| Identification | More | [Name]
5-BROMO-2-CHLOROTOLUENE | [CAS]
54932-72-8 | [Synonyms]
5-BROMO-2-CHLOROTOLUENE
5-BROMO-3-CHLOROTOLUENE
5-Bromo-2-chlorotoluene, 97+%
5-Bromo-2-chlorotoluene,98%
4-BROMO-1-CHLORO-2-METHYLBENZENE | [Molecular Formula]
C7H6BrCl | [MDL Number]
MFCD00018503 | [Molecular Weight]
205.48 | [MOL File]
54932-72-8.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light orange-yellow liquid | [Boiling point ]
98-100 °C/25 mmHg (lit.) | [density ]
1.55 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.575(lit.)
| [Fp ]
96°C | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Liquid | [color ]
Clear colorless to light orange-yellow | [Specific Gravity]
1.550 | [BRN ]
3234896 | [InChIKey]
OZFQMHJKAODEON-UHFFFAOYSA-N | [CAS DataBase Reference]
54932-72-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to light orange-yellow liquid | [Synthesis]
General procedure for the synthesis of 5-bromo-2-chlorotoluene from 2-methyl-4-bromoaniline: 11.7 g (63.2 mmol) of 2-methyl-4-bromoaniline was dissolved in 45 mL (6 mol/L) of hydrochloric acid solution and stirred thoroughly to form the hydrochloride salt. The resulting solution was cooled to 0°C in an ice-salt bath. Under the condition that the temperature was kept below 0°C, about 20% sodium nitrite solution (4.8 g, 69.5 mmol, 20 mL) was added slowly and dropwise. Subsequently, 12 mL of 1,4-dioxane was added and stirred well. The diazonium salt solution prepared above was slowly added to a hydrochloric acid solution (20 mL) of 3 mol/L cuprous chloride (6.7 g, 66.4 mmol) in an ice-water bath with vigorous stirring. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 0.5 h and then at 80 °C for 3 h. The reaction mixture was then stirred for 0.5 h at room temperature. After completion of the reaction, the mixture was cooled and extracted with dichloromethane (75 mL x 2). The organic phases were combined, washed sequentially with NaHCO3 solution (150 mL), water (150 mL), and saturated brine (100 mL x 2), and dried with anhydrous sodium sulfate overnight. Finally, the dried organic phase was concentrated under reduced pressure to afford 11.2 g (87% yield) of reddish brown liquid product. | [References]
[1] Patent: CN104478670, 2016, B. Location in patent: Paragraph 0027-0028
[2] Patent: CN107652276, 2018, A. Location in patent: Paragraph 0015; 0017 |
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