| Identification | More | [Name]
METHYL 5-BROMOSALICYLATE | [CAS]
4068-76-2 | [Synonyms]
5-BROMOSALICYLIC ACID METHYL ESTER
AKOS BBB/379
ASISCHEM D13384
AURORA KA-2528
BUTTPARK 41\07-02
LABOTEST-BB LT00033612
METHYL 5-BROMO-2-HYDROXYBENZENECARBOXYLATE
METHYL 5-BROMOSALICYLATE
RARECHEM AL BF 0040
TIMTEC-BB SBB002397
PHENYLAZOFORMIC ACID 2-PHENYLHYDRAZIDE S
2-Hydroxy-5-bromobenzoic acid methyl ester
5-Bromo-2-hydroxybenzoic acid methyl ester | [EINECS(EC#)]
223-776-4 | [Molecular Formula]
C8H7BrO3 | [MDL Number]
MFCD00016460 | [Molecular Weight]
231.04 | [MOL File]
4068-76-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
61-65 °C (lit.) | [Boiling point ]
266.6±20.0 °C(Predicted) | [density ]
1.627±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Solid | [pka]
9.19±0.18(Predicted) | [color ]
White to pale brown | [InChI]
InChI=1S/C8H7BrO3/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4,10H,1H3 | [InChIKey]
FJYDBKPPGRZSOZ-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=CC(Br)=CC=C1O | [CAS DataBase Reference]
4068-76-2(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 .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2918290090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Uses]
Methyl 5-bromosalicylate was used as starting reagent in the synthesis of immobilization precursor of photoswitchable piperidine base. | [Synthesis]
General procedure for the synthesis of methyl 5-bromosalicylate from methanol and 5-bromosalicylic acid:
Step a) Synthesis of methyl 5-bromosalicylate: thionyl chloride (440 g, 3.7 mol) was slowly added to a solution of toluene (2 L) containing 5-bromosalicylic acid (200 g, 0.92 mol) at 0 °C and the reaction was stirred. The reaction mixture was then heated to 70 °C and refluxed for 40 hours. Upon completion of the reaction, the excess solvent was removed by distillation. Ethyl acetate (2 L) was added to the crude product for dissolution, and the organic layer was washed sequentially with 10% cold aqueous sodium bicarbonate (2 x 1 L) and brine, and then dried. Finally, the solvent was removed by vacuum to afford methyl 5-bromosalicylate as a low melting point solid (190 g, 89% yield).
TLC conditions: petroleum ether/ethyl acetate (7:3), Rf value: 0.6. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 10, p. 2621 - 2625
[2] Journal of Materials Chemistry, 1996, vol. 6, # 8, p. 1297 - 1307
[3] Organic Letters, 2014, vol. 16, # 19, p. 5140 - 5143
[4] Patent: WO2005/12280, 2005, A1. Location in patent: Page/Page column 46-47
[5] Patent: WO2005/11685, 2005, A1. Location in patent: Page/Page column 41 |
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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 |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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