Products Categories
| CAS No.: | 18531-94-7 |
|---|---|
| Name: | (R)-(+)-1,1'-Bi-2-naphthol |
| Molecular Structure: | |
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|
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| Formula: | C20H14O2 |
| Molecular Weight: | 286.33 |
| 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; |
| EINECS: | 210-014-0 |
| Density: | 1.301 g/cm3 |
| Melting Point: | 215-218 °C |
| Boiling Point: | 388.69°C (rough estimate) |
| Solubility: | Dioxane: 50 mg/mL, clear |
| Appearance: | white to light yellow crystal powder |
| Hazard Symbols: |
 T, Xi
|
| Risk Codes: | 25-36-36/37/38 |
| Safety: | 26-45-24/25-36 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 40.46000 |
| LogP: | 5.07120 |
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| Conditions | Yield |
|---|---|
| With lithium hydroxide In tetrahydrofuran; water at 24℃; for 16h; Inert atmosphere; | A n/a B 98% |
- 602-09-5
1,1'-bi-2-naphthol
- 18531-94-7
(R)-1,1'-Bi-2-naphthol
| Conditions | Yield |
|---|---|
| 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% |
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(5aS,10aS)-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione
- 602-09-5
1,1'-bi-2-naphthol
- 18531-94-7
(R)-1,1'-Bi-2-naphthol
| Conditions | Yield |
|---|---|
| In ethyl acetate for 2h; Reflux; Resolution of racemate; Green chemistry; | A n/a B 96% |
- 602-09-5
1,1'-bi-2-naphthol
- 18531-94-7
(R)-1,1'-Bi-2-naphthol
- 18531-99-2
(S)-[1,1']-binaphthalenyl-2,2'-diol
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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; |
- 18531-94-7
(R)-1,1'-Bi-2-naphthol
| Conditions | Yield |
|---|---|
| With boron trichloride In n-heptane; dichloromethane at 25℃; for 24h; Inert atmosphere; | A 76% B 85% |
- 135-19-3
β-naphthol
- 18531-94-7
(R)-1,1'-Bi-2-naphthol
| Conditions | Yield |
|---|---|
| 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 |
- 100-58-3
phenylmagnesium bromide
- 18531-94-7
(R)-1,1'-Bi-2-naphthol
B
- 4850-72-0
(-)-(S)-tert-butyl phenyl sulfoxide
| Conditions | Yield |
|---|---|
| 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% |
- 18531-94-7
(R)-1,1'-Bi-2-naphthol
| Conditions | Yield |
|---|---|
| With potassium hydroxide In 1,4-dioxane; methanol at 20℃; | 84% |
- 18531-94-7
(R)-1,1'-Bi-2-naphthol
| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol at 20℃; for 0.166667h; Inert atmosphere; | 83% |
| With methanol; potassium carbonate |
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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