(trifluoromethyl)benzene

• ChemBase ID: 94065
• Molecular Formular: C7H5F3
• Molecular Mass: 146.1098096
• Monoisotopic Mass: 146.03433482
• SMILES: FC(c1ccccc1)(F)F
• Canonical SMILES: FC(c1ccccc1)(F)F
• InChI: InChI=1S/C7H5F3/c8-7(9,10)6-4-2-1-3-5-6/h1-5H
• InChIKey: GETTZEONDQJALK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (trifluoromethyl)benzene
• IUPAC Traditional name: (trifluoromethyl)-benzene
• Synonyms: Benzotrifluoride; α,α,α-Trifluorotoluene solution; α,α,α-Trifluorotoluene; BENZOTRIFLUORIDE; trifluoromethylbenzene; alpha,alpha,alpha-Trifluorotoluene; Benzotrifluoride 99%; BTF; (Trifluoromethyl)benzene; Benzotrifluoride; (Trifluoromethyl)benzene; 三氟甲苯; α,α,α-三氟甲苯 溶液; α,α,α-三氟甲苯; 三氟甲苯

Database IDs

• CAS Number: 98-08-8
• EC Number: 202-635-0; 214-061-8
• MDL Number: MFCD00000372
• Beilstein Number: 1906908
• Merck Index: 141110
• PubChem SID: 24879222; 24878995; 24882104; 24871925; 162080720; 24867847
• PubChem CID: 7368

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.8510942
• LogD (pH = 7.4): 2.8510942
• Log P: 2.8510942
• Molar Refractivity: 32.0317 cm^3
• Polarizability: 11.480607 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -29 °C(lit.); -29°C; -29°C
• Boiling Point: 100-103 °C; 101-102°C; 101-103°C; 102 °C(lit.)
• Flash Point: -11 °C; 12 °C; 12 °F; 12°C; 12.2 °F; 12°C(54°F); 53.6 °F
• Density: 1.188; 1.19 g/mL at 20 °C(lit.); 1.199
• Refractive Index: 1.414; 1.4145; n20/D 1.414; n20/D 1.414(lit.)

Safety Information

• Storage Warning: Highly Flammable
• RTECS: XT9450000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Toxic (T)
• UN Number: 1114; 1230; 2338; UN2338
• German water hazard class: 1; 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-51/53; 23/24/25-39/23/24/25; 45-46-11-36/38-48/23/24/25.1-65; 45-46-11-36/38-48/23/24/25-65; R:11-51/53
• Safety Statements: 16-23-61; 36/37-45; 53.1-26-36/37-45-62; 53-45; S:16-23-61
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H304-H315-H319-H340-H350-H372; H225-H411; H225-H411-H401; H301-H311-H331-H370
• GHS Precautionary statements: P201-P210-P301 + P310-P305 + P351 + P338-P308 + P313-P331; P210-P261-P273; P210-P273; P260-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1114 3/PG 2; UN 1230 3/PG 2; UN 2338 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); ≥99%; ≥99.5% (GC); 95+%; 99%
• Concentration: 0.05% in benzene-d6 (99.6 atom % D); 2000 μg/mL in methanol
• Grade: analytical standard; anhydrous; NMR reference standard; puriss.; purum
• Packaging: ampule of 1 mL; ampule of 1000 mg
• Suitability: suitable for 503.1 per US EPA; suitable for 602 per US EPA; suitable for 8020 per US EPA; suitable for 8021 (1987) per US EPA; suitable for 8021A (1990) per US EPA
• NMR tube O.D. × L: 3 mm × 8 in.; 4 mm × 8 in.; 5 mm × 8 in.
• Feature: standard type internal/surrogate
• NMR tube wall thickness: 0.24 mm , ultra-thin wall
• NMR tube O.D.: 10 mm
• Linear Formula: C6H5CF3

DETAILS

MP Biomedicals - 05208575

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - PC1190

An alternative solvent to dichloromethane with higher bp and lower toxicity.

Sigma Aldrich - 613185

Features and Benefits
19F sensitivity

Sigma Aldrich - 612685

Features and Benefits
19F sensitivity

Sigma Aldrich - 733806

Features and Benefits
19F Sensitivity

Sigma Aldrich - T63703

Packaging
1 kg in glass bottle
500 g in glass bottle

Sigma Aldrich - 736120

Features and Benefits
19F sensitivity

Sigma Aldrich - 12811

Other Notes
Alternative to methylene chloride as solvent for organic reactions: low toxicity and higher boiling point1

Sigma Aldrich - 547948

Packaging
1, 2 L in Sure/Seal™
100, 12×100 mL in Sure/Seal™

Sigma Aldrich - 551406

Features and Benefits
19F sensitivity

REFERENCES

• Non-chlorinated alternative solvent to dichloromethane for a variety of reactions including Swern, Dess-Martin and hydrogen peroxide oxidations, and Lewis acid promoted reactions: J. Org. Chem., 62, 450 (1997).
• Metallation of benzotrifluoride with n-BuLi in diethyl ether is unselective, giving, on quenching with CO₂, a mixture consisting largely of ortho- and meta-trifluoromethyl benzoic acids: J. Am. Chem. Soc., 68, 1658 (1946). Use of the superbasic combination of n-BuLi and KO-t-Bu was found to give regioselective ortho-metallation, leading to high yields of the ortho-acid: Synlett, 747 (1990).