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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.
Undecane exhibits anti-allergic and anti-inflammatory activities in sensitized rat basophilic leukemia (RBL-2H3) mast cells and HaCaT keratinocytes, inhibiting degranulation and the release of histamine and TNF-α in sensitized mast cells.
4.5
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| CAS No. : | 1120-21-4 |
| Formula : | C11H24 |
| M.W : | 156.31 |
| SMILES Code : | CCCCCCCCCCC |
| English Name : | N-undecane |
| MDL No. : | MFCD00008959 |
| InChI Key : | RSJKGSCJYJTIGS-UHFFFAOYSA-N |
| Pubchem ID : | 14257 |
* 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 |
|---|---|---|
| 98% | With Co/Al2O3; hydrogen In toluene at 120℃; for 20h; Autoclave; | 15 Hydrogenation of the higher linear alkanone to a corresponding higher linear alkane The hydrogenation reaction of the Cn ketone (6-undecanone) to the linear alcane (undecane) was performed in a 300 ml autoclave reactor (PARR Instrument Company). The reactor was placed in an aluminum block and the temperature was controlled by a thermocouple placed inside the reactor. Typically, 30 mg of solid catalyst, 170.3 mg, 1 .0 mmol of substrate was added to a 4 ml glass vial having an oven dried magnetic stirrer. 2.0 ml of dry Toluene was used as solvent, vial was fitted with a screw cap and a needle was inserted through the septum. (The vial is placed in the reactor.) The reactor was purged three times with 10 bar of hh and then the pressure was increased to 20 bar. The reactor was heated to the desired temperature (120°C) for 20 h. After the reaction, the reactor was cooled down to 5°C using an ice bath, the gas phase was slowly released and the remaining liquid was carefully separated from the solid catalyst and was analyzed separately using an internal standard (100 pL n-hexadecane). (0181) 140°C, 10 bar H2 Solvent: Toluene (0182) 1 mmol (0183) The ketone hydrogenation was investigated on a supported heterogeneous catalyst, 3.0Coy- AI2O3, and added H-ZSM5 zeolith. This mixture showed 99% ketone conversion and an alcane yield of 98%. |
| With hydrogenchloride; zinc amalgam | ||
| Multi-step reaction with 3 steps 1: 90 percent / lithium aluminium hydride / tetrahydrofuran / 2 h / 0 - 20 °C 2: 50 percent / (dimethylamino)sulfur trifluoride / CH2Cl2 / 5 h / -78 - 20 °C 3: 40 percent Chromat. / 1,2-bis(trimethylsilyl)benzene; 4,4'-di-tert-butylbiphenyl; lithium / tetrahydrofuran / 2.5 h / 0 °C |
| 98 %Chromat. | With chloro-trimethyl-silane; zinc In methanol; dichloromethane at 0℃; | |
| 98 % | With Co/Al2O3; hydrogen In toluene at 120℃; Autoclave; | 15 Hydrogenation of the higher linear alkanone to a corresponding higher linear alkane The hydrogenation reaction of the Cn ketone (6-undecanone) to the linear alcane (undecane) was performed in a 300 ml autoclave reactor (PARR Instrument Company). The reactor was placed in an aluminum block and the temperature was controlled by a thermocouple placed inside the reactor. Typically, 30 mg of solid catalyst, 170.3 mg, 1 .0 mmol of substrate was added to a 4 ml glass vial having an oven dried magnetic stirrer. 2.0 ml of dry Toluene was used as solvent, vial was fitted with a screw cap and a needle was inserted through the septum. (The vial is placed in the reactor.) The reactor was purged three times with 10 bar of hh and then the pressure was increased to 20 bar. The reactor was heated to the desired temperature (120°C) for 20 h. After the reaction, the reactor was cooled down to 5°C using an ice bath, the gas phase was slowly released and the remaining liquid was carefully separated from the solid catalyst and was analyzed separately using an internal standard (100 pL n-hexadecane). (0181) 140°C, 10 bar H2 Solvent: Toluene (0182) 1 mmol (0183) The ketone hydrogenation was investigated on a supported heterogeneous catalyst, 3.0Coy- AI2O3, and added H-ZSM5 zeolith. This mixture showed 99% ketone conversion and an alcane yield of 98%. |
| 64 % | With hydrogen at 240℃; |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With molybdenum (IV) sulfide at 320℃; Hydrogenation; | ||
| With tungsten trisulfide at 350℃; Hydrogenation; |
[ CAS Unavailable ]
[ 105-74-8 ]
[ 143-07-7 ]
[ 80401-50-9 ]
[ 1816-00-8 ]
[ 1120-21-4 ]
[ 693-61-8 ]
[ 3658-44-4 ]| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| In acetic acid at 130℃; for 0.5h; different ratio of peroxide-pyridine were used; with or without p-toluene sulfonic acid; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| In (2)H8-toluene at 86℃; other solvents (hexachloroacetone, Cl(CH2)2Cl, C6D6, n-C8H18), temperature; thermolysis of lauroyl peroxide; mechanism, polar/radical pathways; radical scavenging; effect of temperature, viscosity and solvent polarity on decomposition product yields; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With hydrogen at 280℃; var. temp., pressure and reaction time; var. activity/selectivity of catalyst; slurry-phase catalytic hydrogenation; |
[ 124-18-5 ]
[ 111-65-9 ]
[ 111-84-2 ]
[ 1120-21-4 ]
[ 112-40-3 ]
[ 110-54-3 ]
[ 142-82-5 ]
[ 630-05-7 ]
[ 14167-59-0 ]
[ CAS Unavailable ]
[ CAS Unavailable ]| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With C32H60IrO3P3; Re2O7/Al2O3; 1,3,5-trimethyl-benzene at 175℃; for 168h; Inert atmosphere; |
[ 692-33-1 ]
[ 105-74-8 ]
[ 143-07-7 ]
[ 1120-21-4 ]
[ 629-97-0 ]
[ 821-95-4 ]
[ 3073-59-4 ]
[ 3658-44-4 ]| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| In 1,2-dichloro-ethane for 5h; Reflux; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With hydrogen at 299.84℃; Flow reactor; |
[ 111-82-0 ]
[ 143-07-7 ]
[ 1120-21-4 ]
[ 112-40-3 ]
[ 112-54-9 ]
[ 13945-76-1 ]
[ CAS Unavailable ]| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With hydrogen at 359.84℃; Flow reactor; |
[ 111-82-0 ]
[ 143-07-7 ]
[ 1120-21-4 ]
[ 112-40-3 ]
[ 112-54-9 ]
[ 13945-76-1 ]
[ 112-53-8 ]
[ CAS Unavailable ]| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With hydrogen at 299.84℃; Flow reactor; | ||
| With hydrogen at 299.84℃; Flow reactor; |
[ 201230-82-2 ]
[ 106-98-9 ]
[ 591-76-4 ]
[ 187737-37-7 ]
[ 111-84-2 ]
[ 3221-61-2 ]
[ 1120-21-4 ]
[ 629-62-9 ]
[ 34557-54-5 ]
[ 74-84-0 ]
[ 74-98-6 ]
[ 78-78-4 ]
[ 74-85-1 ]
[ 142-82-5 ]
[ 6975-98-0 ]
[ 629-50-5 ]
[ 106-97-8 ]
[ 109-66-0 ]| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With hydrogen; at 400℃; under 750.075 Torr; for 1.0h;Flow reactor; | General procedure: Hydrocarbons were synthesized in a steel flowreactor with an inner diameter of 10 mm. Prior to testing, the FT catalyst as part of the multicomponent bedwas activated in a hydrogen stream supplied at a spacevelocity of 3000 h-1 at 400 and 0.1 MPa for 1 h. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 1: 18% 2: 8% | With iron In neat (no solvent) at 298℃; for 5h; | 4 Example 4 (comparative) : Ketonization of lauric acid using Fe as the pre- catalyst with direct introduction of entire amount of fatty acids to be converted and without initial introduction of ketone Lauric acid was mixed with 12.5 mol % of iron powder and heated to (0729) 298°C (boiling point of lauric acid) and kept at this temperature for 5 hours. Formation of complex is observed through FTIR analysis. (0730) [00525] Thereafter the composition of the reaction product was determined. The yield of 12-tricosanone was only 18 % and a significant amount of undecane was formed (8 %). Furthermore, substantial amounts of unreacted lauric acid were still present (total conversion of lauric acid is 46 %). |
| 90 % | With magnesium oxide at 365℃; Flow reactor; Inert atmosphere; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 1: 43% 2: 12.4% 3: 20.8% | With hydrogen In cyclohexane at 180℃; for 24h; |