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

(R)-(+)-1,1'-Bi-2-naphthol Structure
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
Molecular Weight:
286.32
MOL File:
18531-94-7.mol
MSDS File:
SDS
Modify Date:
2024/4/28 16:56:32

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

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301-H315-H319
Precautionary statements  P301+P310+P330-P302+P352-P305+P351+P338
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
10
TSCA  No
HazardClass  6.1
PackingGroup  III
HS Code  29071590
Toxicity LD50 orally in Rabbit: 113 mg/kg
NFPA 704
1
2 0

(R)-(+)-1,1'-Bi-2-naphthol price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.14774 (R)-(+)-1,1′-Binaphthyl-2,2′-diol for synthesis 18531-94-7 1G ₹2260 2022-06-14 Buy
Sigma-Aldrich(India) 246948 (R)-(+)-1,1′-Bi(2-naphthol) 99% 18531-94-7 1G ₹3961.95 2022-06-14 Buy
Sigma-Aldrich(India) 8.14774 (R)-(+)-1,1′-Binaphthyl-2,2′-diol for synthesis 18531-94-7 10G ₹4910.01 2022-06-14 Buy
Sigma-Aldrich(India) 246948 (R)-(+)-1,1′-Bi(2-naphthol) 99% 18531-94-7 5G ₹10944.08 2022-06-14 Buy
Sigma-Aldrich(India) 246948 (R)-(+)-1,1′-Bi(2-naphthol) 99% 18531-94-7 10G ₹14137.45 2022-06-14 Buy
Product number Packaging Price Buy
8.14774 1G ₹2260 Buy
246948 1G ₹3961.95 Buy
8.14774 10G ₹4910.01 Buy
246948 5G ₹10944.08 Buy
246948 10G ₹14137.45 Buy

(R)-(+)-1,1'-Bi-2-naphthol Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystal powde

Uses

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

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.]

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(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 (R)-(+)-1,1'-Bi-2-naphthol 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 (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 S-(-)-2,2'-DIHYDROXY-1,1'-DINAPHTHYL [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 R-(+)-1,1'-Bi-2-naphthol,99%(R)-BINOL 1,1-Binaphthalene-2,2-diol, (1R)- (R)-(+)-1,1'-Bi-2-naphtol (R)-(+)-1,1''-BI(2-NAPTHOL)