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ChemicalBook > CAS DataBase List > (R)-C3-TUNEPHOS

(R)-C3-TUNEPHOS

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Product Name
(R)-C3-TUNEPHOS
CAS No.
301847-89-2
Chemical Name
(R)-C3-TUNEPHOS
Synonyms
(R)-C3-TunaPhos;-C3-TunaPhos;(R)-C3-TUNEPHOS;(S)-C3-TUNEPHOS;(R)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonine;(R)-(6,6'-O-(1,3-PROPYLENE)-OXYLBIPHENYL-2,2'-DIYL)BIS(DIPHENYL)PHOSPHINE;R-(-)-1,13-BIS(DIPHENYLPHOSPHINO)-7,8-DIHYDRO-6H-DIBENZO[F,H][1,5]DIOXONIN;(S)-(+)-1,13-BIS(DIPHENYLPHOSPHINO)-7,8-DIHYDRO-6H-DIBENZO[F,H][1,5]DIOXONIN;R-(-)-1,13-BIS(DIPHENYLPHOSPHINO)-7,8-DIHYDRO-6H-DIBENZO[F,H][1,5]DIOXONIN (R)-C3-TUNEPHOS;Phosphine, 1,1'-[(13aR)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin-1,13-diyl]bis[1,1-diphenyl-
CBNumber
CB3139370
Molecular Formula
C39H32O2P2
Formula Weight
594.62
MOL File
301847-89-2.mol
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(R)-C3-TUNEPHOS Property

Melting point:
153-161 °C(lit.)
Boiling point:
709.9±60.0 °C(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
form 
Powder
color 
white
optical activity
[α]20/D -252±5°, c = 1 in chloroform
Sensitive 
air sensitive
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Strem Chemicals
Product number
15-0175
Product name
R-(-)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin, 97% (R)-C3-TUNEPHOS
Packaging
100mg
Price
$124
Updated
2024/03/01
Strem Chemicals
Product number
15-0175
Product name
R-(-)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin, 97% (R)-C3-TUNEPHOS
Packaging
500mg
Price
$495
Updated
2024/03/01
AK Scientific
Product number
B605
Product name
(R)-C3-TunePhos
Packaging
500mg
Price
$584
Updated
2021/12/16
Matrix Scientific
Product number
098006
Product name
(R)-C3-TunaPhos
Purity
95+%
Packaging
1g
Price
$588
Updated
2021/12/16
AK Scientific
Product number
B605
Product name
(R)-C3-TunePhos
Packaging
100mg
Price
$184
Updated
2021/12/16
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(R)-C3-TUNEPHOS Chemical Properties,Usage,Production

Reaction

  1. New generation of chiral biaryl phosphine ligands with tunable dihedral angles. The ability to modify the dihedral angle allows for the fine tuning of the catalyst system and optimization of enantioselectivity.
  2. Ru-C3-TUNEPHOS complexes are used for asymmetric hydrogenation of β-ketoesters , enol acetates , cyclic β-amino acids , α-phthalimide ketones , and α-keto esters .
  3. Rh-catalyzed hydroformylation of cyclopropenes.

Uses

1,1''-[(13aR)-7,8-Dihydro-6H-dibenzo[f,h][1,5]dioxonin-1,13-diyl]bis[1,1-diphenylphosphine] is used in the process of preparation of cyclohexyl ethers via ketal hydrogenation.

Uses

Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation

Ligand used in:

  • Redox-neutral domino reaction of arylethynylbenzylidenearylpentynones catalyzed by gold catalyst
  • Asymmetric allylic O-alkylation
  • Asymmetric alkylation of racemic secondary phosphines catalyzed by ruthenium chiral diphosphine hydride complexes
  • Stereoselective preparation of cyclopropylcarboxaldehydes via Rh-catalyzed asymmetric hydroformylation of cyclopropenes
  • Rhodium-catalyzed asymmetric hydrogenations

(R)-C3-TUNEPHOS Preparation Products And Raw materials

Raw materials

Preparation Products

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301847-89-2, (R)-C3-TUNEPHOSRelated Search:


  • (S)-C3-TUNEPHOS
  • (R)-C3-TUNEPHOS
  • (S)-(+)-1,13-BIS(DIPHENYLPHOSPHINO)-7,8-DIHYDRO-6H-DIBENZO[F,H][1,5]DIOXONIN
  • (R)-(6,6'-O-(1,3-PROPYLENE)-OXYLBIPHENYL-2,2'-DIYL)BIS(DIPHENYL)PHOSPHINE
  • R-(-)-1,13-BIS(DIPHENYLPHOSPHINO)-7,8-DIHYDRO-6H-DIBENZO[F,H][1,5]DIOXONIN
  • R-(-)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin,97%(R)-C3-TUNEPHOS
  • R-(-)-1,13-BIS(DIPHENYLPHOSPHINO)-7,8-DIHYDRO-6H-DIBENZO[F,H][1,5]DIOXONIN (R)-C3-TUNEPHOS
  • (R)-C3-TunaPhos
  • -C3-TunaPhos
  • Phosphine, 1,1'-[(13aR)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin-1,13-diyl]bis[1,1-diphenyl-
  • (R)-1,13-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonine
  • 301847-89-2
  • Privileged Ligands
  • ChiralQuest Ligands
  • Chiral Catalysts, Ligands, and Reagents
  • Asymmetric Synthesis
  • organophosphine ligand