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ChemicalBook > CAS DataBase List > 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl

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

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Product Name
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
CAS No.
213697-53-1
Chemical Name
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
Synonyms
DAVEPHOS;2-(N,N-Dimethylamino)-2-(dicyclohexylphosphino)biphenyl;N-[2'-(dicyclohexylphosphino)-1,1'-biphenyl-2-yl]-N,N-diMethylaMine;Davep;2-(Dicycloh;98% DavePhos;DavePhos 97%;phosphino-2'-(N,N-dimethyL;2-Dicyclohexylphosphino-2'-(N,;2-DICYCLOHEXYLPHOSPHINO-2'-(N,N-DIMETHY&
CBNumber
CB6344872
Molecular Formula
C26H36NP
Formula Weight
393.54
MOL File
213697-53-1.mol
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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)
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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
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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

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
638021
Product name
DavePhos
Purity
97%
Packaging
1g
Price
$31.88
Updated
2024/03/01
Sigma-Aldrich
Product number
638021
Product name
DavePhos
Purity
97%
Packaging
5g
Price
$137
Updated
2024/03/01
TCI Chemical
Product number
D3389
Product name
2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$138
Updated
2024/03/01
TCI Chemical
Product number
D3389
Product name
2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$415
Updated
2024/03/01
Strem Chemicals
Product number
15-1145
Product name
2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino))-1,1'-biphenyl, 98% DavePhos
Packaging
500mg
Price
$38
Updated
2024/03/01
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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

suzuki reaction

Uses

Effective ligand in the Pd-catalyzed arylation of ester enolates

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.

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.

2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl Preparation Products And Raw materials

Raw materials

Bromocyclohexane Ammonium hydroxide 2-Bromochlorobenzene 2-Bromoaniline Cyclohexane Chlorocyclohexane Diethylamine 5-Bromo-m-xylene Phosphorus trichloride 4-Bromotoluene 1,2-Dibromoethane Tetrahydrofuran Diethyl ether Ethyl acetate Copper(I) chloride Dichloromethane 2-Chloroaniline Magnesium Iodomethane Dimethyl sulfate

Preparation Products

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

Americas 1 Belgium 2 Canada 1 China 288 Europe 2 France 1 Germany 6 India 7 Italy 1 Japan 3 Norway 1 Russia 1 Switzerland 2 Ukraine 1 United Kingdom 9 United States 27 Global 353
Chemgo SARL
Tel
--
Fax
--
Email
sales.contact@chemgo.fr
Country
France
ProdList
488
Advantage
58
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View Lastest Price from 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl manufacturers

Shanghai UCHEM Inc.
Product
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl 213697-53-1
Price
US $39.00-422.00/g
Min. Order
5g
Purity
0.98
Supply Ability
25kg
Release date
2023-12-13
Shaanxi Dideu Medichem Co. Ltd
Product
2-Dicyclohexylphosphino-2'-(N,N-diMethylaMino)biphenyl 213697-53-1
Price
US $1.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2020-01-14
XINXIANG RUNYU MATERIAL CO., LTD.
Product
2-(Dicyclohexylphosphino)-2'-(N,N-diMethylaMino)biphenyl 213697-53-1
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
0.98
Supply Ability
500kg
Release date
2021-12-02

213697-53-1, 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenylRelated Search:

N,N-Dimethylbenzylamine Biphenyl 1,3-Bis(aminomethyl)benzene Dimethylamine 2-(Dicyclohexylphosphino)biphenyl Dimethylamine hydrochloride 3-Dimethylaminopropylamine Minocycline 2-(Dicyclohexylphosphino)-2'-methylbiphenyl 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl DICYCLOHEXYLPHOSPHINE CYCLOHEXYLPHOSPHINE DIBUTYLPHENYLPHOSPHINE DI-N-PENTYLPHENYLPHOSPHINE Dicyclohexylphenylphosphine 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl m-xylenediamine

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  • N-[2'-(dicyclohexylphosphino)-1,1'-biphenyl-2-yl]-N,N-diMethylaMine
  • DavePhos 97%
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  • DavePhos 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
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  • 2'-(Dicyclohexylphosphino)-N,N-dimethyl-[1,1'-biphenyl]-2-amine
  • (2-Dimethylamino-1,1'-biphenyl-2-yl)dicyclohexylphosphine
  • 2'-(dicyclohexylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine
  • 2-(Dicyclohexylphosphino)-2'-(N,N-dimethylamino)biphenyl,DavePhos
  • 213697-53-1
  • CH32NC6H4C6H4PC6H112
  • C26H36NP
  • Catalysis and Inorganic Chemistry
  • Buchwald Ligands
  • Phosphorus Compounds
  • Phosphine Ligands
  • Buchwald Ligands&Precatalysts
  • Achiral Phosphine
  • Aryl Phosphine
  • Buchwald Ligands Series
  • Phosphines
  • Biphenyl & Diphenyl ether
  • Phosphine Ligands