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Basic Information
| CAS No.: | 13481-97-5 |
|---|---|
| Name: | dimethyl octadec-9-enedioate |
| Article Data: | 97 |
| Molecular Structure: | |
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|
|
| Formula: | C20H36O4 |
| Molecular Weight: | 340.503 |
| Synonyms: | (E/Z)-dimethyl 9-octadecendioate;1,18-octadec-9-enedioic acid dimethyl ester;dimethyl 9-octadecene-1,18-dioate;dimethyl octadec-9-en-1,18-dioate;9-Octadecenedioic acid,dimethyl ester,(9E);dimethyl 1,18-octadec-9-enedioate;9-Octadecenedioic acid,dimethyl ester,(9Z);9-Octadecenedioic acid,dimethyl ester; |
| Density: | 0.947g/cm3 |
| Boiling Point: | 417.8oC at 760 mmHg |
| Flash Point: | 195.5oC |
| PSA: | 52.60000 |
| LogP: | 5.35000 |
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Synthetic route
- 25601-41-6
methyl 9-decenoate
- 13481-97-5
dimethyl 9-octadecen-1,18-dioate
Conditions
| Conditions | Yield |
|---|---|
| With Mo(N-2,6-’Pr2-C5H3)(CHCMe2Ph)(2,5-dimeth-ylpyrrolide)(O-2,6-Ph2C5H3) at 50℃; Reagent/catalyst; Temperature; Inert atmosphere; Molecular sieve; Glovebox; | 80.9% |
| With [1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene][2-isopropoxy-5-(2,2,2-trifluoroacetamido)benzylidene]ruthenium(II) dichloride In toluene at 110℃; for 2h; Inert atmosphere; | 63% |
| Grubbs catalyst first generation at 50℃; under 3.7503 Torr; for 2h; |
- 112-62-9
octadec-9-enoic acid methyl ester
- 74-85-1
ethene
A
- 872-05-9
1-Decene
B
- 25601-41-6
methyl 9-decenoate
C
- 5557-31-3
9-octadecene
D
- 13481-97-5
dimethyl 9-octadecen-1,18-dioate
Conditions
| 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; |
...Expand
- 112-62-9
Methyl oleate
- 74-85-1
ethene
A
- 872-05-9
1-Decene
B
- 25601-41-6
methyl 9-decenoate
C
- 5557-31-3
9-octadecene
D
- 13481-97-5
dimethyl 9-octadecen-1,18-dioate
Conditions
| Conditions | Yield |
|---|---|
| Cl2(PCy3)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC6H5 at 20℃; for 12h; Product distribution / selectivity; | A 43% B 46% C 3% D 2% |
| tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In toluene at 20 - 23℃; under 11103.3 - 26618.1 Torr; Autoclave; Inert atmosphere; | |
| With BerEt In toluene at 40℃; under 3102.97 Torr; for 1h; microfluidic reactor; |
...Expand
- 112-62-9
octadec-9-enoic acid methyl ester
- 74-85-1
ethene
A
- 872-05-9
1-Decene
B
- 25601-41-6
methyl 9-decenoate
C
- 13481-97-5
dimethyl 9-octadecen-1,18-dioate
Conditions
| Conditions | Yield |
|---|---|
| With C29H47Cl2OPRu In carbonic acid dimethyl ester at 20℃; under 750.075 Torr; Inert atmosphere; | A 42% B 43% C 2% |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With [1,3-bis(2,4,5-Me3Ph)-2-imidazolidinylidene]Ru=CHPh(PCy3)Cl2 at 45℃; | A n/a B 39% |
| dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III) at 45℃; for 72h; Product distribution / selectivity; Neat (no solvent); | A n/a B 39% |
| Cl2(PCy3)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC6H5 at 20℃; for 96h; Product distribution / selectivity; | A 24% B 24% |
- 112-62-9
octadec-9-enoic acid methyl ester
A
- 5557-31-3
9-octadecene
B
- 13481-97-5
dimethyl 9-octadecen-1,18-dioate
Conditions
| Conditions | Yield |
|---|---|
| With [1 ,3-bis-(2,4,6-trimethylpheuyl)-2-imidazolidinylidene]dichloro(phenylindenylidene)(acetonitrile)ruthenium(II) at 20℃; for 1h; Glovebox; | A 25% B 25% |
| benzylidenedichlorobis(1,3-diisopropylimidazolin-2-ylidene)ruthenium In 1,1-dichloroethane at 60℃; for 15h; Product distribution / selectivity; | A 21% B 21% |
- 7433-78-5
cis-5-decene
- 112-62-9
Methyl oleate
A
- 19689-19-1
5-decene
B
- 13481-97-5
dimethyl 9-octadecen-1,18-dioate
Conditions
| Conditions | Yield |
|---|---|
| silica supported rhenium-carbene surface at 25℃; for 3h; | |
| [(*SiO)Re(*CtBu)(=CHtBu)(CH2tBu)] at 25℃; |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| In 1,2-dichloro-benzene at 25℃; for 1h; Product distribution; Further Variations:; Solvents; |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With sulfuric acid at 80℃; for 0.5h; | |
| sulfuric acid at 80℃; for 0.5h; Product distribution / selectivity; | |
| With sulfuric acid Inert atmosphere; | |
| With sulfuric acid at 65℃; for 2h; Inert atmosphere; | 6.65 g |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: linoleic acid With [1,3-bis(2,4,5-Me3Ph)-2-imidazolidinylidene]Ru=CHPh(PCy3)Cl2 at 45℃; for 48h; Stage #2: methanol With sulfuric acid at 80℃; for 0.5h; Further byproducts given. Title compound not separated from byproducts; |
...Expand
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dimethyl octadec-9-enedioate
