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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
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CAS No. : | 179866-74-1 | MDL No. : | MFCD03788936 |
Formula : | C24H20Br2O4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | UPLLZDVWXACTEG-UHFFFAOYSA-N |
M.W : | 532.22 | Pubchem ID : | 10839989 |
Synonyms : |
|
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P273-P280-P305+P351+P338-P310-P501 | UN#: | 1759 |
Hazard Statements: | H318-H413 | Packing Group: | Ⅲ |
GHS Pictogram: |
* 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 |
---|---|---|
90% | With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | |
70% | With sodium hydride In tetrahydrofuran 1.) 0 deg C, 5 min, 2.) room temperature, 12 h; | |
With sodium iodide In tetrahydrofuran |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With n-butyllithium In tetrahydrofuran; diethyl ether at -78 - 20℃; for 1.5h; | |
With n-butyllithium In tetrahydrofuran; diethyl ether at -78 - 20℃; for 1.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
39% | With sodium hydrogencarbonate In tetrahydrofuran at 75℃; for 48h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With bromine In dichloromethane at -78 - 20℃; for 5h; Title compound not separated from byproducts; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With n-butyllithium In tetrahydrofuran at -78℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: 100 percent / n-BuLi / tetrahydrofuran / -78 °C 2.1: sec-BuLi / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: 68 percent / tetrahydrofuran; cyclohexane / 12 h / -40 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 100 percent / n-BuLi / tetrahydrofuran / -78 °C 2.1: sec-BuLi / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: 68 percent / tetrahydrofuran; cyclohexane / 12 h / -40 °C 3.1: NaBH4 / methanol / 0 °C 4.1: Et3N; methanesulfonyl chloride / CH2Cl2 / 0.33 h / 0 °C 4.2: DMF; LiCl / CH2Cl2 / 3 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 100 percent / n-BuLi / tetrahydrofuran / -78 °C 2.1: sec-BuLi / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: 68 percent / tetrahydrofuran; cyclohexane / 12 h / -40 °C 3.1: NaBH4 / methanol / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1.1: 100 percent / n-BuLi / tetrahydrofuran / -78 °C 2.1: sec-BuLi / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: 68 percent / tetrahydrofuran; cyclohexane / 12 h / -40 °C 3.1: NaBH4 / methanol / 0 °C 4.1: Et3N; methanesulfonyl chloride / CH2Cl2 / 0.33 h / 0 °C 4.2: DMF; LiCl / CH2Cl2 / 3 h 5.1: tetrahydrofuran / 0.33 h / 0 °C 6.1: p-toluenesulfonic acid monohydrate / CH2Cl2; methanol / 4.5 h / 0 °C 7.1: Br2 / CH2Cl2 / 0.33 h / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: 100 percent / n-BuLi / tetrahydrofuran / -78 °C 2.1: sec-BuLi / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: 68 percent / tetrahydrofuran; cyclohexane / 12 h / -40 °C 3.1: NaBH4 / methanol / 0 °C 4.1: Et3N; methanesulfonyl chloride / CH2Cl2 / 0.33 h / 0 °C 4.2: DMF; LiCl / CH2Cl2 / 3 h 5.1: tetrahydrofuran / 0.33 h / 0 °C 6.1: p-toluenesulfonic acid monohydrate / CH2Cl2; methanol / 4.5 h / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: 100 percent / n-BuLi / tetrahydrofuran / -78 °C 2.1: sec-BuLi / tetrahydrofuran; cyclohexane / 1 h / -78 °C 2.2: 68 percent / tetrahydrofuran; cyclohexane / 12 h / -40 °C 3.1: NaBH4 / methanol / 0 °C 4.1: Et3N; methanesulfonyl chloride / CH2Cl2 / 0.33 h / 0 °C 4.2: DMF; LiCl / CH2Cl2 / 3 h 5.1: tetrahydrofuran / 0.33 h / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C / Inert atmosphere 2.1: hydrogenchloride; water / methanol; diethyl ether / 8 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: bromine / dichloromethane / 2 h / -78 °C / Inert atmosphere 2.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 2.2: 4.5 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 2 steps 1: bromine / dichloromethane 2: sodium iodide / tetrahydrofuran |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89.3% | Stage #1: 1-bromo-octane With iodine; magnesium In tetrahydrofuran for 1h; Inert atmosphere; Reflux; Stage #2: (R)-6,6'-dibromo-2,2'-dimethoxymethoxy-1,1'-binaphthalene With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran at 0℃; for 2.5h; Inert atmosphere; Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86.5% | Stage #1: (S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere; Stage #2: methoxymethoxy chloride In tetrahydrofuran; mineral oil at 0 - 20℃; for 4.5h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With [2,2]bipyridinyl; nickel dichloride; zinc In N,N-dimethyl acetamide at 90℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With copper In N,N-dimethyl-formamide at 90℃; for 48h; Inert atmosphere; Schlenk technique; | |
58% | With copper In N,N-dimethyl-formamide at 90℃; for 48h; Inert atmosphere; Schlenk technique; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: copper / N,N-dimethyl-formamide / 48 h / 90 °C / Inert atmosphere; Schlenk technique 2.1: n-butyllithium / tetrahydrofuran; hexane / 3.58 h / -78 - 25 °C / Inert atmosphere; Schlenk technique 2.2: 16 h / -78 - 25 °C / Inert atmosphere; Schlenk technique | ||
Multi-step reaction with 2 steps 1.1: copper / N,N-dimethyl-formamide / 48 h / 90 °C / Inert atmosphere; Schlenk technique; Sealed tube 2.1: n-butyllithium / diethyl ether; hexane / 3 h / 20 °C / Inert atmosphere; Schlenk technique 2.2: 16 h / -78 - 20 °C / Inert atmosphere; Schlenk technique |
A651894[ 211560-97-3 ]
(S)-6,6'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthalene
Reason: Optical isomers