| Identification | More | [Name]
1-Bromo-2,4-dimethoxybenzene | [CAS]
17715-69-4 | [Synonyms]
1,3-DIMETHOXY-4-BROMOBENZENE
1-BROMO-2,4-DIMETHOXYBENZENE
2,4-DIMETHOXYBROMOBENZENE
4-BROMORESOCINOL DIMETHYL ETHER
4-BROMORESORCINOL DIMETHYL ETHER
2,4-Dimethoxyphenyl bromide
4-Bromo-1,3-dimethoxybenzene
1-BROMO-2 4-DIMETHOXYBENZENE 96%
1-Bromo-2,4-dimethoxybenzene, GC 98%
Benzene, 1-bromo-2,4-dimethoxy-
3-Methoxy-4-bromoanisole | [EINECS(EC#)]
241-717-0 | [Molecular Formula]
C8H9BrO2 | [MDL Number]
MFCD00009844 | [Molecular Weight]
217.06 | [MOL File]
17715-69-4.mol |
| Chemical Properties | Back Directory | [Appearance]
clearslightlyyellowliqui | [Melting point ]
25-26 °C(lit.)
| [Boiling point ]
153-155 °C18 mm Hg(lit.)
| [density ]
1.507 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.572(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
0-6°C | [form ]
Liquid | [color ]
Clear slightly yellow | [Specific Gravity]
1.507 | [Water Solubility ]
insoluble | [BRN ]
1867593 | [InChI]
InChI=1S/C8H9BrO2/c1-10-6-3-4-7(9)8(5-6)11-2/h3-5H,1-2H3 | [InChIKey]
NIUZVSQOXJIHBL-UHFFFAOYSA-N | [SMILES]
C1(Br)=CC=C(OC)C=C1OC | [CAS DataBase Reference]
17715-69-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, 1-bromo-2,4-dimethoxy-(17715-69-4) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29093090 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
clearslightlyyellowliqui | [Uses]
1-Bromo-2,4-dimethoxybenzene was used in the synthesis of 2,3-disubstituted benzo[b]furans. It was also used in the synthesis of dendrimer Si[CH2CH2Si(Me)2-2,4-(MeO)2-C6H3]4. | [Synthesis]
Carbon tetrabromide (0.075 mmol), AQN-2-CO2H (0.03 mmol) and anhydrous ethanol (5 mL) were added to a Pyrex test tube using 1,3,5-trimethoxybenzene (1a, 0.3 mmol) as the raw material. The reaction mixture was irradiated and stirred in air for 20 h at room temperature using a 21 W fluorescent lamp. Upon completion of the reaction, the mixture was concentrated in vacuum, quenched with sodium thiosulfate (Na2S2O3) solution and extracted with ethyl acetate (EtOAc). The organic layers were combined and dried with anhydrous magnesium sulfate (MgSO4), followed by vacuum concentration to remove the solvent. Purification of the residue by rapid chromatography on silica gel (eluent ratio hexane/ethyl acetate = 6:1) afforded the target product 2-bromo-1,3,5-trimethoxybenzene (2a) (66.8 mg, 90% yield) as a white solid. | [References]
[1] Synthetic Communications, 2007, vol. 37, # 2, p. 323 - 328
[2] Journal of Organic Chemistry, 2013, vol. 78, # 20, p. 10360 - 10368
[3] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 2, p. 591 - 593
[4] Canadian Journal of Chemistry, 2009, vol. 87, # 2, p. 440 - 447
[5] Tetrahedron Letters, 1997, vol. 38, # 25, p. 4415 - 4416 |
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