Available from stock

Diphenyliodonium triflate

SKU: D0091

Category: Building Blocks, Intermediates, Reagents

Synonyms: DPIT , Diphenyliodonium trifluoromethanesulfonate; 66003-76-7
CAS-Number: C₁₃H₁₀F₃IO₃S
Molecular Formula: 430.18
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (NMR)
Appearance: Light yellow crystalline
Identity: 1H-NMR

Properties

Solvents: acetone, chloroform, DMSO
Melting Point: 180-181°C (lit.)

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: RT
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at RT.

Hazard statements: H315-H319-H335
Precautionary statements: P261-P305 + P351 + P338
GHS Symbol: GHS07
Signal word: Warning
Transportation: Not dangerous goods

Description: Reagent for synthesis. Used for α?phenylation of cyclic ketones, N?, O?, P?, and S?phenylation reactions. Phenylating agent for palladium?catalyzed cross?couplings, click chemistry and photochemistry.
Smiles: [O-]S(=O)(C(F)(F)F)=O.C1([I+]C2=CC=CC=C2)=CC=CC=C1
InChi Key: SBQIJPBUMNWUKN-UHFFFAOYSA-M
References: (1) J.L. Dektar & N.P., J. Org. Chem. 55, 639 (1990) , (2) J.H. Ryan & P.J. Stang, Tetrahed. Lett. 38, 5061 (1997) , (3) S.A. Jacobsen, et al., J. Chem. Soc. Perkin Trans. I 1999, 3265 (1999) , (4) U. Radhakrishnan & P.J. Stang, Org. Lett. 3, 859 (2001) , (5) V.K. Aggarwal & B. Olofsson, Angew. Chem. Int. Ed. 44, 5516 (2005) , (6) J.-M. Becht & C. Drian, Org. Lett. 10, 3161 (2008) , (7) J. Aydin, et al., Org. Lett. 11, 2852 (2009) , (8) D. Kumar & V.B. Reddy, Synthesis 10, 1687 (2010) , (9) D. Lapointe, et al., Org. Chem. 76, 749 (2011) , (10) J.-M. Becht, Encycl. Reag. Org. Synth. (2011)

Reagent for synthesis. Used for α?phenylation of cyclic ketones, N?, O?, P?, and S?phenylation reactions. Phenylating agent for palladium?catalyzed cross?couplings, click chemistry and photochemistry.

SKU: D0091 Category: Building Blocks, Intermediates, Reagents

Additional information

Additional information

Synonyms	DPIT, Diphenyliodonium trifluoromethanesulfonate
Purity	≥98% (NMR)
Appearance	Light yellow crystalline
CAS-Number	66003-76-7
Molecular Formula	C13H10F3IO3S
Molecular Weight	430.18
Identity	1H-NMR
Solvents	acetone, chloroform, DMSO
Melting Point	180-181°C (lit.)
Smiles	[O-]S(=O)(C(F)(F)F)=O.C1([I+]C2=CC=CC=C2)=CC=CC=C1
InChi Key	SBQIJPBUMNWUKN-UHFFFAOYSA-M
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	RT
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at RT.
Hazard statements	H315-H319-H335
Precautionary statements	P261-P305 + P351 + P338
GHS Symbol	GHS07
Signal word	Warning
Transportation	Not dangerous goods
References	(1) J.L. Dektar & N.P., J. Org. Chem. 55, 639 (1990), (2) J.H. Ryan & P.J. Stang, Tetrahed. Lett. 38, 5061 (1997), (3) S.A. Jacobsen, et al., J. Chem. Soc. Perkin Trans. I 1999, 3265 (1999), (4) U. Radhakrishnan & P.J. Stang, Org. Lett. 3, 859 (2001), (5) V.K. Aggarwal & B. Olofsson, Angew. Chem. Int. Ed. 44, 5516 (2005), (6) J.-M. Becht & C. Drian, Org. Lett. 10, 3161 (2008), (7) J. Aydin, et al., Org. Lett. 11, 2852 (2009), (8) D. Kumar & V.B. Reddy, Synthesis 10, 1687 (2010), (9) D. Lapointe, et al., Org. Chem. 76, 749 (2011), (10) J.-M. Becht, Encycl. Reag. Org. Synth. (2011)
Quantity	5 g, Bulk