| Identification | More | [Name]
METHYL 2-BROMO-5-CHLOROBENZOATE | [CAS]
27007-53-0 | [Synonyms]
2-BROMO-5-CHLOROBENZOIC ACID METHYL ESTER
METHYL 2-BROMO-5-CHLOROBENZOATE
2-bomo-5-chlorobenzoic acid methyl ester | [EINECS(EC#)]
640-830-6 | [Molecular Formula]
C8H6BrClO2 | [MDL Number]
MFCD00144763 | [Molecular Weight]
249.49 | [MOL File]
27007-53-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
37-40°C | [Boiling point ]
278.4±20.0 °C(Predicted) | [density ]
1.604±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to lump | [color ]
White to Orange to Green | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C8H6BrClO2/c1-12-8(11)6-4-5(10)2-3-7(6)9/h2-4H,1H3 | [InChIKey]
BIECSXCXIXHDBC-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=CC(Cl)=CC=C1Br | [CAS DataBase Reference]
27007-53-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/22:Harmful by inhalation and if swallowed . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
Methyl 2-bromo-5-chlorobenzoate is used as pharmaceutical intermediate. | [Synthesis]
Step 1. To a stirred solution of 2-bromo-5-chlorobenzoic acid (11 g, 46.7 mmol, HPLC retention time = 2.99 min) in methanol (250 mL) at 0 °C was passed dry HCl gas. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, the mixture was concentrated under reduced pressure to give an orange colored oil. The oily substance was purified by fast column chromatography using hexane as eluent to afford methyl 2-bromo-5-chlorobenzoate as a colorless oil (10.7 g, 92% yield). Thin-layer chromatography (TLC) Rf = 0.6 (5% ethyl acetate-hexane); high-performance liquid chromatography (HPLC) retention time = 3.48 min (Method A); 1H NMR (CDCl3, 400 MHz) δ 7.78 (d, 1H, J = 2.6 Hz), 7.59 (d, 1H, J = 12.8 Hz), 7.30 (dd, 1H, J = 8.6, 2.5Hz), 3.94 (s, 3H). | [References]
[1] Patent: US2003/13700, 2003, A1
[2] Patent: US6528503, 2003, B2
[3] Patent: US2002/119992, 2002, A1 |
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