trans-Methyl crotonate supplier

Name
trans-Methyl crotonate
EINECS 210-793-7
CAS No. 623-43-8
Article Data119
CAS DataBase
Density 0.925 g/cm³
Solubility Immiscible with water
Melting Point -42°C
Formula C₅H₈O₂
Boiling Point 121 °C at 760 mmHg
Molecular Weight 100.117
Flash Point 4.4 °C
Transport Information UN 3272 3/PG 2
Appearance colorless Liquid
Safety 16-26-36-9-33
Risk Codes 11-36/37/38
Molecular Structure
Hazard Symbols F,Xi
Synonyms 2-Butenoicacid, methyl ester, (E)-;Crotonic acid, methyl ester, (E)- (8CI);(2E)-2-Butenoic acid methyl ester;(E)-2-Butenoic acid methyl ester;(E)-Crotonic acid methyl ester;Methyl (E)-2-butenoate;Methyl E-crotonate;Methyl E-propene-1-carboxylate;Methyl trans-2-butenoate;Methyltrans-crotonate;trans-2-Butenoic acid methyl ester;
PSA 26.30000
LogP 0.73550

Synthetic route

: 67-56-1
methanol

: 107-93-7
(E)-but-2-enoic acid

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid for 0.25h; Esterification; Irradiation;	94%
With sulfuric acid for 12h; Heating;	82%
With thionyl chloride

: 67-56-1
methanol

: 84115-05-9
2-(diethylamino)ethyl crotonate

A: 623-43-8
crotonic acid methyl ester

B: 100-37-8
2-(Diethylamino)ethanol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 4h; Heating;	A 90% B 82%

...Expand

: 84115-05-9
2-(diethylamino)ethyl crotonate

A: 623-43-8
crotonic acid methyl ester

B: 100-37-8
2-(Diethylamino)ethanol

Conditions

Conditions	Yield
With methanol; toluene-4-sulfonic acid for 4h; Heating;	A 90% B 82%

: 36056-36-7
2-ethylthio methyl ester

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With tetrabutylammomium bromide; ammonium chloride In ethanol electrolysis;	90%

: 67-56-1
methanol

: 123-73-9
crotonaldehyde

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With perchloric acid; sodium percarbonate; vanadia for 1h; Heating;	90%
With tert.-butylhydroperoxide In decane at 25℃; for 8h; Inert atmosphere;	72%

: 5469-24-9
methyl 2,3-dibromobutyrate

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 20℃; for 0.583333h;	90%

wt.-% NaOH: wt.-% NaOH

wt.-% sodium methylate: wt.-% sodium methylate

: 7732-18-5
water

: 107-05-1
3-chloroprop-1-ene

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
Ni(CO)4 In methanol; aqueous KCl	90%

...Expand

: 124-41-4
sodium methylate

: 51107-31-4
2-Chloro-2-(1-chloroethyl)oxirane

A: 3136-17-2, 117745-43-4, 117745-47-8
Methyl β-methoxybutyrate

B: 623-43-8
crotonic acid methyl ester

C: 6342-57-0
ethylglyoxal dimethylacetal

Conditions

Conditions	Yield
In methanol	A 11% B 3% C 86%
In methanol	A 11 % Chromat. B 3 % Chromat. C 86 % Chromat.
In methanol Product distribution; -50 deg C, then 3h, roomtemp.;	A 11 % Chromat. B 3 % Chromat. C 86 % Chromat.

...Expand

: 5469-24-9, 22426-04-6, 26708-42-9, 99570-24-8, 99570-28-2
erythro 2,3-dibromo-butenoate

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With indium(III) chloride; sodium tetrahydroborate In acetonitrile at -10℃; for 3h;	78%

: 1117-71-1, 56699-18-4, 6000-00-6
methyl-4-bromo-2-butenoate

A: 623-43-8
crotonic acid methyl ester

B: 3724-55-8
methyl but-3-enoate

C: 26474-34-0
5-Vinyl-trans-hexen-2-disaeuredimethylester

Conditions

Conditions	Yield
With zinc In dimethyl sulfoxide for 4h; Yields of byproduct given;	A n/a B n/a C 75%

...Expand

: 616-42-2
dimethylsulfite

: 107-93-7
(E)-but-2-enoic acid

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
sulfuric acid In methanol for 2h; Heating;	73%

: 67-56-1
methanol

: 84115-06-0
2-piperidinoethyl trans-crotonate

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 3.5h; Heating;	72%

: 107-93-7
(E)-but-2-enoic acid

Fe(ClO4)3(CH3OH)6/SiO2: Fe(ClO4)3(CH3OH)6/SiO2

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
for 2h; Solid phase reaction; esterification;	66%

: 7555-67-1
1-phenylmethylenecyclopropane

pentacrbonyl[(1-methoxy-1-(2-methylethenyl)carbene]chromium(0): pentacrbonyl[(1-methoxy-1-(2-methylethenyl)carbene]chromium(0)

A: 2-Methoxy-3-[1-phenyl-meth-(E)-ylidene]-2-((E)-propenyl)-cyclopentanone

B: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0) In N,N-dimethyl-formamide at 0℃; for 1h;	A 55% B n/a

...Expand

: 124-41-4
sodium methylate

: 16714-77-5
1,3-dichlorobutan-2-one

A: 3136-17-2, 117745-43-4, 117745-47-8
Methyl β-methoxybutyrate

B: 4358-59-2
(Z)-methyl but-2-enoate

C: 623-43-8
crotonic acid methyl ester

D: 6342-57-0
ethylglyoxal dimethylacetal

Conditions

Conditions	Yield
In methanol -50 deg C, then 3h, roomtemp.; Further byproducts given;	A 13% B 36% C 16% D 16%

...Expand

: 124-41-4
sodium methylate

: 16714-77-5
1,3-dichlorobutan-2-one

A: 3136-17-2, 117745-43-4, 117745-47-8
Methyl β-methoxybutyrate

B: 4358-59-2
(Z)-methyl but-2-enoate

C: 623-43-8
crotonic acid methyl ester

D: 6342-57-0
ethylglyoxal dimethylacetal

E: 80-62-6
methacrylic acid methyl ester

Conditions

Conditions	Yield
In methanol Product distribution; -50 deg C, then 3h, roomtemp.;	A 13% B 36% C 16% D 16% E 13%

...Expand

: 124-41-4
sodium methylate

: 16714-77-5
1,3-dichlorobutan-2-one

A: 4358-59-2
(Z)-methyl but-2-enoate

B: 623-43-8
crotonic acid methyl ester

C: 6342-57-0
ethylglyoxal dimethylacetal

D: 80-62-6
methacrylic acid methyl ester

Conditions

Conditions	Yield
In methanol -50 deg C, then 3h, roomtemp.; Further byproducts given;	A 36% B 16% C 16% D 13%

...Expand

: 35466-83-2
allyl methyl carbonate

: 201230-82-2
carbon monoxide

A: 623-43-8
crotonic acid methyl ester

B: 3724-55-8
methyl but-3-enoate

Conditions

Conditions	Yield
With 1,10-Phenanthroline; dodecacarbonyl-triangulo-triruthenium at 120℃; under 30400 Torr; for 10h; Yields of byproduct given;	A 18% B n/a

...Expand

: 106-95-6
allyl bromide

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
	4%

: 67-56-1
methanol

: 3724-65-0
2-butenoic acid

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid
With hydrogenchloride
With sulfuric acid

: 3724-65-0
2-butenoic acid

: 616-42-2
dimethylsulfite

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With mineral acid

: 681-84-5
tetramethylorthosilicate

: 107-93-7
(E)-but-2-enoic acid

: 623-43-8
crotonic acid methyl ester

: 922-69-0
1,1-dimethoxyethylene

: 75-07-0
acetaldehyde

A: 1445-45-0
Trimethyl orthoacetate

B: 123-73-9
trans-Crotonaldehyde

C: 623-43-8
crotonic acid methyl ester

D: 79-20-9
acetic acid methyl ester

Conditions

Conditions	Yield
at 150℃;

...Expand

: 3068-88-0, 32082-74-9, 36536-46-6, 65058-82-4
4-methyloxetan-2-one

: 74-88-4
methyl iodide

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium naphthalenide 1) THF, 20 deg C, 10 min; Yield given. Multistep reaction;

: 67-56-1
methanol

: 625-35-4, 3488-22-0, 10487-71-5
trans-chrotonyl chloride

A: 623-43-8
crotonic acid methyl ester

B: 3724-55-8
methyl but-3-enoate

Conditions

Conditions	Yield
With 2,4-dimethylaminopyridine; N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h; Yield given. Yields of byproduct given;

...Expand

: 67-56-1
methanol

: 15081-72-8
4,4-bis-methylsulfanyl-but-3-en-2-ol

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate 1) room temp., 5 min, 2) reflux, 16 h; Yield given. Multistep reaction;

: 67-56-1
methanol

: 91488-52-7
1-chloroethyl trans-crotonate

: 623-43-8
crotonic acid methyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 9h; Heating;	1.28 g

: 67-56-1
methanol

: 2-chloropropyl trans-crotonate

: 623-43-8
crotonic acid methyl ester

: 108-55-4
glutaric anhydride,

A: 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one

B: 623-43-8
crotonic acid methyl ester

C: 623-42-7
butanoic acid methyl ester

D: 3724-55-8
methyl but-3-enoate

E: 106-73-0
methyl heptanoate

F: 1732-09-8
dimethyl subarate

Conditions

Conditions	Yield
With electrochemical reduction Product distribution; by-products;

...Expand

: 75-52-5
nitromethane

: 623-43-8
crotonic acid methyl ester

: 16507-06-5
methyl 3-methyl-4-nitro-butyrate

Conditions

Conditions	Yield
With N,N,N',N'-tetramethylguanidine at 20℃; for 576h;	100%
With DBN In methanol at 60℃; for 6h; Inert atmosphere;	71.44%
With methanol; potassium carbonate
With N-benzyl-trimethylammonium hydroxide In methanol
With 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol Michael addition;

: 623-43-8
crotonic acid methyl ester

: 5469-24-9
methyl 2,3-dibromobutyrate

Conditions

Conditions	Yield
With bromine In dichloromethane at 0 - 20℃; Inert atmosphere;	100%
With bromine In acetic acid at 30℃; Mechanism; Rate constant;
With bromine
With bromine In tetrachloromethane at 0℃; for 0.5h;
With bromine In n-heptane at 25 - 35℃; for 1.33333 - 1.5h;

: 623-43-8
crotonic acid methyl ester

: 623-42-7
butanoic acid methyl ester

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; methylcopper; diisobutylaluminium hydride In tetrahydrofuran; diethyl ether; hexane at -50℃; for 0.5h;	100%
With hydrogen; Rhodium chloride tri(triphenylphosphine-meta-trisulfonate) In water for 16h; Ambient temperature;	95%
With hydrogen; Pd(II) complex containing tridentate hydrazonic ligands In methanol at 40℃; for 24h; Hydrogenation;	35%
With hydrogen; montmorillonite-(bipyridine)x In benzene at 75℃; under 31028.9 Torr; for 45h;	91 % Spectr.
With hydrogen In methanol at 80℃; under 37503.8 Torr; for 20h; Autoclave;

: 110-89-4
piperidine

: 623-43-8
crotonic acid methyl ester

: 122958-11-6
(+/-)-3-(1-piperidinyl)butyric acid methyl ester

Conditions

Conditions	Yield
[(dppf)Pd(NCMe)(H2O)](OTf)2 In toluene at 20℃; for 18h;	100%
In methanol at 20℃; for 168h; Addition;	85%
With 3-butyl-1-methylimidazolium hydroxide at 25℃; for 1.5h; aza-Michael addition;	85%

: 623-43-8
crotonic acid methyl ester

: 106-45-6
para-thiocresol

: 4-(4-mercapto-phenyl)-3-methyl-butyric acid methyl ester

Conditions

Conditions	Yield
With magnesium oxide In toluene at 20℃; for 0.5h; Michael addition;	100%

: 623-43-8
crotonic acid methyl ester

: 10234-76-1
5-methyl-pyrazolidin-3-one

Conditions

Conditions	Yield
With hydrazine hydrate	100%

: 623-43-8
crotonic acid methyl ester

: 103-67-3
benzyl-methyl-amine

: 40871-09-8
methyl 3-(N-benzyl-N-methylamino)-3-methylpropionate

Conditions

Conditions	Yield
	100%
	100%
	100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 50℃; for 14h; aza-Michael addition;	77%

: 623-43-8
crotonic acid methyl ester

: 112-12-9
methyl nonyl ketone

: 111748-84-6, 111748-88-0
4,5-Dimethyl-5-nonyl-dihydro-furan-2-one

Conditions

Conditions	Yield
With samarium diiodide; isopropyl alcohol In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at 0℃; for 0.0166667h;	99%

: 623-43-8
crotonic acid methyl ester

: 33356-45-5
2-(Trimethylsilyl)benzenethiol

: (S)-3-(2-Trimethylsilanyl-phenylsulfanyl)-butyric acid methyl ester

Conditions

Conditions	Yield
With 2-TMSC6H4SLi; (-)-(1R,2R)-1-dimethylamino-2-(2-methoxyphenoxy)-1,2-diphenylethane In hexane; toluene at -78℃; for 120h; Addition;	99%

: 623-43-8
crotonic acid methyl ester

: 100-46-9
benzylamine

: 507444-65-7
methyl 3-(benzylamino)butanoate

Conditions

Conditions	Yield
In ethanol for 16h; Heating;	99%
In methanol at 150℃; under 5688.78 Torr; for 3h; Michael addition; microwave irradiation;	98%
In methanol at 20℃; for 2h;	96%

: 623-43-8
crotonic acid methyl ester

: 81477-94-3
N-(diphenylmethylene)glycine tert-butyl ester

: 2-tert-butyl 4-methyl 3-methyl-5,5-diphenylpyrrolidine-2,4-dicarboxylate

Conditions

Conditions	Yield
With 4 A molecular sieve; calcium bis-iso-propoxide; 2,2'-methylene bis((4S)-4-phenyl-2-oxazoline) In tetrahydrofuran at -30℃; for 12h; Michael addition;	99%

: 623-43-8
crotonic acid methyl ester

: 3034-38-6
1H-4(5)-nitroimidazole

: 3-(4-nitroimidazol-1-yl)-butyric acid methyl ester

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole In dimethyl sulfoxide at 70℃; for 12h; Michael addition;	99%
With acylase Amano from Aspergillus oryzae In dimethyl sulfoxide at 50℃; for 24h; Michael addition reaction;	37%

: 107-03-9
1-thiopropane

: 623-43-8
crotonic acid methyl ester

A: C8H16O2S

B: C8H16O2S

Conditions

Conditions	Yield
With C49H53N4O4PS In toluene at 20℃; for 3h; Reagent/catalyst; enantioselective reaction;	A n/a B 99%

...Expand

: 693-98-1
2-methylimidazole

: 623-43-8
crotonic acid methyl ester

: methyl 3-(2-methyl-1H-imidazol-1-yl)butanoate

Conditions

Conditions	Yield
In neat (no solvent) at 80℃; for 24h; Michael Addition; Schlenk technique; Sealed tube;	98.5%

: 623-43-8
crotonic acid methyl ester

: 2043-61-0
cyclohexanecarbaldehyde

: 5-cyclohexyl-4-methyl-dihydrofuran-2(3H)-one

Conditions

Conditions	Yield
With samarium diiodide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; isopropyl alcohol for 0.0166667h;	98%

: 623-43-8
crotonic acid methyl ester

: 124-46-9, 20734-13-8, 100224-74-6, 593-85-1
guanidine hydrogen carbonate

: 109-77-3
malononitrile

: 97934-10-6
2,4-diamino-5,6-dihydro-5-methylpyrido<2,3-d>pyrimidin-7(8H)-one

Conditions

Conditions	Yield
Stage #1: guanidine hydrogen carbonate With sodium methylate In methanol for 0.25h; Heating; Stage #2: crotonic acid methyl ester; malononitrile In methanol at 140℃; for 0.166667h; Irradiation;	98%

...Expand

: 623-43-8
crotonic acid methyl ester

: 124-46-9, 20734-13-8, 100224-74-6, 593-85-1
guanidine hydrogen carbonate

: 105-34-0
methyl 2-cyanoacetate

: 2-amino-4-hydroxy-5-methyl-5,8-dihydro-6H-pyrido[2,3-d]pyrimidin-7-one

Conditions

Conditions	Yield
Stage #1: guanidine hydrogen carbonate With sodium methylate In methanol for 0.25h; Heating; Stage #2: crotonic acid methyl ester; methyl 2-cyanoacetate In methanol at 140℃; for 0.166667h; Irradiation;	98%

...Expand

: 930122-16-0
(6-oxo-4-oxy-3,6-dihydro-2H-pyrazin-1-yl)-acetic acid methyl ester

: 623-43-8
crotonic acid methyl ester

: 5-methoxycarbonylmethyl-2-methyl-4-oxo-hexahydro-isoxazolo[2,3-a]pyrazine-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
With ytterbium(III) triflate In tetrahydrofuran for 14h; Heating;	98%

: 70957-05-0
1-(N,N‑dimethylcarbamoyl)indole

: 623-43-8
crotonic acid methyl ester

: 1454704-66-5
(E)-methyl 3-(1-(dimethylcarbamoyl)-1H-indol-2-yl)but-2-enoate

Conditions

Conditions	Yield
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; copper(II) acetate monohydrate In tetrahydrofuran at 100℃; for 24h; Heck Reaction; Inert atmosphere; stereoselective reaction;	98%
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper(II) acetate monohydrate In 1,4-dioxane at 100℃; for 30h; Schlenk technique; Inert atmosphere; regioselective reaction;	90%

: tert-butyl (S,E)-4-methyl-2-((thiazol-2-ylmethylene)amino)pentanoate

: 623-43-8
crotonic acid methyl ester

: 2-tert-butoxycarbonyl-2-isobutyl-4-methoxycarbonyl-3-methyl-5-thiazol-2-ylpyrrolidine

Conditions

Conditions	Yield
With C34H43N4O6Zn(1+)*CF3O3S(1-) In acetonitrile at 50℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	98%

: 288-32-4
1H-imidazole

: 623-43-8
crotonic acid methyl ester

: 1153450-51-1
3-imidazol-1-yl-butyric acid methyl ester

Conditions

Conditions	Yield
In neat (no solvent) at 80℃; for 24h; Michael Addition; Schlenk technique; Sealed tube;	97.5%

: 623-43-8
crotonic acid methyl ester

: 100-52-7
benzaldehyde

: 72853-47-5
5-hydroxy-5-phenyl-pent-2-enoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: crotonic acid methyl ester; benzaldehyde With aluminium tris(2,6-diphenylphenoxide) In toluene at -78℃; for 0.333333h; Complexation; Stage #2: With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; hexane; toluene at -78℃; for 0.5h; Crossed aldol condensation;	97%
Stage #1: crotonic acid methyl ester; benzaldehyde With aluminium tris(2,6-diphenylphenoxide) In toluene at -78℃; for 0.0833333h; Stage #2: With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; hexane; toluene at -78℃; for 0.5h;	97%
Stage #1: crotonic acid methyl ester; benzaldehyde With aluminum tris(2,6-di-2-naphthylphenoxide) In toluene at -78℃; for 0.333333h; Inert atmosphere; Stage #2: With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; toluene at -78℃; for 3h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; toluene at -78 - 20℃; for 0.5h; Inert atmosphere;	97%

: 623-43-8
crotonic acid methyl ester

: C14H22N2O2S

: 2-tert-butoxycarbonyl-2-isobutyl-4-methoxycarbonyl-3-methyl-5-thiazol-2-ylpyrrolidine

Conditions

Conditions	Yield
With CF3O3S(1-)C32H40N4O4Zn(2+)*C2H3O2(1-) In acetonitrile at 80℃; for 60h; enantioselective reaction;	97%

: 623-43-8
crotonic acid methyl ester

: 108-59-8
malonic acid dimethyl ester

: 65844-74-8
2-methylpropan-1,1,3-tricarboxylic acid trimethyl ester

Conditions

Conditions	Yield
Stage #1: malonic acid dimethyl ester With sodium methylate In tetrahydrofuran; methanol at 23℃; for 0.166667h; Stage #2: crotonic acid methyl ester In tetrahydrofuran; methanol at 45 - 50℃; for 4.16667h;	96%
With sodium methylate In methanol Heating;	84%

: 623-43-8
crotonic acid methyl ester

: 2043-61-0
cyclohexanecarbaldehyde

: 111748-83-5, 111748-87-9, 133101-54-9, 133101-64-1
cis-(RS,SR)-γ-cyclohexyl-γ-hydroxy-β-methylbutanoic acid lactone

Conditions

Conditions	Yield
With samarium diiodide; isopropyl alcohol In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at 0℃; for 0.0166667h; Product distribution; without HMPA, further reaction time;	96%

: 623-43-8
crotonic acid methyl ester

: 22038-57-9, 60753-84-6, 22038-58-0
(Z) methyl 2-chloro-2-butenoate

Conditions

Conditions	Yield
With aluminium trichloride; benzeneseleninyl chloride In dichloromethane at 40℃; for 23h;	96%
With chlorine In dichloromethane for 0.666667h;	34%
Multi-step reaction with 2 steps 1: Cl2 / CCl4 / 48 h / 0 °C 2: triethylamine / 72 h View Scheme
Multi-step reaction with 2 steps 1: Cl2, Br2 / CCl4 / 48 h / 0 °C 2: triethylamine / 72 h View Scheme

: 623-43-8
crotonic acid methyl ester

: (S)-1-(4-benzyl-2-oxazolidin-3-yl)propan-1-one

: (S)-4-benzyl-3-(4-methoxycarbonyl-2,3-dimethylbutanoyl)oxazolidine

Conditions

Conditions	Yield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 1h;	96%

: 623-43-8
crotonic acid methyl ester

: 182316-01-4
(5R)-5,6-dihydro-5-phenyl-2H-1,4-oxazin-2-one-N-oxide

: (2R,6R,7R,8S)-2-phenyl-8-methyl-1-aza-4,9-dioxa[4.3.0]bicyclononan-5-one-7-carboxylic acid, methyl ester

Conditions

Conditions	Yield
In chloroform for 3h; Ambient temperature;	96%

: 623-43-8
crotonic acid methyl ester

: 2043-61-0
cyclohexanecarbaldehyde

: (E)-methyl 5-cyclohexyl-5-hydroxypent-2-enoate

Conditions

Conditions	Yield
Stage #1: crotonic acid methyl ester; cyclohexanecarbaldehyde With aluminum tris(2,6-di-2-naphthylphenoxide) In toluene at -78℃; for 0.333333h; Inert atmosphere; Stage #2: With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; toluene at -78℃; for 3h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; toluene at -78 - 20℃; for 0.5h; Inert atmosphere;	96%
Stage #1: crotonic acid methyl ester; cyclohexanecarbaldehyde With aluminium tris(2,6-diphenylphenoxide) In toluene at -78℃; for 0.333333h; Complexation; Stage #2: With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; hexane; toluene at -78℃; for 0.5h; Crossed aldol condensation;	90%

: 623-43-8
crotonic acid methyl ester

: 100-52-7
benzaldehyde

: 1501-04-8
Methyl 4-benzoylbutanoate

Conditions

Conditions	Yield
With 3-methylpyridin-2-ylamine; benzoic acid; Wilkinson's catalyst In toluene at 150℃; for 72h;	96%

trans-Methyl crotonate Chemical Properties

Name: (E)-CROTONIC ACID METHYL ESTER(623-43-8)
Molecular Formula: C₅H₈O₂
Formula Weight: 100.13g/mol
Appearance: colorless liquid
Density: 0.944g/cm³Boiling Point: 121 °C at 760 mmHg
Rrefractive index: n20/D 1.423(lit.)
Flash Point: 4.4 °C
Vapor Pressure: 14.9 mmHg at 25°C
Solubility: dissolved in alcohol and ether,not soluble in water
EINECS: 210-793-7
liansport Information: UN 3272
Freely Rotating Bonds: 2
Index of Refraction: 1.414
Molar Refractivity: 27.04 cm³
Molar Volume: 108.1 cm³
Polarizability: 10.72 10^-24cm³
Surface Tension: 25.4 dyne/cm
Enthalpy of Vaporization: 35.91 kJ/mol
   The chemical synonyms of (E)-CROTONIC ACID METHYL ESTER(623-43-8) are (E)-2-Butenoic acid methyl ester;(E)-But-2-enoicacidmethylester;(E)-CH3CH=CHC(O)OCH3;(E)-Crotonic acid methyl ester;Crotonic acid, methyl ester, (E)-;Methyl (2E)-2-butenoate;methyl (E)-2-butenoate;Methyl 2-butenoate, (E)- .Its product categories is C2 to C5;Carbonyl Compounds and Esters.The molecular structure of (E)-CROTONIC ACID METHYL ESTER(623-43-8) is

trans-Methyl crotonate Uses

It is used as organic synthesis intermediate and spice.

trans-Methyl crotonate Toxicity Data With Reference

1.	skn-rbt 500 mg/24H MOD	FCTXAV Food and Cosmetics Toxicology. 17 (1979),865.
2.	orl-mus LD50:1600 mg/kg	FCTXAV Food and Cosmetics Toxicology. 17 (1979),865.
3.	skn-gpg LD50:10 g/kg	FCTXAV Food and Cosmetics Toxicology. 17 (1979),865.

trans-Methyl crotonate Consensus Reports

Reported in EPA TSCA Inventory.

trans-Methyl crotonate Safety Profile

Moderately toxic by ingestion. Mildly toxic by skin contact. A skin irritant. When heated to decomposition it emits acrid smoke and fumes. See also ESTERS.

Hazard Symbols:

Xi
F: Highly flammable
Xi Irritant
Risk Statements 11-36/37/38
11: Highly flammable.
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements 16-26-36-9-33
16: Keep away from sources of ignition - No smoking.
33: Take precautionary measures against static discharges.
9: Keep container in a well-ventilated place. 36: Wear suitable protective clothing
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
HazardClass: 3

trans-Methyl crotonate Specification

Its extinguishing agents is dry sand, carbon dioxide, foam and dry powder.

Product Name

trans-Methyl crotonate

Synthetic route

trans-Methyl crotonate Chemical Properties

trans-Methyl crotonate Uses

trans-Methyl crotonate Toxicity Data With Reference

trans-Methyl crotonate Consensus Reports

trans-Methyl crotonate Safety Profile

trans-Methyl crotonate Specification

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