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602-09-5

602-09-5 Structure

602-09-5 Structure
IdentificationMore
[Name]

1,1'-Bi-2-naphthol
[CAS]

602-09-5
[Synonyms]

1,1'-BI-2,2'-NAPHTHOLS
(+/-)-1,1'-BI(2-NAPHTHOL)
1,1'-BI-2-NAPHTHOL
(+/-)-1,1'-BINAPHTHALENE-2,2'-DIOL
[1,1']BINAPHTHALENYL-2,2'-DIOL
1,1'-BINAPHTHYL-2,2'-DIOL
(-)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL
(+)-2,2'-DIHYDROXY-1,1'-BINAPHTHYL
(+/-)-2,2-DIHYDROXY-1,1'-BINAPHTHYL
2,2'-DIHYDROXY-1,1'-BINAPHTHYL
(-)-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
AKOS 90560
AURORA KA-7212
BI-2-NAPHTHOL
DI-B-NAPHTHOL
(R)-(+)-1,1'-BI(2,2'-NAPHTHOL)
[EINECS(EC#)]

210-014-0
[Molecular Formula]

C20H14O2
[MDL Number]

MFCD00004068
[Molecular Weight]

286.32
[MOL File]

602-09-5.mol
Chemical PropertiesBack Directory
[Appearance]

white to beige powder
[Melting point ]

215-218 °C
[Boiling point ]

388.69°C (rough estimate)
[density ]

1g/cm
[refractive index ]

1.7580 (estimate)
[storage temp. ]

2-8°C
[solubility ]

dioxane: 50 mg/mL, clear
[form ]

Powder
[pka]

8.29±0.50(Predicted)
[color ]

White to beige
[Water Solubility ]

insoluble
[Detection Methods]

HPLC
[Merck ]

14,1226
[BRN ]

997518
[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]

602-09-5(CAS DataBase Reference)
[NIST Chemistry Reference]

1,1'-Bi-2-naphthol(602-09-5)
[Storage Precautions]

Moisture sensitive;Store under nitrogen
[EPA Substance Registry System]

602-09-5(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
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 ]

R25:Toxic if swallowed.
R36:Irritating to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

DU3106100
[F ]

10
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29072900
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
[Toxicity]

LDLo orl-mus: 42 mg/kg AECTCV 14,111,85
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

1.1'-Binaphthyl-2.2'-diphemyl phosphine-->2-BROMO-1,1-BINAPHTHYL-->DINAPHTHO[1,2-B:1',2'-D]FURAN-->2,2'-DIBROMO-1,1'-BINAPHTHYL-->(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL-->Porphine-->7H-DIBENZO[C,G]CARBAZOLE-->Ethanol, 2,2'-[(1R)-[1,1'-binaphthalene]-2,2'-diylbis(oxy)]bis--->PHOSPHINE OXIDE, [1,1'-BINAPHTHALENE]-2,2'-DIYLBIS-->2-CHLORO-1-(3-CHLORO-PHENYL)-ETHANOL
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,2'-Dihydroxy-1,1'-binaphthyl(602-09-5).msds
Hazard InformationBack Directory
[Chemical Properties]

white to beige powder
[Uses]

1,1'-Bi-2-naphthol is used as a chiral ligand in alkynylation, Diels-Alder and assymmetric Michael addition reactions.
[Definition]

ChEBI:(S)-(-)-1,1'-Bi-2-naphthol is a member of naphthols.
[Synthesis Reference(s)]

Tetrahedron, 48, p. 9483, 1992 DOI: 10.1016/S0040-4020(01)88316-2
Tetrahedron Letters, 24, p. 3261, 1983 DOI: 10.1016/S0040-4039(00)88151-4
[reaction suitability]

reagent type: ligand
[Safety Profile]

Poison by ingestion. When heatedto decomposition it emits acrid smoke and irritatingvapors.
[Synthesis]

A process for coupling 2-naphthols which comprises contacting a 2-naphthol dissolved in a polar acidic organic solvent in the presence of a catalytic amount of a catalyst which comprises a readily reducible form of a Group IB, Group VIII or manganese metal in the further presence of oxygen or a source of oxygen at a temperature between 0° and 200° C. under conditions such that a 1,1'-bi-2-naphthol is prepared wherein the product contains less than about 1 mole percent of binaphthenoquinones.
[Purification Methods]

Crystallise the binaphthol from toluene or *benzene (10mL/g). When crystallised from chlorobenzene it has m 238o. Its solubility in dioxane is 5%. [Beilstein 6 IV 7020.]
Spectrum DetailBack Directory
[Spectrum Detail]

1,1'-Bi-2-naphthol(602-09-5)MS
1,1'-Bi-2-naphthol(602-09-5)1HNMR
1,1'-Bi-2-naphthol(602-09-5)13CNMR
1,1'-Bi-2-naphthol(602-09-5)IR1
1,1'-Bi-2-naphthol(602-09-5)IR2
1,1'-Bi-2-naphthol(602-09-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1,1'-Bi-2-naphthol, 99%(602-09-5)
[Alfa Aesar]

(+/-)-1,1'-Bi(2-naphthol), 99%(602-09-5)
[Sigma Aldrich]

602-09-5(sigmaaldrich)
[TCI AMERICA]

1,1'-Bi-2-naphthol,>99.0%(GC)(602-09-5)
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