2-Bromo-1,10-phenanthroline
- Product Name
- 2-Bromo-1,10-phenanthroline
- CAS No.
- 22426-14-8
- Chemical Name
- 2-Bromo-1,10-phenanthroline
- Synonyms
- TC-OM-10;2-Bromo-1,10-phenant;2-Bromo-1,10-phenthroline;2-Bromo-1,10-phenathroline;2-Bromo-1,10-phenanthroline;1,10-Phenanthroline, 2-bromo-
- CBNumber
- CB1947029
- Molecular Formula
- C12H7BrN2
- Formula Weight
- 259.1
- MOL File
- 22426-14-8.mol
2-Bromo-1,10-phenanthroline Property
- Melting point:
- 161.0 to 165.0 °C
- Boiling point:
- 414.3±25.0 °C(Predicted)
- Density
- 1.616
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 4.20±0.10(Predicted)
- form
- powder
- color
- White to Light yellow to Light orange
- InChI
- InChI=1S/C12H7BrN2/c13-10-6-5-9-4-3-8-2-1-7-14-11(8)12(9)15-10/h1-7H
- InChIKey
- ZRJUDAZGVGIDLP-UHFFFAOYSA-N
- SMILES
- N1C2C(=CC=C3C=2N=CC=C3)C=CC=1Br
- CAS DataBase Reference
- 22426-14-8
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H315Causes skin irritation
H318Causes serious eye damage
H410Very toxic to aquatic life with long lasting effects
- Precautionary statements
-
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 802425
- Product name
- 2-Bromo-1,10-phenanthroline
- Packaging
- 1g
- Price
- $133
- Updated
- 2025/07/31
- Product number
- B4456
- Product name
- 2-Bromo-1,10-phenanthroline
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $69
- Updated
- 2025/07/31
- Product number
- B4456
- Product name
- 2-Bromo-1,10-phenanthroline
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $204
- Updated
- 2025/07/31
- Product number
- B635380
- Product name
- tert-Butyl1-(Furan-2-ylmethyl)pyrrolidine-2-carboxylate
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CS-W004619
- Product name
- 2-Bromo-1,10-phenanthroline
- Purity
- 97.49%
- Packaging
- 1g
- Price
- $23
- Updated
- 2021/12/16
2-Bromo-1,10-phenanthroline Chemical Properties,Usage,Production
Uses
Brominated phenanthroline can be synthesized via a method reported by Baran and coworkers using a two-step protocol through N-Oxide formation using m-CBPA (Aldrich 273031) and bromination using TBAB (Sigma-Aldrich 426288) and p-Toluenesulfonic anhydride (Aldrich 259764).
Synthesis
31535-89-4
22426-14-8
The general procedure for the synthesis of 2-bromo-1,10-phenanthroline using 1-methyl-1,10-phenanthroline-2-one as starting material was as follows: phosphorus pentabromide (28 g; 65 mmol) and phosphorus tribromide oxide (50 g; 174 mmol) were added to 1-methyl-1,10-phenanthroline-2-one (10 g; 47.6 mmol) under the protection of argon gas at room temperature . The reaction system was warmed to 80 °C and the reaction mixture was stirred continuously for 6 hours. Upon completion of the reaction, the mixture was cooled in an ice bath and subsequently slowly poured into ice water. The pH of the mixture was adjusted to alkaline using concentrated ammonia. The reaction mixture was extracted using chloroform and the organic phase was collected and washed with water and subsequently dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the resulting crude product was purified by silica gel column chromatography (250 g of silica gel, eluent ratio of toluene/ethyl acetate = 5/1 to 3/1 to 1/1, and finally pure ethyl acetate) to give 6.9 g of the target product 2-bromo-1,10-phenanthroline in 94% yield. The product structure was confirmed by 1H NMR (CDCl3): δ 7.66 (dd, J1 = 8 Hz, J2 = 4.5 Hz, 1H), 7.76-7.79 (m, 2H), 7.83 (d, J = 8.5 Hz, 1H), 8.08 (d, J = 8.5 Hz, 1H), 8.26 (dd, J1 = 8 Hz, J2 = 2 Hz, 1H). 9.24 (dd, J1 = 4.5 Hz, J2 = 2 Hz, 1H). HPLC analytical conditions: mobile phase 20-90% acetonitrile-water (containing 0.1% trifluoroacetic acid), retention time of the target peaks was 4.2 min. ESIMS (positive ionization mode) m/z 260.9, 258.2 ([M + H]+, theoretical molecular weight of C12H7BrN2 259.1).
References
[1] Patent: WO2011/30566, 2011, A1. Location in patent: Page/Page column 25
[2] Patent: WO2012/124310, 2012, A1. Location in patent: Page/Page column 35-36
[3] Beilstein Journal of Organic Chemistry, 2012, vol. 8, p. 1037 - 1047
2-Bromo-1,10-phenanthroline Preparation Products And Raw materials
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View Lastest Price from 2-Bromo-1,10-phenanthroline manufacturers
- Product
- 2-Bromo-1,10-phenanthroline 22426-14-8
- Price
- US $13.00-213.00/g
- Min. Order
- 5g
- Purity
- 0.98
- Supply Ability
- 10kg
- Release date
- 2025-09-24
- Product
- 2-Bromo-1,10-phenanthroline 22426-14-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-03-10
- Product
- 2-Bromo-1,10-phenanthroline 22426-14-8
- Price
- US $2600.00/Kg
- Min. Order
- 0.100Kg
- Purity
- 98
- Supply Ability
- 500 Kg
- Release date
- 2024-09-06