| Identification | More | [Name]
4-(DIFLUOROMETHOXY)BENZALDEHYDE | [CAS]
73960-07-3 | [Synonyms]
4-(DIFLUOROMETHOXY)BENZALDEHYDE
AKOS B006820
AKOS BBS-00000693
TIMTEC-BB SBB003837
VITAS-BB TBB000651
p-(difluoromethoxy)benzaldehyde
4-(Difluoromethoxy)benzaldehyde 98%
4-(Difluoromethoxy)benzaldehyde98%
BENZALDEHYDE,4-(DIFLUOROMETHOXY) | [EINECS(EC#)]
277-653-5 | [Molecular Formula]
C8H6F2O2 | [MDL Number]
MFCD00042252 | [Molecular Weight]
172.13 | [MOL File]
73960-07-3.mol |
| Chemical Properties | Back Directory | [Boiling point ]
222 °C (lit.) | [density ]
1.302 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.503(lit.)
| [Fp ]
228 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
clear liquid | [color ]
Colorless to Light yellow | [Sensitive ]
Air Sensitive | [λmax]
256nm(EtOH)(lit.) | [BRN ]
3049286 | [CAS DataBase Reference]
73960-07-3(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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29130000 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow liquid | [Uses]
4-(Difluoromethoxy)benzaldehyde may be used for the preparation of 4-(4-difluoro-methoxy-phen-yl)-1,2,3,4,5,6,7,8-octa-hydro-quinazoline-2,5-dione, via one-pot three-component reaction with cyclo-hexane-1,3-dione and urea. | [General Description]
4-(Difluoromethoxy)benzaldehyde is a p-difluoromethoxy substituted benzaldehyde. | [Synthesis]
Example 1 Synthesis of 4-(difluoromethoxy)benzaldehyde: In a 1 L four-necked round-bottomed flask equipped with a thermometer, reflux condenser, mechanical stirrer, and gas introduction tube, 50 g (0.41 mol) of p-hydroxybenzaldehyde and 400 mL of isopropanol were added. After stirring the mixture for 20 minutes, 120 mL of a 120 mL aqueous solution containing 5 g of 18-crown-6 ether and 106.3 g (2.665 mol) of sodium hydroxide was slowly added dropwise. After the dropwise addition was completed, stirring was continued for 30 minutes and the mixture was subsequently heated to 65°C. Chlorodifluoromethane was slowly passed through the gas introduction tube over a period of 5-6 hours and the reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to 15 °C and 400 mL of water was added to quench the reaction. The reaction mixture was extracted three times with ether (3 x 300 mL). The organic layers were combined, washed with water to pH=7 and dried over anhydrous magnesium sulfate. The ether was removed by rotary evaporation and the residue was distilled under reduced pressure to collect the 85-87 °C/10 mmHg fraction to give 4-(difluoromethoxy)benzaldehyde in 95% yield.1H-NMR (ppm) δ: 9.87 (1H, s, -CHO); 7.70 (2H, m, 2,6-ArH); 7.36 (1H, t, J2H-F = 68 Hz, - CHF2); 6.96 (2H, m, 3,5-ArH). | [References]
[1] Patent: US2008/306027, 2008, A1. Location in patent: Page/Page column 7-8
[2] Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 8.1, p. 1317 - 1324
[3] Zhurnal Organicheskoi Khimii, 1992, vol. 28, # 8, p. 1652 - 1660
[4] Journal of Fluorine Chemistry, 1988, vol. 41, p. 247 - 262 |
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