Name | 1-Bromo-4-(trifluoromethoxy)benzene |
Synonyms | TIMTEC-BB SBB006606 P-BROMOTRIFLUOROMETHOXYBENZENE P-Bromotrifluoromethoxybenzene P-TRIFLUOROMETHOXY BROMOBENZENE 4-BROMO(TRIFLUOROMETHOXY)BENZENE 4-(TRIFLUOROMETHOXY)BROMOBENZENE 4-(Trifluoromethoxy)bromobenzene 4-Bromo-(trifluoromethoxy)benzene 1-BROMO-4-TRIFLUOROMETHOXYBENZENE 1-Bromo-4-(trifluoromethoxy)benzene 1-BROMO-4-(TRIFLUOROMETHOXY)BENZENE Benzene, 1-bromo-4-(trifluoromethoxy)- 4-BROMO-ALPHA,ALPHA,ALPHA-TRIFLUOROANISOLE 1-chloro-4-[(trifluoromethyl)sulfanyl]benzene |
CAS | 407-14-7 |
EINECS | 206-979-2 |
InChI | InChI:1S/C7H4BrF3O/c8-5-1-3-6(4-2-5)12-7(9,10)11/h1-4H |
InChIKey | SEAOBYFQWJFORM-UHFFFAOYSA-N |
Molecular Formula | C7H4BrF3O |
Molar Mass | 241.01 |
Density | 1.622g/mLat 25°C(lit.) |
Boling Point | 80°C50mm Hg(lit.) |
Flash Point | 154°F |
Solubility | 11.7mg/l |
Vapor Presure | 20 hPa (55 °C) |
Appearance | Liquid |
Specific Gravity | 1.64 |
Color | Clear colorless to yellow |
BRN | 2046332 |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | n20/D 1.461(lit.) |
Physical and Chemical Properties | Density 1.622 boiling point 153-155°C refractive index 1.46-1.462 flash point 67°C |
Use | Used as pesticide, pharmaceutical intermediates |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R43 - May cause sensitization by skin contact R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. |
UN IDs | UN 3082 9/PG 3 |
WGK Germany | 1 |
HS Code | 29093090 |
Hazard Class | IRRITANT |
Toxicity | LD50 orally in Rabbit: > 2500 mg/kg |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
preparation | method 1. trifluoromethoxybenzene (11.35g,70mmol) was dissolved in 3.57mL of liquid bromine, 0.24g of iron was added, and the reaction was carried out at 100 ℃ for 16 hours. 450mL of dichloromethane was added, and the organic phase was washed with 6M hydrochloric acid (140mL),10% sodium bisulfite solution (140mL) and saturated sodium chloride solution (140mL). The organic phase was combined, anhydrous magnesium sulfate was dried, filtered, and the filtrate was concentrated under reduced pressure to obtain the title product p-bromotrifluoromethoxybenzene (14.1g, yellow liquid) with a yield of 83.8%. 1HNMR(400MHz,CDCl3):δ7.54-7.50(m,2H),7.11-7.09(m,2H) method 2. 4-bromophenol (3.46g) was dissolved in anhydrous N,N-dimethylformamide (0.16M). 1, 8-diazabicyclo [5.4.0] undec-7-ene (2.5 equivalents) was added to the mixture. The reaction was heated to 70°C. Ethyl bromodifluoroacetate (2.5 equivalent) was added at 8.0mL.h-1 by a syringe pump. The reaction was stirred at 70°C for 16 hours. Cool the crude mixture to room temperature. Dilute the crude mixture with water. The crude mixture was extracted 5 times with Et2O. Wash the combined organic layer twice with water and wash it once with salt water. The combined organic layer was dried with Na2SO4. Filter the combined organic layer. Concentrate the combined organic layer under reduced pressure. The crude mixture was purified by rapid column chromatography using 15:1 hexane/EtOAc to obtain p-bromotrifluoromethoxybenzene. |
Uses | 1-bromo-4-(trifluoromethoxy) benzene is an intermediate of the plant growth regulator fursulfurol. Used as pesticide and pharmaceutical intermediate |
Production method | The preparation method is a product prepared by reacting 4-bromophenoxy thiocarboxylic chloride with MoF3. |