Docosanoic acid, methylester supplier

Name
BEHENIC ACID METHYL ESTER
EINECS 213-207-8
CAS No. 929-77-1
Article Data34
CAS DataBase
Density 0.861 g/cm³
Solubility
Melting Point 54-56 °C(lit.)
Formula C₂₃H₄₆O₂
Boiling Point 398 °C at 760 mmHg
Molecular Weight 354.617
Flash Point 197.7 °C
Transport Information
Appearance
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Behenicacid methyl ester;Kemester 9022;Kemester 9027-90;Methyl behenate;Methyldocosanoate;Methyl n-docosanoate;NSC 158426;
PSA 26.30000
LogP 7.98130

Synthetic route

: methyl erucate

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With hydrogen; palladium dichloride In dichloromethane at 20℃; under 760 Torr;	98%

: 112-85-6
n-docosanoic acid

: 616-38-6
carbonic acid dimethyl ester

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With triethylamine at 160℃; for 5h; Autoclave; Green chemistry;	95%
With diiron nonacarbonyl at 180℃; for 1h; Sealed tube;

: 18451-85-9
15-(methoxycarbonyl)pentadecanoic acid

: 124-07-2
Octanoic acid

A: 629-59-4
tetradecane

B: 929-77-1
behenic acid methyl ester

C: 24397-43-1
triacontanedioic acid dimethyl ester

Conditions

Conditions	Yield
With sodium methylate In methanol at 27℃; Kolbe coupling; Electrochemical reaction; Pt anode; graphite cathode;	A n/a B 72% C n/a

...Expand

: 818-88-2
sebacic acid mono methyl ester

: 544-63-8
n-tetradecanoic acid

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With sodium methylate In methanol at 35℃; electrolysis on Pt electrode, 0.05 amps, 50-60 volts;	45.2%

: 186581-53-3, 908094-01-9
diazomethane

: 112-85-6
n-docosanoic acid

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With diethyl ether
In Petroleum ether Acidic conditions;

: 67-56-1
methanol

: 112-85-6
n-docosanoic acid

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid
With sulfuric acid for 7h; Heating;
With sulfuric acid Heating;

: 56630-69-4
13-docosenoic acid methyl ester

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With hydrogen; nickel at 190 - 200℃; Hydrogenation;

: 627-91-8
adipic acid monomethyl ester

: 57-11-4
stearic acid

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With methanol; sodium Electrolysis;

: 67-56-1
methanol

: oceanapin E

A: 929-77-1
behenic acid methyl ester

B: (4E)-2-amino-16-methyloctadec-4-ene-1,3-diol

Conditions

Conditions	Yield
With sulfuric acid for 6h; Heating;

...Expand

: 112-85-6
n-docosanoic acid

: 929-77-1
behenic acid methyl ester

: oceanapin E

A: 929-77-1
behenic acid methyl ester

B: (4E)-2-amino-16-methyloctadec-4-ene-1,3-diol

Conditions

Conditions	Yield
With methanol; sulfuric acid for 6h; Heating;

: 67-56-1
methanol

: C55H111N2O11P

A: 929-77-1
behenic acid methyl ester

B: sphinganine (d22:0)

Conditions

Conditions	Yield
With hydrogenchloride at 90℃; for 2h;

...Expand

: 67-56-1
methanol

: N-docosanoyl-1-O-<6-O-(2-trimethylammonioethoxy)phosphinate-β-D-galactopyranosyl>-(4E,8Z,11Z)-docosaspingatrienine

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride at 90℃; for 1h;

: Docosanoic acid ((E)-(1S,2R)-2-hydroxy-1-hydroxymethyl-15-methyl-hexadec-3-enyl)-amide

A: 929-77-1
behenic acid methyl ester

B: (E)-(2S,3R)-2-Amino-16-methyl-heptadec-4-ene-1,3-diol

Conditions

Conditions	Yield
With hydrogenchloride; methanol at 76℃; for 18h;	A n/a B 0.7 mg

: 67-56-1
methanol

: 27888-44-4
(2S,3R)-N-(docosanoate)-1,3-dihydroxy-2-amino-octadeca-4-(E)-ene

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid In water for 4h; Esterification; methanolysis; Heating;

: 67-56-1
methanol

: (4E,6E,2S,3R)-2-N-docosanoyl-4,6-tetradecasphingadienine

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride at 74℃; for 24h;

: (2S,3R)-2-(docosanoyl amino)nonadecane-1,3-diol

: 67-56-1
methanol

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride at 90℃; for 15h;

: 67-56-1
methanol

: ((2S)-1-O-hexadecanoyl-2-O-docosanoyl)-3-O-[6-deoxy-6-amino-α-D-glucopyranoside]glycerol

A: 112-39-0
hexadecanoic acid methyl ester

B: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
With sodium methylate at 20℃; for 3h;

...Expand

: 2104-19-0
azelaic monomethyl ester

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: MeONa / methanol / Electrolysis; Pt anode; graphite cathode 2: Ba(OH)2 3: 72 percent / MeONa / methanol / 27 °C / Electrochemical reaction; Pt anode; graphite cathode View Scheme

: 19102-90-0
dimethyl hexadecanedioate

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Ba(OH)2 2: 72 percent / MeONa / methanol / 27 °C / Electrochemical reaction; Pt anode; graphite cathode View Scheme

: 629-80-1
n-hexadecylaldehyde

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) n-BuLi / 1.) THF, hexane, -10 deg C, 45 min, 2.) THF, hexane, room temperature, overnight 2: 86 percent / H2 / Pd/C / methanol / 6 h 3: H2SO4 / 7 h / Heating View Scheme

: 50889-29-7
(5-carboxypentyl)triphenylphosphonium bromide

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) n-BuLi / 1.) THF, hexane, -10 deg C, 45 min, 2.) THF, hexane, room temperature, overnight 2: 86 percent / H2 / Pd/C / methanol / 6 h 3: H2SO4 / 7 h / Heating View Scheme

: 116802-23-4
6-docosenoic acid

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 86 percent / H2 / Pd/C / methanol / 6 h 2: H2SO4 / 7 h / Heating View Scheme

: N-docosanoyl-1-O-<6-O-(2-trimethylammonioethoxy)phosphinate-β-D-galactopyranosyl>-(4E,8Z,11Z)-docosaspingatrienine

: 929-77-1
behenic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2, 10percent Pd/C 2: HCl / 2 h / 90 °C View Scheme

: 111-20-6
1,10-decanedioic acid

lime/chalk/: lime/chalk/

A: 929-77-1
behenic acid methyl ester

B heptdecyl magnesium iodide: heptdecyl magnesium iodide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 45.2 percent / MeONa / methanol / 35 °C / electrolysis on Pt electrode, 0.05 amps, 50-60 volts View Scheme

...Expand

: 67-56-1
methanol

soybean oil: soybean oil

A: 14663-11-7
methyl trans-2-octadecenoate

B: 5,8,11-Eicosatrienoic acid, methyl ester

C: heneicosapentaenoic acid methyl ester

D: 88400-02-6
eicosadienoic acid methyl ester

E: docosapentaenoic acid methyl ester

F: docosatetraenoic acid methyl ester

G: docosadienoic acid methyl ester

H: 10030-74-7
palmitelaidic acid methyl ester

I: 112-62-9
Methyl oleate

J: 112-63-0
Methyl linoleate

K: 1120-34-9
methyl cis-13-docosenoate

L: 2733-88-2
methyl cis-tetracos-15-enate

M: 124-10-7
methyl myristoate

N: 112-39-0
hexadecanoic acid methyl ester

O: 1731-92-6
methyl margarate

P: 112-61-8
Methyl stearate

Q: 1120-28-1
methyl arachidate

R: 929-77-1
behenic acid methyl ester

S: 2442-49-1
methyl tetracosanoate

T: 10305-59-6
methyl (2E)-eicosenoate

U: 37929-05-8
methyl (9Z,12Z,15E)-octadeca-9,12,15-trienoate

V: 56-81-5
glycerol

Conditions

Conditions	Yield
With potassium hydroxide at 48 - 52℃; for 4h;

...Expand

: 67-56-1
methanol

canola oil: canola oil

A: 14663-11-7
methyl trans-2-octadecenoate

B: 5,8,11-Eicosatrienoic acid, methyl ester

C: heneicosapentaenoic acid methyl ester

D: 88400-02-6
eicosadienoic acid methyl ester

E: docosapentaenoic acid methyl ester

F: docosatetraenoic acid methyl ester

G: docosadienoic acid methyl ester

H: 10030-74-7
palmitelaidic acid methyl ester

I: 112-62-9
Methyl oleate

J: 112-63-0
Methyl linoleate

K: 1120-34-9
methyl cis-13-docosenoate

L: 2733-88-2
methyl cis-tetracos-15-enate

M: 124-10-7
methyl myristoate

N: 112-39-0
hexadecanoic acid methyl ester

O: 1731-92-6
methyl margarate

P: 112-61-8
Methyl stearate

Q: 1120-28-1
methyl arachidate

R: 929-77-1
behenic acid methyl ester

S: 2442-49-1
methyl tetracosanoate

T: 10305-59-6
methyl (2E)-eicosenoate

U: 37929-05-8
methyl (9Z,12Z,15E)-octadeca-9,12,15-trienoate

V: 56-81-5
glycerol

Conditions

Conditions	Yield
With potassium hydroxide at 48 - 52℃; for 4h;

...Expand

: 67-56-1
methanol

mustard oil: mustard oil

A: 14663-11-7
methyl trans-2-octadecenoate

B: 5,8,11-Eicosatrienoic acid, methyl ester

C: heneicosapentaenoic acid methyl ester

D: 88400-02-6
eicosadienoic acid methyl ester

E: docosapentaenoic acid methyl ester

F: docosatetraenoic acid methyl ester

G: docosadienoic acid methyl ester

H: 10030-74-7
palmitelaidic acid methyl ester

I: 112-62-9
Methyl oleate

J: 112-63-0
Methyl linoleate

K: 1120-34-9
methyl cis-13-docosenoate

L: 2733-88-2
methyl cis-tetracos-15-enate

M: 124-10-7
methyl myristoate

N: 112-39-0
hexadecanoic acid methyl ester

O: 1731-92-6
methyl margarate

P: 112-61-8
Methyl stearate

Q: 1120-28-1
methyl arachidate

R: 929-77-1
behenic acid methyl ester

S: 2442-49-1
methyl tetracosanoate

T: 10305-59-6
methyl (2E)-eicosenoate

U: 37929-05-8
methyl (9Z,12Z,15E)-octadeca-9,12,15-trienoate

V: 56-81-5
glycerol

Conditions

Conditions	Yield
With potassium hydroxide at 48 - 52℃; for 4.5h;

...Expand

: 67-56-1
methanol

: 124-41-4
sodium methylate

A: 108698-02-8
methyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate

B: 1937-63-9, 52380-33-3, 6198-58-9
methyl vaccenate

C: 16326-32-2
methyl linoleate

D: 2566-89-4
methyl arachidonate

E: 1120-25-8
(Z)-9-hexadecenoic acid methyl ester

F: 112-62-9
Methyl oleate

G: 112-63-0
Methyl linoleate

H: 2390-09-2
(11Z)-11-icosenoic acid methyl ester

I: 301-00-8
methyl linolenate

J: 111-82-0
methyl n-dodecanoate

K: 124-10-7
methyl myristoate

L: 7132-64-1
pentadecanoic acid methyl ester

M: 112-39-0
hexadecanoic acid methyl ester

N: 1731-92-6
methyl margarate

O: 112-61-8
Methyl stearate

P: 1120-28-1
methyl arachidate

Q: 929-77-1
behenic acid methyl ester

R: 21061-10-9
all-cis-8,11,14-eicosatrienoic acid methyl ester

S: 2734-47-6
(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-icosapentaenoic acid methyl ester

T: 13487-42-8
cis,cis,cis,cis-Docosa-7,10,13,16-tetraensaeuremethylester

U: 56219-06-8
myristoleic acid methyl ester

V: 35042-75-2
cis,trans-9,11-methyloctadecadienoate

Conditions

Conditions	Yield
at 55℃; for 1.5h; Product distribution / selectivity;

...Expand

: 554-62-1
D-ribo-phytosphingosine

: 929-77-1
behenic acid methyl ester

: 164576-03-8
(2S,3S,4R)-2-docosanoylamino-1,3,4-octadecanetriol

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 55℃;	94.1%

: 622-40-2
2-(morpholin-4-yl)ethanol

: 929-77-1
behenic acid methyl ester

: 1021462-80-5
(2-morpholinoethyl) behenate

Conditions

Conditions	Yield
With sodium methylate In toluene	91%

: 929-77-1
behenic acid methyl ester

: 141-52-6
sodium ethanolate

: 591-71-9
22-tritetracontanone

Conditions

Conditions	Yield
at 155 - 160℃; under 15 Torr; Kochen des Reaktionsprodukts mit alkoh.KOH;

: 929-77-1
behenic acid methyl ester

: phenylmagnesium bromide

: 96772-77-9
1,1-Diphenyl-1-docosen

Conditions

Conditions	Yield
(i) Et2O, (ii) (heating); Multistep reaction;

: 929-77-1
behenic acid methyl ester

: 112-85-6
n-docosanoic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 929-77-1
behenic acid methyl ester

: 661-19-8
1-docosanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 3h;
With lithium aluminium tetrahydride In tetrahydrofuran

: 929-77-1
behenic acid methyl ester

pentadecyl magnesium iodide: pentadecyl magnesium iodide

: 120747-17-3
16-pentadecyl-heptatriacontan-16-ol

Conditions

Conditions	Yield
With diethyl ether

: 929-77-1
behenic acid methyl ester

tetradecyl magnesium iodide: tetradecyl magnesium iodide

: 121355-44-0
15-tetradecyl-hexatriacontan-15-ol

Conditions

Conditions	Yield
With diethyl ether

: 929-77-1
behenic acid methyl ester

hexadecyl magnesium iodide: hexadecyl magnesium iodide

: 123935-19-3
17-hexadecyl-octatriacontan-17-ol

Conditions

Conditions	Yield
With diethyl ether

: 929-77-1
behenic acid methyl ester

heptdecyl magnesium iodide: heptdecyl magnesium iodide

: 122218-04-6
18-heptadecyl-nonatriacontan-18-ol

Conditions

Conditions	Yield
With diethyl ether

: 929-77-1
behenic acid methyl ester

octadecyl magnesium iodide: octadecyl magnesium iodide

: 120579-98-8
19-octadecyl-tetracontan-19-ol

Conditions

Conditions	Yield
With diethyl ether

: 929-77-1
behenic acid methyl ester

: 10210-17-0
3-(4-hydroxyphenyl)propan-1-ol

: 3-(4'-hydroxyphenyl)propyl docosanoate

Conditions

Conditions	Yield
With sodium hydrogen sulfate; silica gel In hexane at 70℃; for 1h;

: 929-77-1
behenic acid methyl ester

: 69617-84-1
rac-rhododendrol

: 4-(4'-hydroxyphenyl)-2-butyl docosanoate

Conditions

Conditions	Yield
With sodium hydrogen sulfate; silica gel In hexane at 70℃; for 1h;

Docosanoic acid, methylester Specification

The Docosanoic acid, methylester, with the CAS registry number 929-77-1 and EINECS registry number 213-207-8, has the systematic name and IUPAC name of methyl docosanoate. It is a kind of organics, and should be stored at 2-8°C. And the molecular formula of the chemical is C₂₃H₄₆O₂.

The characteristics of Docosanoic acid, methylester are as followings: (1)ACD/LogP: 10.80; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 10.8; (4)ACD/LogD (pH 7.4): 10.8; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 10000000; (8)ACD/KOC (pH 7.4): 10000000; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 21; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.448; (14)Molar Refractivity: 110.37 cm³; (15)Molar Volume: 411.6 cm³; (16)Polarizability: 43.75×10^-24cm³; (17)Surface Tension: 31 dyne/cm; (18)Density: 0.861 g/cm³; (19)Flash Point: 197.7 °C; (20)Enthalpy of Vaporization: 64.85 kJ/mol; (21)Boiling Point: 398 °C at 760 mmHg; (22)Vapour Pressure: 1.52E-06 mmHg at 25°C.

Preparation of Docosanoic acid, methylester: This chemical can be prepared by docos-9-enoic acid methyl ester. The reaction will need reagent TDA-1 and H₂, catelyst PdCl₂, and the menstruum CH₂Cl₂. The reaction temperature of 20°C, and pressure of 760Pa, and the yield is about 16%.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OC)CCCCCCCCCCCCCCCCCCCCC
(2)InChI: InChI=1/C23H46O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23(24)25-2/h3-22H2,1-2H3
(3)InChIKey: QSQLTHHMFHEFIY-UHFFFAOYAM

Product Name

BEHENIC ACID METHYL ESTER

Synthetic route

Docosanoic acid, methylester Specification

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