(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE

CAS No.：147253-67-6

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(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE Basic information

Reactions

Product Name:	(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE
Synonyms:	(2R,2'R,5R,5'R)-2,2',5,5'-TETRAMETHYL-1,1'-(1,2-PHENYLENE)DIPHOSPHOLANE;(2R,2'R,5R,5'R)-2,2',5,5'-TETRAMETHYL-1,1'-(O-PHENYLENE)DIPHOSPHOLANE;(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE;(-)-1,2-BIS((2R,5R)-2,5-DIMETHYLPHOSPHOLANO)BENZENE, KANATA PURITY;(-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene(r,r)-me-duphos;(-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene,98+%(R,R)-Me-DUPHOS;(-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene, (R,R)-Me-DUPHOS,98+%;()-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene,(2R,2’R,5R,5′R)-2,2′,5,5′-Tetramethyl-1,1′-(o-phenylene)diphospholane, (R,R)-Me-DUPHOS, (R,R)-Methyl-DUPHOS
CAS:	147253-67-6
MF:	C18H28P2
MW:	306.36
EINECS:
Product Categories:	organophosphine ligand
Mol File:	147253-67-6.mol

(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE Chemical Properties

Melting point	66-76 °C
alpha	-476° (c 1, hexane)
Boiling point	415.0±15.0 °C(Predicted)
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
form	crystal
color	white
optical activity	[α]20/D -420±15°, c = 0.5 in methylene chloride
Water Solubility	Insoluble in water.
Sensitive	Air Sensitive
BRN	4810602
CAS DataBase Reference	147253-67-6

Safety Information

Safety Statements	22-24/25
WGK Germany	3
F	10-23
HS Code	2934999090

MSDS Information

Provider	Language
SigmaAldrich	English

(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE Usage And Synthesis

Reactions

The DUPHOS family of catalysts is highly efficient for the asymmetric hydrogenation of various substituted cetamidoacrylates and enol acetates yielding products of high enantiomeric excesses.
Efficient ligand for the asymmetric hydrogenation of imines, enamines, and enamides.
Asymmetric hydrogenation of vinyl alcohols.
Catalyst used for the asymmetric hydrogenation of enol phosphonates.
Asymmetric hydrogenation of allylic alcohols.
Ligand for the catalytic asymmetric [4+1] cycloaddition of vinylallenes with CO.
Ligand for the Rh-catalyzed asymmetric enyne cycloisomerization.
Catalytic enantioselective addition of dialkylzinc to N-Diphenylphosphinoylimines.

Uses

1,2-Bis[(2R,5R)-2,5-dimethyl-1-phospholanyl]benzene is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. It is used as highly efficient privileged ligands.

(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE Preparation Products And Raw materials

Raw materials	(2S,5S)-Hexane-2,5-diol cyclic sulfate-->1,2-BIS(PHOSPHINO)BENZENE
Preparation Products	1,1′-(1,2-Phenylene)bis(phospholane)

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