1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine)

Basic Information

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CAS Number

98327-87-8

Molecular Formula

C44H32P2

Molecular Weight

622.69 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Insecticides

Basic Physical Properties

Melting Point

282°C

Boiling Point

724.3°C at 760 mmHg

Density

0.9710

Water Solubility

Soluble in tetrahydrofuran, benzene and dichloromethane. Slightly soluble in ether, methanol and ethanol. Insoluble in water.

Flash Point

419℃

Refractive Index

235 ° (C=0.3, Toluene)

Specific Rotation

240 o (C=0.3, TOLUENE)

SMILES

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C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8

InChI

InChI=1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H

InChIKey

MUALRAIOVNYAIW-UHFFFAOYSA-N

LogP

9.176400000000001

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

797

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

Air Sensitive

Synonyms & References

English

AB89317
UNII-OX12238KWH
2,2'-Bis(diphenylphosphino)1,1'-binaphthyl
(S)-2,2'-bis(diphenylphosphaneyl)-1,1'-binaphthalene
Phosphine, 1,1'-(1,1'-binaphthalene)-2,2'-diylbis(1,1-diphenyl-
rac-2,2'bis(diphenylphosphino)-1,1'-binaphtyl
(s)-2,2'-bis (diphenylphosphino)-1,1'-binaphthyl
(r)-2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl
(+/-)-2,2'-bis(diphenylphosphino)-1,1-binaphthyl
rac-2,2' bis(diphenylphosphino)-1,1'-binaphtyl
racemic (-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl
(rac)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl
2,2'-bis-(diphenylphosphino)-1,1'-binaphtyl
rac-2,2'-bis-diphenylphosphanyl-[1,1]binaphthalenyl
1,1'-[(1R)-[1,1'-binaphthalene]-2,2'-diyl]bis[1,1-diphenyl-Phosphine
racemic 2,2'-bis(diphenylphosphino)-1,1'binaphthyl
racemic 2,2'-bis(diphenylphosphino)-1,1'-binaphtyl
2,2'-bis-(diphenylphosphino)-1,1'-binaphthalene
AKOS005259910
2-(DIPHENYLPHOSPHINO)-1-(2-(DIPHENYLPHOSPHINO)NAPHTHALEN-1-YL)NAPHTHALENE
(+/-) 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl
rac-2,2'-bis(diphenylphosphino)1,1'-binaphthyl
(R)-(+)-2,2 bis(diphenylphosphino)-1,1-binaphthyl
(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene, puriss.
(R)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthalene
Q795991
(+/-)-2,2'-bis-diphenylphosphanyl-[1,1']binaphthalenyl
MFCD00010805
(+/-) 2,2'-bis(diphenylphosphino)binaphthyl
(r)(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl
(+/-)-2,2'-Bis(diphenylphosphino-)1,1'-binaphthalene

MDL Number

MFCD00010805

FAQ

What is 1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine) (CAS: 98327-87-8)?

1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine) is a phosphine-based organic compound with the CAS number 98327-87-8. It consists of two diphenylphosphine groups connected by a binaphthalene bridge, making it a versatile ligand in coordination chemistry. This compound is typically a yellow solid with high thermal stability and is used in various synthetic applications due to its unique structure and reactivity.

What are the main uses of 1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine) (CAS: 98327-87-8)?

1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine) is primarily used as a ligand in catalytic reactions, particularly in asymmetric synthesis. It finds applications in pharmaceutical research for the development of chiral compounds, in industrial chemical processes for catalysis, and in materials science for creating functional phosphine-based compounds. Its use in organic synthesis is supported by its ability to enhance reaction selectivity and efficiency.

Is 1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine) (CAS: 98327-87-8) safe?

1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine) is generally considered safe when handled properly, but it should be treated with caution due to potential toxicity. It may cause irritation to the skin, eyes, and respiratory system. Protective equipment such as gloves, goggles, and a fume hood is recommended. Safety standards for its use are typically aligned with those for organic phosphine compounds, emphasizing proper ventilation and containment.

How should 1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine) (CAS: 98327-87-8) be stored?

1,1'-Binaphthalene-2,2'-diylbis(diphenylphosphine) should be stored in a cool, dry, and dark place to maintain its stability. It is best kept in a sealed container at a temperature below 25°C and away from moisture and light. Proper storage helps prevent degradation and ensures the compound remains effective for its intended applications.