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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+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
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CAS No. : | 17697-12-0 | MDL No. : | MFCD00001991 |
Formula : | C12H10O3Se2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | FHPZOWOEILXXBD-UHFFFAOYSA-N |
M.W : | 360.13 | Pubchem ID : | 87253 |
Synonyms : |
|
Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P261-P273-P301+P310+P330-P304+P340+P312-P403+P233-P501 | UN#: | 3283 |
Hazard Statements: | H301+H331-H373-H410 | 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 |
---|---|---|
With ozone In tetrachloromethane at -5℃; | ||
With tert.-butylhydroperoxide | ||
Multi-step reaction with 3 steps 1: tert.-butylhydroperoxide / α,α,α-trifluorotoluene / 80 °C 2: tert.-butylhydroperoxide / α,α,α-trifluorotoluene / 80 °C 3: tert.-butylhydroperoxide / α,α,α-trifluorotoluene / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 98% 2: 100% | In tetrahydrofuran at 50 - 60℃; for 2h; also other reaction conditions and absence of indole; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 100% 2: 1.7% 3: 96% | With indole; benzeneseleninic anhydride for 23h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 98% 2: 100% | With 1,2,2a,3-Tetrahydrobenz<cd>indol-5(4H)-one In tetrahydrofuran at 50 - 60℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | In tetrahydrofuran; dichloromethane | |
76% | In tetrahydrofuran; dichloromethane at 20℃; for 18h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | In benzene for 18h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 30 % Chromat. 2: 49 % Chromat. | With sodium cyanide; acetic acid In tetrahydrofuran 0 deg C, then 20 deg C, 5 days; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | In tetrahydrofuran at 20℃; for 1h; dehydrogenation and phenylselenenation of indolines with phenylseleninic anhydride or phenylseleninic acid; | |
98% | In tetrahydrofuran at 0℃; for 2h; | |
98% | In tetrahydrofuran at 20℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 36% 2: 14% 3: 15.5% | In tetrahydrofuran for 19h; Ambient temperature; | |
1: 15.5% 2: 36% 3: 14% | In tetrahydrofuran for 18h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 1,1,1,3,3,3-hexamethyl-disilazane 1.) chloroform, RT, 30 min, 2.) chloroform, RT, 1 h; Yield given. Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 26 mg 2: 8% 3: 64% | With iodoxybenzene In benzene for 1.75h; Heating; | |
1: 400 mg 2: 49% 3: 29% | In chlorobenzene at 100℃; for 0.0333333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 91% 2: 34% 3: 3.5% | In tetrahydrofuran at 50 - 60℃; for 3h; also other reaction conditions and absence of dihydropyran; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 42% 2: 20% | In tetrahydrofuran at 50 - 60℃; for 5.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 29% 2: 89% | In tetrahydrofuran for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 30% 2: 76 % Spectr. 3: 30 % Spectr. 4: 36% | In chloroform at 25℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 36% 2: 76 % Spectr. 3: 30 % Spectr. 4: 30% | With benzophenone tosylhydrazone In chloroform at 25℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 42% 2: 14% 3: 71 % Spectr. 4: 40% | In chloroform at 25℃; for 1h; Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 40% 2: 14% 3: 71 % Spectr. 4: 42% | With benzophenone tosylhydrazone In chloroform at 25℃; for 1h; Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In chloroform-d1 | ||
In chloroform-d1; dichloromethane at -40℃; for 0.5h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 55% 2: 23% | In tetrahydrofuran Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
30% | In tetrahydrofuran 1.) 45 deg C, 30 min, 2.) room temperature, 24 h; Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 1,1,1,3,3,3-hexamethyl-disilazane 1.) chloroform, 30 min, 2.) chloroform, 1 h; Yield given. Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
20% | In pyridine at 80℃; for 4h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 54% 2: 9% 3: 36% | In tetrahydrofuran for 3h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | In chloroform at 20℃; for 40h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 37% 2: 44% 3: 19% | In tetrahydrofuran at 50℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | In tetrahydrofuran at 55℃; for 16.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 40.7% 2: 23.7% 3: 13.3% | In benzene at 60℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 91% 2: 3.5% 3: 34% | With 1,2,2a,3-Tetrahydrobenz<cd>indol-5(4H)-one In tetrahydrofuran at 50 - 60℃; for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 10 % Spectr. 2: 56% 3: 39 % Spectr. 4: 41% | With benzophenone tosylhydrazone In chloroform at 25℃; for 1h; Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 29% 2: 47% | In tetrahydrofuran at 40℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | In chloroform at 20℃; for 9h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 58% 2: 36% | In benzene for 1.5h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 33% 2: 13% | In toluene for 1h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 50% 2: 25% | In tetrahydrofuran at 40℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | In chloroform at 50℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 21% 2: 50% | With 1,1,1,3,3,3-hexamethyl-disilazane In benzene for 0.25h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 17% 2: 7% 3: 21% 4: 2% | With pyridine In toluene at 100℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | In benzene at 65℃; for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52% | In chloroform at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In benzene at 25 - 50℃; for 17h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | In benzene at 25 - 50℃; for 17h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | In benzene at 25 - 50℃; for 17h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | In benzene at 25 - 50℃; for 17h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 9.5% 2: 14% 3: 13% 4: 15% | In benzene at 25 - 50℃; for 17h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 44% 2: 43% 3: 280 mg | With β-naphthol In tetrahydrofuran for 4h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 30% 2: 9% 3: 18% 4: 9% | In dichloromethane for 18h; Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 28% 2: 12% 3: 16% 4: 40% | In dichloromethane for 18h; Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 130 mg 2: 14% | In pyridine at 80℃; for 4h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 18% 2: 80 % Chromat. 3: 18% 4: 21% | In chloroform at 25℃; for 1h; Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 21% 2: 80 % Chromat. 3: 18% 4: 42 % Chromat. | With benzophenone tosylhydrazone In chloroform at 25℃; for 1h; Further byproducts given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
30% | In chloroform |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 28% 2: 30% | In chlorobenzene for 0.5h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 27% 2: 32% 3: 63% | In tetrahydrofuran at 0℃; for 0.333333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 20% 2: 60% | In dichloromethane for 0.0833333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 280 mg 2: 43% 3: 44 mg | In tetrahydrofuran for 4h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane for 24h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane for 24h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane for 24h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 1,1,1,3,3,3-hexamethyl-disilazane 1.) chloroform, RT, 30 min, 2.) chloroform, RT, 1 h; Yield given. Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In tetrahydrofuran for 1h; | |
96% | In tetrahydrofuran at 0℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 72% 2: 9% | With benzophenone tosylhydrazone In chloroform at 25℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 65% 2: 24% | In benzene for 2h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 40% 2: 52% | In chlorobenzene at 120℃; for 48h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
5% | In chlorobenzene at 120℃; for 96h; Yields of byproduct given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 38% 2: 5% 3: 85% | In chlorobenzene at 110℃; for 17h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 12% 2: 64% | With 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran for 1.5h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | With toluene-4-sulfonic acid In acetic acid for 24h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 14% 2: 58% | With 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran for 1.5h; Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With potassium <i>tert</i>-butylate; triethyl phosphite In tetrahydrofuran at 0℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 29% 2: 22% | In chlorobenzene at 120℃; for 10h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 40% 2: 19% | In chlorobenzene at 120℃; for 17h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 27% 2: 7% | In chlorobenzene at 120℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 20% 2: 10% | In chlorobenzene at 120℃; for 18h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 32% 2: 30% | In tetrahydrofuran at 20℃; for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: CH2Cl2 / 48 h / Ambient temperature 2: OH(1-) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 44 mg / tetrahydrofuran / 4 h / Ambient temperature 2: benzeneseleninic anhydride / tetrahydrofuran / 0.5 h / 50 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 130 mg / pyridine / 4 h / 80 °C 2: BuLi / tetrahydrofuran | ||
Multi-step reaction with 2 steps 1: 76 percent / tetrahydrofuran; CH2Cl2 2: 100 percent / Na2S2O4 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 130 mg / pyridine / 4 h / 80 °C 2: BuLi / tetrahydrofuran 3: 67 percent / 33percent H2O2 / tetrahydrofuran / 18 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 76 percent / tetrahydrofuran; CH2Cl2 / 18 h / 20 °C 2: 47 percent / CH2Cl2 / 25 h / Ambient temperature | ||
Multi-step reaction with 4 steps 1: 130 mg / pyridine / 4 h / 80 °C 2: BuLi / tetrahydrofuran 3: 67 percent / 33percent H2O2 / tetrahydrofuran / 18 h / 20 °C 4: 47 percent / CH2Cl2 / 25 h / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93.6 mg (47%) | In toluene | 5 1α,7β-Diacetoxy-8,13-epoxylabd-14-en-6,11-dione EXAMPLE 5 1α,7β-Diacetoxy-8,13-epoxylabd-14-en-6,11-dione To a solution of 200 mg of 1α,7β-diacetoxy-8,13-epoxy-6β-hydroxylabd-14-en-11-one in 25 ml of dry toluene was added first 200 mg of benzene seleninic anhydride then 30 mg (97%) sodium hydride. The mixture was stirred and heated to reflux under a Dririte drying tube. After 18 hr, the mixture was cooled and filtered. The filtrate was concentrated, taken up in 9:1 hexane/ethyl acetate, and chromatographed on silica. Evaporation of the appropriate fractions afforded 93.6 mg (47%) of product, mp 163°-164°. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With benzenesulfonamide In chlorobenzene | 7 Reaction of α-Amyrone with Benzeneseleninic Anhydride EXAMPLE 7 Reaction of α-Amyrone with Benzeneseleninic Anhydride α-Amyrone (100 mg) was dissolved in chlorobenzene (0.7 ml) BSA (85 mg, 1 mole equiv.) added and the stirred mixture heated to 95°-100° C. under purified nitrogen. The reaction was followed by I.R. spectroscopy and completion of the reaction was observed after 25 minutes. The mixture was subjected to plc to yield diphenyldiselenide (54.9 mg., 75%), a faint red band later shown to be the nor compound and α-amyr-1-enone (74.0 mg., 74%) as a white crystalline solid m.p. 156°-158° C., νmax. 1665 cm-1, λmax. 229 nm. (ε 8800) M+ 422, [α]D22 136.4°. (c 1.00). |