2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE
- Product Name
- 2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE
- CAS No.
- 88284-48-4
- Chemical Name
- 2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE
- Synonyms
- 2-(Trimethylsilyl)phenyl Triflate;DK943;DKSI110;DKFELEX0252;(TriMethylsilyl)phenyl Triflate;TriMethylsilyl)phenyl trifluoroMethanesulfona;2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFOTE;2-(trimethylsilyl)phenyl trifluoromethane-sulfona;2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE;2-(TriMethylsilyl)phenyl trifluoroMethanesulfonate 97%
- CBNumber
- CB5399688
- Molecular Formula
- C10H13F3O3SSi
- Formula Weight
- 298.35
- MOL File
- 88284-48-4.mol
2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE Property
- Boiling point:
- 70 °C/2 mmHg (lit.)
- Density
- 1.229 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.456(lit.)
- Flash point:
- 205 °F
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- clear liquid
- color
- Colorless to Light yellow
- Specific Gravity
- 1.229
- Hydrolytic Sensitivity
- 7: reacts slowly with moisture/water
- InChI
- InChI=1S/C10H13F3O3SSi/c1-18(2,3)9-7-5-4-6-8(9)16-17(14,15)10(11,12)13/h4-7H,1-3H3
- InChIKey
- XBHPFCIWRHJDCP-UHFFFAOYSA-N
- SMILES
- C(F)(F)(F)S(OC1=CC=CC=C1[Si](C)(C)C)(=O)=O
Safety
- Hazard Codes
- C
- Risk Statements
- 34
- Safety Statements
- 26-27-36/37/39-45
- RIDADR
- UN 3265 8/PG 2
- WGK Germany
- 3
- HazardClass
- 8
- PackingGroup
- Ⅱ
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- 470430
- Product name
- 2-(Trimethylsilyl)phenyl trifluoromethanesulfonate
- Purity
- 97%
- Packaging
- 1g
- Price
- $71.5
- Updated
- 2024/03/01
- Product number
- 470430
- Product name
- 2-(Trimethylsilyl)phenyl trifluoromethanesulfonate
- Purity
- 97%
- Packaging
- 5g
- Price
- $223
- Updated
- 2024/03/01
- Product number
- T2089
- Product name
- 2-(Trimethylsilyl)phenyl Trifluoromethanesulfonate
- Purity
- >95.0%(GC)
- Packaging
- 1g
- Price
- $62
- Updated
- 2025/07/31
- Product number
- T2089
- Product name
- 2-(Trimethylsilyl)phenyl Trifluoromethanesulfonate
- Purity
- >95.0%(GC)
- Packaging
- 5g
- Price
- $188
- Updated
- 2025/07/31
- Product number
- T2089
- Product name
- 2-(Trimethylsilyl)phenyl Trifluoromethanesulfonate
- Purity
- >95.0%(GC)
- Packaging
- 25g
- Price
- $626
- Updated
- 2025/07/31
2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE Chemical Properties,Usage,Production
Chemical Properties
The chemical properties of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate are mainly derived from the trifluoromethanesulfonyl and trimethylsilyl groups in its structure. As a strongly acidic leaving group, trifluoromethanesulfonyl is easily dissociated in reactions to form stable fluoride ions and trifluoromethanesulfonyl cations. This property makes it exhibit excellent catalytic performance in catalyzing esterification, etherification, condensation and other reactions. Meanwhile, the trimethylsilyl group, as a stable substituent, not only enhances the stability of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate, but also provides the possibility of its wide application in organic synthesis.
Physical properties
bp 70 °C/2 mmHg; d 1.229 g mL?1
Uses
2-(Trimethylsilyl)phenyl trifluoromethanesulfonate may be used to generate benzyne under mild conditions of simple fluoride treatment at room temperature.
Uses
2-(Trimethylsilyl)phenyl Triflate is a useful reagent applied in reactions of Polycyclic Arenes, Heteroatom Arylation,Heteroarenes and Benzannulated Heterocycles, Carbon Arylations, etc.
General Description
2-(Trimethylsilyl)phenyl trifluoromethanesulfonate is an important ortho-benzyne precursor in aryne chemistry.
Synthesis
358-23-6
15288-53-6
88284-48-4
(1) In a 10 L glass reactor, after argon displacement, 6 L of dichloromethane and 1 kg of 2-(trimethylsilyl)phenol (compound III) were added and mixed thoroughly. (2) The reaction system was cooled to -10 to -15 °C using a dry ice-ethanol bath, and 550 g of pyridine was added slowly and dropwise, and the reaction was exothermic and accompanied by the generation of white fumes. (3) Maintain the internal temperature below -10°C and slowly add 1.8 kg of trifluoromethanesulfonic anhydride dropwise. (4) After the dropwise addition, the reaction was carried out at -5 to 0°C for 5 to 6 hours. (5) After confirming the complete consumption of Compound III by GC monitoring, the reaction system was cooled to below 0°C, and the reaction was quenched by slow dropwise addition of 1.5L of 1N hydrochloric acid solution, taking care to control the exotherm. (6) After quenching and stirring, static layering, the organic phase was washed with 2L of saturated sodium bicarbonate solution and 2L of saturated sodium chloride solution, 100g of anhydrous magnesium sulfate drying, filtration and concentration under reduced pressure, to obtain 1.5kg of brown transparent liquid 2-(trimethylmethylsilyl)phenyl trifluoromethanesulfonate (Compound IV). (7) 1.5kg of crude compound IV was transferred to a 2L distillation flask and distilled under reduced pressure. Under 1.0 kPa vacuum, the bath temperature was 91~105°C, boiling point 49~76°C, the pre-fraction F1 (65 g) was collected; the bath temperature was 108~110°C, boiling point 76~79°C, the main fraction F2 (1.32 kg, GC purity 98.7%) was collected; the distillation was stopped and the residue F3 (85 g).
References
[1] Synthesis, 2010, # 6, p. 911 - 913
[2] Organic and Biomolecular Chemistry, 2016, vol. 14, # 25, p. 6079 - 6087
[3] Patent: CN107325120, 2017, A. Location in patent: Paragraph 0039; 0040; 0041; 0042; 0043; 0044; 0045-0052
2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE Preparation Products And Raw materials
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View Lastest Price from 2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE manufacturers
- Product
- 2-trimethylsilylphenyl triflate 88284-48-4
- Price
- US $2.20-8.80/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2025-09-08
- Product
- 2-(TRIMETHYLSILYL)PHENYL TRIFLUOROMETHANESULFONATE 88284-48-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-09
- Product
- (TriMethylsilyl)phenyl Triflate 88284-48-4
- Price
- US $1.00-1.00/KG
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 50ton
- Release date
- 2020-05-20