ChemicalBook > CAS DataBase List > (S)-(-)-1,1'-Bi-2-naphthol

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

Product Name
(S)-(-)-1,1'-Bi-2-naphthol
CAS No.
18531-99-2
Chemical Name
(S)-(-)-1,1'-Bi-2-naphthol
Synonyms
(S)-BINOL;(S)-1,1'-BI-2-NAPHTHOL;(S)-(-)-BINOL;(R,S)-BINOL;S-BINAPHTHOL;1,1'-BINAPHTHYL-2,2'-DIOL;(-)-Binol;AKOS 90560;98.0%(T&BI-2-NAPHTHOL
CBNumber
CB6380427
Molecular Formula
C20H14O2
Formula Weight
286.32
MOL File
18531-99-2.mol
More
Less

(S)-(-)-1,1'-Bi-2-naphthol Property

Melting point:
215-218 °C
alpha 
-35.5 º (c=1, THF)
Boiling point:
388.69°C (rough estimate)
Density 
1 g/cm3
refractive index 
-36.0 ° (C=1, THF)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
dioxane: 50 mg/mL, clear
pka
8.29±0.50(Predicted)
form 
Crystals or Crystalline Powder
color 
White to light gray
optical activity
[α]22/D 34°, c = 1 in THF
Merck 
14,1226
BRN 
3592999
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
InChIKey
PPTXVXKCQZKFBN-UHFFFAOYSA-N
SMILES
Oc1ccc2ccccc2c1-c3c(O)ccc4ccccc34
CAS DataBase Reference
18531-99-2(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
T,Xi
Risk Statements 
25-36-36/37/38
Safety Statements 
26-45-24/25-36
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
DU3106100
F 
10
TSCA 
No
HazardClass 
6.1
PackingGroup 
III
HS Code 
29072990
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
246956
Product name
(S)-(?)-1,1′-Bi(2-naphthol)
Purity
99%
Packaging
1g
Price
$38.57
Updated
2025/07/31
Sigma-Aldrich
Product number
246956
Product name
(S)-(?)-1,1′-Bi(2-naphthol)
Purity
99%
Packaging
5g
Price
$48.3
Updated
2025/07/31
TCI Chemical
Product number
B1100
Product name
(S)-(-)-1,1'-Bi-2-naphthol
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$97
Updated
2025/07/31
TCI Chemical
Product number
B1100
Product name
(S)-(-)-1,1'-Bi-2-naphthol
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$292
Updated
2025/07/31
Cayman Chemical
Product number
70052
Product name
(S)-(-)-1,1'-Bi-2-naphthol
Purity
≥98%
Packaging
1g
Price
$26
Updated
2024/03/01
More
Less

(S)-(-)-1,1'-Bi-2-naphthol Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

(S)-BINOL ligand in combination with titanium(IV) isopropoxide, forms (S)-(-)-BINOL-Ti complex, which is an effective chiral catalyst for:

  • asymmetric addition of alkynylzinc to unactivated ketones
  • enantioselective ring-opening reaction of meso-stilbene oxide and cyclohexene oxide with anilines
  • asymmetric aryl transfers from triaryl(tetrahydrofuran)aluminum reagents to a wide variety of ketones
It can also react with zirconium(IV) isopropoxide isopropanol complex to form a chiral Lewis acid catalyst for the facile enantioselective allylation of aldehydes by allyltributyltin.

Uses

Chiral ligand.

Definition

ChEBI: (S)-(-)-1,1'-Bi-2-naphthol is a member of naphthols.

Purification Methods

Dissolve it in cold 2.5N NaOH, extract with CH2Cl2, and acidify with 5% HCl. Collect the white precipitate and recrystallise it from aqueous EtOH and dry it in a vacuum [Akimoto & Yamada Tetrahedron 27 5999 1971]. It is optically stable in dioxane-water (100o/24hours). Racemisation: 72% in 1.2N HCl at 100o/24hours and 68% in 0.67M KOH in BuOH at 118o/23hours [Kyba et al. J Am Chem Soc 95 2693 1973]. It has also been crystallised from *C6H6 (solubility is 1%) using Norite or aqueous EtOH after chromatography through silica gel, eluting with Me2CO/*C6H6. [Kyba et al. J Org Chem 42 4173 1977; see also Brussee & Jansen Tetrahedron Lett 24 3261 1983, Akimoto & Yamada Tetrahedron 27 5999 1971, Beilstein 6 IV 7020.]

(S)-(-)-1,1'-Bi-2-naphthol Preparation Products And Raw materials

Raw materials

Copper(II) chloride dihydrate Ethanol Toluene Phosphorus oxitrichloride Triethylamine (R)-(+)-1-Phenylethylamine L-1-Phenylethylamine Iron chloride hexahydrate Tetrahydrofuran Benzene Ethyl acetate Dichloromethane 2-Naphthol

Preparation Products

(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
More
Less

(S)-(-)-1,1'-Bi-2-naphthol Suppliers

Americas 1 Belgium 3 Canada 1 China 340 Europe 5 France 2 Germany 10 India 26 Japan 12 Russia 1 Slovakia 1 South Korea 2 Spain 1 Switzerland 2 The Netherlands 1 Ukraine 2 United Kingdom 17 United States 61 Global 488
Xinxiang Runyu Material Co., Ltd.
Tel
166-166-37336996 15690792173
Fax
0373-7759608
Email
chenxi.song@runvmat.com
Country
China
ProdList
285
Advantage
55
Shanghai Arbor Chemical Co., Ltd.
Tel
021-60451683 15021268886
Fax
+86-21-60451682
Email
sales@arborchemical.com
Country
China
ProdList
898
Advantage
55
Shanghai Qiao Chemical Science Co., Ltd
Tel
021-58892003
Email
info@qiaochem.com
Country
China
ProdList
6058
Advantage
65
Changzhou shuicao chemical Nes material Industry?Co.,Ltd.
Tel
0519-86609972; 13861152845
Email
987349505@qq.com
Country
China
ProdList
84
Advantage
58
BeiJing Greenchem Technology Co.,Ltd.
Tel
131-21959385 18804271668
Fax
010-62925455
Email
chemrocking@bjgreenchem.com
Country
China
ProdList
273
Advantage
58
Chongqing Botao Biotechnology Co., LTD
Tel
15223382610
Email
danny@chemdad.com
Country
China
ProdList
2035
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
More
Less

View Lastest Price from (S)-(-)-1,1'-Bi-2-naphthol manufacturers

Shanghai UCHEM Inc.
Product
(S)-(-)-1,1'-bi-2-naphthol 18531-99-2
Price
US $12.00-193.00/g
Min. Order
1g
Purity
0.98
Supply Ability
25kg
Release date
2023-10-12
XINXIANG RUNYU MATERIAL CO., LTD.
Product
(S)-(-)-1,1'-Bi-2,2'-naphthol 18531-99-2
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.99%
Supply Ability
250KG
Release date
2024-11-30
Henan Fengda Chemical Co., Ltd
Product
5-BROMO-2-FLUOROPHENYLACETIC ACID 18531-99-2
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-23

18531-99-2, (S)-(-)-1,1'-Bi-2-naphtholRelated Search:

ALPHA-NAPHTHOLBENZEIN p-Naphtholbenzein Solvent Red 43 (n)-1,1'-bi(2-naphthol),(+/-)-1,1A-Bi-2-naphthol,(±)-1,1'-Bi(2-naphthol),99%,(+/-)-1,1'-BI(2-NAPHTHOL),1,1'-BI-2-NAPHTHOL 1-Naphthol Terbinafine Hydrochloride 2-Naphthol Phenmedipham (S)-(-)-1,1''-BI-2-NAPHTHOL 99 E.E+% (R)-(+)-1,1'-Bi-2-naphthol 5,5',6,6',7,7',8,8'-Octahydro-bi-2-naphthol,(R)-(+)-5,5',6,6',7,7',8,8'-Octahydro-1,1'-bi-2-naphthol,99% (S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol (-1,1'-Bi-2-Naphthol Deacetate (S)-1,1μ-Binaphthalene-2,2μ-diyl bis(trifluoromethanesulfonate), (S)-1,1μ-Bi(2-naphthol) bis(trifluoromethanesulfonate) (S)-(-)-3,3&#39-Dibromo-1,1&#39-bi-2-naphthol,(S)-(-)-3,3'-Dibromo-1,1'-bi-2-naphthol,99% (S)-(-)-5,5',6,6',7,7',8,8'-Octahydro-1,1'-bi-2-naphthol,99% (S)-6,6'-DIMETHYL-1,1'-BI-2-NAPHTHOL,6,6'-Dimethyl-1,1'-bi-2-naphthol

  • (R)-(+)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL
  • (s)-(-)-1,1’-bi-2-nanphthol
  • 1,1'-BI-2,2'-NAPHTHOLS
  • [1,1']BINAPHTHALENYL-2,2'-DIOL
  • (+/-)-1,1'-BINAPHTHALENE-2,2'-DIOL
  • (S)-(-)-BINOL (S)-(-)-2,2'-Dihydroxy-1,1'-binaphthyl
  • (S)-(-)-1,1''-BINAPHTHYL-2,2''-DIOL FOR SY
  • (S)-1,1'-Binaphthalene-2,2'-diol, (S)-BINOL
  • (S)-(-)-1,1'-Bi-2-naphthol S-(-)-2,2'-Dihydroxy-1,1'-binaphthyl
  • (R,S)-BINOL
  • AURORA KA-7212
  • BI-2-NAPHTHOL
  • DI-B-NAPHTHOL
  • (-)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL
  • (+)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL
  • (+/-)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL
  • 2,2'-DIHYDROXY-1,1'-DINAPHTHYL
  • 2,2'-DINAPHTHOL
  • R(+)-1,1'-BINAPHTHALENE-2,2'
  • (<i>S</i>)-(-)-1,1'-Bi-2-naphthol
  • (S)-(-)-1,1'-Bi-2-naphthol, >=99.5%
  • (S)-(-)-1,1'-Bi-2-phthol
  • (S)-(-)-1,1'-Binaphthyl-2,2'-diol for synthesis
  • (R)-(+)-2,2'-DIHYDROXY-1,1-BINAPHTHYL
  • (R)-(+)-1,1'-BI(2,2'-NAPHTHOL)
  • (R)-(+)-1,1'-BINAPHTHYL-2,2'-DIOL
  • R(+)-1,1'-BINAPHTHALENE-2,2'-DIOL
  • (R)-[1,1]-BINAPHTHALENYL-2,2'-DIOL
  • (R)-(+)-1,1'-BIS(2-NAPHTHOL)
  • (S)-(-)-BINOL
  • (S)-BINOL
  • S-(-)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL
  • (S)-(-)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL
  • (S)-(-)-2,2'-DIHYDROXY-1,1-BINAPHTHYL
  • (S)-[1,1]-BINAPHTHALENYL-2,2'-DIOL
  • (S)-(-)-1,1'-BINAPHTHYL-2,2'-DIOL
  • S(-)-1,1'-BINAPHTHALENE-2,2'-DIOL
  • (S)-(-)-1,1'-BI(2,2'-NAPHTHOL)
  • (S)-(+)-1,1'-BI-2-NAPHTHOL
  • (S)-1,1'-BI-2-NAPHTHOL
  • (S)-1,1-BI-2-NAPHTHOL
  • 1,1'-BINAPHTHYL-2,2'-DIOL
  • AKOS 90560
  • S-BINAPHTHOL
  • S-(-)-1,1'-Bi-2-naphthol,99%(S)-BINOL
  • 1,1-Binaphthalene-2,2-diol, (1S)-
  • S-BINOL/S-(-)-1.1''-BINAPHTHYL-2.2''-DIOL
  • (S)-(-)-1,1'-Bi-2-naphtol
  • S-(-)-2,2''-DIHYDROXY-1,1''-DINAPHTHYL (S)-BINOL
  • (S)-1,1 -BI-2-NAPHTHOL ***REVERSE***
  • S-1,1-Bi-2-Naphtho
  • (S)-[1,1']-Binaphth-2-ol, (S)-BINOL
  • (-)-2,2μ-Dihydroxy-1,1μ-dinaphthyl, (S)-(-)-1,1μ-Binaphthalene-2,2μ-diol, (S)-BINOL
  • [aS,(-)]-1,1'-Binaphthalene-2,2'-diol
  • [aS,(-)]-2,2'-Dihydroxy-1,1'-binaphthalene
  • [aS,(-)]-Dinaphthol
  • (1S)-1,1'-Binaphthalene-2,2'-diol, (S)-BINOL
  • (S)-(-)-1,1'-Bi-2-naphthol,99%