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6361-22-4

6361-22-4 Structure

6361-22-4 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

2-CHLORO-6-NITROBENZALDEHYDE(6361-22-4)MS
2-CHLORO-6-NITROBENZALDEHYDE(6361-22-4)1HNMR
2-CHLORO-6-NITROBENZALDEHYDE(6361-22-4)13CNMR
2-CHLORO-6-NITROBENZALDEHYDE(6361-22-4)IR1
2-CHLORO-6-NITROBENZALDEHYDE(6361-22-4)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

6361-22-4(sigmaaldrich)
Hazard InformationBack Directory
[Synthesis]

2-Chloro-6-nitrotoluene

83-42-1

N,N-Dimethylformamide dimethyl acetal

4637-24-5

2-CHLORO-6-NITROBENZALDEHYDE

6361-22-4

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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