CAS No.4494-16-0,8-Hexadecene-1,16-dicarboxylic acid Suppliers

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Basic Information

Molecular Structure:
CAS No.:	4494-16-0
Name:	8-Hexadecene-1,16-dicarboxylic acid
Article Data:	14

Formula:	C₁₈H₃₂O₄
Molecular Weight:	312.45
Synonyms:	1,18-Octadec-9-enedioicacid;Hexadec-8-ene-1,16-dicarboxylic acid;Homocivetic acid;Octadec-9-ene-1,18-dioic acid;
Density:	1.012g/cm³
Melting Point:	102.5-103.5℃ (ethyl acetate )
Boiling Point:	426.4 °C at 760 mmHg
Flash Point:	225.8 °C
PSA:	74.60000
LogP:	5.17320

Synthetic route

: 14436-32-9
dec-9-enoic acid

: 4494-16-0
1,18-octadec-9-enedioic acid

Conditions

Conditions	Yield
In toluene at 50℃; under 375.038 Torr; for 12h;	91%

: 112-80-1
cis-Octadecenoic acid

A: 4494-16-0
1,18-octadec-9-enedioic acid

B: 5557-31-3
9-octadecene

Conditions

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);

: 112-79-8
Elaidic Acid

: 4494-16-0
1,18-octadec-9-enedioic acid

Conditions

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

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

...Expand

: 112-80-1
cis-Octadecenoic acid

: 4494-16-0
1,18-octadec-9-enedioic acid

Conditions

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

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

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%

...Expand

suberin: suberin

A: 4494-16-0
1,18-octadec-9-enedioic acid

B: 3329-38-2
18-hydroxyoctadec-9-enoic acid

C: C17H32O4

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

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;

...Expand

: 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

Conditions	Yield
With C55H58ClN3ORu; Phenyltrichlorosilane In toluene at 50℃; for 5h;

...Expand

: 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

Conditions	Yield
With C55H58ClN3ORu; Phenyltrichlorosilane In toluene at 50℃; for 5h;

...Expand

Downstream Products

137-21-3

13481-97-5

141-24-2

25601-41-6

3788-56-5

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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%.

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