| Identification | More | [Name]
3-Bromobenzyl bromide | [CAS]
823-78-9 | [Synonyms]
3-BROMOBENZYL BROMIDE
ALPHA,3-DIBROMOTOLUENE
ALPHA,M-DIBROMOTOLUENE
M-BROMOBENZYL BROMIDE
1-bromo-3-(bromomethyl)-benzen
Toluene,m,α-dibromo-
3-Brombenzyl bromide
3-Bromo Benzyl Bromide m-Bromobenzyl Bromide
3-BromobenzylBromide98%
3-Bromobenzylbromide,99%
m-Bromobenzyl
Benzene, 1-bromo-3-(bromomethyl)-
à,3-dibromotoluene
α,3-dibromotoluene
1-bromo-3-(bromomethyl)-benzene
1-(Bromomethyl)-3-bromobenzene | [EINECS(EC#)]
212-519-1 | [Molecular Formula]
C7H6Br2 | [MDL Number]
MFCD00000176 | [Molecular Weight]
249.93 | [MOL File]
823-78-9.mol |
| Chemical Properties | Back Directory | [Appearance]
White to yellow solid | [Melting point ]
39-41 °C(lit.)
| [Boiling point ]
130 °C12 mm Hg
| [density ]
1,56 g/cm3 | [refractive index ]
1.6066 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Adhering Crystals or Crystalline Powder | [color ]
White | [Water Solubility ]
Insoluble in water. | [BRN ]
2078683 | [InChI]
InChI=1S/C7H6Br2/c8-5-6-2-1-3-7(9)4-6/h1-4H,5H2 | [InChIKey]
ZPCJPJQUVRIILS-UHFFFAOYSA-N | [SMILES]
C1(Br)=CC=CC(CBr)=C1 | [CAS DataBase Reference]
823-78-9(CAS DataBase Reference) | [EPA Substance Registry System]
823-78-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R37:Irritating to the respiratory system. | [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) .
S25:Avoid contact with eyes . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [F ]
19 | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29036990 |
| Hazard Information | Back Directory | [Chemical Properties]
White to yellow solid | [Uses]
3-Bromobenzyl bromide was used in the synthesis of, 1,7-di(3-bromobenzyl)cyclen and substituted 8-arylquinoline, phosphodiesterase 4 (PDE4) inhibitors. | [General Description]
3-Bromobenzyl bromide undergoes reduction with diethylzinc in the presence of Pd(PPh3)4 to yield corresponding hydrocarbon. | [Synthesis]
General procedure for the synthesis of 3-bromobenzyl bromide from 3-bromomethylbenzene: To a mixture of N-bromosuccinimide (NXS) and substrate (1 or 6) in acetonitrile (CH3CN), silicon tetrachloride (SiCl4) was slowly added at room temperature, and the reaction mixture was stirred continuously until thin-layer chromatography (TLC) monitoring showed complete disappearance of the feedstock. Subsequently, the reaction mixture was poured into water and extracted with dichloromethane (CH2Cl2). All organic phase extracts were combined and dried with anhydrous magnesium sulfate (MgSO4), followed by concentration under reduced pressure to remove the solvent. The residue was purified by recrystallization (petroleum ether-ether, 3:1) to give the pure products 2b-2g or 3b; or by silica gel column chromatography (hexane-ethyl acetate, 10:1 or 30:1) to give the pure products 2a, h, i, 3a-5 or 7-9. | [References]
[1] Journal of Organic Chemistry, 2014, vol. 79, # 1, p. 223 - 229
[2] Synthetic Communications, 2010, vol. 40, # 7, p. 998 - 1003
[3] Tetrahedron Letters, 2011, vol. 52, # 31, p. 4026 - 4029
[4] Patent: US2009/12171, 2009, A1. Location in patent: Page/Page column 11
[5] Patent: WO2005/105736, 2005, A1. Location in patent: Page/Page column 28 |
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