Identification | More | [Name]
2-CHLORO-6-NITROBENZALDEHYDE | [CAS]
6361-22-4 | [Synonyms]
6361-22-4 Einecs 228-831-6 oro-6-nitrobenzaL TIMTEC-BB SBB003714 2-NITRO-6-CHLOROBENZALDEHYDE 2-CHLORO-6-NITROBENZALDEHYDE 2-EHLORO-6-NITROBENZALDEHYDE Benzaldehyde, 2-chloro-6-nitro- 2-CHLORO-6-NITROBENZALDEHYDE 97% 2-CHLORO-6-NITROBENZALDEHYDE ISO 9001:2015 REACH | [EINECS(EC#)]
228-831-6 | [Molecular Formula]
C7H4ClNO3 | [MDL Number]
MFCD00007204 | [Molecular Weight]
185.56 | [MOL File]
6361-22-4.mol |
Chemical Properties | Back Directory | [Melting point ]
69-71 °C(lit.) | [Boiling point ]
298.8±25.0 °C(Predicted) | [density ]
1.485±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [color ]
White to Yellow to Orange | [InChI]
InChI=1S/C7H4ClNO3/c8-6-2-1-3-7(9(11)12)5(6)4-10/h1-4H | [InChIKey]
RZDOUWDCYULHJX-UHFFFAOYSA-N | [SMILES]
C(=O)C1=C([N+]([O-])=O)C=CC=C1Cl | [CAS DataBase Reference]
6361-22-4(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 . S37/39:Wear suitable gloves and eye/face protection . S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [HS Code ]
29124900 |
Hazard Information | Back Directory | [Synthesis]
This embodiment relates to the synthesis of 2-chloro-6-nitrobenzaldehyde: To a stirred solution of 2-chloro-6-nitrotoluene (18.53 g, 108.0 mmol) in anhydrous N,N-dimethylformamide (240 mL) was added N,N-dimethylformamide dimethyl acetal (39.5 g, 44.0 mL, 331.0 mmol). After the mixture was heated at 140 °C for 16 h, the dark red solution was cooled to 0 °C and slowly added to a rapidly stirred solution of sodium periodate (83.0 g, 388.0 mmol) in water (291 mL) through a cannula over a 1 h period. The reaction flask was washed with N,N-dimethylformamide (77 mL) at 0 °C and the washings were added to the sodium periodate mixture. The reaction mixture was stirred at 0°C for 2 hours and then slowly warmed to room temperature. After continued stirring for 6 hours, the orange solution was filtered and rinsed with toluene/ethyl acetate (1:1, 200 mL). The filtrate was washed sequentially with water (3 x 150 mL) and saturated aqueous sodium chloride solution (3 x 150 mL). The organic phase was dried with magnesium sulfate and concentrated under reduced pressure to give a dark red oil, which precipitated as a solid upon addition of hexane (40 mL). The solid was recrystallized by toluene to afford the target product 2-chloro-6-nitrobenzaldehyde (17.23 g, 92.88 mmol, 86% yield).1H NMR (400 MHz, CDCl3) δ 10.42 (s, 1H), 8.01 (dd, J=1.0, 8.2 Hz, 1H), 7.79 (dd, J=1.0, 8.1 Hz, 1H ), 7.65 (t, J=8.1Hz, 1H); 13C NMR (100MHz, CDCl3) δ 188.6, 148.4, 138.6, 132.9, 132.4, 123.4, 121.9. | [References]
[1] Patent: WO2008/156656, 2008, A2. Location in patent: Page/Page column 46; 177 |
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