| Identification | More | [Name]
3-Hydroxy-2-methylbenzoic acid | [CAS]
603-80-5 | [Synonyms]
3-HYDROXY-2-METHYLBENZOIC ACID
3-HYDROXY-2-TOLUIC ACID
3-HYDROXY-O-TOLUIC ACID
HMBA
2-Methyl-3-hydroxybenzoicacid
Hydroxytoluicacid,98%
3,2-Cresotic Acid
NSC 73133
2-Methyl-3-Hydroxybenzoic
2-methyl-3-hydroxybenzoic acid(3-hydroxy-2-methylbenzoic acid)
3-HYDROXY-2-METHYL BENZOIC ACID 98+%
2-Methyl-3-hydroxy benzonic acid | [EINECS(EC#)]
629-955-7 | [Molecular Formula]
C8H8O3 | [MDL Number]
MFCD00671541 | [Molecular Weight]
152.15 | [MOL File]
603-80-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Light Yellow Crystalline Solid | [Melting point ]
143-148°C | [Boiling point ]
336.6±30.0 °C(Predicted) | [density ]
1.304±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
3.83±0.10(Predicted) | [color ]
Light Yellow | [BRN ]
2613791 | [InChI]
InChI=1S/C8H8O3/c1-5-6(8(10)11)3-2-4-7(5)9/h2-4,9H,1H3,(H,10,11) | [InChIKey]
RIERSGULWXEJKL-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=CC(O)=C1C | [CAS DataBase Reference]
603-80-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [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:Wear suitable protective clothing . | [HazardClass ]
IRRITANT | [HS Code ]
29182900 |
| Hazard Information | Back Directory | [Chemical Properties]
Light Yellow Crystalline Solid | [Uses]
3-Hydroxy-2-methylbenzoic Acid (cas# 603-80-5) is a compound useful in organic synthesis. | [Synthesis]
General procedure for the synthesis of 2-methyl-3-hydroxybenzoic acid from 3-amino-2-methylbenzoic acid: to 5 mL of water containing 0.65 mL of concentrated sulfuric acid, a cold (0°C) suspension of 0.54 g (3.3 mmol) of 2-methyl-3-aminobenzoic acid was added, followed by 0.25 g (3.6 mmol) of solid sodium nitrite. After about 15 minutes of reaction, the mixture was poured into 20 mL of warm water containing 4 mL of concentrated sulfuric acid. The reaction mixture was slowly heated to 90°C and gas was observed to escape. When gas release ceased, the solution was cooled to room temperature and extracted with ethyl acetate. The organic layers were combined, washed with 0.5 N hydrochloric acid, dried and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: 5% dichloromethane solution in methanol) to give 350 mg of white solid (melting point: 137-138°C) in 69% yield.1H NMR (CDCl3) data: δ 8.18 (br.s, 1H), 7.42 (d, J = 7.7 Hz, 1H), 7.13 (t, J = 7.9 Hz, 1H) , 6.93 (d, J = 7.9 Hz, 1H), 2.46 (s, 3H). Elemental analysis (C8H8O3) results: calculated values: C, 63.15; H, 5.29; measured values: C, 63.32; H, 5.36. | [References]
[1] Patent: US6335/459, 2002, B1. Location in patent: Page column 29
[2] Patent: US6335459, 2002, B1. Location in patent: Page column 29
[3] Tetrahedron Letters, 2000, vol. 41, # 11, p. 1741 - 1745
[4] Patent: US5952343, 1999, A
[5] Patent: US5484926, 1996, A |
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