| Identification | More | [Name]
3-Hydroxy-2-nitrobenzoic acid | [CAS]
602-00-6 | [Synonyms]
2-NITRO-3-HYDROXYBENZOIC ACID
3-HYDROXY-2-NITROBENZOIC ACID
3-HYDROXY-2-NITROBENZOIC ACID, 98+% | [Molecular Formula]
C7H5NO5 | [MDL Number]
MFCD00017003 | [Molecular Weight]
183.12 | [MOL File]
602-00-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
179-181°C | [Boiling point ]
363°C | [density ]
1.631 | [Fp ]
167°C | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
2.07±0.10(Predicted) | [color ]
Light Beige to Light Brown | [BRN ]
2372248 | [InChI]
InChI=1S/C7H5NO5/c9-5-3-1-2-4(7(10)11)6(5)8(12)13/h1-3,9H,(H,10,11) | [InChIKey]
KPDBKQKRDJPBRM-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=CC(O)=C1[N+]([O-])=O | [CAS DataBase Reference]
602-00-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P280a-P304+P340-P305+P351+P338-P405-P501a | [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 . | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
3-Hydroxy-2-nitrobenzoic Acid (cas# 602-00-6) is a compound useful in organic synthesis. | [Synthesis]
Step 1: 3-Chloro-2-nitrobenzoic acid (30 g, 0.148 mol) was dissolved in aqueous potassium hydroxide solution (240 g, 4.277 mol in 300 mL H2O) and stirred at room temperature until completely dissolved. Subsequently, the reaction mixture was heated to 110°C and kept for 12 hours for the reaction. Upon completion of the reaction, the mixture was cooled to room temperature, diluted with water and acidified with concentrated hydrochloric acid to pH 2. The acidified mixture was cooled at 0°C and subsequently extracted with ethyl acetate (2 x 500 mL). The organic layers were combined, washed with brine solution, dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated under reduced pressure to give 3-hydroxy-2-nitrobenzoic acid (27 g, 99% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 13.8 (brs, 1H), 11.21 (s, 1H), 7.47 (t, J = 8.0 Hz, 1H), 7.39 (dd, J' = 8.0 Hz, J'' = 1.6 Hz, 1H), 7.30 (dd, J'' = 7.6 Hz, J'' = 0.8 Hz. 1H); ESI-MS: calculated mass: 183.02; observed mass: 182.10 [M-H]-. | [References]
[1] Patent: WO2007/125405, 2007, A2. Location in patent: Page/Page column 24; 72
[2] Patent: WO2014/169167, 2014, A1. Location in patent: Page/Page column 61
[3] Dalton Transactions, 2012, vol. 41, # 31, p. 9272 - 9275
[4] Patent: US2014/87992, 2014, A1. Location in patent: Paragraph 0312-0313
[5] Patent: US2009/197863, 2009, A1. Location in patent: Page/Page column 55 |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
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