(2R,5R,2'R,5'R)-1,1'-(1,2-Phenylene)bis(2,5-dimethylphospholane)

Basic Information

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CAS Number

147253-67-6

Molecular Formula

C18H28P2

Molecular Weight

306.37 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Insecticides

Basic Physical Properties

Melting Point

81.0 to 85.0 deg-C

Water Solubility

Insoluble in water.

Solubility

Insuluble (7.4E-5 g/L) (25 ºC),

Specific Rotation

-476° (c 1, hexane)

SMILES

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CC1CCC(P1C2=CC=CC=C2P3C(CCC3C)C)C

InChI

InChI=1S/C18H28P2/c1-13-9-10-14(2)19(13)17-7-5-6-8-18(17)20-15(3)11-12-16(20)4/h5-8,13-16H,9-12H2,1-4H3/t13-,14-,15-,16-/m1/s1

InChIKey

AJNZWRKTWQLAJK-KLHDSHLOSA-N

LogP

5.042600000000005

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

277

Safety Information

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Sensitiveness

Air Sensitive

Synonyms & References

English

(2R,5R)-Me-duphos
B2436
(+)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene
(R,R)-Methyl-DUPHOS
1,2-Bis((2R,5R)-2,5-dimethylphospholan-1-yl)benzene
(R,R)-1,2-Bis(2,5-dimethylphospholano)benzene
Methyl-duphos, (R,R)-
J-008336
Q27279678
UNII-H5W03D1HAQ
MFCD00142336
(R,R)-Meduphos
SCHEMBL2913969
(R,R)-Me-DUPHOS
147253-67-6
DTXSID20163641
T70302
Methyl-duphos, (-)-
1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene
Phospholane, 1,1'-(1,2-phenylene)bis(2,5-dimethyl-, (2R,2'R,5R,5'R)-
rac-me-duphos
(R,R)-Me-duphos [MI]
(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene, kanata purity
(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene, >=95.0%
CS-0098994
(2R,5R)-1-[2-[(2R,5R)-2,5-dimethylphospholan-1-yl]phenyl]-2,5-dimethylphospholane
(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene
AJNZWRKTWQLAJK-KLHDSHLOSA-N
(-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene
H5W03D1HAQ
(?)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene

MDL Number

MFCD00142336

FAQ

What are the physical and chemical properties of (2R,5R,2'R,5'R)-1,1'-(1,2-Phenylene)bis(2,5-dimethylphospholane) (CAS: 147253-67-6)?

The compound (2R,5R,2'R,5'R)-1,1'-(1,2-Phenylene)bis(2,5-dimethylphospholane) (CAS: 147253-67-6) is a crystalline material with a molecular weight of approximately 238.3 g/mol. It has limited solubility in common organic solvents and is not water-soluble. Chemically, it is highly stable but reacts readily with strong oxidizing agents. It has a melting point around 150°C and a boiling point around 230°C under normal pressure.

How is (2R,5R,2'R,5'R)-1,1'-(1,2-Phenylene)bis(2,5-dimethylphospholane) (CAS: 147253-67-6) typically synthesized?

This compound is typically synthesized through a multistep reaction involving the condensation of 2,5-dimethyl-1,3-diphosphonic acid with 1,2-phenylene diisocyanate. The reaction involves the use of a catalyst such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and occurs under anhydrous conditions. The yield and selectivity of the product are high, with the final product being isolated by recrystallization.

What industries use (2R,5R,2'R,5'R)-1,1'-(1,2-Phenylene)bis(2,5-dimethylphospholane) (CAS: 147253-67-6)?

This compound is primarily used in the pharmaceutical industry as a precursor for the synthesis of various phosphorus-containing compounds. It also finds applications in the production of certain polymers and as a reagent in organic synthesis. Additionally, it is utilized in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling (2R,5R,2'R,5'R)-1,1'-(1,2-Phenylene)bis(2,5-dimethylphospholane) (CAS: 147253-67-6)?

When handling (2R,5R,2'R,5'R)-1,1'-(1,2-Phenylene)bis(2,5-dimethylphospholane) (CAS: 147253-67-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be handled carefully, using appropriate absorbents, and the material should be disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.