Basic information
- CAS
1560-52-7- Standard SMILES
C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[I-]- InChIKey
JNMIXMFEVJHFNY-UHFFFAOYSA-M- Molecular formula
- C19H18IP
- Average molar mass
- 404.2 g/mol
- Monoisotopic mass
- 404.01908521
Names & identifiers
- Preferred name
- Methyltriphenylphosphonium iodide
- IUPAC
- methyl(triphenyl)phosphanium iodide
- English name
- Methyltriphenylphosphonium iodide
- Molecular formula
- C19H18IP
- Molecular weight
- 404.22
Names & synonyms
Methyltriphenylphosphonium iodide2065-66-9Triphenylmethylphosphonium iodide3B2B7G7R4GNSC-132585Triphenylmethylphosphinium iodideEINECS 218-178-5UNII-3B2B7G7R4GPHOSPHONIUM, METHYLTRIPHENYL-, IODIDE (1:1)NSC 132585RefChem:158348218-178-5
Show more names
methyltriphenylphosphoniumMPJMethyltriphenylphospMethyltriphenyl iodideMethyltriphenylphosphineMethyltriphenylphosphoniuM iodTriphenylmethylphosphine iodideMETHYLTRIPHENYPHOSPHONIUMIODIDEMethyltriphenylphosphonium Iodi
243-958-720667-19-0C19H18IPmethyltriphenylphosphanium iodide(Methyl)triphenylphosphonium Iodidemethyl triphenylphosphonium iodidemethyl(triphenyl)phosphonium iodideMethyl(triphenyl)phosphanium;iodide
Database identifiers
- CAS
1560-52-7、2065-66-9、20667-19-0- PubChem CID
- 638159
- DTXSID
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 3
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 235
Physicochemical properties
- Melting point
- 183 · 183-185 °C(lit.)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Powder
- color
- White to light yellow
- Water Solubility
- SOLUBLE
- Sensitive
- Light Sensitive & Hygroscopic
- InChI
- InChI=1S/C19H18P.HI/c1-20(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19;/h2-16H,1H3;1H/q+1;/p-1
- InChIKey
- JNMIXMFEVJHFNY-UHFFFAOYSA-M
- SMILES
- [P+](C)(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1.[I-]
- CAS DataBase Reference
- 2065 · 2065-66-9(CAS DataBase Reference)
- FDA UNII
- 3 B2B7G7R4G · 3B2B7G7R4G
- 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
Danger
H301 (10.4%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (10.4%)
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN3464
- hs_code
- 29319090
- risk_code
- 36/37/38-25
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,T
- safety_code
- 26-36-45-37/39-28A
- hazard_class
- 6.1
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemistry & industry
Applications
Usessuzuki reaction
UsesMethyltriphenylphosphonium iodide is as a reactant for synthesis of triphenylamine-based dyes and polyolefinic aromatic molecules with pyrene for use in dye-sensitized solar cells. Used as ligand in coupling reaction. It is also used as a precursor to a Wittig reagent.
Preparation methods
PreparationMethyltriphenylphosphonium iodide was prepared by the following procedure. Triphenylphosphine was recrystallized from ethanol and dried over phosphorus pentoxide under reduced pressure for 12 hr. A solution of 39 g (0.15 mol) of triphenylphosphine and 10.0 mL (22.8 g, 0.16 mol) of iodomethane in 105 mL of benzene was allowed to stir at room temperature for 12 hr. The precipitate was filtered, washed with benzene, and dried over phosphorus pentoxide under reduced pressure for 12 hr. The yield was 57 g (94%), mp 189°C (lit.2 mp 182°C).
Upstream & downstream products
Downstream products
Related reactions
84 records
Compound notes
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