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

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

Product Name
(R)-(+)-1,1'-Bi-2-naphthol
CAS No.
18531-94-7
Chemical Name
(R)-(+)-1,1'-Bi-2-naphthol
Synonyms
(R)-BINOL;(R,S)-BINOL;1,1'-BINAPHTHYL-2,2'-DIOL;(+)-BINOL;AKOS 90560;DI-B-NAPHTHOL;BI-2-NAPHTHOL;(R)-(+)-BINOL;AURORA KA-7212;2,2'-DINAPHTHOL
CBNumber
CB3380426
Molecular Formula
C20H14O2
Formula Weight
286.32
MOL File
18531-94-7.mol
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(R)-(+)-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 
1.301
refractive index 
36.0 ° (C=1, THF)
storage temp. 
Store below +30°C.
solubility 
dioxane: 50 mg/mL, clear
form 
Powder
pka
8.29±0.50(Predicted)
color 
white to off-white
optical activity
[α]21/D +34°, c = 1 in THF
Water Solubility 
Insoluble in water. Solubility in THF within almost transparency). Soluble in dioxane 50 mg/mL.
Merck 
14,1226
BRN 
3616837
CAS DataBase Reference
18531-94-7(CAS DataBase Reference)
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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 
29071590
Toxicity
LD50 orally in Rabbit: 113 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.14774
Product name
(R)-(+)-1,1′-Binaphthyl-2,2′-diol
Purity
forsynthesis
Packaging
1g
Price
$34.5
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14774
Product name
(R)-(+)-1,1′-Binaphthyl-2,2′-diol
Purity
forsynthesis
Packaging
10g
Price
$101
Updated
2024/03/01
Sigma-Aldrich
Product number
246948
Product name
(R)-(+)-1,1′-Bi(2-naphthol)
Purity
99%
Packaging
1g
Price
$30.4
Updated
2024/03/01
Sigma-Aldrich
Product number
246948
Product name
(R)-(+)-1,1′-Bi(2-naphthol)
Purity
99%
Packaging
5g
Price
$177
Updated
2024/03/01
TCI Chemical
Product number
B1142
Product name
(R)-(+)-1,1'-Bi-2-naphthol
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$65
Updated
2024/03/01
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(R)-(+)-1,1'-Bi-2-naphthol Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins.

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.]

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

Raw materials

Copper(II) chloride dihydrate Ethanol Toluene Phosphorus oxychloride 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 (3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one (R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (R)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol (R)-(+)-TolBINAP
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(R)-(+)-1,1'-Bi-2-naphthol Suppliers

Americas 1 Austria 1 Belgium 4 Canada 1 China 323 Europe 5 France 2 Germany 10 India 23 Japan 9 Poland 1 Russia 1 Slovakia 1 South Korea 2 Switzerland 3 The Netherlands 1 Ukraine 2 United Kingdom 19 United States 62 Global 471
Xinxiang Runyu Material Co., Ltd.
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0373-7759608
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chenxi.song@runvmat.com
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China
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View Lastest Price from (R)-(+)-1,1'-Bi-2-naphthol manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
(R)-(+)-1,1'-Bi-2-naphthol 18531-94-7
Price
US $100.00-70.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-16
Shanghai UCHEM Inc.
Product
(R)-(+)-(1,1'-binaphthalene)-2,2'-diol 18531-94-7
Price
US $35.00-285.00/g
Min. Order
1g
Purity
0.99
Supply Ability
25kg
Release date
2023-10-12
XINXIANG RUNYU MATERIAL CO., LTD.
Product
(R)-(+)-1,1'-Bi-2-naphthol 18531-94-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.99%
Supply Ability
250KG
Release date
2024-11-30

18531-94-7, (R)-(+)-1,1'-Bi-2-naphtholRelated Search:

p-Naphtholbenzein Phenmedipham Terbinafine hydrochloride 1-Naphthol (n)-1,1'-bi(2-naphthol),(±)-1,1'-Bi(2-naphthol),99%,(+/-)-1,1'-BI(2-NAPHTHOL),(+/-)-1,1A-Bi-2-naphthol 2-Naphthol ALPHA-NAPHTHOLBENZEIN (S)-(-)-1,1&#39-Bi-2-naphthol,S-(-)-1,1'-Bi-2-naphthol,99%(S)-BINOL,(S)-1,1 -BI-2-NAPHTHOL ***REVERSE***,(S)-(−)-1,1'-Bi(2-naphthol) (R)-(+)-2,2'-DIMETHOXY-1,1'-BINAPHTHYL (S)-(+)-6'-DIBROMO-1,1'-BI-2-NAPHTHOL,6,6''-DIBROMO-1,1''-BI-2-NAPHTHOL 95+%,racemic-6,6'-Dibromo-1,1'-bi-2-naphthol,min.98% (S)-2'-Methoxy-[1,1']binaphthalenyl-2-ol 1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate (R)-(-)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate) (R)-(+)-3,3'-Dibromo-1,1'-bi-2-naphthol,99% (S)-(+)-1,1'-Bi-2-naphthyl ditosylate (-1,1'-Bi-2-Naphthol Deacetate (S)-1,1μ-Binaphthalene-2,2μ-diyl bis(trifluoromethanesulfonate), (S)-1,1μ-Bi(2-naphthol) bis(trifluoromethanesulfonate) (R)-1,1'-BI-2-NAPHTHOL DIBENZOATE

  • (R)-(+)-BI-2-NAPHTHOL
  • (R)-[1,1']-Binaphth-2-ol, (R)-BINOL
  • (+)-2,2μ-Dihydroxy-1,1μ-dinaphthyl, (R)-(+)-1,1μ-Binaphthalene-2,2μ-diol, (R)-BINOL
  • (R)-(+)-1,1'-Bi-2-naphthol 99%
  • [aR,(+)]-1,1'-Binaphthalene-2,2'-diol
  • [aR,(+)]-Dinaphthol
  • R-(+)-1_Bi-2-naphthol
  • (R)-(+)-1,1'-Bi-2-na
  • (1R)-2,2'-Dihydroxy-[1,1']-binaphthyl
  • (1R)-1,1'-Binaphthalene-2,2'-diol, (R)-BINOL
  • (R)-(+)-BINOL (R)-(+)-2,2'-Dihydroxy-1,1'-binaphthyl
  • (R)-(+)-1,1''-BINAPHTHYL-2,2''-DIOL FOR SY
  • e: (R)-(+)-1,1'-Bi-2-naphtho
  • (R)-1,1'-Binaphthalene-2,2'-diol, (R)-BINOL
  • (R)-(+)-1,1'-Bi-2-naphthol (R)-(+)-2,2'-Dihydroxy-1,1'-dinaphthyl
  • (R)-(+)-1,1'-Bi-2-naphthol, >=99.5%
  • Dihydroxydinaphthylwhitepowder
  • (1R)- [1,1'-Binaphthalene]-2,2'-diol
  • (<i>R</i>)-(+)-1,1'-Bi-2-naphthol
  • (R)-2,2'-Dihydroxy-[1,1']-binaphthyl 99%
  • DI-B-NAPHTHOL
  • AURORA KA-7212
  • BI-2-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'-BIS(2-NAPHTHOL)
  • (R)-(+)-1,1'-BINAPHTHYL-2,2'-DIOL
  • (R)-[1,1]-BINAPHTHALENYL-2,2'-DIOL
  • R(+)-1,1'-BINAPHTHALENE-2,2'-DIOL
  • (R)-(+)-1,1'-BI(2,2'-NAPHTHOL)
  • (R)-(+)-1,1'-BI-2-NAPHTHOL
  • (R)-(+)-1,1-BI-2-NAPHTHOL
  • (R)-1,1'-BI-2-NAPHTHOL
  • R-1,1-BI-2-NAPHTHOL
  • R-(+)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL
  • (R)-(+)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL
  • (R)-(+)-2,2'-DIHYDROXY-1,1-BINAPHTHYL
  • (R)-(+)-BINOL
  • (R)-BINOL
  • (S)-(-)-1,1'-BI(2,2'-NAPHTHOL)
  • (S)-[1,1'-BINAPHTHALENE]-2,2'-DIOL
  • S(-)-1,1'-BINAPHTHALENE-2,2'-DIOL
  • (S)-(-)-1,1'-BINAPHTHYL-2,2'-DIOL
  • (S)-[1,1]-BINAPHTHALENYL-2,2'-DIOL
  • (R,S)-BINOL
  • S-(-)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL
  • 1,1'-BINAPHTHYL-2,2'-DIOL
  • [1,1']BINAPHTHALENYL-2,2'-DIOL
  • 1,1'-BI-2,2'-NAPHTHOLS
  • (+/-)-1,1'-BINAPHTHALENE-2,2'-DIOL
  • AKOS 90560
  • (R)-(+)-1,1’-bi-2-nanphthol
  • (R)-(+)-1,1'-BI-2-NAPHTHOL, 99% (99% EE/
  • R-(+)-1,1'-Binaphthyl-2.2'-dio
  • R-(+)-1,1'-BI-2-NAPHTHOL/ (R)-(+)BINOL