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Type | HazMat fee for 500 gram (Estimated) |
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Structure of 4542-75-0
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
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CAS No. : | 4542-75-0 |
Formula : | C14H12Br2O |
M.W : | 356.05 |
SMILES Code : | BrCC1=CC=C(OC2=CC=C(CBr)C=C2)C=C1 |
MDL No. : | MFCD08063928 |
InChI Key : | QPSFOUFNVQVKKJ-UHFFFAOYSA-N |
Pubchem ID : | 10269629 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H302-H335-H314 |
Precautionary Statements: | P260-P264-P270-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P403+P233-P405-P501 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅱ |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 80 - 90℃; for 6.5h;Inert atmosphere; | Prior to use, NBS was recrystallized from water and the carbon tetrachloride was bubbled with nitrogen, stirred for 45 min with sodium sulfate, and checked by 1H-NMR spectroscopy. To a stirred solution of 4,4'-oxybis(methylbenzene) (28) (5.0 g, 25.2 mmol, 1 eq.) and NBS (8.98 g, 50.4 mmol, 2 eq.) in carbon tetrachloride (125 mL) under nitrogen was added a catalytic amount of AIBN. The reaction mixture was heated to 80-90 C (reflux) and stirred for 6.5 h. The solution was then cooled and the succinimide was removed on a sintered glass filter funnel. The solvent was removed in vacuo to yield the desired product 29 as beige crystals (8.3 g, 93%). A portion (1.82 g) was purified by flash chromatography (10:1 hexane:EtOAc) to yield 29 as white crystals: mp 85-86 C (lit.29 mp 93-95 C). 1H NMR (CDCl3): δ 7.38 (d, 4H), 6.98 (d, 4H), 4.52 (s, 4H). |
With hydrogen bromide; dihydrogen peroxide; In 1,2-dichloro-ethane; for 12h;Cooling with ice; Irradiation; | 82 g (1.2 mol) of 50% hydrogen peroxide was slowly added into a mixture of 109 g (0.55 mol) of 4,4'-oxybis(methylbenzene) and 370 g (2.2 mol) of hydrobromic acid in 1000 g of DCE under ice bath. The resulting mixture was irradiated by a visible light lamp (with a wavelength of about 400 nm) for 12 hours to form a crude product (in an organic layer). 4,4'-oxybis((bromomethyl)benzene) was obtained with a yield of 650% after removing the solvent from the crude product by evaporation. |
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