6-broMoquinolin-8-ol
- Product Name
- 6-broMoquinolin-8-ol
- CAS No.
- 139399-64-7
- Chemical Name
- 6-broMoquinolin-8-ol
- Synonyms
- 6-bromoquinolin-8-o;6-broMoquinolin-8-ol;8-Quinolinol, 6-broMo-;6-bromoquinolin-8-ol HBr
- CBNumber
- CB62627157
- Molecular Formula
- C9H6BrNO
- Formula Weight
- 224.05
- MOL File
- 139399-64-7.mol
6-broMoquinolin-8-ol Property
- Melting point:
- 138-139 °C(Solv: water (7732-18-5); ethanol (64-17-5))
- Boiling point:
- 363.2±22.0 °C(Predicted)
- Density
- 1.705±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 4.25±0.30(Predicted)
- Appearance
- Off-white to light brown Solid
- InChI
- InChI=1S/C9H6BrNO/c10-7-4-6-2-1-3-11-9(6)8(12)5-7/h1-5,12H
- InChIKey
- IMUJTAIQEBHAMT-UHFFFAOYSA-N
- SMILES
- N1C2C(=CC(Br)=CC=2O)C=CC=1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B807893
- Product name
- 6-Bromo-8-quinolinol
- Packaging
- 500mg
- Price
- $475
- Updated
- 2021/12/16
- Product number
- 1621CC
- Product name
- 6-Bromoquinolin-8-ol
- Packaging
- 10g
- Price
- $2198
- Updated
- 2021/12/16
- Product number
- 1621CC
- Product name
- 6-Bromoquinolin-8-ol
- Packaging
- 25g
- Price
- $3970
- Updated
- 2021/12/16
- Product number
- CM228394
- Product name
- 6-Bromoquinolin-8-ol
- Purity
- 95%
- Packaging
- 25g
- Price
- $2618
- Updated
- 2021/12/16
- Product number
- A149696
- Product name
- 6-Bromoquinolin-8-ol
- Purity
- 95+%
- Packaging
- 100mg
- Price
- $229
- Updated
- 2021/12/16
6-broMoquinolin-8-ol Chemical Properties,Usage,Production
Uses
6-Bromo-8-quinolinol is a useful intermediate in the preparation of 3,6-dibromo-8-quinolinol fungicides, which show fungicidal activity against Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, and Mucor cirinelloides.
Synthesis
103028-32-6
139399-64-7
Under nitrogen protection, 6-bromo-8-methoxyquinoline (Intermediate 49, 59.0 g, 248 mmol) was added to 48% hydrobromic acid solution (500 mL). The reaction mixture was stirred at 145 °C for 24 h and subsequently cooled to room temperature. The reaction was quenched with 2 M sodium hydroxide solution and the pH was adjusted to 7. The reaction mixture was extracted with ethyl acetate (3 x 500 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure. The residue was purified by solvent recrystallization from petroleum ether/methanol mixture to give 6-bromoquinolin-8-ol (Intermediate 50, 35.0 g, 63% yield) as a brown solid. Mass spectrum (electrospray positive ion mode): [M+H]+ m/z = 224.1. 1H NMR (300 MHz, methanol-d4) δ 7.23 (s, 1H), 7.52-7.59 (m, 2H), 8.21 (d, J = X Hz, 1H), 8.82 (d, J = X Hz, 1H).
References
[1] Journal of the American Chemical Society, 2005, vol. 127, # 1, p. 74 - 75
[2] Patent: WO2018/178226, 2018, A1. Location in patent: Page/Page column 77
[3] Journal of the Chemical Society, 1957, p. 290,293
6-broMoquinolin-8-ol Preparation Products And Raw materials
Raw materials
Preparation Products
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