2-bromobenzo[9,10]phenanthrene
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![2-bromobenzo[9,10]phenanthrene structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/a71df1df087f4dcaa894d6017e1b8f2a.png "2-bromobenzo[9,10]phenanthrene")
2-bromobenzo[9,10]phenanthrene
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CAS No:
19111-87-6
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Formula:
C18H11Br
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Chemical Name:
2-bromobenzo[9,10]phenanthrene
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Synonyms:
2-bromobenzo[9,10]phenanthrene;2-Bromotriphenylene;2-broMotriphenylen;Triphenylene, 2-bromo-
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CAS No:
2-bromobenzo[9,10]phenanthrene Basic Attributes
307.18394
306.004395
1592732-453-0
DTXSID20593308
2903999090
Safety Information
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
2-bromobenzo[9,10]phenanthrene Use and Manufacturing
(Example 1) Synthesis of Exemplified Compound A-8; Synthesis was performed according to the following synthesis scheme.; (1) Synthesis of Compound d-2; The following reagent and solvent were loaded into a 500-ml three-necked flask.Compound d-1: 9.99 g (43.8 mmol)Dichloromethane : 300 ml[0092] ext, the reaction solution was stirred at roomtemperature under a nitrogen atmosphere, and to the stirred solution was added dropwise a mixed solution of 7.7 g (48.2 mmol) of bromine and 7.0 ml ofdichloromethane. After the dropwise addition of the mixed solution, the reaction solution was stirred at room temperature for 12 hours. After the completion of the reaction, the reaction solution was poured into a solution of sodium . thiosulfate . The organic layer was then extracted with chloroform, andIntermediate (A1) (5.14g, 22.5mmol), N- bromosuccinimide (4.00g, 22.5mmol), iron chloride (III) hexahydrate (182mg, 0.675mmol) were taken and the was added carbon tetrachloride (1500mL), stirred and refluxed under heating for 7 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, the mixture was purified by silica gel column chromatography to obtain intermediate (A2) (3.75g, 12.2mmol, 54percent yield)The product 2-bromotriphenylene is prepared as follows: In a vessel, add the second intermediate of step 2 - (4-bromobenzeneYl) -1, 1 biphenyl, nitromethane and catalytic amount of ferric chloride, heating reaction for 3 hours, cooling, adding water, stratification. Organic phase concentrated to dry, then add ethanol reflux, down to room temperature, filtration, drying, you can get high purity 2-bromotriphenyl benzene products. Preparation of 2-bromotriphenylene molar ratio: second intermediate: ferric chloride 1: 2. (4-bromophenyl) -1, 1'-biphenyl: 25 kg; ferric chloride: 26.2 kg; nitro-methyl burn: 150 kg; water: 40 kg; anhydrous ethanol : 150kg. The detailed procedure was as follows: 150 kg of nitromethane was taken into a 200 L autoclave and 250 kg (80.9 moles) of 2- (4-bromophenyl) -1, 1 & apos; -biphenyl was added via manhole and trichloride Iron 26. 2kg (162mol) steam heated to reflux, reflux temperature: 101 ° C. The reflux reaction was maintained for 3 hours and cooled to 30 ° C. Add water 400kg, stir for 20 minutes, standing stratification. Organic layer in the lower layer. The organic phase was concentrated to dryness under reduced pressure, 150 kg of absolute ethanol was added and the steam was heated to reflux for 3 hours. Cool the cold water to 30 ° C and centrifuge. Dried under reduced pressure to give product 23. 5 kg, as shown in Figure 3 for HPLC and the contents shown in Table 3, showing that the 2-bromotriphenylene content was 99.70percent and the reaction yield was 99. 71 percent (Based on 2- (4-bromophenyl) _1, 1 '- biphenyl).
Computed Properties
Molecular Weight:307.2
XLogP3:5.6
Exact Mass:306.00441
Monoisotopic Mass:306.00441
Heavy Atom Count:19
Complexity:326
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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