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2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl

Reaction

CAS No.213697-53-1
Chemical Name:2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
CBNumber:CB6344872
Molecular Formula:C26H36NP
Formula Weight:393.54
MOL File:213697-53-1.mol

2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Property

Melting point 121-124 °C(lit.)
Boiling point 539.6±43.0 °C(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka 5.04±0.18(Predicted)
form crystal
color white
Water Solubility Insoluble
Sensitive Air Sensitive
InChIKey ZEMZPXWZVTUONV-UHFFFAOYSA-N
CAS DataBase Reference 213697-53-1(CAS DataBase Reference)
FDA UNII 9877ONU78F
UNSPSC Code 12352116
NACRES NA.22

Safety

Hazard Codes :Xi,Xn
Risk Statements :36/37/38-22
Safety Statements :26-36/37/39
WGK Germany :3
TSCA :No
HazardClass :AIR SENSITIVE
HS Code :29310099

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P305+P351+P338

2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Price More Price(7)

Brand: Sigma-Aldrich(India)
Product number: 638021
Product name : DavePhos
Purity: 97%
Packaging: 1G
Price: ₹13290
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 638021
Product name : DavePhos
Purity: 97%
Packaging: 5G
Price: ₹35720
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 638021
Product name : DavePhos
Purity: 97%
Packaging: 25G
Price: ₹100834.88
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 638021
Product name : DavePhos
Purity: 97%
Packaging: 100G
Price: ₹456717.58
Updated: 2022/06/14
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Brand: TCI Chemicals (India)
Product number: D3389
Product name : 2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl
Purity: min. 98.0 %
Packaging: 1G
Price: ₹8800
Updated: 2022/05/26
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2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Chemical Properties,Usage,Production

Reaction
1. Ligand used in the Pd-catalyzed Suzuki coupling and animation of unactivated aryl chlorides. The reactions generally occur at room temperature and give high yields of product.
2. Ligand used in Pd-catalyzed C-N bond formation. A general synthesis of N6-aryl-2'deoxyadenosine analogues.
3. Ligand used in Pd-catalyzed N-arylation of indoles.
4. Ligand used in Pd-catalyzed synthesis of aryl-tert-butyl ethers.
5. Effective ligand in the Pd-catalyzed arylation of ester enolates.
6. Ligand employed in arylation of ketone enolates using ortho-halo nitrobenezenes.
7. Ligand employed in the amination of aryl nonaflates using Pd catalysts.
8. Ligand used for cascade alkenyl amination/Heck reaction for the synthesis of indoles.
9. Ligand used in Pd-catalyzed Kumada-Corriu cross coupling at low temperatures.
10. Ligand used in Rh-catalyzed intramolecular hydroamination of unactivated terminal and internal alkenes with primary and secondary amines.
11. Ligand used in Au-catalyzed cycloisomerization of allenes.
Description 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl is a potent inhibitor of the enzyme bromodomain. Bromodomain has been implicated in cancer and other diseases. It binds to the bromodomain in a covalent manner, blocking the ATP site and inhibiting bromodomain function. This inhibition has been shown to be selective for bromodomains over other domains.
Chemical Properties white to light yellow crystals or
Uses 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl can act as ligand used in the palladium-catalyzed Suzuki coupling and amination of unactivated aryl chlorides.
Uses Effective ligand in the Pd-catalyzed arylation of ester enolates
Uses suzuki reaction
Application 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenylacts as a growth regulator by binding to Toll-like receptor 4 (TLR4), which is important in cytokine signaling. It also inhibits allyl carbonate production and cross coupling reactions between aryl chlorides and nitrogen atoms or amines. It has an inhibitory effect on depression, but this effect is not related to its inhibitory effect on bromodomains.
reaction suitability reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Hydroaminations
reagent type: ligand
reaction type: Kumada Coupling
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling