| Identification | More | [Name]
2,4,6-Trimethybromombenzene | [CAS]
576-83-0 | [Synonyms]
1-bromo-2,4,6-trimethylbenzene
1-Bromomesitylene
2,4,6-trimethybromombenzene
2,4,6-TRIMETHYLBROMOBENZENE
2,4,6-Trimethylphenyl bromide
2-BROMO-1,3,5-TRIMETHYLBENZENE
2-BROMOMESITYLENE
BROMOMESITYLENE
MESITYL BROMIDE
TIMTEC-BB SBB007975
2-bromo-1,3,5-trimethyl-benzen
Mesitylene, 2-bromo-
2-Bromomesifylene
2-Bromomesitylene,99%
2-Bromo-1,3,5-trimethlybenzene
Benzene, 2-bromo-1,3,5-trimethyl-
2-BROMOM
1,3,5-Trimethyl-2-bromobenzene | [EINECS(EC#)]
209-405-9 | [Molecular Formula]
C9H11Br | [MDL Number]
MFCD00000073 | [Molecular Weight]
199.09 | [MOL File]
576-83-0.mol |
| Chemical Properties | Back Directory | [Appearance]
colorless liquid | [Melting point ]
2 °C(lit.)
| [Boiling point ]
225 °C(lit.)
| [density ]
1.301 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.552(lit.)
| [Fp ]
205 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Liquid | [color ]
Clear colorless to very slightly yellow | [Water Solubility ]
Insoluble in water(20°C) . | [Sensitive ]
Light Sensitive | [BRN ]
1907245 | [InChI]
InChI=1S/C9H11Br/c1-6-4-7(2)9(10)8(3)5-6/h4-5H,1-3H3 | [InChIKey]
RRTLQRYOJOSPEA-UHFFFAOYSA-N | [SMILES]
C1(C)=CC(C)=CC(C)=C1Br | [CAS DataBase Reference]
576-83-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, 2-bromo-1,3,5-trimethyl-(576-83-0) | [EPA Substance Registry System]
576-83-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [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:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29036990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
STOT SE 3 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Mesitylene-->N-Bromosuccinimide-->1,2-Dichloroethane-->1,3,5-TribroMo-2,4,6-TriMethyl-Benzene-->2,4-DIBROMOMESITYLENE | [Preparation Products]
2-METHOXY-3-PYRIDINECARBOXALDEHYDE-->3-METHOXY-PYRIDINE-2-CARBALDEHYDE-->Boron Standard Metal Solution-->3,4,5-TRIMETHYLBENZOIC ACID-->2,4,6-Trimethylbenzenesulfonic acid-->4-BROMO-3,5-DIMETHYL-BENZOIC ACID METHYL ESTER-->2,4,6-Trimethylbenzophenone-->1,3-BIS(2,4,6-TRIMETHYLPHENYL)-IMIDAZOLIDINIUM-CHLORIDE-->2-Bromo-benzene-1,3,5-tricarboxylic acid |
| Hazard Information | Back Directory | [Chemical Properties]
colorless liquid | [Uses]
2-Bromomesitylene is a useful synthetic intermediate, Aromatics, Boron Derivatives, Catalyst. It is an intermediate used to prepare Hydrogen[4-[bis(2,4,6-trimethylphenyl)phosphino]-2,3,5,6-tetrafluorophenyl]hydrobis(2,3,4,5,6-pentafluorophenyl)borate (H714510) which is a frustrated phosphonium borate for metal-free catalytic hydrogenation of imines. | [Synthesis]
The general procedure for the synthesis of 2-bromo-1,3,5-trimethylbenzene from 1,3,5-trimethylbenzene was as follows: N-bromosuccinimide (NBS, 1.0 mmol) and Catalyst 1 (0.1 or 1 mol% Au based on the substrate) were accurately weighed and added to 10 mL of a sealed reaction vessel, followed by 1,2-dichloroethane (DCE, 2 mL) and 1,3,5- trimethylbenzene (1.0 mmol). The reaction mixture was stirred at a set temperature for a specified time. Upon completion of the reaction, the catalyst was removed by separation using a magnet, followed by concentration of the reaction solution under reduced pressure and final purification by column chromatography to afford the target product 2-bromo-1,3,5-trimethylbenzene. | [References]
[1] Journal of Organic Chemistry, 1993, vol. 58, # 11, p. 3072 - 3075
[2] Tetrahedron, 2009, vol. 65, # 22, p. 4429 - 4439
[3] Angewandte Chemie - International Edition, 2010, vol. 49, # 11, p. 2028 - 2032
[4] Tetrahedron Letters, 2013, vol. 54, # 9, p. 1063 - 1066
[5] Synthesis, 2002, # 2, p. 169 - 171 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,4,6-Trimethybromombenzene(576-83-0)MS
2,4,6-Trimethybromombenzene(576-83-0)1HNMR
2,4,6-Trimethybromombenzene(576-83-0)13CNMR
2,4,6-Trimethybromombenzene(576-83-0)IR1
2,4,6-Trimethybromombenzene(576-83-0)Raman
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