| Identification | More | [Name]
(FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE | [CAS]
2136-75-6 | [Synonyms]
FMY
(FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE
(TRIPHENYLPHOSPHORANYLIDENE)ACETALDEHYDE
Acetaldehyde, (triphenylphosphoranylidene)-
TriPhenylPhosphine(TPP)
FORMYLMETHYLENETRIPHENYLPHOSPORANE
Formylmethylenetriphenylphosphorane, 98 %
(Formylmethylene)triphenylphosphorane, 97%, may cont. up to ca 3% water
2-(Triphenylphosphoranylidene)acetaldehyde
2-Oxoethylidenetriphenylphosphorane
Triphenyl(2-oxoethylidene)phosphorane | [EINECS(EC#)]
218-375-6 | [Molecular Formula]
C20H17OP | [MDL Number]
MFCD00006994 | [Molecular Weight]
304.32 | [MOL File]
2136-75-6.mol |
| Chemical Properties | Back Directory | [Appearance]
pink to brown crystalline powder | [Melting point ]
185-188 °C(lit.)
| [Boiling point ]
472.6±28.0 °C(Predicted) | [density ]
1.16±0.1 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [solubility ]
Soluble in Chloroform, Methanol. | [form ]
Fine Crystalline Powder | [color ]
Pink to brown | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [Sensitive ]
Air Sensitive | [BRN ]
523797 | [InChI]
InChI=1S/C20H17OP/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-17H | [InChIKey]
CQCAYWAIRTVXIY-UHFFFAOYSA-N | [SMILES]
C(=O)C=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1 | [CAS DataBase Reference]
2136-75-6(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Preparation]
4.06 g (12 mmol) of (formylmethyltriphenylphosphonium chloride) was added to a 125 mL reaction flask and dissolved in 60 mL of distilled water. The mixture was stirred rapidly at room temperature (for about 30 minutes). 12-13 mL of 1 M NaOH (12 mmol, 1.0 equivalent) was added dropwise to the reaction system. The suspension was then stirred for another hour. After the reaction was completed, the reaction system was filtered through a funnel to remove insoluble impurities. The wet filter cake was then air-dried overnight by continuous air intake and indoor vacuum on a side-ear filter flask to obtain the target product molecule (FORMYLMETHYLENE)TRIPHENYLPHOSPHORANE. |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Keep Cold/Air Sensitive | [HS Code ]
29319090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Raw materials And Preparation Products | Back Directory | [Preparation Products]
(3S,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one-->Diphenylacetylene-->VINYLCYCLOHEXANE-->3,5-BIS(BENZYLOXY)BENZYL BROMIDE-->3-NAPHTHALEN-2-YL-PROPIONALDEHYDE-->Cefdinir-->3-（trifluoromethyl) Cinnamaldehyde-->5-Nitrofuran-2-acrylaldehyde-->FENPICLONIL-->2-Propenal, 3-(2-thiazolyl)-, (2E)--->2-Propenal, 3-(3,5-difluorophenyl)-, (2E)--->(2E,2'E)-3,3'-(1,4-phenylene)diacrylaldehyde |
| Hazard Information | Back Directory | [Chemical Properties]
pink to brown crystalline powder | [Uses]
(Formylmethylene)triphenylphosphorane is used as Wittig reagent. It is also used as Pharmaceutical Intermediates. It is employed as raw material in organic Synthesis, Agrochemicals. | [reaction suitability]
reaction type: C-C Bond Formation | [Purification Methods]
Recrystallise it from Me2CO, or dissolve it in *C6H6, wash with N NaOH, dry (MgSO4), evaporate, and crystallise the residue from Me2CO. It can be prepared from its precursor, formylmethyltriphenylphosphonium chloride (which crystallises from CHCl3/EtOAc), by treatment with Et3N and extraction with *C6H6. [Tripett & Walker J Chem Soc 1266 1961.] |
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