| Identification | More | [Name]
3,5-BIS(TRIFLUOROMETHYL)PHENYLACETYLENE | [CAS]
88444-81-9 | [Synonyms]
1-ETHYNYL-3,5-BIS(TRIFLUOROMETHYL)BENZENE
3,5-BIS(TRIFLUOROMETHYL)-1-ETHYNYLBENZENE
3,5-BIS(TRIFLUOROMETHYL)PHENYLACETYLENE
3',5'-BIS-TRIFLUOROMETHYLPHENYL ACETYLENE
SALOR-INT L308668-1EA
1-ETHYNYL-3,5-BIS(TRIFLUOROMETHYL)BENZE&
3',5'-Bis(trifluoromethyl)phenyl acetylene | [Molecular Formula]
C10H4F6 | [MDL Number]
MFCD01861850 | [Molecular Weight]
238.13 | [MOL File]
88444-81-9.mol |
| Chemical Properties | Back Directory | [Boiling point ]
147-148 °C (lit.) | [density ]
1.346 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.4230(lit.)
| [Fp ]
112 °F
| [storage temp. ]
Sealed in dry,2-8°C | [form ]
clear liquid | [color ]
Colorless to Light yellow to Light orange | [InChI]
InChI=1S/C10H4F6/c1-2-6-3-7(9(11,12)13)5-8(4-6)10(14,15)16/h1,3-5H | [InChIKey]
MAHIBRPXUPUAIF-UHFFFAOYSA-N | [SMILES]
C1(C#C)=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 | [CAS DataBase Reference]
88444-81-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
3 | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow liquid | [Synthesis]
General procedure for the synthesis of 3,5-bis(trifluoromethyl)phenylethynyltrimethylsilane from (3,5-bis(trifluoromethyl)phenylethynyl)trimethylsilane: To a mixed solution of 2-[3,5-bis(trifluoromethyl)phenyl]ethynyltrimethylsilane (83.1g, 267.7mmol) in methanol (70mL) and chloroform (70mL) was added potassium carbonate (7.4g, 53.5 mmol), followed by stirring the reaction mixture at room temperature overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. Water was added to the residue and extracted with ether. The organic layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. After filtration to remove the desiccant, the filtrate was concentrated under reduced pressure to give the crude product. The crude product was further purified by reduced pressure distillation (82 °C, 100 mbar) to afford 3,5-bis(trifluoromethyl)phenylacetylene (48.7 g, 76% yield) as a colorless oil. The structure of the product was confirmed by 1H NMR (CDCl3): δ 7.92 (2H, s), 7.84 (1H, s), 3.26 (1H, s). | [References]
[1] Dalton Transactions, 2012, vol. 41, # 3, p. 839 - 849
[2] Patent: US2018/290986, 2018, A1. Location in patent: Paragraph 0230; 0231
[3] Journal of Organic Chemistry, 1993, vol. 58, # 24, p. 6614 - 6619
[4] Chemical Communications, 2008, # 19, p. 2203 - 2205
[5] Journal of Materials Chemistry C, 2017, vol. 5, # 31, p. 7977 - 7984 |
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