Product Name

  • Name

    Z-13-OCTADECEN-1-AL

  • EINECS 261-349-4
  • CAS No. 58594-45-9
  • Article Data5
  • CAS DataBase
  • Density 0.841 g/cm3
  • Solubility Insoluble in water
  • Melting Point
  • Formula C18H34O
  • Boiling Point 356 °C at 760 mmHg
  • Molecular Weight 266.467
  • Flash Point 179.2 °C
  • Transport Information UN1993
  • Appearance colorless to yellow liquid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 58594-45-9 (Z-13-OCTADECEN-1-AL)
  • Hazard Symbols Xi
  • Synonyms cis-13-Octadecenal;(Z)-13-Octadecenal;13-Octadecenal,(Z)-;
  • PSA 17.07000
  • LogP 6.22280

Synthetic route

C19H36O

C19H36O

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
With acetic acid In tetrahydrofuran; water at 55℃; for 10h;95%
(Z)-octadec-13-en-1-ol
69820-27-5

(Z)-octadec-13-en-1-ol

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 20℃; for 3h;75%
With dipyridinium dichromate In dichloromethane for 24h;60%
With Py*HClCrO3
With pyridinium chlorochromate In dichloromethane at 20℃; for 16h;
4-(Z)-nonenemagnesium bromide
82260-32-0, 142524-63-8

4-(Z)-nonenemagnesium bromide

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 54 percent / Li2CuCl4 / tetrahydrofuran / 3 h / -10 °C
2: 53 percent / pyridinium p-toluenesulfonate / methanol / 6 h / 55 °C
3: 60 percent / pyridinium dichromate / CH2Cl2 / 24 h
View Scheme
1-tetrahydropyranyloxy-13-(Z)-octadecene
130253-49-5

1-tetrahydropyranyloxy-13-(Z)-octadecene

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 53 percent / pyridinium p-toluenesulfonate / methanol / 6 h / 55 °C
2: 60 percent / pyridinium dichromate / CH2Cl2 / 24 h
View Scheme
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / ethanol / 80 °C
2: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / methanol / 16 h / 20 °C
2: pyridinium chlorochromate / dichloromethane / 16 h / 20 °C
View Scheme
methyl cis-13-docosenoate
1120-34-9

methyl cis-13-docosenoate

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: (i) O3, (ii) Ph3P
3: LiAlH4 / diethyl ether / Heating
4: Py*HClCrO3
View Scheme
methyl 12-formyldodecanoate
1608-77-1

methyl 12-formyldodecanoate

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: LiAlH4 / diethyl ether / Heating
3: Py*HClCrO3
View Scheme
cis-13-octadecenoic acid, methyl ester
13058-55-4

cis-13-octadecenoic acid, methyl ester

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether / Heating
2: Py*HClCrO3
View Scheme
(Z)-1-(tetrahydropyran-2-yloxy)-4-nonene
146176-63-8

(Z)-1-(tetrahydropyran-2-yloxy)-4-nonene

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridinium p-toluenesulfonate / methanol / 80 °C
2: pyridine
3: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
4: pyridinium p-toluenesulfonate / ethanol / 80 °C
5: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
(Z)-4-nonen-1-ol
59499-28-4

(Z)-4-nonen-1-ol

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine
2: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
3: pyridinium p-toluenesulfonate / ethanol / 80 °C
4: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
1-tosyloxynon-4Z-ene
83165-98-4

1-tosyloxynon-4Z-ene

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
2: pyridinium p-toluenesulfonate / ethanol / 80 °C
3: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
2-(9-bromononyloxy)tetrahydropyran
55695-90-4

2-(9-bromononyloxy)tetrahydropyran

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
2: pyridinium p-toluenesulfonate / ethanol / 80 °C
3: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
1,5-cis,cis-cyclooctadiene
1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: peracetic acid / dichloromethane
2: pyridinium p-toluenesulfonate / tetrahydrofuran
3: pyridine / 4 h / 20 °C
4: dilithium tetrachlorocuprate / tetrahydrofuran / 3 h / -40 °C
5: pyridinium p-toluenesulfonate / methanol / 80 °C
6: pyridine
7: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
8: pyridinium p-toluenesulfonate / ethanol / 80 °C
9: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
1,9-Nonanediol
3937-56-2

1,9-Nonanediol

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: hydrogen bromide / benzene
2: pyridinium p-toluenesulfonate / dichloromethane
3: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
4: pyridinium p-toluenesulfonate / ethanol / 80 °C
5: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
9-bromononan-1-ol
55362-80-6

9-bromononan-1-ol

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridinium p-toluenesulfonate / dichloromethane
2: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
3: pyridinium p-toluenesulfonate / ethanol / 80 °C
4: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
(Z)-oct-4-ene-1,8-diol
56506-08-2, 62422-45-1

(Z)-oct-4-ene-1,8-diol

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: pyridinium p-toluenesulfonate / tetrahydrofuran
2: pyridine / 4 h / 20 °C
3: dilithium tetrachlorocuprate / tetrahydrofuran / 3 h / -40 °C
4: pyridinium p-toluenesulfonate / methanol / 80 °C
5: pyridine
6: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
7: pyridinium p-toluenesulfonate / ethanol / 80 °C
8: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
(Z)-8-<(tetrahydropyran-2-yl)oxy>oct-4-enol
62422-46-2

(Z)-8-<(tetrahydropyran-2-yl)oxy>oct-4-enol

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: pyridine / 4 h / 20 °C
2: dilithium tetrachlorocuprate / tetrahydrofuran / 3 h / -40 °C
3: pyridinium p-toluenesulfonate / methanol / 80 °C
4: pyridine
5: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
6: pyridinium p-toluenesulfonate / ethanol / 80 °C
7: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
(Z)-8-(tetrahydro-2H-pyran-2-yloxy)oct-4-enyl 4-methylbenzensulfonate
108536-01-2

(Z)-8-(tetrahydro-2H-pyran-2-yloxy)oct-4-enyl 4-methylbenzensulfonate

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: dilithium tetrachlorocuprate / tetrahydrofuran / 3 h / -40 °C
2: pyridinium p-toluenesulfonate / methanol / 80 °C
3: pyridine
4: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
5: pyridinium p-toluenesulfonate / ethanol / 80 °C
6: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C
View Scheme
1,12-dodecandiol
5675-51-4

1,12-dodecandiol

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: hydrogen bromide / toluene / 16 h / 120 °C
2.1: toluene-4-sulfonic acid / dichloromethane / 16.5 h / 0 - 20 °C
3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -30 - 0 °C / Inert atmosphere
3.2: 16 h / Reflux
4.1: potassium hydroxide; palladium diacetate / N,N-dimethyl-formamide / 16 h / 145 °C / Sealed tube
5.1: toluene-4-sulfonic acid / methanol / 16 h / 20 °C
6.1: pyridinium chlorochromate / dichloromethane / 16 h / 20 °C
View Scheme
12-bromododecanol
3344-77-2

12-bromododecanol

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: toluene-4-sulfonic acid / dichloromethane / 16.5 h / 0 - 20 °C
2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -30 - 0 °C / Inert atmosphere
2.2: 16 h / Reflux
3.1: potassium hydroxide; palladium diacetate / N,N-dimethyl-formamide / 16 h / 145 °C / Sealed tube
4.1: toluene-4-sulfonic acid / methanol / 16 h / 20 °C
5.1: pyridinium chlorochromate / dichloromethane / 16 h / 20 °C
View Scheme
C23H42O2

C23H42O2

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium hydroxide; palladium diacetate / N,N-dimethyl-formamide / 16 h / 145 °C / Sealed tube
2: toluene-4-sulfonic acid / methanol / 16 h / 20 °C
3: pyridinium chlorochromate / dichloromethane / 16 h / 20 °C
View Scheme
2-[(12-bromododecyl)oxy]tetrahydro-2H-pyran
112999-97-0, 88517-92-4

2-[(12-bromododecyl)oxy]tetrahydro-2H-pyran

(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -30 - 0 °C / Inert atmosphere
1.2: 16 h / Reflux
2.1: potassium hydroxide; palladium diacetate / N,N-dimethyl-formamide / 16 h / 145 °C / Sealed tube
3.1: toluene-4-sulfonic acid / methanol / 16 h / 20 °C
4.1: pyridinium chlorochromate / dichloromethane / 16 h / 20 °C
View Scheme
(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

(Z)-octadec-13-en-1-ol
69820-27-5

(Z)-octadec-13-en-1-ol

Conditions
ConditionsYield
With sodium tetrahydroborate; water; sodium hydroxide In methanol for 4h; Cooling with ice;88%
(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

1,2-bis(tert-butyldimethylsilyl)hydrazine
10000-20-1

1,2-bis(tert-butyldimethylsilyl)hydrazine

A

Z-13-octadecenal N-tert-butyldimethylsilylhydrazone

Z-13-octadecenal N-tert-butyldimethylsilylhydrazone

B

Z-13-octadecenal N-tert-butyldimethylsilylhydrazone

Z-13-octadecenal N-tert-butyldimethylsilylhydrazone

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) at 0 - 23℃; Title compound not separated from byproducts;
...Expand
(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

1,2-bis(tert-butyldimethylsilyl)hydrazine
10000-20-1

1,2-bis(tert-butyldimethylsilyl)hydrazine

13-octadecenal N-tert-butyldimethylsilylhydrazone

13-octadecenal N-tert-butyldimethylsilylhydrazone

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In acetonitrile at 0 - 23℃; for 0.5h;
(Z)-13-octadecenal
58594-45-9

(Z)-13-octadecenal

2,2-dimethylpropionic acid Z-13-octadecenyl ester ster

2,2-dimethylpropionic acid Z-13-octadecenyl ester ster

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Sc(OTf)3 / acetonitrile / 0.5 h / 0 - 23 °C
2: 0.125 g / iodosylbenzene; aq. hydrofluoric acid; 2-chloropyridine / CH2Cl2 / 13.5 h / -78 - 23 °C
View Scheme

13-Octadecenal, (13Z)- Specification

The 13-Octadecenal, (13Z)-, with the CAS registry number 58594-45-9, is also known as 13-Octadecenal, (Z)-. Its EINECS registry number is 261-349-4. This chemical's molecular formula is C18H34O and molecular weight is 266.46. Its IUPAC name is called (Z)-octadec-13-enal.

Physical properties of 13-Octadecenal, (13Z)-: (1)ACD/LogP: 7.83; (2)# of Rule of 5 Violations: 1; (3)#H bond acceptors: 1; (4)#Freely Rotating Bonds: 15; (5)Index of Refraction: 1.453; (6)Molar Refractivity: 85.68 cm3; (7)Molar Volume: 316.5 cm3; (8)Surface Tension: 30.5 dyne/cm; (9)Density: 0.841 g/cm3; (10)Flash Point: 179.2 °C; (11)Enthalpy of Vaporization: 60.12 kJ/mol; (12)Boiling Point: 356 °C at 760 mmHg; (13)Vapour Pressure: 3E-05 mmHg at 25°C.

Preparation of 13-Octadecenal, (13Z)-: this chemical can be prepared by octadec-13c-en-1-ol. This reaction will need reagent Py•HClCrO3.

13-Octadecenal, (13Z)- can be prepared by octadec-13c-en-1-ol

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCC=CCCCCCCCCCCCC=O
(2)Isomeric SMILES: CCCC/C=C\CCCCCCCCCCCC=O
(3)InChI: InChI=1S/C18H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h5-6,18H,2-4,7-17H2,1H3/b6-5-
(4)InChIKey: QIRGIHPYVVKWTO-WAYWQWQTSA-N

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View