1,4-Bis(diphenylphosphino)butane-palladium(II) chloride
Reaction- Product Name
- 1,4-Bis(diphenylphosphino)butane-palladium(II) chloride
- CAS No.
- 29964-62-3
- Chemical Name
- 1,4-Bis(diphenylphosphino)butane-palladium(II) chloride
- Synonyms
- PDCI2(DPPB);PdCl2(dppb);adium(II) DichL;[1,4-Bis(diphenyL;phosphino)butane]paL;Palladium(ii) chloride 1,4-b;[(C6H5)2PCH2CH2CCH2H2P(C6H5)2]PdCl2;Bisdiphenylphosphinobutanepalladiumdichloride;[1,4-bis(diphenylphosphino)butane] palladium(II);4-diphenylphosphiniumylbutyl(diphenyl)phosphonium
- CBNumber
- CB6185262
- Molecular Formula
- C28H28P2.Cl2Pd
- Formula Weight
- 603.8
- MOL File
- 29964-62-3.mol
1,4-Bis(diphenylphosphino)butane-palladium(II) chloride Property
- Melting point:
- 285-305 °C
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Soluble in ethanol, benzene, and ethereal solvents.
- form
- Powder
- color
- light-yellow
- InChIKey
- JQXJBXVWVPVTOO-UHFFFAOYSA-L
- SMILES
- P(C1=CC=CC=C1)(CCCCP(C1=CC=CC=C1)C1C=CC=CC=1)C1=CC=CC=C1.[Pd](Cl)Cl
Safety
- Hazard Codes
- Xn
- Risk Statements
- 36/37/38
- Safety Statements
- 24/25-36-27
- WGK Germany
- 3
- F
- 1-10
- HS Code
- 28439000
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- B2031
- Product name
- [1,4-Bis(diphenylphosphino)butane]palladium(II) Dichloride
- Purity
- >96.0%(T)
- Packaging
- 1g
- Price
- $113
- Updated
- 2025/07/31
- Product number
- B2031
- Product name
- [1,4-Bis(diphenylphosphino)butane]palladium(II) Dichloride
- Purity
- >96.0%(T)
- Packaging
- 5g
- Price
- $361
- Updated
- 2025/07/31
- Product number
- 46-0468
- Product name
- Dichloro[1,4-bis(diphenylphosphino)butane]palladium(II), 99%
- Packaging
- 1g
- Price
- $120
- Updated
- 2024/03/01
- Product number
- 46-0468
- Product name
- Dichloro[1,4-bis(diphenylphosphino)butane]palladium(II), 99%
- Packaging
- 5g
- Price
- $479
- Updated
- 2024/03/01
- Product number
- ING0003330
- Product name
- 1,4-BIS(DIPHENYLPHOSPHINE)BUTANE PALLADIUM(II) CHLORIDE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $449.4
- Updated
- 2021/12/16
1,4-Bis(diphenylphosphino)butane-palladium(II) chloride Chemical Properties,Usage,Production
Reaction
- Catalyst for the Grignard coupling for regioand stereoselective monoalkylation and arylation of 1,1-dichloro-1-alkenes
- Synthetic pyrethriods: catalyst for the Negishi coupling of (2,2-dihaloethenyl)cyclopropanecarboxylates
Chemical Properties
yellow solid
Uses
Dichloro[bis(1,4-diphenylphosphino)butane]palladium(II) is used for the catalysis of styrene carbonylation, coupling of alkyl Grignard reagents with organic halides, selective monoalkylation of organic polyhalides, and modification of the dihalovinyl moiety of synthetic pyrethroids.
Preparation
Dichloro[1,4-bis(diphenylphosphino)butane]palladium(II) (1,4-Bis(diphenylphosphino)butane-palladium(II) chloride) can be prepared conveniently in situ by mixing the bidentate phosphine ligand and (PhCN)2PdCl2 in either benzene or chloroform.[1] The preparation of (dppb)PdCl2 is also possible through the reaction of PdCl2 with dppb in acetone, a process that slowly forms the catalyst as a white precipitate which can be isolated in 51% yield.[2] Preparation of the hydrate complex is possible via the reaction of Na2[PdCl4] with dppb in a mixture of CH2Cl2 and water.
reaction suitability
core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
Synthesis
7647-01-0
7440-05-3
7688-25-7
29964-62-3
Example 3 Step 1: 10 mL of palladium sponge was mixed with concentrated hydrochloric acid and concentrated nitric acid in a 3:1 volume ratio until the palladium sponge was completely dissolved. 37% concentrated hydrochloric acid was added to the solution and filtered to remove insoluble material while treating the brown nitrogen oxides produced. The filtrate was concentrated to a solution of chloropalladium acid with a palladium concentration of 0.5 g/mL. Step 2: An N,N-dimethylformamide solution of bis(diphenylphosphino)butane was prepared by adding 44 g of 1,4-bis(diphenylphosphino)butane to 100 mL of N,N-dimethylformamide, and heating to 50°C. The N,N-dimethylformamide solution of bis(diphenylphosphino)butane was then heated to 50°C. Step 3: The chloropalladium acid solution prepared in step 1 was added dropwise to the bis(diphenylphosphino)butane solution in step 2 under stirring. The reaction was stirred at 50 °C for 60 minutes. After completion of the reaction, the reaction solution was cooled and filtered, and the filter cake was collected. Step 4: The filter cake obtained in Step III was washed with anhydrous ethanol and then dried under vacuum at 50 °C for 4 h. A light yellow 1,4-bis(diphenylphosphino)butane-palladium(II) chloride complex (C28H28Cl2P2Pd) of 56.1 g was obtained in 98.9% yield.
References
1. Sugi, Y.; Bando, K.-I. CL 1976, 727.
2. Sanger, A. R. JCS(D) 1977, 1971.
1,4-Bis(diphenylphosphino)butane-palladium(II) chloride Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,4-Bis(diphenylphosphino)butane-palladium(II) chloride manufacturers
- Product
- 1,4-Bis(diphenylphosphino)butane-palladium(II) chloride 29964-62-3
- Price
- US $2.00-5.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-27
- Product
- Dichloro[1,4-bis(diphenylphosphino)butane]palladium(II) 29964-62-3
- Price
- US $10.00-10.00/g
- Min. Order
- 1g
- Purity
- 0.98
- Supply Ability
- 50kg
- Release date
- 2020-12-01
- Product
- 1,4-Bis(diphenylphosphino)butane-palladium(II) chloride 29964-62-3
- Price
- US $20.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000KG
- Release date
- 2020-11-11