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| CAS No.: | 25601-41-6 |
|---|---|
| Name: | 9-Decenoic acid, methyl ester |
| Molecular Structure: | |
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| Formula: | C11H20O2 |
| Molecular Weight: | 184.279 |
| Synonyms: | BB_NC-0447;methyl dec-9-enoate;HMS2267P17;methyl 9-decenoate;dec-9-enoic acid methyl ester;methyl oleate;methyl decenoate; |
| Density: | 0.883±0.06 g/cm3(Predicted) |
| Boiling Point: | 123 °C(Press: 21 Torr) |
| Appearance: | white crystalline powder |
| PSA: | 26.30000 |
| LogP: | 3.07610 |

| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 20℃; for 48h; Inert atmosphere; | 100% |
| sulfuric acid for 4h; Heating; | 98% |
| With sulfuric acid | 98% |

| Conditions | Yield |
|---|---|
| With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 23h; | 93% |

| Conditions | Yield |
|---|---|
| With C50H60Br2MoN2O2 In pentane at 20℃; under 8625.86 Torr; for 12.5h; Reagent/catalyst; Concentration; Autoclave; Glovebox; | 86% |
| With C29H47Cl2OPRu In carbonic acid dimethyl ester at 20℃; under 750.075 Torr; for 3h; Inert atmosphere; | |
| With Hoveyda-Grubbs catalyst first generation In carbonic acid dimethyl ester at 20℃; under 750.075 Torr; for 3h; Inert atmosphere; |

10-(2-Nitro-phenylselanyl)-decanoic acid methyl ester


methyl 9-decenoate

| Conditions | Yield |
|---|---|
| With dihydrogen peroxide In tetrahydrofuran for 15h; | 84% |
| With dihydrogen peroxide In tetrahydrofuran for 24h; | 84% |

dimethyl (Z)-octadec-9-ene-1,18-dioate


acrylonitrile

A

methyl 9-decenoate

B

methyl 10-cyano-dec-9-enoate

| Conditions | Yield |
|---|---|
| With Hoveyda-Grubbs catalyst second generation In toluene at 100℃; for 1h; Cross-metathesis; Inert atmosphere; | A n/a B 82% |


| Conditions | Yield |
|---|---|
| Stage #1: Methyl oleate With tetraethylammonium iodide In toluene at 20℃; for 1h; Inert atmosphere; Glovebox; Stage #2: ethene With C50H59Br2Cl2N3O2SiW In toluene; benzene at 50℃; under 7600.51 Torr; for 18h; Reagent/catalyst; Concentration; Autoclave; Inert atmosphere; | 78% |
| Grubbs catalyst first generation In dichloromethane at 40℃; under 7757.43 Torr; for 4h; Product distribution / selectivity; | |
| 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene-dichloro(3-methyl-2-buteneylidene)-(tricyclohexylphosphine)ruthenium In dichloromethane at 40 - 60℃; under 7757.43 Torr; for 2 - 4h; Product distribution / selectivity; |

octadec-9-enoic acid methyl ester


ethene

A

1-Decene

B

methyl 9-decenoate

C

9-octadecene

D

dimethyl 9-octadecen-1,18-dioate

| Conditions | Yield |
|---|---|
| With dichloro[(2-(tert-butyl)-6-propylphenoxy)(pyrrolidin-1-ium-1-ylidene)methanide](2-isopropoxyphenylmethylene)ruthenium(II) at 40℃; under 7757.43 Torr; Reagent/catalyst; | A 73% B n/a C n/a D n/a |
| With RuCl2(CN2C2H4(C6H3(CH(CH3)2)2)(C7H8(CH3)3))(CHC6H4OCH(CH3)2) In dichloromethane at 40℃; under 7757.43 Torr; for 6h; Inert atmosphere; | |
| Stage #1: octadec-9-enoic acid methyl ester; ethene With [1 ,3-bis-(2,4,6-trimethylpheuyl)-2-imidazolidinylidene]dichloro(phenylindenylidene)(acetonitrile)ruthenium(II) at 40℃; under 8517.48 Torr; for 4h; Glovebox; Sealed tube; Inert atmosphere; Stage #2: With tris(hydroxymethyl)phosphine In isopropyl alcohol at 70℃; for 1h; Catalytic behavior; | |
| With Grubbs catalyst first generation In toluene for 0.333333h; Reagent/catalyst; Flow reactor; |


| Conditions | Yield |
|---|---|
| Stage #1: methanol; (2-nitrophenyl)(undec-10-en-1-yl)selane With ozone; sodium hydroxide In dichloromethane at -78℃; Stage #2: With oxygen In dichloromethane at -78℃; Stage #3: In dichloromethane at -78 - 20℃; | 65% |

octadec-9-enoic acid methyl ester


ethene

A

1-Decene

B

methyl 9-decenoate

| Conditions | Yield |
|---|---|
| With F6P(1-)*C48H51Br2Cl2N4O2W(1+) | A n/a B 62% |
| silica gel In dichloromethane under 5250.4 Torr; for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
| With Grubbs catalyst first generation In toluene for 0.333333h; Flow reactor; |


methyl (9E)-octadec-9-enoate


but-3-enenitrile

A

methyl 9-decenoate

B

methyl 11-cyano-9-undecenoate

| Conditions | Yield |
|---|---|
| With Hoveyda-Grubbs catalyst second generation; p-benzoquinone In chlorobenzene for 7h; | A 9.2 %Chromat. B 55% |
