| Identification | More | [Name]
5-Chloro-2-methoxybenzoic acid | [CAS]
3438-16-2 | [Synonyms]
2-METHOXY-5-CHLOROBENZOIC ACID
5-CHLORO-2-ANISIC ACID
5-CHLORO-2-METHOXYBENZOIC ACID
5-CHLORO-O-ANISIC ACID
RARECHEM AL BO 0576
5-Chloro-2-methoxybenzoicacid,98%
5-Chloro-2-methoxybenzoicacid,99%
5-chloro-2-methoxybenzoic acid (intermediate of glibenclamide)
5-Chloro-2-methoxybenzoic acid 97%
5-CHLORO-2-METHOXYBENZOIC ACID/5-CHLORO-O-ANISIC ACID | [EINECS(EC#)]
222-343-7 | [Molecular Formula]
C8H7ClO3 | [MDL Number]
MFCD00017546 | [Molecular Weight]
186.59 | [MOL File]
3438-16-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White to off-white crystalline powder | [Melting point ]
98-100 °C (lit.) | [Boiling point ]
150-152C | [density ]
1,259g/cm | [refractive index ]
1,544-1546 | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform, Methanol | [form ]
Crystalline Powder | [pka]
3.72±0.10(Predicted) | [color ]
White to off-white | [InChI]
InChI=1S/C8H7ClO3/c1-12-7-3-2-5(9)4-6(7)8(10)11/h2-4H,1H3,(H,10,11) | [InChIKey]
HULDRQRKKXRXBI-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(Cl)=CC=C1OC | [LogP]
2.368 (est) | [CAS DataBase Reference]
3438-16-2(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
| [Hazard Note ]
Irritant | [HS Code ]
29189900 |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white crystalline powder | [Uses]
5-Chloro-2-methoxybenzoic acid has been used in the synthesis of 5-chloro-2-methoxybenzoates of La(III), Ga(III) and Lu(III). | [General Description]
Complexes of 4-chloro-2-methoxybenzoic acid anion with Mn2+, Co2+, Ni2+, Cu2+ and Zn2+ have been investigated. | [Synthesis]
General procedure for the synthesis of 5-chloro-2-methoxybenzoic acid from methyl 5-chloro-2-methoxybenzoate: to a 1 M aqueous sodium hydroxide solution (60 mL, 0.06 mol) was added a solution of methyl 5-chloro-2-methoxybenzoate (2.0 g, 0.01 mol) [Alfa Aesar] in ethanol (60 mL). The reaction mixture was stirred at room temperature for 4 h. The progress of the reaction was monitored by thin layer chromatography (TLC) until completion of the reaction. Subsequently, the reaction mixture was concentrated under reduced pressure to remove ethanol and the residue was separated by extraction with ethyl acetate. The aqueous phase was cooled in an ice bath and the pH was adjusted with concentrated aqueous hydrochloric acid to 2. After continued stirring in an ice bath for 1 h, the precipitated solid was collected by filtration, washed with water and dried in air to afford 1.4 g (74.9% yield) of the target product, 5-chloro-2-methoxybenzoic acid, as a white solid. Mass spectrum (MS): m/z 185.1 (MH+). 1H NMR (500 MHz, DMSO-d6): δ 3.818 (s, 3H), 7.162 (d, 1H), 7.551 (dd, 1H), 7.607 (d, 1H). | [References]
[1] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 21, p. 6819 - 6829
[2] Patent: WO2014/165816, 2014, A1. Location in patent: Page/Page column 98-99
[3] Journal of the American Chemical Society, 1988, vol. 110, p. 7178
[4] Patent: US4895860, 1990, A |
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