Identification | More | [Name]
1,2-DIMETHOXY-4-FLUOROBENZENE | [CAS]
398-62-9 | [Synonyms]
1,2-DIMETHOXY-4-FLUOROBENZENE 1-FLUORO-3,4-DIMETHOXYBENZENE 3,4-DIMETHOXY-1-FLUOROBENZENE 3,4-DIMETHOXYFLUOROBENZENE 4-FLUORO-1,2-DIMETHOXYBENZENE 4-FLUOROVERATROLE 4-Fluoroveratrole,98% 1,2-Dimethoxy-4-fluorobenzene 98% 1,2-Dimethoxy-4-fluorobenzene98% 4-Fluoropyrocatechol dimethyl ether 4-FLUOROVERATROLE 98% 3,4-Dimethoxyfluorobenzene (4-Fluoroveratrole) 3,4-Dimethoxyphenyl fluoride | [Molecular Formula]
C8H9FO2 | [MDL Number]
MFCD00012201 | [Molecular Weight]
156.15 | [MOL File]
398-62-9.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal | [Boiling point ]
120-123°C 45mm | [density ]
1.171 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.51(lit.)
| [Fp ]
197 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Oil | [color ]
Colourless | [Specific Gravity]
1.19 | [Water Solubility ]
Soluble in water 0.079 g/L 25°C. | [BRN ]
2441600 | [InChI]
InChI=1S/C8H9FO2/c1-10-7-4-3-6(9)5-8(7)11-2/h3-5H,1-2H3 | [InChIKey]
DAGKHJDZYJFWSO-UHFFFAOYSA-N | [SMILES]
C1(OC)=CC=C(F)C=C1OC | [CAS DataBase Reference]
398-62-9(CAS DataBase Reference) |
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 . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29093090 |
Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal | [Uses]
4-Fluoro-1,2-dimethoxybenzene is a raw material used in organic synthesis. | [Synthesis]
General procedure for the synthesis of 4-fluoro-1,2-dimethoxybenzene from 3,4-dimethoxyaniline:
1. Continuous diazotization step: material A (50 mL containing 3,4-dimethoxyaniline (100 mmol), fluoboric acid (120 mmol), hydrochloric acid (180 mmol)) and material B (50 mL containing aqueous sodium nitrite solution) were mixed in a reaction tube at 25 °C with a residence time of about 15 seconds. Subsequently, sodium nitrite solution (105 mmol) was pumped into the reaction system through a T-fitting at a flow rate of 4 mL/min. The reaction mixture flowed out through the outlet and was collected in a cooling vessel, maintaining vigorous stirring during the process. The resulting slurry was cooled to -5°C and then pumped. The solids were washed with methanol and subsequently dried under vacuum to give the corresponding diazonium tetrafluoroborate.
2. Continuous fluorination carbonylation process: a slurry of the above prepared diazonium tetrafluoroborate in 300 mL of co-solvent was introduced continuously into the reaction tube at a flow rate of 4 mL/min. The mixture was kept at a set temperature for 1 min and subsequently cooled in the tandem tube. The collected liquid was washed with aqueous NaOH and water to give an almost colorless liquid of 4-fluoro-1,2-dimethoxybenzene. | [References]
[1] Tetrahedron Letters, 2013, vol. 54, # 10, p. 1261 - 1263 [2] Patent: CN105503549, 2016, A. Location in patent: Paragraph 0018; 0019; 0020 [3] Journal of Organic Chemistry, 1986, vol. 51, # 21, p. 4073 - 4075 [4] Angewandte Chemie - International Edition, 2018, vol. 57, # 31, p. 9896 - 9900 [5] Angew. Chem., 2018, vol. 130, p. 10044 - 10048,5 |
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