Basic information
- CAS
15629-92-2- Standard SMILES
[Cl][Ni][Cl].c1ccc(P(CCCP(c2ccccc2)c2ccccc2)c2ccccc2)cc1- InChIKey
ZBQUMMFUJLOTQC-UHFFFAOYSA-L- Molecular formula
- C27H26Cl2NiP2
- Average molar mass
- 542 g/mol
- Monoisotopic mass
- 540.024022
Names & identifiers
- Preferred name
- Dichloro(1,1'-(1,3-propanediyl)bis(1,1-diphenylphosphine-kappaP))nickel
- IUPAC
- dichloronickel;3-diphenylphosphanylpropyl(diphenyl)phosphane
- English name
- [1,3-Bis(diphenylphosphino)propane]nickel(II) chloride
- Molecular formula
- C27H26Cl2NiP2
- Molecular weight
- 542.04
Names & synonyms
15629-92-2RefChem:586663Dichloro(1,1'-(1,3-propanediyl)bis(1,1-diphenylphosphine-kappaP))nickel1,3-Bis(diphenylphosphino)propane nickel(II) chloride[1,3-Bis(diphenylphosphino)propane]nickel(II) chlorideNi(dppp)Cl2[1,3-Bis(diphenylphosphino)propane]dichloronickel(II)(1,3-dppp)NiCl21,3-Bis(diphenylphosphino)propane nickel (II) chloride1,3-Bis(diphenylphosphino)propane nickel(II)chloridedichloronickel;3-diphenylphosphanylpropyl(diphenyl)phosphaneNiCl2(dppp)
Show more names
NiCl2(DPPP)NiCl2(DPPP)1.3-Bis(dipheny phosphine) propane nickel(II)chlorideDichloro[bis(1,3-diphenylphosphino)propane]nickel(II)1,3-Bis(diphenyl phosphine)propane nickel(II)dichloride1,3-B
C27H26Cl2NiP2(1,3-Bis(diphenylphosphino)propane)dichloronickel; 1,3-Bis(diphenylphosphino)nickel Dichloride; Dichloro[1,3-bis(diphenylphosphino)propane]nickel; Nickel 1,3-Bis(diphenylphosphino)propane Dichloride; (1,3-dppp)NiCl2;SCHEMBL6328AKOS005259144AC-4982FD14035[1,3-Bis(diphenylphosphino)propane] dichloronickel?3-diphenylphosphanylpropyl(diphenyl)phosphane dichloronickel
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 8
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 353
Physicochemical properties
- Melting point
- 213 °C · 213 °C (dec.)(lit.)
- storage temp.
- Inert atmosphere,Room Temperature
- form
- crystal
- color
- red
- Water Solubility
- insoluble
- Hydrolytic Sensitivity
- 4 · 4: no reaction with water under neutral conditions
- Exposure limits
- 10 mg/m3; · NIOSH: IDLH 10 mg/m3; TWA 0.015 mg/m3
- InChI
- InChI=1S/C27H26P2.2ClH.Ni/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27;;;/h1-12,14-21H,13,22-23H2;2*1H;/q;;;+2/p-2
- InChIKey
- ZBQUMMFUJLOTQC-UHFFFAOYSA-L
- SMILES
- P(C1=CC=CC=C1)(CCCP(C1C=CC=CC=1)C1C=CC=CC=1)C1C=CC=CC=1.[Ni](Cl)Cl
- CAS DataBase Reference
- 15629 · 15629-92-2(CAS DataBase Reference)
- REACH Annex XVII Substances List
- 1 · Nickel, dichloro[1,1'-(1,3-propanediyl)bis[1,1-diphenylphosphine-[?]P]]- (15629-92-2)
- UNSPSC Code
- 12161600 · 12161600
- NACRES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H315 (99.2%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H319 (99.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H334 (34.7%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]；H335 (98.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H350 (92.6%): May cause cancer [Danger Carcinogenicity]
P203, P233, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 121 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory InformationRestricted substance: Nickel, dichloro[1,1'-(1,3-propanediyl)bis[1,1-diphenylphosphine-[?]P]]-；EC: 605-052-3；Restriction condition document: PDF link
Hazard Classes and CategoriesSkin Irrit. 2 (99.2%)；Skin Sens. 1 (100%)；Eye Irrit. 2 (99.2%)；Resp. Sens. 1 (34.7%)；STOT SE 3 (98.3%)；Carc. 1A (92.6%)
Regulatory information
Chemistry & industry
Applications
Uses[1,3-Bis(diphenylphosphino)propane]nickel(II) chloride is used as an effective catalyst for Kumada coupling and Suzuki reactions. It also catalyzes other reactions to convert enol ethers, dithioacetals and vinyl sulfides to olefins. Further, it is used as a catalyst for preparation of block-copolythiophenes and solid state metathesis polycondensation.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
62 records
Compound notes
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