HRID 1335016As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
Allyldiphenylphosphine
Basic information
- CAS
2741-38-0- Standard SMILES
C=CCP(c1ccccc1)c1ccccc1- InChIKey
PDDYFPPQDKRJTK-UHFFFAOYSA-N- Molecular formula
- C15H15P
- Average molar mass
- 226.25 g/mol
- Monoisotopic mass
- 226.09113748
Names & identifiers
- Preferred name
- Allyldiphenylphosphine
- IUPAC
- diphenyl(prop-2-enyl)phosphane
- English name
- Allyldiphenylphosphine
- Molecular formula
- C15H15P
- Molecular weight
- 226.25
Names & synonyms
Allyldiphenylphosphine2741-38-0NSC 180819DTXSID70181835RefChem:110904DTXCID10104326626-057-7PDDYFPPQDKRJTK-UHFFFAOYSA-Ndiphenyl(prop-2-enyl)phosphaneDiphenyl-2-propenylphosphinediphenyl(prop-2-en-1-yl)phosphaneallyl(diphenyl)phosphane
Show more names
DiphenylphosphinoNSC 616248DIPHENYLALLYLPHOSPHINEAllyldiphenylphosphine 95%Allyldiphenylphosphine，96%2-Propenyldiphenylphosphinediphenyl(prop-2-enyl)phosphine
MFCD00014954Allyl(diphenyl)phosphineAllyldiphenylphosphine, 95%NSC616248CS-W014209SY106347E75750BCP22524
Database identifiers
- CAS
2741-38-0- PubChem CID
- 137699
- DTXSID
DTXSID70181835- EC Number
- 626-057-7
- Nikkaji
- J80.554H
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 4
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 181
Physicochemical properties
- Boiling point
- 194 · 194-200 °C/15 mmHg (lit.)
- Density
- 1.049 g/mL · 1.049 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.619(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C, protect from light, stored under nitrogen
- form
- Liquid
- color
- Colorless
- Water Solubility
- Soluble in most organic solvents. Insoluble in water.
- Sensitive
- Air Sensitive
- InChI
- 1S/C15H15P/c1-2-13-16(14-9-5-3-6-10-14)15-11-7-4-8-12-15/h2-12H,1,13H2
- InChIKey
- PDDYFPPQDKRJTK-UHFFFAOYSA-N
- SMILES
- C=CCP(c1ccccc1)c2ccccc2
- UNSPSC Code
- 12352002 · 12352002
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
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
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN3278
- hs_code
- 29310099
- risk_code
- 36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 26-27-28-36/37/39-39-37-36
- hazard_class
- 6.1
- Storage Class
- 10 - Combustible liquids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
Chemistry & industry
Applications
UsesCocatalyst in palladium catalyzed hydrocarboxylation reactions. Cocatalyst in Palladium catalyzed cross-coupling reactions. Ligand for hydroformylation catalysts. Ligand for the rhenium phosphinoborane pendant Lewis acid-assisted reductive coupling reactions. Catalyst precursor for alkene hydroboration.
UsesAllyldiphenylphosphine is used as a cocatalyst in palladium catalyzed hydrocarboxylation reactions, cocatalyst in Palladium catalyzed cross-coupling reactions, ligand for hydroformylation catalysts, ligand for the rhenium phosphinoborane pendant Lewis acid-assisted reductive coupling reactions, catalyst precursor for alkene hydroboration.
UsesCocatalyst in palladium catalyzed hydrocarboxylation reactionsCocatalyst in Palladium catalyzed cross-coupling reactionsLigand for hydroformylation catalystsLigand for the rhenium phosphinoborane pendant Lewis acid-assisted reductive coupling reactionsCatalyst precursor for alkene hydroboration
Related reactions
128 records
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HRID 1335018As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
HRID 1335020As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
HRID 1335021As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
HRID 1335022As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
HRID 1335023As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
HRID 1335024As catalystHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
Compound notes
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