n-pentylmagnesium bromide
methyl (2E,4Z)-5-chloropenta-2,4-dienoate
methyl (2E,4Z)-deca-2,4-dienoate
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; iron(III)-acetylacetonate In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; | 78% |
Conditions | Yield |
---|---|
With carbonylchlorohydridotris(triphenylphosphine)ruthenium (II) In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere; optical yield given as %de; regioselective reaction; | 69% |
methyl (E)-dec-2-en-4-ynoate
methyl (2E,4Z)-deca-2,4-dienoate
Conditions | Yield |
---|---|
With quinoline; methanol; Lindlar's catalyst Hydrogenation; |
methyl (2E,4E)-decadienoate
A
methyl (2Z,4E)-2,4-decadienoate
B
methyl (2E,4Z)-deca-2,4-dienoate
Conditions | Yield |
---|---|
In pentane Irradiation; photoisomerization with, or witout iodine; |
methyl deca-(2Z)-en-4-ynoate
A
methyl (2Z,4Z)-2,4-decadienoate
B
methyl (2Z,4E)-2,4-decadienoate
C
methyl (2E,4Z)-deca-2,4-dienoate
D
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
With quinoline; hydrogen; Lindlar's catalyst In hexane Yield given; |
methyl 4-(diethylphosphono)crotonate
hexanal
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
With n-butyllithium; diisopropylamine 1.)THF, -78 deg C, 2.) -78 deg C 1 h,; Yield given. Multistep reaction. Yields of byproduct given; |
(E)-(2S,3S)-2-Hydroxy-3-trimethylsilanyl-dec-4-enoic acid methyl ester
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
With potassium hydride In tetrahydrofuran at -78 - -40℃; Yield given. Yields of byproduct given; |
propyllithium
propynoic acid methyl ester
acetylene
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4Z,6Z)-2,4,6-decatrienoate
Conditions | Yield |
---|---|
With copper(I) bromide dimethylsulfide complex 1.) hexane, ether, -30 deg C, 30 min, 2.) ether, -50 - -10 deg C, 1 h, 3.) THF, -78 deg C, 30 min; Yield given. Multistep reaction; |
methanol
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4E)-decadienoate
C
Me deca-trans-3, trans-5-dienoate
Conditions | Yield |
---|---|
With sodium methylate Yield given; |
methanol
(2E,4E/4Z)-2,4-Decadienal
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
With manganese(IV) oxide; sodium cyanide; acetic acid at 20℃; for 48h; Title compound not separated from byproducts; |
methyl (E)-4-oxo-2-butenoate
hexyltriphenylphosphonium bromide
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
Stage #1: hexyltriphenylphosphonium bromide With sodium amide In tetrahydrofuran for 1h; Heating; Stage #2: methyl (E)-4-oxo-2-butenoate In tetrahydrofuran for 1h; Wittig reaction; Title compound not separated from byproducts; |
(3-methoxycarbonyl-2-propenyl)triphenylphosphonium bromide
hexanal
methyl (2E,4Z)-deca-2,4-dienoate
Conditions | Yield |
---|---|
In tetrahydrofuran at -40℃; for 1.33333h; Wittig condensation; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NBS / CCl4 / 12 h / Heating 2: benzene / 70 h / 20 °C 3: tetrahydrofuran / 1.33 h / -40 °C View Scheme |
methyl-4-bromo-2-butenoate
methyl (2E,4Z)-deca-2,4-dienoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: benzene / 70 h / 20 °C 2: tetrahydrofuran / 1.33 h / -40 °C View Scheme |
monofumaraldehyde dimethylacetal monomethylester
methyl (2E,4Z)-deca-2,4-dienoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 70 percent / aq. p-TsOH / acetone / 1.5 h / Heating 2.1: NaNH2 / tetrahydrofuran / 1 h / Heating 2.2: tetrahydrofuran / 1 h View Scheme |
Hydroxy-acetic acid 1-((E)-2-trimethylsilanyl-vinyl)-hexyl ester
methyl (2E,4Z)-deca-2,4-dienoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) (Me3Si)2NLi, Me3SiCl / 1.) THF, -78 deg C, 2 h, 1 h to RT, 2 h, RT 2: KH / tetrahydrofuran / -78 - -40 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 88 percent / Pd(OAc)2, triphenylphosphine, triethylamine / 24 h 2: hydrogen, quinoline / Lindlar catalyst / hexane View Scheme |
(E)-dec-2-en-4-ynoic acid
methyl (2E,4Z)-deca-2,4-dienoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: Lindlar-catalyst; quinoline; methanol / Hydrogenation View Scheme |
1-Octyn-3-ol
A
methyl (2Z,4Z)-2,4-decadienoate
B
methyl (2Z,4E)-2,4-decadienoate
C
methyl (2E,4Z)-deca-2,4-dienoate
D
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: propionic acid / 1.5 h / 145 °C 1.2: 2 h / 160 - 170 °C 2.1: aluminum oxide / o-xylene / 2 h / 160 °C / Inert atmosphere View Scheme |
(+/-)-methyl 3,4-decadienoate
A
methyl (2Z,4Z)-2,4-decadienoate
B
methyl (2Z,4E)-2,4-decadienoate
C
methyl (2E,4Z)-deca-2,4-dienoate
D
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
With aluminum oxide In o-xylene at 160℃; for 2h; Inert atmosphere; |
methyl (E)-dec-2-en-4-ynoate
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
Stage #1: methyl (E)-dec-2-en-4-ynoate With dimethylsulfide borane complex; cyclohexene In tetrahydrofuran at 0 - 20℃; for 2.5h; Inert atmosphere; Stage #2: With acetic acid In tetrahydrofuran at 50℃; for 2.33333h; Inert atmosphere; |
1-Heptyne
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: morpholine; iodine / benzene / 21 h / 45 °C 2.1: tetrabutyl-ammonium chloride; palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere 2.2: 4.5 h / 20 °C / Inert atmosphere 3.1: dimethylsulfide borane complex; cyclohexene / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere 3.2: 2.33 h / 50 °C / Inert atmosphere View Scheme |
1-iodo-hept-1-yne
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: tetrabutyl-ammonium chloride; palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere 1.2: 4.5 h / 20 °C / Inert atmosphere 2.1: dimethylsulfide borane complex; cyclohexene / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere 2.2: 2.33 h / 50 °C / Inert atmosphere View Scheme |
acrylic acid methyl ester
A
methyl (2Z,4Z)-2,4-decadienoate
B
methyl (2Z,4E)-2,4-decadienoate
C
methyl (2E,4Z)-deca-2,4-dienoate
D
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
With tetrabutyl-ammonium chloride; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Heck reaction; Inert atmosphere; |
1-Heptene
acrylic acid methyl ester
A
methyl (2E,4Z)-deca-2,4-dienoate
B
methyl (2E,4E)-decadienoate
Conditions | Yield |
---|---|
With (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; sodium acetate; palladium diacetate; silver carbonate In N,N-dimethyl acetamide at 60℃; for 48h; Overall yield = 63 %; stereoselective reaction; | A n/a B n/a |
methyl (2E,4Z)-deca-2,4-dienoate
(2E,4Z)-2,4-decadien-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether |
Conditions | Yield |
---|---|
With potassium hydroxide |
methyl (2E,4Z)-deca-2,4-dienoate
2E,4Z-decadienic acid-N-isobutylamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol. KOH-solution 2: oxalyl chloride; benzene / Behandeln des Reaktionsprodukts mit Isobutylamin und Aether View Scheme |
The 2,4-Decadienoic acid,methyl ester,(2E,4Z)-, with the CAS registry number 4493-42-9,is also known as Methyl 2,4-decadienoate. It belongs to the product categories of Organic matters. This chemical's molecular formula is C11H18O2 and molecular weight is 182.26. Its EINECS number is 224-787-7.What's more,Its systematic name is 2,4-Decadienoic acid,methyl ester,(2E,4Z)-.
Physical properties about 2,4-Decadienoic acid,methyl ester,(2E,4Z)- are:
(1)ACD/LogP: 3.986; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.99; (4)ACD/LogD (pH 7.4): 3.99; (5)ACD/BCF (pH 5.5): 630.30; (6)ACD/BCF (pH 7.4): 630.30; (7)ACD/KOC (pH 5.5): 3511.70; (8)ACD/KOC (pH 7.4): 3511.70; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Index of Refraction: 1.459; (13)Molar Refractivity: 54.901 cm3; (14)Molar Volume: 200.821 cm3; (15)Surface Tension: 29.7320003509521 dyne/cm; (16)Density: 0.908 g/cm3; (17)Flash Point: 108.08 °C; (18)Enthalpy of Vaporization: 48.311 kJ/mol; (19)Boiling Point: 246 °C at 760 mmHg; (20)Vapour Pressure: 0.0280000008642673 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES:O=C(OC)\C=C\C=C/CCCCC;
(2)Std. InChI:InChI=1S/C11H18O2/c1-3-4-5-6-7-8-9-10-11(12)13-2/h7-10H,3-6H2,1-2H3/b8-7-,10-9+;
(3)Std. InChIKey:SFHSEXGIVSBRRK-UQGDGPGGSA-N.
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