(-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane

Basic Information

View in Editor

CAS Number

528565-79-9

Molecular Formula

C34H36P2

Molecular Weight

506.61 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Insecticides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

143-147 °C

Water Solubility

Sparingly soluble in water.(3.2E-5g/L) (25°C

Solubility

Insuluble (3.2E-5 g/L) (25 ºC),

Specific Rotation

-182.7° (c 1.0, CH2Cl2)

SMILES

View in Editor

C1CC(P(C1C2=CC=CC=C2)CCP3C(CCC3C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6

InChI

InChI=1S/C34H36P2/c1-5-13-27(14-6-1)31-21-22-32(28-15-7-2-8-16-28)35(31)25-26-36-33(29-17-9-3-10-18-29)23-24-34(36)30-19-11-4-12-20-30/h1-20,31-34H,21-26H2/t31-,32-,33-,34-/m1/s1

InChIKey

VHHAZLMVLLIMHT-YFRBGRBWSA-N

LogP

10.502999999999991

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

530

Safety Information

View Safety Information

Sensitiveness

Air Sensitive

Synonyms & References

English

(-)-1,2-bis((2r,5r)-2,5-diphenylphospholano)ethane
(2R,5R)-1-[2-[(2R,5R)-2,5-diphenylphospholan-1-yl]ethyl]-2,5-diphenylphospholane
(?)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane
1,2-Bis[(2R,5R)-2,5-diphenyl-1-phospholanyl]ethane
SCHEMBL903335
DTXSID70465304
AKOS030621895
PS-17813
(-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane, kanata purity
(R,R)-Phenyl-BPE
MFCD07369027
(2R,5R)-1-{2-[(2R,5R)-2,5-DIPHENYLPHOSPHOLAN-1-YL]ETHYL}-2,5-DIPHENYLPHOSPHOLANE
(-)-1,2-Bis(2S,5R)-2,5-(diphenylphospholano)ethane
(-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane
(2R,5R)-1-[2-[(2R,5R)-2,5-diphenylphospholan-1-yl]ethyl]-2,5-diphenyl-phospholane
D83185
528565-79-9
1,2-Bis((2R,5R)-2,5-diphenylphospholan-1-yl)ethane

MDL Number

MFCD07369027

Customs Code

2934999090

FAQ

What are the physical and chemical properties of (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane (CAS: 528565-79-9)?

(-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane is a crystalline compound with a molecular weight of approximately 504.48 g/mol. It has limited water solubility but good solubility in organic solvents like dichloromethane and acetonitrile. The compound is known for its reactivity towards nucleophiles and electrophiles in organic synthesis and can form stable complexes with various metal ions. It is stable under normal conditions but should be handled with care to avoid degradation.

How is (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane (CAS: 528565-79-9) typically synthesized?

(-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane is typically synthesized via a Wittig-type reaction, where the 1,2-diphenylphospholane is reacted with a suitable aldehyde or ketone in the presence of a strong base like sodium hydride. The reaction yields the compound in good yield with high stereoselectivity, and the use of chiral auxiliaries can further enhance the stereoselectivity. The reaction is typically carried out in an inert solvent like dichloromethane under anhydrous conditions.

What industries use (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane (CAS: 528565-79-9)?

(-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane is primarily used in the pharmaceutical and chemical industries for the synthesis of chiral compounds. It is also utilized in the development of metal complexes, sensors, and various polymer applications. Its potential for use in semiconductor materials is also being explored due to its unique electronic properties.

What precautions should be taken when handling (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane (CAS: 528565-79-9)?

When handling (-)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Ensure that the work is done in a well-ventilated area or a fume hood. Spills should be cleaned up immediately using appropriate absorbent materials and waste should be disposed of in accordance with local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.