ChemicalBook >> CAS DataBase List >>(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene

(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene

CAS No.
147253-67-6
Chemical Name:
(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene
Synonyms
(R,R)-ME-DUPHOS;an-1-yL;(R,R)-METHYL-DUPHOS;()-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene;(-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzen;1,2-Bis[(2R,5R)-2,5-dimethyl-1-phospholanyl]benzene;1,2-bis((2R,5R)-2,5-dimethylphospholan-1-yl)benzene;(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene;(-)-1,2-bis-((2R,5R)-2,5-Dimethylphospholano)benzene;(-) -1,2-bis ((2R, 5R) -2,5-dimethylphosphorus) benzene
CBNumber:
CB0456508
Molecular Formula:
C18H28P2
Molecular Weight:
306.36
MDL Number:
MFCD00142336
MOL File:
147253-67-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:48:20

(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene Properties

Melting point 66-76 °C
Boiling point 415.0±15.0 °C(Predicted)
alpha -476° (c 1, hexane)
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
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
SMILES C[C@@H]1CC[C@@H](C)P1c2ccccc2P3[C@H](C)CC[C@H]3C
CAS DataBase Reference 147253-67-6
FDA UNII H5W03D1HAQ
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280-P302+P352-P362+P364
PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  22-24/25
WGK Germany  3
10-23
HS Code  2934999090
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 665258 (?)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene kanata purity 147253-67-6 100mg $78.5 2023-06-20 Buy
TCI Chemical B2436 1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene 147253-67-6 100MG $99 2026-04-30 Buy
TCI Chemical B2436 1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene 147253-67-6 500MG $410 2026-04-30 Buy
Strem Chemicals 15-0096 (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene, min.98% (R,R)-Me-DUPHOS min.98% 147253-67-6 100mg $60 2026-04-30 Buy
Strem Chemicals 15-0096 (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene, min.98% (R,R)-Me-DUPHOS min.98% 147253-67-6 500mg $258 2026-04-30 Buy
Product number Packaging Price Buy
665258 100mg $78.5 Buy
B2436 100MG $99 Buy
B2436 500MG $410 Buy
15-0096 100mg $60 Buy
15-0096 500mg $258 Buy

(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene Chemical Properties,Uses,Production

Reactions

  1. 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.
  2. Efficient ligand for the asymmetric hydrogenation of imines, enamines, and enamides.
  3. Asymmetric hydrogenation of vinyl alcohols.
  4. Catalyst used for the asymmetric hydrogenation of enol phosphonates.
  5. Asymmetric hydrogenation of allylic alcohols.
  6. Ligand for the catalytic asymmetric [4+1] cycloaddition of vinylallenes with CO.
  7. Ligand for the Rh-catalyzed asymmetric enyne cycloisomerization.
  8. Catalytic enantioselective addition of dialkylzinc to N-Diphenylphosphinoylimines.
Reactions of 147253-67-6_1
Reactions of 147253-67-6_2

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.

80510-04-9
220224-82-8
147253-67-6
Synthesis of (-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene from 1,2-Bis(phosphino)benzene and (2S,5S)-Hexane-2,5-diol cyclic sulfate

(-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene Preparation Products And Raw materials

Global( 84)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9407 55
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14098 59
Hunan Hui Bai Shi Biotechnology Co., Ltd. 0731-85526065 13308475853 ivy@hnhbsj.com China 7236 62
TOKYO CHEMICAL INDUSTRY CO., LTD. 03-36680489 Sales-JP@TCIchemicals.com Japan 28364 80
TCI Europe 320-37350700 sales@tcieurope.eu Europe 23654 75
TCI AMERICA 800-4238616 sales@tciamerica.com Americas 23636 75

View Lastest Price from (-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE pictures 2024-10-12 (-)-1,2-BIS[(2R,5R)-2,5-DIMETHYLPHOSPHOLANO]BENZENE
147253-67-6
$7.00 98% 1KG; 10KG; 50KG; 100KG and more Career Henan Chemical Co
()-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene pictures 2021-07-02 ()-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene
147253-67-6
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
(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, 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 1,2-Bis[(2R,5R)-2,5-diMethyl-1-phospholanyl]benzene, 97+% (2R,5R,2'R,5'R)-1,1'-(1,2-Phenylene)bis(2,5-dimethylphospholane) 1,2-Bis[(2R,5R)-2,5-dimethyl-1-phospholanyl]benzene (R,R)-METHYL-DUPHOS ()-1,2-Bis[(2R,5R)-2,5-diMethylphospholano]benzene,>=95.0% 1,2-bis((2R,5R)-2,5-dimethylphospholan-1-yl)benzene [2R-[1(2'R*,5'R*),2a,5b]]-1,1'-(1,2-phenylene)bis[2,5-dimethylphospholane] (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene, min.97% (R,R)-Me-DUPHOS Phospholane, 1,1'-(1,2-phenylene)bis[2,5-dimethyl-, (2R,2'R,5R,5'R)- an-1-yL ()-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene (-)-1,2-bis-((2R,5R)-2,5-Dimethylphospholano)benzene (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzene (R,R)-Me-Duphos (-) -1,2-bis ((2R, 5R) -2,5-dimethylphosphorus) benzene ()-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene,≥95.0% (?)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene (-)-1,2-Bis((2R,5R)-2,5-dimethylphospholano)benzen (R,R)-ME-DUPHOS (-)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene 147253-67-6 C18H28P2 Asymmetric Synthesis Chiral Catalysts, Ligands, and Reagents Privileged Ligands DuPhos/BPE organophosphine ligand