| Identification | More | [Name]
3-Chlorobenzyl bromide | [CAS]
766-80-3 | [Synonyms]
1-(bromomethyl)-3-chlorobenzene
3-CHLOROBENZYL BROMIDE
A-BROMO-M-CHLOROTOLUENE
ALPHA-BROMO-3-CHLOROTOLUENE
ALPHA-BROMO-M-CHLOROTOLUENE
M-CHLOROBENZYL BROMIDE
Toluene, alpha-bromo-m-chloro-
α-Bromo-3-chlorotoluene
3-CHLOROBENZYL BROMIDE 95% (GC)
3-Chlorobenzylbromide,97%
3-Chlorobenzyl bromide, 98+%
Benzene, 1-(bromomethyl)-3-chloro-
à-bromo-3-chlorotoluene
3-Chlorobenzyl bromide 97%
A-BROMO-3-CHLOROTOLUENE
m-Chloro-α-bromotoluene
α-Bromo-m-chlorotoluene | [EINECS(EC#)]
212-171-0 | [Molecular Formula]
C7H6BrCl | [MDL Number]
MFCD00000597 | [Molecular Weight]
205.48 | [MOL File]
766-80-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless liquid | [Melting point ]
15 °C | [Boiling point ]
109-110 °C/12 mmHg (lit.) | [density ]
1.565 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.588(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Store at R.T. | [form ]
powder to lump to clear liquid | [color ]
White or Colorless to Yellow | [Specific Gravity]
1.565 | [Water Solubility ]
DECOMPOSES | [Sensitive ]
Lachrymatory | [Detection Methods]
GC | [BRN ]
636504 | [CAS DataBase Reference]
766-80-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, 1-(bromomethyl)-3-chloro-(766-80-3) | [Storage Precautions]
Store under nitrogen |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [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 .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
3
| [F ]
19 | [Hazard Note ]
Corrosive/Lachrymatory | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
3-Chlorobenzyl bromide was used in the synthesis of symmetrical and unsymmetrical benzyl thioethers. It was used as starting reagent during the synthesis of 1-(3-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole dihydrochloride. | [General Description]
3-Chlorobenzyl bromide reacts with aminoethanol and NaH to yield aminoethyl 3-chlorobenzyl ether. | [Synthesis]
General procedure for the synthesis of 3-chlorobenzyl bromide from 3-chlorotoluene: In a reaction flask fitted with a stirrer, reflux condenser, and thermometer, m-chlorotoluene (5.1 g, 40 mmol), sodium bromate (2.1 g, 14 mmol), sodium bromide (2.9 g, 28 mmol), and dichloromethane (25 mL) were added. A tail gas absorption device was installed and heated to reflux. AIBN (0.025 g) and BPO (0.025 g) were dissolved in 5 mL of dichloromethane and quickly added to the reaction flask. Subsequently, diluted concentrated sulfuric acid (2.1 g, 21 mmol, diluted with 2.5 mL of water) was added slowly and dropwise. Upon completion of the reaction, the progress of the reaction was monitored by gas chromatography. The mixture was cooled to room temperature, saturated sodium bisulfite solution (10 mL) was added and stirred until the solution faded from red to colorless. The aqueous phase was extracted twice with dichloromethane (10 mL x 2), the organic phases were combined, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography (eluent was petroleum ether) to give 6.8 g of 3-chlorobenzyl bromide as a colorless liquid in 83% yield. | [References]
[1] Patent: CN107098791, 2017, A. Location in patent: Paragraph 0043-0045
[2] Synthetic Communications, 2010, vol. 40, # 7, p. 998 - 1003
[3] Synthesis (Germany), 2018, vol. 50, # 24, p. 4933 - 4939
[4] Chinese Chemical Letters, 2011, vol. 22, # 4, p. 382 - 384
[5] Journal of the Chemical Society, 1932, p. 55,66 |
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