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Cas Database |
| Name |
9-Octadecenedioic acid |
EINECS | N/A |
| CAS No. | 4494-16-0 | Density | 1.012g/cm3 |
| PSA | 74.60000 | LogP | 5.17320 |
| Solubility | N/A | Melting Point |
102.5-103.5℃ (ethyl acetate ) |
| Formula | C18H32O4 | Boiling Point | 426.4 °C at 760 mmHg |
| Molecular Weight | 312.45 | Flash Point | 225.8 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
1,18-Octadec-9-enedioicacid;Hexadec-8-ene-1,16-dicarboxylic acid;Homocivetic acid;Octadec-9-ene-1,18-dioic acid; |
Article Data | 14 |
9-Octadecenedioic acid Synthetic route
- 14436-32-9
dec-9-enoic acid
- 4494-16-0
1,18-octadec-9-enedioic acid
| Conditions | Yield |
|---|---|
| In toluene at 50℃; under 375.038 Torr; for 12h; | 91% |
| Conditions | Yield |
|---|---|
| With [1,3-bis(2,4,5-Me3Ph)-2-imidazolidinylidene]Ru=CHPh(PCy3)Cl2 at 45℃; for 24h; | A 71% B n/a |
| Stage #1: cis-Octadecenoic acid; dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III) at 45℃; for 24.08 - 72h; Neat (no solvent); Stage #2: With ethyl vinyl ether Product distribution / selectivity; | A 71% B n/a |
| Cl2(PCy3)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC6H5 at 20℃; for 96h; Product distribution / selectivity; | A 21% B 21% |
| With [1,3-bis(mesityl)-2-imidazolidinylidene]-[2-[[(2-methylphenyl)imino]-methyl]-phenolyl]-[3-phenyl-indenyliden]-ruthenium(II)chloride at 45℃; for 20h; Neat (no solvent); |
| Conditions | Yield |
|---|---|
| With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride at 50℃; for 24h; Inert atmosphere; | 64.5% |
- 60-33-3, 506-21-8, 2197-37-7, 2420-42-0, 2420-55-5
9,12-octadecadienoic acid
A
- 4494-16-0
1,18-octadec-9-enedioic acid
B
- 29493-00-3
dodec-6-ene
C
- 15451-50-0
pentadec-9-enoic acid
| Conditions | Yield |
|---|---|
| With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride at 50℃; for 72h; Inert atmosphere; | A 55.4% B n/a C n/a |
| Conditions | Yield |
|---|---|
| With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride at 45℃; for 72h; Inert atmosphere; | 47% |
| With D-sorbitol; water; urea; sodium hydroxide; yeast at 30℃; for 48h; pH=7 - 7.5; Enzymatic reaction; | |
| With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride at 45℃; for 24h; Inert atmosphere; | 29.75 g |
| With Hoveyda-Grubbs catalyst second generation; p-benzoquinone In n-heptane at 45℃; Inert atmosphere; |
- 141-22-0
Ricinoleic acid
A
- 4494-16-0
1,18-octadec-9-enedioic acid
B
- 849663-74-7
7,12-dihydroxyoctadec-9-ene
| Conditions | Yield |
|---|---|
| Stage #1: Ricinoleic acid; dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III) at 45 - 50℃; for 72h; Neat (no solvent); Stage #2: With ethyl vinyl ether Product distribution / selectivity; | A n/a B 40% |
- 112-80-1
cis-Octadecenoic acid
- 74-85-1
ethene
A
- 4494-16-0
1,18-octadec-9-enedioic acid
B
- 872-05-9
1-Decene
C
- 14436-32-9
dec-9-enoic acid
D
- 5557-31-3
9-octadecene
| Conditions | Yield |
|---|---|
| Cl2(PCy3)(N,N'-(Mes)2-imidazolidin-2-yl)Ru=CHC6H5 at 20℃; for 12h; Product distribution / selectivity; | A 1% B 37% C 37% D 1% |
A
- 4494-16-0
1,18-octadec-9-enedioic acid
B
- 3329-38-2
18-hydroxyoctadec-9-enoic acid
D
- 38076-49-2, 69232-68-4
9,16-dihydroxyhexadecanoic acid
E
- 506-45-6
22-hydroxydocosanoic acid
F
- 496-86-6
9,10,18-trihydroxyoctadecanoic acid
G
- 505-56-6
docosanedioic acid
| Conditions | Yield |
|---|---|
| Stage #1: suberin With sodium hydroxide In isopropyl alcohol for 1.25h; Heating / reflux; Stage #2: With sulfuric acid In water at 100℃; pH=2 - 3; |
- 6117-80-2
1,4-butenediol
- 112-80-1
cis-Octadecenoic acid
A
- 4494-16-0
1,18-octadec-9-enedioic acid
B
- 75039-83-7, 75039-84-8, 37617-03-1
trans-2-undecen-1-ol
C
- 79868-94-3
ω-hydroxyundec-9-enoic acid
D
- 5557-31-3
9-octadecene
| Conditions | Yield |
|---|---|
| With C55H58ClN3ORu; Phenyltrichlorosilane In toluene at 50℃; for 5h; |
- 25260-60-0
cis-1,4-bis(acetyloxy)but-2-ene
- 112-80-1
cis-Octadecenoic acid
A
- 4494-16-0
1,18-octadec-9-enedioic acid
B
- 101171-21-5
11-acetyloxy-9-undecenoic acid
C
- 68480-27-3
undec-2-en-1-yl acetate
D
- 5557-31-3
9-octadecene
| Conditions | Yield |
|---|---|
| With C55H58ClN3ORu; Phenyltrichlorosilane In toluene at 50℃; for 5h; |
9-Octadecenedioic acid Specification
The 9-Octadecenedioic acid, with CAS registry number 4494-16-0, has the systematic name of octadec-9-enedioic acid. Besides this, it is also called 8-Hexadecene-1,16-dicarboxylic acid. And the chemical formula of this chemical is C18H32O4.
Physical properties of 9-Octadecenedioic acid: (1)ACD/LogP: 5.59; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 4; (4)ACD/LogD (pH 7.4): 0.98; (5)#H bond acceptors: 4; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 16; (8)Polar Surface Area: 74.6 Å2; (9)Index of Refraction: 1.486; (10)Molar Refractivity: 88.62 cm3; (11)Molar Volume: 308.5 cm3; (12)Polarizability: 35.13×10-24cm3; (13)Surface Tension: 40.6 dyne/cm; (14)Density: 1.012 g/cm3; (15)Flash Point: 225.8 °C; (16)Enthalpy of Vaporization: 74.71 kJ/mol; (17)Boiling Point: 426.4 °C at 760 mmHg; (18)Vapour Pressure: 1.82E-08 mmHg at 25°C.
Preparation: this chemical can be prepared by Dimethyloctadec-9-en-1,18-dioat. This reaction will need reagent 20percent aq. NaOH and solvent ethanol. The reaction time is 2.5 hour(s). The yield is about 67%.
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You can still convert the following datas into molecular structure:
(1)SMILES: OC(=O)CCCCCCCC=CCCCCCCCC(O)=O
(2)InChI: InChI=1/C18H32O4/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21)22/h1-2H,3-16H2,(H,19,20)(H,21,22)
(3)InChIKey: SBLKVIQSIHEQOF-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C18H32O4/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21)22/h1-2H,3-16H2,(H,19,20)(H,21,22)
(5)Std. InChIKey: SBLKVIQSIHEQOF-UHFFFAOYSA-N
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