ChemicalBook >> CAS DataBase List >>2-Bromo-1,10-phenanthroline

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
Molecular Weight:
259.1
MDL Number:
MFCD13152102
MOL File:
22426-14-8.mol
Last updated:2025-07-24 18:13:42

2-Bromo-1,10-phenanthroline Properties

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
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06,GHS09
Signal word  Danger
Hazard statements  H301-H315-H318-H410
Precautionary statements  P273-P280-P301+P310+P330-P302+P352-P305+P351+P338+P310
Risk Statements  41
Safety Statements  26-39
RIDADR  UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all
HS Code  29339900

2-Bromo-1,10-phenanthroline price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 802425 2-Bromo-1,10-phenanthroline 22426-14-8 1g $62.8 2024-03-01 Buy
TCI Chemical B4456 2-Bromo-1,10-phenanthroline >98.0%(T) 22426-14-8 1g $69 2024-03-01 Buy
TCI Chemical B4456 2-Bromo-1,10-phenanthroline >98.0%(T) 22426-14-8 5g $204 2024-03-01 Buy
TRC B635380 tert-Butyl1-(Furan-2-ylmethyl)pyrrolidine-2-carboxylate 22426-14-8 10mg $45 2021-12-16 Buy
ChemScene CS-W004619 2-Bromo-1,10-phenanthroline 97.49% 22426-14-8 1g $23 2021-12-16 Buy
Product number Packaging Price Buy
802425 1g $62.8 Buy
B4456 1g $69 Buy
B4456 5g $204 Buy
B635380 10mg $45 Buy
CS-W004619 1g $23 Buy

2-Bromo-1,10-phenanthroline Chemical Properties,Uses,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

1,10-Phenanthrolin-2(1H)-one, 1-methyl-

31535-89-4

2-Bromo-1,10-phenanthroline

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

Global( 176)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai UCHEM Inc.
+862156762820 +86-13564624040 sales@myuchem.com China 8242 58
Hebei Xinsheng New Material Technology Co., LTD.
+86-16632316109 xinshengkeji@xsmaterial.com China 1085 58
Springchem New Material Technology Co.,Limited
+86-021-62885108 +8613917661608 info@spring-chem.com China 2068 57
Shanghai Daken Advanced Materials Co.,Ltd
+86-2158073036 info@dakenam.com China 12829 58
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 33024 60
AB PharmaTech,LLC
323-480-4688 sales@acrospharmatech.com United States 989 55
Beijing Green Guardee Technology Co., Ltd
86-010-69706062 sales2@greenguardee.com CHINA 650 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29855 58
Zhengzhou HQ Material CO.,LTD.
+86-371-55919009 +8615225108189 sale1@hqmat.com China 1001 58
BAYNOE CHEM CO.,LTD
+86-21-34783353 +8615000719740 baynoe@baynoe.com CHINA 934 58

View Lastest Price from 2-Bromo-1,10-phenanthroline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Bromo-1,10-phenanthroline pictures 2025-07-29 2-Bromo-1,10-phenanthroline
22426-14-8
US $19.00-287.00 / g 1g 0.98 10kg Shanghai UCHEM Inc.
2-Bromo-1,10-phenanthroline pictures 2025-07-25 2-Bromo-1,10-phenanthroline
22426-14-8
US $0.00 / kg 1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
2-Bromo-1,10-phenanthroline pictures 2024-09-06 2-Bromo-1,10-phenanthroline
22426-14-8
US $2600.00 / Kg 0.100Kg 98 500 Kg R&D Scientific Inc.

2-Bromo-1,10-phenanthroline Spectrum

2-Bromo-1,10-phenathroline 2-Bromo-1,10-phenanthroline 2-Bromo-1,10-phenant 2-Bromo-1,10-phenthroline TC-OM-10 1,10-Phenanthroline, 2-bromo- 22426-14-8 oled intermediate