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60037-58-3

Z-13-OCTADECEN-1-YL ACETATE, also known as (13Z)-Octadecenyl Acetate, is a chemical compound with the molecular formula C20H38O2. It is an acetate derivative of an octadecenyl group, which is a long-chain hydrocarbon with a double bond at the 13th carbon. Z-13-OCTADECEN-1-YL ACETATE is known for its specific chemical properties and potential applications in various fields.

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  • 60037-58-3 Structure

  • Basic information

    1. Product Name: Z-13-OCTADECEN-1-YL ACETATE
    2. Synonyms: (z)-11-hexadecenyl;acetate,(z)-13-octadecen-1-o;Z-13-OCTADECEN-1-YL ACETATE;(Z)-13-Octadecen-1-olacetate;(E)-13-Octadecenyl acetate;13Z-18Ac;(13Z)-Octadecenyl acetate;13-(Z)-Octadecenyl acetate
    3. CAS NO:60037-58-3
    4. Molecular Formula: C20H38O2
    5. Molecular Weight: 310.51
    6. EINECS: N/A
    7. Product Categories: insect pheromone
    8. Mol File: 60037-58-3.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 379.5±11.0℃ (760 Torr)
    3. Flash Point: 87.8±17.6℃
    4. Appearance: /
    5. Density: 0.872±0.06 g/cm3 (20 ºC 760 Torr)
    6. Vapor Pressure: 5.82E-06mmHg at 25°C
    7. Refractive Index: 1.455
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: Z-13-OCTADECEN-1-YL ACETATE(CAS DataBase Reference)
    11. NIST Chemistry Reference: Z-13-OCTADECEN-1-YL ACETATE(60037-58-3)
    12. EPA Substance Registry System: Z-13-OCTADECEN-1-YL ACETATE(60037-58-3)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 60037-58-3(Hazardous Substances Data)

60037-58-3 Usage

Uses

Used in Chemical Synthesis:
Z-13-OCTADECEN-1-YL ACETATE is used as a synthetic intermediate for the stereoselective synthesis of Cnaphalocrocis sex pheromone components from cyclooctadiene. This application is particularly relevant in the field of chemical ecology, where the synthesis of pheromones is crucial for understanding and manipulating insect behavior.

Check Digit Verification of cas no

The CAS Registry Mumber 60037-58-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,0,3 and 7 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 60037-58:
(7*6)+(6*0)+(5*0)+(4*3)+(3*7)+(2*5)+(1*8)=93
93 % 10 = 3
So 60037-58-3 is a valid CAS Registry Number.
InChI:InChI=1/C20H38O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-20(2)21/h6-7H,3-5,8-19H2,1-2H3/b7-6-

60037-58-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name [(Z)-octadec-13-enyl] acetate

1.2 Other means of identification

Product number -
Other names Z-13-octadecenyl acetate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:60037-58-3 SDS

60037-58-3Synthetic route

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

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

acetic anhydride
108-24-7

acetic anhydride

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
With pyridine for 24h; Ambient temperature;100%
With pyridine at 0℃; for 3h;96%
With pyridine In dichloromethane for 5h; Ambient temperature;86%
cis-13-docosenoic acid
112-86-7

cis-13-docosenoic acid

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 91 percent / 30percent H2O2, HCOOH
2: 89 percent / aq. Na2CO3, H3PO4, NaIO4
3: 1.) NaH, DMSO
4: PTS
5: 90 percent / LiAlH4 (LAH) / diethyl ether
6: 100 percent / pyridine / 24 h / Ambient temperature
View Scheme
13,14-dihydroxy-behenic acid
616-01-3

13,14-dihydroxy-behenic acid

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 89 percent / aq. Na2CO3, H3PO4, NaIO4
2: 1.) NaH, DMSO
3: PTS
4: 90 percent / LiAlH4 (LAH) / diethyl ether
5: 100 percent / pyridine / 24 h / Ambient temperature
View Scheme
13-oxotridecanoic acid
65157-88-2

13-oxotridecanoic acid

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) NaH, DMSO
2: PTS
3: 90 percent / LiAlH4 (LAH) / diethyl ether
4: 100 percent / pyridine / 24 h / Ambient temperature
View Scheme
(13Z)-octadec-13-enoic acid
693-71-0, 7378-89-4, 13126-39-1

(13Z)-octadec-13-enoic acid

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: PTS
2: 90 percent / LiAlH4 (LAH) / diethyl ether
3: 100 percent / pyridine / 24 h / Ambient temperature
View Scheme
cis-13-octadecenoic acid, methyl ester
13058-55-4

cis-13-octadecenoic acid, methyl ester

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / LiAlH4 (LAH) / diethyl ether
2: 100 percent / pyridine / 24 h / Ambient temperature
View Scheme
4-(Z)-nonenemagnesium bromide
82260-32-0, 142524-63-8

4-(Z)-nonenemagnesium bromide

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

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: 86 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature
View Scheme
1-tetrahydropyranyloxy-13-(Z)-octadecene
130253-49-5

1-tetrahydropyranyloxy-13-(Z)-octadecene

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 53 percent / pyridinium p-toluenesulfonate / methanol / 6 h / 55 °C
2: 86 percent / pyridine / CH2Cl2 / 5 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / ethanol / 80 °C
2: pyridine / 3 h / 0 °C
View Scheme
(Z)-1-(tetrahydropyran-2-yloxy)-4-nonene
146176-63-8

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

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

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: pyridine / 3 h / 0 °C
View Scheme
(Z)-4-nonen-1-ol
59499-28-4

(Z)-4-nonen-1-ol

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine
2: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
3: pyridinium p-toluenesulfonate / ethanol / 80 °C
4: pyridine / 3 h / 0 °C
View Scheme
1-tosyloxynon-4Z-ene
83165-98-4

1-tosyloxynon-4Z-ene

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
2: pyridinium p-toluenesulfonate / ethanol / 80 °C
3: pyridine / 3 h / 0 °C
View Scheme
2-(9-bromononyloxy)tetrahydropyran
55695-90-4

2-(9-bromononyloxy)tetrahydropyran

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dilithium tetrachlorocuprate; magnesium / tetrahydrofuran
2: pyridinium p-toluenesulfonate / ethanol / 80 °C
3: pyridine / 3 h / 0 °C
View Scheme
1,5-cis,cis-cyclooctadiene
1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

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: pyridine / 3 h / 0 °C
View Scheme
1,9-Nonanediol
3937-56-2

1,9-Nonanediol

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

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: pyridine / 3 h / 0 °C
View Scheme
9-bromononan-1-ol
55362-80-6

9-bromononan-1-ol

(Z)-13-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

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: pyridine / 3 h / 0 °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-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

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: pyridine / 3 h / 0 °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-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

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: pyridine / 3 h / 0 °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-octadecen-1-yl acetate
60037-58-3

(Z)-13-octadecen-1-yl acetate

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: pyridine / 3 h / 0 °C
View Scheme

60037-58-3Downstream Products

60037-58-3Relevant articles and documents

Erucic acid, a cheap source of synthetic pheromones

Subbaraman, A S,Mithran, S,Mamdapur, V R

, p. 865 - 866 (2007/10/02)

Easily accessible starting materials, viz. aleuritic acid, tetrahydrofurfuryl alcohol, propargyl alcohol and undecenoic acid have earlier been used by us for the synthesis of a large number of insect pheromones.We now report that erucic acid (1), a major component of mustard oil, is yet another cheap starting material for the synthesis of pheromones (Ia and Ib) of sugarcane internode moth, Chilo sacchariphagus and mascalure (II), the pheromone of housefly, Musca domestica.

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