| Identification | More | [Name]
5-Chloro-2-nitrobenzoic acid | [CAS]
2516-95-2 | [Synonyms]
2-NITRO-5-CHLOROBENZOIC ACID
3-CHLORO-6-NITROBENZOIC ACID
5-CHLORO-2-NITROBENZOIC ACID
RARECHEM AL BO 1106
TIMTEC-BB SBB009922
5-chloro-2-nitro-benzoicaci
Benzoic acid, 5-chloro-2-nitro-
5-Chloro-2-Nitrobenzoic Acid 2-Nitro-5-Chlorobenzoic Acid
5-Chloro-2-nitrobenzoic
5-CHLORO-2-NITROBENZOIC ACID, 98+%
6-Nitro-3-chlorobenzoic acid | [EINECS(EC#)]
219-738-1 | [Molecular Formula]
C7H4ClNO4 | [MDL Number]
MFCD00007290 | [Molecular Weight]
201.56 | [MOL File]
2516-95-2.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow to yellowish-green crystalline powder | [Melting point ]
137-139 °C (lit.) | [Boiling point ]
160.5°C (rough estimate) | [density ]
1,608g/cm | [refractive index ]
1.6000 (estimate) | [Fp ]
100 °C | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
9.67g/l | [form ]
Crystalline Powder | [pka]
1.86±0.25(Predicted) | [color ]
Light yellow to yellow-green | [Water Solubility ]
SLIGHTLY SOLUBLE | [BRN ]
1963952 | [InChIKey]
ZKUYSJHXBFFGPU-UHFFFAOYSA-N | [CAS DataBase Reference]
2516-95-2(CAS DataBase Reference) | [NIST Chemistry Reference]
5-Chloro-2-nitrobenzoic acid(2516-95-2) | [EPA Substance Registry System]
2516-95-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,N,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S60:This material and/or its container must be disposed of as hazardous waste .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN3077 9/PG 3 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
9 | [PackingGroup ]
Ⅲ | [HS Code ]
29163900 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow to yellowish-green crystalline powder | [Uses]
5-Chloro-2-nitrobenzoic acid was used as a component of 5,5′-dithiobis-2-nitrobenzoic acid, which found application to the determination of the acid-soluble disulphide content of the blood. Benzene and some of its derivatives (e.g. chloronitrobenzoic acids) have been shown to cause alterations in heme and globin synthesis. Chloronitrobenzoic acids inhibited the activity of δ-aminolevulinic acid (δ-ALA) and enhanced ferrochelatase (FC) activity. 5-Chloro-2-nitrobenzoic acid was also used as component of synthesis of 2-aryl 4(3H)-quinazolinones and 6-pyrrolidinyl-2-(2-substituted phenyl)-4-quinazolinones, which are potential anticancer candidates[1]. | [Synthesis]
Fe(NO3)3-9H2O (40.6 mg, 0.1 mmol), TEMPO (15.8 mg, 0.1 mmol), KCl (7.5 mg, 0.1 mmol) and 5-chloro-2-nitrobenzenemethanol (108.5 mg, 1.0 mmol) were added sequentially to the Schlenk tube. Under oxygen atmosphere, DCE (4.0 mL) was added (using a gas bag, commercial size: 2 L, expandable to 5 L). The reaction mixture was stirred at 25 °C and the progress of the reaction was monitored by TLC (unfolding agent: petroleum ether/EtOAc = 5:1) until the reaction was complete (~48 h). After completion of the reaction, the crude reaction mixture was filtered through a short silica gel column (height: 2 cm, diameter: 3 cm) and eluted with Et2O (3 × 25 mL). After evaporation of the solvent, the residue was purified by silica gel column chromatography [eluent: petroleum ether/EtOAc = 15:1 (500 mL) to 2:1 (300 mL)] to afford 5-chloro-2-nitrobenzoic acid (69.9 mg, 57% yield) as a pale yellow solid. The yield of 5-chloro-2-nitrobenzoic acid in the crude product was determined to be 57% by NMR analysis, using CH2Br2 as an internal standard and comparing the spectral data with those reported in the literature, while 5-chloro-2-nitrobenzaldehyde was detected in 38% yield. | [References]
[1] W. Ferenc, J. Sarzyński, B. Cristóv?o. “Thermal and magnetic behaviour of 5-chloro-2-nitrobenzoates of Co(II), Ni(II) and Cu(II).” Journal of Thermal Analysis and Calorimetry 34 1 (2010): 761–767.
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