a
B 46%
β-naphthol
135-19-3

β-naphthol

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(S)-[1,1']-binaphthalenyl-2,2'-diol
18531-99-2

(S)-[1,1']-binaphthalenyl-2,2'-diol

Conditions
ConditionsYield
With oxygen; oxovanadium(IV) In tetrachloromethane at 20℃; for 144h;A 94%
B n/a
With dexamfetamine; copper dichloride In methanol Product distribution; Mechanism; stereoselectivity of the coupling reaction with various optically active amines; variation of the temperature;
With dexamfetamine; copper dichloride In methanol at 25℃; for 20h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
N-(2-((2'-hydroxy-[1,1'-binaphthalen]-2-yl)oxy)octyl)-3,5-dinitrobenzamide

N-(2-((2'-hydroxy-[1,1'-binaphthalen]-2-yl)oxy)octyl)-3,5-dinitrobenzamide

A

N-(2-chlorooctyl)-3,5-dinitrobenzamide

N-(2-chlorooctyl)-3,5-dinitrobenzamide

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
With boron trichloride In n-heptane; dichloromethane at 25℃; for 24h; Inert atmosphere;A 76%
B 85%
β-naphthol
135-19-3

β-naphthol

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
With oxygen; C26H28N2O9V2 In tetrachloromethane at 0℃; for 168 - 192h; Product distribution / selectivity;84%
With C34H36N2O10V2 In dichloromethane at 30℃; for 24h; enantioselective reaction;100 %Spectr.
Multi-step reaction with 3 steps
1: iron(III) chloride / water / Reflux
2: triethylamine; dmap / dichloromethane / 24 h / 20 °C / Inert atmosphere; Resolution of racemate
3: potassium hydroxide / methanol; 1,4-dioxane / 20 °C
View Scheme
(R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate)

(R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate)

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

B

(-)-(S)-tert-butyl phenyl sulfoxide
4850-72-0

(-)-(S)-tert-butyl phenyl sulfoxide

Conditions
ConditionsYield
Stage #1: (R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate); phenylmagnesium bromide In tetrahydrofuran at -78 - -20℃; Inert atmosphere;
Stage #2: With water; ammonium chloride In tetrahydrofuran at -20 - 20℃; Inert atmosphere; optical yield given as %ee;
A n/a
B 84%
(R)-2'-hydroxy-[1,1'-binaphthalen]-2-yl (1R,4S)-1,2,3,4-tetrahydro-1,4-epoxynaphthalene-1-carboxylate

(R)-2'-hydroxy-[1,1'-binaphthalen]-2-yl (1R,4S)-1,2,3,4-tetrahydro-1,4-epoxynaphthalene-1-carboxylate

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; methanol at 20℃;84%
(R)-(+)-1-(2-hydroxynapthalen-1-yl)napthalen-2-yl acetate

(R)-(+)-1-(2-hydroxynapthalen-1-yl)napthalen-2-yl acetate

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
With potassium carbonate In methanol at 20℃; for 0.166667h; Inert atmosphere;83%
With methanol; potassium carbonate
C26H24O5

C26H24O5

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -78℃;80%
[1,1']Binaphthalenyl-2,2'-diol; compound with 1-((R)-methanesulfinyl)-3-methyl-benzene
96026-44-7

[1,1']Binaphthalenyl-2,2'-diol; compound with 1-((R)-methanesulfinyl)-3-methyl-benzene

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

B

(R)-1-methyl-3-(methylsulfinyl)benzene
84413-69-4

(R)-1-methyl-3-(methylsulfinyl)benzene

Conditions
ConditionsYield
In benzeneA 77%
B 77%
L-proline
147-85-3

L-proline

1,1'-bi-2-naphthol
602-09-5

1,1'-bi-2-naphthol

(S)-proline (S)-1,1'-bi-2-naphthol 1:2 complex

(S)-proline (S)-1,1'-bi-2-naphthol 1:2 complex

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
In acetonitrile for 3h; Reflux;A 76%
B 38%
C34H18N2O8
93274-50-1

C34H18N2O8

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

6,6′-dinitro[1,1′-biphenyl]-2,2′-dicarboxylic acid
5457-32-9, 50573-78-9

6,6′-dinitro[1,1′-biphenyl]-2,2′-dicarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanolA 73%
B 65%
(+/-)-1,1'-Binaphthyl-2,2'-diyl phosphorochloridate
124583-86-4, 124583-87-5, 124648-60-8

(+/-)-1,1'-Binaphthyl-2,2'-diyl phosphorochloridate

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
With lithium aluminium tetrahydride73%
(R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate)

(R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate)

4-methoxyphenyl magnesium bromide
13139-86-1

4-methoxyphenyl magnesium bromide

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

B

(-)-(S)-tert-butyl (4-methoxyphenyl) sulfoxide

(-)-(S)-tert-butyl (4-methoxyphenyl) sulfoxide

Conditions
ConditionsYield
Stage #1: (R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate); 4-methoxyphenyl magnesium bromide In tetrahydrofuran at -78 - -20℃; Inert atmosphere;
Stage #2: With water; ammonium chloride In tetrahydrofuran at -20 - 20℃; Inert atmosphere; optical yield given as %ee;
A n/a
B 73%
(R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate)

(R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate)

1-naphthylmagnesiumbromide
703-55-9

1-naphthylmagnesiumbromide

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

B

(S)-1-<(2-Methylprop-2-yl)sulfinyl>naphthalene
203503-64-4

(S)-1-<(2-Methylprop-2-yl)sulfinyl>naphthalene

Conditions
ConditionsYield
Stage #1: (R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate); 1-naphthylmagnesiumbromide In tetrahydrofuran at -78 - -20℃; Inert atmosphere;
Stage #2: With water; ammonium chloride In tetrahydrofuran at -20 - 20℃; Inert atmosphere; optical yield given as %ee;
A n/a
B 71%
(R)-(+)-2'-Hydroxy-1,1'-binaphthyl-2-yl (4aS,9R,10aS)-1,2,3,4,4a,9,10,10a-octahydro-6-methoxy-1,1,4a-trimethylphenanthrene-9-carboxylate

(R)-(+)-2'-Hydroxy-1,1'-binaphthyl-2-yl (4aS,9R,10aS)-1,2,3,4,4a,9,10,10a-octahydro-6-methoxy-1,1,4a-trimethylphenanthrene-9-carboxylate

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

B

(4aS,9S,10aS)-1,2,3,4,4a,9,10,10a-Octahydro-6-methoxy-1,1,4a-trimethylphenanthrene-9-carboxylic acid
303962-65-4

(4aS,9S,10aS)-1,2,3,4,4a,9,10,10a-Octahydro-6-methoxy-1,1,4a-trimethylphenanthrene-9-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 24h; Hydrolysis; Heating;A n/a
B 67%
C26H29N2O(1+)*C20H14O2*Cl(1-)

C26H29N2O(1+)*C20H14O2*Cl(1-)

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Conditions
ConditionsYield
With hydrogenchloride60%
β-naphthol
135-19-3

β-naphthol

A

1-chloro-2-naphthol
633-99-8

1-chloro-2-naphthol

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(S)-[1,1']-binaphthalenyl-2,2'-diol
18531-99-2

(S)-[1,1']-binaphthalenyl-2,2'-diol

Conditions
ConditionsYield
With L-proline; copper dichloride at 60℃; for 0.5h; Neat (no solvent); optical yield given as %ee; enantioselective reaction;A 60%
B n/a
C n/a
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(R)-6,6'-dibromo-1,1'-binaphth-2-ol
65283-60-5

(R)-6,6'-dibromo-1,1'-binaphth-2-ol

Conditions
ConditionsYield
With bromine In dichloromethane at -78℃; Inert atmosphere;100%
With bromine at -78℃;99.9%
With bromine In dichloromethane at -75 - 20℃; for 3h;99%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

methyl iodide
74-88-4

methyl iodide

(R)-2,2'-dimethoxy-1,1'-dinaphthyl
35294-28-1

(R)-2,2'-dimethoxy-1,1'-dinaphthyl

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;100%
With potassium carbonate In acetone Reflux;100%
With potassium carbonate In acetone for 20h; Schlenk technique; Inert atmosphere; Reflux;100%
ethyl bromide
74-96-4

ethyl bromide

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(R)-(+)-2,2'-diethoxy-1,1'-binaphthalene

(R)-(+)-2,2'-diethoxy-1,1'-binaphthalene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 24h;100%
With caesium carbonate In acetone at 25℃; for 3h;99%
With potassium carbonate; sodium iodide98%
With potassium carbonate In acetonitrile Reflux;98%
With potassium carbonate In acetone at 90℃; for 24h;
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

[(R)-1,1'-binaphthyl-2,2'-diyl]chlorophosphite

[(R)-1,1'-binaphthyl-2,2'-diyl]chlorophosphite

Conditions
ConditionsYield
With triethylamine; phosphorus trichloride In tetrahydrofuran at 0℃; for 6h;100%
With phosphorus trichloride for 16h; Inert atmosphere; Reflux;100%
With phosphorus trichloride Reflux; Inert atmosphere;100%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

(Ra)-2,2'-bis(methoxy-methyloxy)-1,1'-binaphthalene

(Ra)-2,2'-bis(methoxy-methyloxy)-1,1'-binaphthalene

Conditions
ConditionsYield
Stage #1: (R)-1,1'-Bi-2-naphthol With sodium hydride In tetrahydrofuran at 0 - 20℃;
Stage #2: chloromethyl methyl ether In tetrahydrofuran at 20℃; for 4.5h;
100%
Stage #1: (R)-1,1'-Bi-2-naphthol With sodium hydride In tetrahydrofuran at 0 - 20℃; activation;
Stage #2: chloromethyl methyl ether In tetrahydrofuran at 20℃; for 4.5h; Condensation; Further stages.;
100%
Stage #1: (R)-1,1'-Bi-2-naphthol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 20h; Metallation;
Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide at 20℃; for 1h; Etherification; Further stages.;
100%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(R)-(-)-1,1'-bi-2-naphthol triflate
128544-05-8, 128575-34-8, 141807-44-5, 126613-06-7

(R)-(-)-1,1'-bi-2-naphthol triflate

Conditions
ConditionsYield
With 2,6-dimethylpyridine100%
With pyridine Inert atmosphere;100%
With pyridine In dichloromethane at 20℃; for 5h; Inert atmosphere;100%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(Ra)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2,2'-diol
39648-74-3, 65355-00-2, 65355-14-8

(Ra)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2,2'-diol

Conditions
ConditionsYield
With hydrogen; aluminum oxide; ruthenium In ethanol at 100℃; under 37503 - 45003.6 Torr; for 4h;100%
With hydrogen; platinum(IV) oxide In acetic acid at 20℃; under 5168.35 Torr; for 72h;100%
With palladium 10% on activated carbon; hydrogen In ethanol at 70℃; under 37503.8 Torr; for 16h; Autoclave;100%
4-bromoethylbutanoate
2969-81-5

4-bromoethylbutanoate

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(R)-2,2'-bis(3-carboxypropoxy)-1,1-binaphthyl diethyl ester

(R)-2,2'-bis(3-carboxypropoxy)-1,1-binaphthyl diethyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Heating;100%
With potassium carbonate In acetone for 96h; Heating / reflux;68%
With potassium carbonate In acetone for 24h; Reflux;
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

N,N,N',N'-Tetramethylphosphorodiamidic chloride
1605-65-8

N,N,N',N'-Tetramethylphosphorodiamidic chloride

C28H36N4O4P2

C28H36N4O4P2

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0 - 20℃;100%
With sodium hydride In tetrahydrofuran at 0℃; for 3h;99%
methyl 3-hydroxybenzoate
19438-10-9

methyl 3-hydroxybenzoate

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(-)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-oxybenzoic acid methyl ester

(-)-(3,5-dioxa-4-phosphacyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-3-oxybenzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: (R)-1,1'-Bi-2-naphthol With triethylamine; phosphorus trichloride In tetrahydrofuran at -3 - 20℃;
Stage #2: methyl 3-hydroxybenzoate With triethylamine In tetrahydrofuran at 20℃; for 24h; Further stages.;
100%
2-formylbenzene boronic acid
40138-16-7

2-formylbenzene boronic acid

(R)-1-Phenylethylhydroxylamine
2912-98-3

(R)-1-Phenylethylhydroxylamine

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

C35H26BNO3

C35H26BNO3

Conditions
ConditionsYield
With magnesium sulfate; caesium carbonate In chloroform-d1 at 20℃; for 0.25h;100%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

2-naphthylacetic acid
581-96-4

2-naphthylacetic acid

Naphthalen-2-yl-acetic acid 2'-hydroxy-[1,1']binaphthalenyl-2-yl ester

Naphthalen-2-yl-acetic acid 2'-hydroxy-[1,1']binaphthalenyl-2-yl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 4h; Ambient temperature;99%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

allyl bromide
106-95-6

allyl bromide

(R)-(+)-2,2'-bis(2-propen-1-yloxy)-1,1'-dinaphthyl

(R)-(+)-2,2'-bis(2-propen-1-yloxy)-1,1'-dinaphthyl

Conditions
ConditionsYield
With potassium carbonate In acetone for 70h; Heating;99%
With potassium carbonate In acetone for 2h; Heating;99%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

benzoic acid
65-85-0

benzoic acid

(R)-2'-hydroxy-1,1'-binaphthalene-2-yl benzoate

(R)-2'-hydroxy-1,1'-binaphthalene-2-yl benzoate

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 15h; Esterification;99%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(R)-2,2'-Bis[2-(trimethylsilyl)ethoxymethoxy]-1,1'-binaphthyl

(R)-2,2'-Bis[2-(trimethylsilyl)ethoxymethoxy]-1,1'-binaphthyl

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 2h;99%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

C18H34N3P
615257-62-0

C18H34N3P

{1-[2-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-phenyl]-ethyl}-dimethyl-amine

{1-[2-(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-phenyl]-ethyl}-dimethyl-amine

Conditions
ConditionsYield
In toluene at 80℃; for 2h;99%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Diphenylphosphinic chloride
1499-21-4

Diphenylphosphinic chloride

(Ra)-1,1'-binaphthalene-2,2'-bis(diphenylphosphinate)

(Ra)-1,1'-binaphthalene-2,2'-bis(diphenylphosphinate)

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 3h;99%
Stage #1: (R)-1,1'-Bi-2-naphthol With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;
Stage #2: Diphenylphosphinic chloride In N,N-dimethyl-formamide at 0 - 20℃; for 3.25h; Inert atmosphere;
96%
Stage #1: (R)-1,1'-Bi-2-naphthol With sodium hydride In tetrahydrofuran at 0℃; for 0.25h;
Stage #2: Diphenylphosphinic chloride In tetrahydrofuran at 0 - 20℃;
With sodium hydride In tetrahydrofuran at 0 - 20℃;
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

(R)-[1,1′-binaphthalene]-2,2′-diyl tetraethyl bis(phosphate)

(R)-[1,1′-binaphthalene]-2,2′-diyl tetraethyl bis(phosphate)

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 3h;99%
With sodium hydride In tetrahydrofuran at 0 - 20℃;
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

1,1'-binaphthyl-2,2'-diyl sulfite

1,1'-binaphthyl-2,2'-diyl sulfite

Conditions
ConditionsYield
With thionyl chloride; triethylamine In diethyl ether at 0℃;99%
1,2,3,4-tetrahydroisoquinoline
635-46-1

1,2,3,4-tetrahydroisoquinoline

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

C29H22NO2P

C29H22NO2P

Conditions
ConditionsYield
Stage #1: 1,2,3,4-tetrahydroisoquinoline With triethylamine; phosphorus trichloride In toluene at 0 - 80℃; Inert atmosphere;
Stage #2: (R)-1,1'-Bi-2-naphthol With triethylamine In tetrahydrofuran; toluene at -78 - 20℃; Inert atmosphere;
99%
1-[(1′S,2′R,5′S)-(+)-menthoxymethyl]-3-methylimidazolium bis(trifluoromethylsulfonyl)imide

1-[(1′S,2′R,5′S)-(+)-menthoxymethyl]-3-methylimidazolium bis(trifluoromethylsulfonyl)imide

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

dimethylaluminum chloride
1184-58-3

dimethylaluminum chloride

C23H15AlF6NO6S2(1-)*C15H27N2O(1+)

C23H15AlF6NO6S2(1-)*C15H27N2O(1+)

Conditions
ConditionsYield
In dichloromethane at -15℃; for 1h; Inert atmosphere;99%
C14H19BrO3

C14H19BrO3

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

C48H50O8

C48H50O8

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 6h; Inert atmosphere;99%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

8-tosyloxy-3,6-dioxaoctanol
77544-68-4

8-tosyloxy-3,6-dioxaoctanol

(R)-2,2'-bis(8-hydroxy-3,6-dioxa-1-octyloxy)-1,1'-binaphthyl

(R)-2,2'-bis(8-hydroxy-3,6-dioxa-1-octyloxy)-1,1'-binaphthyl

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 24h; Heating;98.4%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(R)-(-)-4-mercapto-4-sulfide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin
70101-69-8, 70144-34-2, 70144-35-3

(R)-(-)-4-mercapto-4-sulfide-dinaphtho<2,1-d:1',2'-f><1,3,2>dioxaphosphepin

Conditions
ConditionsYield
With tetraphosphorus decasulfide In m-xylene at 20℃; for 50h; Inert atmosphere; Reflux;98%
With tetraphosphorus decasulfide In xylene 1.) reflux, 0.5 h, 2.) room temperature, 48 h;70%
With diphosphorus pentasulfide In toluene for 24h; Heating;
With diphosphorus pentasulfide In toluene at 110℃; for 24h; Inert atmosphere;
1-bromo-hexane
111-25-1

1-bromo-hexane

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(R)-2,2'-dihexyloxybi-1,1'-naphthalene

(R)-2,2'-dihexyloxybi-1,1'-naphthalene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Reflux;98%
With sodium hydroxide In water; acetone for 18h; Heating;95.6%
With potassium carbonate In acetonitrile for 16h; Heating;95%
(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

Isopropyl isocyanate
1795-48-8

Isopropyl isocyanate

(R)-O,O'-[1,1']-binaphthyl-2,2'-diyl di(N-isopropylcarbamate)

(R)-O,O'-[1,1']-binaphthyl-2,2'-diyl di(N-isopropylcarbamate)

Conditions
ConditionsYield
With dmap In tetrahydrofuran; dichloromethane at 60℃; for 48h;98%
(S,S)-1,2-diphenyl-1,2-diaminoethane
29841-69-8

(S,S)-1,2-diphenyl-1,2-diaminoethane

2-formylbenzene boronic acid
40138-16-7

2-formylbenzene boronic acid

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

(4S,5S)-2-(2-((Ra)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaborepin-4-yl)phenyl)-4,5-diphenylimidazolidine

(4S,5S)-2-(2-((Ra)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaborepin-4-yl)phenyl)-4,5-diphenylimidazolidine

Conditions
ConditionsYield
In chloroform at 20℃; for 1h;98%
trifluoromethane sulfonyl chloride
421-83-0

trifluoromethane sulfonyl chloride

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

C22H12F6O2

C22H12F6O2

Conditions
ConditionsYield
With pyridine In dichloromethane98%
Pyrene-1-carboxylic acid
19694-02-1

Pyrene-1-carboxylic acid

(R)-1,1'-Bi-2-naphthol
18531-94-7

(R)-1,1'-Bi-2-naphthol

C54H30O4

C54H30O4

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 15h; Inert atmosphere;98%
With 4-methyl-N-methylpyridinium p-toluenesulfonate salt; diisopropyl-carbodiimide In dichloromethane

(R)-(+)-1,1'-Bi-2-naphthol Specification

(R)-(+)-1,1'-Bi-2-naphthol with cas registry number of 18531-94-7 is white to light yellow crystal powder, also called beta-Binaphthol; 1,1'-Bi-2-naphthol; Chiral binaphthol; Bis-beta-naphtho ; 2,2'-Dinaphthol; .beta.-Binaphthol; 1,1'-Bis-2-naphthol; 2,2'-Dihydroxydinaphthyl; Bis-.beta.-naphthol; 2,2'-Dihydroxybinaphthalene. It is an organic compound that is often used as a ligand for transition-metal catalysed asymmetric synthesis.

Physical properties about (R)-(+)-1,1'-Bi-2-naphthol are: (1)ACD/LogP: 4.861; (2)ACD/LogD (pH 5.5): 4.86; (3)ACD/LogD (pH 7.4): 4.81; (4)ACD/BCF (pH 5.5): 2907.26; (5)ACD/BCF (pH 7.4): 2575.61; (6)ACD/KOC (pH 5.5): 10484.68; (7)ACD/KOC (pH 7.4): 9288.64; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.758 ; (12)Molar Refractivity: 90.293 cm3; (13)Molar Volume: 219.809 cm3; (14)Polarizability: 35.795 10-24cm3; (15)Surface Tension: 62.6150016784668 dyne/cm; (16)Density: 1.303 g/cm3; (17)Flash Point: 218.932 °C; (18)Enthalpy of Vaporization: 75.079 kJ/mol; (19)Boiling Point: 462.104 °C at 760 mmHg;

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
3. Avoid contact with skin and eyes;
4. Wear suitable protective clothing;

You can still convert the following datas into molecular structure:
(1)SMILES:c1ccc2c(c1)ccc(c2c3c4ccccc4ccc3O)O;
(2)Std. InChI:InChI=1S/C20H14O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H;
(3)Std. InChIKey:PPTXVXKCQZKFBN-UHFFFAOYSA-N

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