Product Name

  • Name

    METHYL 10-UNDECENOATE

  • EINECS 203-910-8
  • CAS No. 111-81-9
  • Article Data107
  • CAS DataBase
  • Density 0.88 g/cm3
  • Solubility 794μg/L at 20℃
  • Melting Point 26-27℃
  • Formula C12H22O2
  • Boiling Point 247.3 °C at 760 mmHg
  • Molecular Weight 198.305
  • Flash Point 99.3 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 111-81-9 (METHYL 10-UNDECENOATE)
  • Hazard Symbols Xn,N
  • Synonyms 10-Hendecenoicacid methyl ester;Maskod MNS 01-10;Methyl 10-undecenoate;Methyl10-undecylenate;Methyl undec-10-enylate;Methyl undecenoate;NSC 1273;Undecylenic acid methyl ester;
  • PSA 26.30000
  • LogP 3.46620

Synthetic route

methanol
67-56-1

methanol

10-undecenoic acid
112-38-9

10-undecenoic acid

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With monoammonium 12-tungstophosphate for 12h; Heating;100%
With sulfuric acid In methanol for 6h; Reflux;100%
Stage #1: methanol; 10-undecenoic acid With thionyl chloride at 10 - 20℃; for 12h;
Stage #2: With potassium carbonate In water pH=> 9;
99%
10-undecenoic acid
112-38-9

10-undecenoic acid

acetyl chloride
75-36-5

acetyl chloride

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
In methanol at 0 - 20℃; for 6h;100%
methanol
67-56-1

methanol

undec-10-enoyl chloride
38460-95-6

undec-10-enoyl chloride

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
98%
In dichloromethane at 20℃; for 1h; Inert atmosphere;92%
With potassium carbonate87%
4-quinolylmethyl undec-10-enoate
251922-69-7

4-quinolylmethyl undec-10-enoate

methyl iodide
74-88-4

methyl iodide

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
Stage #1: 4-quinolylmethyl undec-10-enoate With ammonium formate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In dimethyl sulfoxide at 50℃; for 12h; Reduction; Deprotection;
Stage #2: methyl iodide With sodium carbonate In water; dimethyl sulfoxide at 20℃; for 12h; Methylation;
95%
methanol
67-56-1

methanol

undec-10-enamide
5332-51-4

undec-10-enamide

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With Amberlyst 15 at 60℃; for 48h;94%
methanol
67-56-1

methanol

ethyl 10-undecenenoate
692-86-4

ethyl 10-undecenenoate

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With sodium hydroxide Inert atmosphere; Reflux;93%
With sodium hydroxide for 48h; Reflux;93%
undec-10-enoic acid zinc salt

undec-10-enoic acid zinc salt

methanol
67-56-1

methanol

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With sulfuric acid for 4h; Inert atmosphere; Reflux;92%
ethyl 10-hydroxy-11-methylseleno-undecanoate

ethyl 10-hydroxy-11-methylseleno-undecanoate

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 6h; Heating;90%
11-tert-Butylperoxy-11-methoxy-undec-1-ene
104367-60-4

11-tert-Butylperoxy-11-methoxy-undec-1-ene

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
In methanol at 60℃;89%
methyl 11-(benzo[d]thiazol-2-ylsulfonyl)-10-hydroxyundecanoate
1227261-77-9

methyl 11-(benzo[d]thiazol-2-ylsulfonyl)-10-hydroxyundecanoate

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 17h;89%
methyl 10-undecynoate
2777-66-4

methyl 10-undecynoate

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With copper(II)-citrate; hexamethylenetetramine; hypophosphorous acid In water; N,N-dimethyl-formamide at 130℃; for 6h; Inert atmosphere; Green chemistry; chemoselective reaction;84%
methanol
67-56-1

methanol

10-undecenoic acid hydrazide
5458-77-5

10-undecenoic acid hydrazide

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With Oxone at 20℃; for 4h; oxidative esterification;81%
methanol
67-56-1

methanol

10-Undecen-1-ol
112-43-6

10-Undecen-1-ol

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With iodine; potassium carbonate for 20h; Heating;75%
methanol
67-56-1

methanol

10-Undecenal
112-45-8

10-Undecenal

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With sodium hypochlorite; tetrabutylammomium bromide In ethyl acetate at 20℃; for 2.85h;75%
methanol
67-56-1

methanol

C12H21F5O2Si(2-)*2K(1+)
70995-86-7, 76249-85-9

C12H21F5O2Si(2-)*2K(1+)

A

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

B

(E)-11-Methoxy-undec-10-enoic acid methyl ester
77149-65-6

(E)-11-Methoxy-undec-10-enoic acid methyl ester

Conditions
ConditionsYield
With oxygen; copper diacetate for 21h; Ambient temperature;A 16%
B 67%
dihydroxy-methyl-borane
13061-96-6

dihydroxy-methyl-borane

10-undecenoic acid
112-38-9

10-undecenoic acid

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With pyridine; copper (II) carbonate hydroxide at 90℃; for 24h; Chan-Lam Coupling;60%
12-methoxy-12-oxododecanoic acid
3903-40-0

12-methoxy-12-oxododecanoic acid

A

methyl undecanoate
1731-86-8

methyl undecanoate

B

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

C

docosanedioic acid dimethyl ester
22399-98-0

docosanedioic acid dimethyl ester

Conditions
ConditionsYield
With potassium methanolate In methanol at 40 - 45℃; electrolysis: anode: platinum foil; current source: galvanostat; current density 220 mA cm-2; current consumption: 1.25 F mol-1; cell voltage 40-70 V; Yield given;A n/a
B n/a
C 53%
With potassium methanolate In methanol at 40 - 45℃; electrolysis: anode: platinum foil; current source: galvanostat; current density 220 mA cm-2; current consumption: 1.25 F mol-1; cell voltage 40-70 V; Yields of byproduct given;A n/a
B n/a
C 53%
methyl ricinoleate
41989-07-5

methyl ricinoleate

A

heptanal
111-71-7

heptanal

B

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With sand for 0.75h;A n/a
B 49%
methyl ricinoleate
141-24-2

methyl ricinoleate

A

heptanal
111-71-7

heptanal

B

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
With Pt/HCl/F-ZSM-5 In water at 350 - 480℃; Reagent/catalyst; Temperature;A 26.4%
B 48.3%
at 120 - 170℃; under 145 Torr; Die Spaltung verlaeuft fast quantitativ, wenn ueber mit Borax getraenktem Bimstein destilliert wird;
at 550℃;
methyl 11-bromo-10-hydroxyundecanoate
34574-67-9

methyl 11-bromo-10-hydroxyundecanoate

A

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

B

(+/-)-10-Hydroxyundecansaeure-methylester
54704-39-1

(+/-)-10-Hydroxyundecansaeure-methylester

C

methyl 10-oxoundecanoate
18993-09-4

methyl 10-oxoundecanoate

D

methyl 8-undecenoate
64749-27-5

methyl 8-undecenoate

Conditions
ConditionsYield
With chlorotris(triphenylphosphine)cobalt(I) for 6h; Ambient temperature; Yield given. Further byproducts given;A n/a
B 42%
C 44%
D n/a
methyl 11-bromo-10-hydroxyundecanoate
34574-67-9

methyl 11-bromo-10-hydroxyundecanoate

A

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

B

(+/-)-10-Hydroxyundecansaeure-methylester
54704-39-1

(+/-)-10-Hydroxyundecansaeure-methylester

C

methyl 10-oxoundecanoate
18993-09-4

methyl 10-oxoundecanoate

D

methyl 8-undecenote
100288-72-0

methyl 8-undecenote

Conditions
ConditionsYield
With chlorotris(triphenylphosphine)cobalt(I) In benzene at 60℃; for 7.5h; Yield given;A n/a
B 42%
C 44%
D n/a
(E)-2-hydroxyiminocyclododecanone
27367-70-0

(E)-2-hydroxyiminocyclododecanone

A

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

B

(Z)-2-hydroxyiminocyclododecanone
27335-49-5

(Z)-2-hydroxyiminocyclododecanone

C

12-hydroxybicyclo<8.2.0>dodecan-11-one oxime
27336-68-1, 80845-16-5

12-hydroxybicyclo<8.2.0>dodecan-11-one oxime

D

(2-oxocyclodecane)acetonitrile
76185-10-9

(2-oxocyclodecane)acetonitrile

Conditions
ConditionsYield
In methanol at 28℃; for 4h; Irradiation; Yields of byproduct given;A n/a
B 18%
C n/a
D n/a
In methanol at 28℃; for 12h; Irradiation;A 13%
B n/a
C n/a
D n/a
In methanol at 28℃; for 12h; Irradiation;A n/a
B n/a
C n/a
D 5%
In methanol at 28℃; for 6h; Irradiation; Yield given;
(E)-2-hydroxyiminocyclododecanone
27367-70-0

(E)-2-hydroxyiminocyclododecanone

A

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

B

(2-oxocyclodecane)acetonitrile
76185-10-9

(2-oxocyclodecane)acetonitrile

Conditions
ConditionsYield
In methanol for 12h; Irradiation;A 13%
B n/a
In methanol for 12h; Irradiation;A n/a
B 5%
Conditions
ConditionsYield
Destillation unter normalem Druck; ricinolic acid methyl ester;
Conditions
ConditionsYield
durch thermische Zersetzung;
methyl ricinoleate
41989-07-5

methyl ricinoleate

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

10-undecenoic acid
112-38-9

10-undecenoic acid

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
(methylation);
Multi-step reaction with 2 steps
1: PCl5 / benzene / Heating
2: 50 °C
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / 3 h / Heating
2: 2 h / Reflux
View Scheme
12-Methylricinolsaeure-methylester
112507-35-4

12-Methylricinolsaeure-methylester

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

Conditions
ConditionsYield
(pyrolysis);
11-bromo-undecanoic acid methyl ester
6287-90-7

11-bromo-undecanoic acid methyl ester

A

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

B

methyl (E) 9-undecenoate
37973-85-6

methyl (E) 9-undecenoate

Conditions
ConditionsYield
With bis(triphenylphosphine)nickel(II) chloride; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine In tetrahydrofuran; hexane Product distribution; Mechanism; Ambient temperature; other halides; var. reagents;
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

10-oxo-decanoic acid methyl ester
14811-73-5

10-oxo-decanoic acid methyl ester

Conditions
ConditionsYield
With 3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine; oxygen In acetonitrile for 12h; Ambient temperature; Irradiation;100%
With ozone; triphenylphosphine In methanol; dichloromethane at -78 - 20℃; for 6h;100%
With sodium periodate; osmium(VIII) oxide; tetra(n-butyl)ammonium hydrogensulfate In water for 22h; Ambient temperature;97%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

methyl 9-(oxiran-2-yl)nonanoate
22663-09-8

methyl 9-(oxiran-2-yl)nonanoate

Conditions
ConditionsYield
With Oxone; ethylene diamine tetraacetic acid tetrasodium salt; sodium hydrogencarbonate In acetonitrile at 0℃; for 1h;100%
With dodecatungstophosphoric acid; dihydrogen peroxide; Aliquat 336 In chloroform at 65℃; for 5h;99%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 12h;93%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

methyl 10-oxoundecanoate
18993-09-4

methyl 10-oxoundecanoate

Conditions
ConditionsYield
With oxygen; copper(l) chloride; palladium dichloride In tetrahydrofuran; water at 20℃; for 10h;100%
With water; oxygen; copper(l) chloride In tetrahydrofuran at 20℃; under 759.826 Torr; for 36h; Wacker-Tsuji Olefin Oxidation;96%
With tetraethylammonium chloride; oxygen; copper dichloride; palladium dichloride In N,N-dimethyl-formamide at 20℃; for 6h; Product distribution; other solvents, reagents, reagents ratios, temperature, times;95%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

10-undecenoic acid
112-38-9

10-undecenoic acid

Conditions
ConditionsYield
Stage #1: Methyl 10-undecenoate With water; sodium hydroxide Reflux;
Stage #2: With hydrogenchloride In water
100%
Acidic conditions;44.8%
Hydrolysis;
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

A

dimethyl dodec-2-en-1,12-dioate
70086-90-7

dimethyl dodec-2-en-1,12-dioate

B

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

Conditions
ConditionsYield
With [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II) In toluene at 50℃; for 3h; Reagent/catalyst; Temperature;A 100%
B n/a
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

10-Undecen-1-ol
112-43-6

10-Undecen-1-ol

Conditions
ConditionsYield
With diisobutylaluminium hydride In tetrahydrofuran; hexane at -78℃; for 5h;99%
With C17H16BrMnNO3P; potassium tert-butylate; hydrogen In 1,4-dioxane at 100℃; under 37503.8 Torr; for 6h; Autoclave; chemoselective reaction;98%
With isopropyl alcohol In hexane at 0 - 20℃; for 0.25h; Bouveault-Blanc Reduction; Inert atmosphere;96%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

undec-10-enamide
5332-51-4

undec-10-enamide

Conditions
ConditionsYield
With magnesium nitride In methanol at 80℃; for 24h;99%
With ammonia In methanol for 120h;48%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

methyl undecanoate
1731-86-8

methyl undecanoate

Conditions
ConditionsYield
With C40H56N2RuSi4; hydrogen In toluene at 25℃; under 760.051 Torr; for 1.5h; Schlenk technique;99%
With C40H56FeN2Si4(2-); hydrogen In 1,2-dimethoxyethane at 80℃; under 7600.51 Torr; for 2h; Schlenk technique; Autoclave;99%
With hydrogen; palladium dichloride In dichloromethane at 20℃; under 760 Torr;98%
Togni's reagent II
887144-94-7

Togni's reagent II

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

(E)-methyl 12,12,12-trifluorododec-9-enoate
1344711-01-8

(E)-methyl 12,12,12-trifluorododec-9-enoate

Conditions
ConditionsYield
With copper(l) chloride In methanol at 70℃; for 0.166667h; Sealed tube; Inert atmosphere;99%
With tetrakis(actonitrile)copper(I) hexafluorophosphate In methanol at 0 - 20℃; for 23.25h; Inert atmosphere; optical yield given as %de;79%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

carbon monoxide
201230-82-2

carbon monoxide

benzylamine
100-46-9

benzylamine

C33H57NO4

C33H57NO4

Conditions
ConditionsYield
With C20H22N2ORh(1+)*C24H20B(1-); hydrogen In toluene at 85℃; under 37503.8 Torr; for 6h; chemoselective reaction;99%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

dimethyl 10-eicosenedioate
53481-02-0, 63318-27-4, 63318-28-5

dimethyl 10-eicosenedioate

Conditions
ConditionsYield
With Grubbs catalyst first generation at 20 - 50℃; for 3h;98%
With C29H36N3O4Ru In tetrahydrofuran at 35℃; for 12h; Inert atmosphere;94%
With silica immobilized second generation Hoveyda-Grubbs catalyst In hexane at 59.84℃; for 5h;85%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

methylmagnesium bromide
75-16-1

methylmagnesium bromide

11-hydroxy-11-methyl-dodec-1-ene
34386-60-2

11-hydroxy-11-methyl-dodec-1-ene

Conditions
ConditionsYield
Stage #1: Methyl 10-undecenoate; methylmagnesium bromide In tetrahydrofuran at -78 - 20℃; for 20h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 0℃;
98%
In tetrahydrofuran
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

perfluoroisopropyl iodide
677-69-0

perfluoroisopropyl iodide

(E)-methyl (E)-12,13,13,13-tetrafluoro-12-(trifluoromethyl)tridec-10-enoate

(E)-methyl (E)-12,13,13,13-tetrafluoro-12-(trifluoromethyl)tridec-10-enoate

Conditions
ConditionsYield
With eosin; caesium carbonate In N,N-dimethyl acetamide at 20℃; for 48h; Inert atmosphere; Sealed tube; Irradiation;98%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

methyl (E) 9-undecenoate
37973-85-6

methyl (E) 9-undecenoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 10h; Heating;97%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

C26H24N2O7S2

C26H24N2O7S2

C38H46N2O9S2

C38H46N2O9S2

Conditions
ConditionsYield
With dilauryl peroxide In neat (no solvent) at 85℃; Sealed tube;97%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

N-[3-(dimethylamino)propyl]undec-10-enamide
66654-01-1

N-[3-(dimethylamino)propyl]undec-10-enamide

Conditions
ConditionsYield
With sodium methylate at 150℃; for 4h; Reagent/catalyst; Temperature;96.3%
Triethoxysilane
998-30-1

Triethoxysilane

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

11-triethoxysilanylundecanoic acid methyl ester
18505-40-3

11-triethoxysilanylundecanoic acid methyl ester

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex at 60℃; for 6h;96%
dihydrogen hexachloroplatinate for 46h; Heating;
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

methyl difluoroiodoacetate
109872-87-9

methyl difluoroiodoacetate

2,2-Difluoro-4-iodo-tridecanedioic acid dimethyl ester
133950-95-5

2,2-Difluoro-4-iodo-tridecanedioic acid dimethyl ester

Conditions
ConditionsYield
copper In N,N-dimethyl-formamide for 6h; Ambient temperature;96%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

phenyl trifluoromethylsulfide
456-56-4

phenyl trifluoromethylsulfide

1,1,1-trifluoro-11-dodecen-2-one
141023-04-3

1,1,1-trifluoro-11-dodecen-2-one

Conditions
ConditionsYield
With Triethylgermyl-natrium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -60℃; for 1.5h;96%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

[1',1'-2H2]-undec-10-en-1-ol
164353-34-8

[1',1'-2H2]-undec-10-en-1-ol

Conditions
ConditionsYield
With lithium aluminium deuteride In tetrahydrofuran at 0 - 25℃;96%
With ethyl [2]alcohol; sodium In hexane; mineral oil at 0℃; for 0.0833333h; Inert atmosphere;95%
With ethyl [2]alcohol; sodium In hexane; mineral oil at 0 - 20℃; for 0.166667h; Bouveault-Blanc Reduction; Inert atmosphere;95%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

methyl 11-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)undecanoate
892846-46-7

methyl 11-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)undecanoate

Conditions
ConditionsYield
With trihexyltetradecylP(+) dodecylbenzene sulfonate; N-pentyl-4-methylpy 7,8-(Cy2P)2-7,8-nido-C2B9H10; Ir nanoparticles In dichloromethane (Ar); react. alkene with boron compd. in the presence of Ir nanoparticles and boronate in CH2Cl2 and trihexyltetradecylphosphonium dodecylbenzene sulfonate at room temp. for 12 h with stirring; evapn., extn. with Et2O, concn. in vac., chromy. (SiO2, hexane/Et2O 8:1 vol.); elem. anal.;96%
With 1-hexyl-3-methylimidazolium triflate; N-pentyl-4-methylpy 7,8-(Cy2P)2-7,8-nido-C2B9H10; Ir nanoparticles In dichloromethane (Ar); react. alkene with boron compd. in the presence of Ir nanoparticles and boronate in CH2Cl2 and 1-hexyl-3-methylimidazolium trifluoromethanesulfonate at room temp. for 12 h with stirring; evapn., extn. with Et2O, concn. in vac., chromy. (SiO2, hexane/Et2O 8:1 vol.);93%
With trihexyltetradecylP(+) dodecylbenzene sulfonate; catalyst: Ir/1,2-bis(diphenylphosphino)ethane In dichloromethane (Ar); react. alkene with boron compd. in the presence of Ir nanoparticles and diphosphine in CH2Cl2 and trihexyltetradecylphosphonium dodecylbenzene sulfonate at room temp. for 12 h with stirring; evapn., extn. with Et2O, concn. in vac., chromy. (SiO2, hexane/Et2O 8:1 vol.);88%
With MesBIPCoCl2; sodium t-butanolate at 25℃; for 1h;70%
With [(1,3-bis(2,4,6-trimethylphenyl) imidazol-2-ylidene)Fe(CO)4] In neat (no solvent) at 20℃; for 24h; Inert atmosphere; UV-irradiation; Schlenk technique; regioselective reaction;52%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

methyl 12,12,12-trifluoro-10-iodododecanoate
125081-42-7

methyl 12,12,12-trifluoro-10-iodododecanoate

Conditions
ConditionsYield
With Raney Ni (W-2) In methanol at 80℃; for 20h; Addition;95%
With triethyl borane In hexane at -24℃; for 3.5h;86%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

methyl 11-(2-hydroxyethylthio)undecanoate
60631-70-1

methyl 11-(2-hydroxyethylthio)undecanoate

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone In acetonitrile at 20℃; Visible light;95%
methanol
67-56-1

methanol

Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

dimethyl sebacate
106-79-6

dimethyl sebacate

Conditions
ConditionsYield
Stage #1: methanol; Methyl 10-undecenoate With ozone In methanol at 0℃;
Stage #2: With semicarbazide hydrochloride at 0 - 20℃; Reagent/catalyst; Inert atmosphere;
95%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

1,4-diacetoxybut-2-ene
1576-98-3, 18621-75-5, 25260-60-0

1,4-diacetoxybut-2-ene

methyl 12-hydroxydodec-10-enoate

methyl 12-hydroxydodec-10-enoate

Conditions
ConditionsYield
Stage #1: Methyl 10-undecenoate; 1,4-diacetoxybut-2-ene With [1,3-bis(2,6-di-isopropylphenyl)-2-imidazolidinylidene]dichloro(o-isopropoxyphenylmethylene)ruthenium(II) In dichloromethane at 45℃; for 6h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: With methanol; potassium hydroxide In dichloromethane at 20℃;
94%

10-Undecenoic acid,methyl ester Specification

The 10-Undecenoic acid,methyl ester is an organic compound with the formula C12H22O2. The IUPAC name of this chemical is methyl undec-10-enoate. With the CAS registry number 111-81-9, it is also named as Methyl 10-undecenate. The product's category is Aromatic Esters. Besides, it should be stored in a cool and well-ventilated place.

Physical properties about 10-Undecenoic acid,methyl ester are: (1)ACD/LogP: 4.45; (2)ACD/LogD (pH 5.5): 4.45; (3)ACD/LogD (pH 7.4): 4.45; (4)ACD/BCF (pH 5.5): 1416.9; (5)ACD/BCF (pH 7.4): 1416.9; (6)ACD/KOC (pH 5.5): 6270.86; (7)ACD/KOC (pH 7.4): 6270.86; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 10; (10)Polar Surface Area: 26.3 Å2; (11)Index of Refraction: 1.438; (12)Molar Refractivity: 59.14 cm3; (13)Molar Volume: 225.1 cm3; (14)Polarizability: 23.44×10-24cm3; (15)Surface Tension: 29.1 dyne/cm; (16)Density: 0.88 g/cm3; (17)Flash Point: 99.3 °C; (18)Enthalpy of Vaporization: 48.45 kJ/mol; (19)Boiling Point: 247.3 °C at 760 mmHg; (20)Vapour Pressure: 0.0259 mmHg at 25°C.

Preparation of 10-Undecenoic acid,methyl ester: this chemical can be prepared by methanol and undec-10-enoic acid. This reaction is a kind of Esterification. This reaction will need reagent H2SO4. The reaction time is 3 hours by heating.

10-Undecenoic acid,methyl ester can be prepared by methanol and undec-10-enoic acid

Uses of 10-Undecenoic acid,methyl ester: it can be used to produce 10-oxo-decanoic acid methyl ester. It will need reagent ozone.

10-Undecenoic acid,methyl ester can be used to produce 10-oxo-decanoic acid methyl ester

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)CCCCCCCC\C=C
(2)InChI: InChI=1/C12H22O2/c1-3-4-5-6-7-8-9-10-11-12(13)14-2/h3H,1,4-11H2,2H3
(3)InChIKey: KISVAASFGZJBCY-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C12H22O2/c1-3-4-5-6-7-8-9-10-11-12(13)14-2/h3H,1,4-11H2,2H3
(5)Std. InChIKey: KISVAASFGZJBCY-UHFFFAOYSA-N

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