| Identification | More | [Name]
3,4-Difluorobenzaldehyde | [CAS]
34036-07-2 | [Synonyms]
3,4-DIFLUOROBENZALDEHYDE
3,4-Difluorobenzaldehyde,98%
3,4-Difluorobenzaldehyde 98%
3,4-Difluorbenzaldehyd | [EINECS(EC#)]
422-180-3 | [Molecular Formula]
C7H4F2O | [MDL Number]
MFCD00010328 | [Molecular Weight]
142.1 | [MOL File]
34036-07-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Light Yellow Clear Liquid | [Boiling point ]
53-55°C (15 mmHg) | [density ]
1.288 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.5(lit.)
| [Fp ]
150 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
3.962g/l | [form ]
Liquid | [color ]
Clear colorless to yellow | [Specific Gravity]
1.288 | [Sensitive ]
Air Sensitive | [Usage]
Metabolic | [BRN ]
2241231 | [InChI]
InChI=1S/C7H4F2O/c8-6-2-1-5(4-10)3-7(6)9/h1-4H | [InChIKey]
JPHKMYXKNKLNDF-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(F)C(F)=C1 | [CAS DataBase Reference]
34036-07-2(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:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
2
| [F ]
10-21 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29130000 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
2-Chloropropane-->3,4-Difluorotoluene-->4-Bromo-1,2-difluorobenzene-->N,N-Dimethylformamide-->Magnesium-->iodine-->Tetrahydrofuran | [Preparation Products]
trans-3,4-Difluorocinnamic acid-->3,4-DIFLUOROHYDROCINNAMIC ACID-->(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid-->METHYL 3,4-DIFLUOROBENZOATE-->3-Fluoro-4-(methylthio)benzaldehyde-->2-amino-1-(3,4-difluorophenyl)ethanol-->1-(3-BroMopropyl)-3,4-difluorobenzene-->3-(4-fluorophenoxy)benzoic acid |
| Hazard Information | Back Directory | [Chemical Properties]
Light Yellow Clear Liquid | [Uses]
3,4-Difluorobenzaldehyde was used in the synthesis of 3-benzylidene 20,29-dihydrobetulinic acid derivatives. | [Uses]
3,4-Difluorobenzaldehyde is used in the synthesis of fluorine-substituted analogs of Curcumin (C838500), as chemopreventive and/or therapeutic agents against cancers and/or against the development of
drug-resistant cancer. | [Uses]
Metabolic | [Synthesis]
General procedure: a 5L four-necked flask is equipped with a mechanical stirring device and protected by nitrogen gas. Magnesium strips and 400 g of iodine granules were added sequentially in tetrahydrofuran. 41.7g of 2-chloropropane was slowly added at room temperature, and the addition time was controlled within 10 minutes, and then the reaction was warmed up to 40℃. The reaction was cooled to room temperature upon completion. A tetrahydrofuran solution of 3,4-difluorobromobenzene (654 g of 3,4-difluorobromobenzene dissolved in 700 g of tetrahydrofuran) was added dropwise at 0 to 10 °C, with the dropwise addition time controlled within 50 min. After the dropwise addition, the reaction mixture was kept at room temperature. After completion of the reaction it was again cooled to 0-10°C and a tetrahydrofuran solution of N,N-dimethylformamide (DMF) was added dropwise (291.3 g of DMF dissolved in 300 g of tetrahydrofuran) over a period of 40 min, keeping the temperature below 10°C. Subsequently 700 g of water was added dropwise and the pH was adjusted to about 4 with concentrated hydrochloric acid (about 840 g of hydrochloric acid was required). Phase separation was carried out and the aqueous phase was extracted twice with 500 g of toluene to combine the organic layers. The organic layer was sequentially washed once with 500 g of saturated saline and once more with 500 g of water. Finally, the crude product was concentrated under vacuum at 65 °C to no solvent. The crude product was purified by vacuum distillation to obtain 3,4-difluorobenzaldehyde with a purity greater than 99.5% and a yield of 86%. | [References]
[1] Patent: CN105859536, 2016, A. Location in patent: Paragraph 0016; 0017 |
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