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107-93-7

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  • Crotonic acid CAS 107-93-7 trans-Crotonic acid (E)-Crotonic acid CAS no 107-93-7 trans-2-Butenoic acid

    Cas No: 107-93-7

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107-93-7 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 107-93-7 differently. You can refer to the following data:
1. White to light yellow crystalline flakes
2. 2-Butenoic acid is a crystalline compound with a pungent odor.

Uses

trans-Crotonic acid is used in the copolymerization of crotonic acid hydrogel systems by using gamma-rays. The crosslinked copolymeric crotonic acid hydrogels release fertilizers and drugs that help to prevent environmental pollution.

Preparation

(E)-2-Butenoic acid may be formed by oxidation of crotonaldehyde, 2-butenal. If (Z)-butenoic acid is heated at 180°C, it is converted to (E)-2-butenoid acid.

General Description

Crotonic acid undergoes esterification with butan-2-ol by following second order reaction kinetics.

Flammability and Explosibility

Notclassified

Purification Methods

Distil the acid under reduced pressure and/or recrystallise it from pet ether (b 60-80o) or water, or by partial freezing of the melt. [Beilstein 2 IV 1498.]

Check Digit Verification of cas no

The CAS Registry Mumber 107-93-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 7 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 107-93:
(5*1)+(4*0)+(3*7)+(2*9)+(1*3)=47
47 % 10 = 7
So 107-93-7 is a valid CAS Registry Number.
InChI:InChI=1/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/p-1/b3-2+

107-93-7 Well-known Company Product Price

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  • Alfa Aesar

  • (A15765)  trans-Crotonic acid, 98%   

  • 107-93-7

  • 25g

  • 171.0CNY

  • Detail
  • Alfa Aesar

  • (A15765)  trans-Crotonic acid, 98%   

  • 107-93-7

  • 500g

  • 475.0CNY

  • Detail
  • Alfa Aesar

  • (A15765)  trans-Crotonic acid, 98%   

  • 107-93-7

  • 2500g

  • 1750.0CNY

  • Detail

107-93-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name crotonic acid

1.2 Other means of identification

Product number -
Other names 2-Butenoic acid, (E)-

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:107-93-7 SDS

107-93-7Synthetic route

but-3-enoic acid
625-38-7

but-3-enoic acid

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With palladium diacetate; 1,4-di(diphenylphosphino)-butane at 110℃; for 2h;99%
Kochen ohne Loesungsmittel oder in Decalin-Loesung;
With hydrogenchloride
2-methyl-2-propenyl (E)-2-butenoate
27819-09-6

2-methyl-2-propenyl (E)-2-butenoate

lithium dimethylcuprate
15681-48-8

lithium dimethylcuprate

A

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

(E)-but-2-enoic acid

B

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

Conditions
ConditionsYield
In diethyl ether at -10℃; for 2h;A 96%
B n/a
(E)-but-2-enol
504-61-0

(E)-but-2-enol

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With aluminum oxide; potassium ferrate(VI); copper(II) sulfate In benzene for 0.5h; Ambient temperature;95%
With ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate for 3h; Ambient temperature;24%
With sodium hydroxide; sodium periodate
allyl crotonate
5453-44-1

allyl crotonate

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With sodium hydrogen telluride; acetic acid In ethanol for 2h; Heating;95%
carbon monoxide
201230-82-2

carbon monoxide

allyl alcohol
107-18-6

allyl alcohol

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With palladium diacetate; 1,4-di(diphenylphosphino)-butane In benzene at 110℃; under 3750.38 Torr; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Glovebox; Autoclave;94%

A

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

(E)-but-2-enoic acid

B

3-Iodo-n-butanoic acid
7425-21-0

3-Iodo-n-butanoic acid

Conditions
ConditionsYield
With hydrogen iodide at 125℃; for 1h;A n/a
B 92%
allyl crotonate
5453-44-1

allyl crotonate

lithium dimethylcuprate
15681-48-8

lithium dimethylcuprate

A

1-butylene
106-98-9

1-butylene

B

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
In diethyl ether at -10℃; for 2h;A n/a
B 89%
trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With quinolinium dichromate(VI) In N,N-dimethyl-formamide at 30℃; for 4h;85%
With tert.-butylhydroperoxide; copper(l) chloride In acetonitrile at 20℃; for 2h;81%
With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 10℃; for 1h;53%
(trimethylsilyl)ketene bis(trimethylsilyl) acetal
65946-59-0

(trimethylsilyl)ketene bis(trimethylsilyl) acetal

acetaldehyde
75-07-0

acetaldehyde

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With zinc dibromide In tetrahydrofuran for 14h; Ambient temperature;83.6%
phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

β-(2-Amino-4-trifluoromethyl)-phenylaminobutansaeure
35549-90-7

β-(2-Amino-4-trifluoromethyl)-phenylaminobutansaeure

A

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

(E)-but-2-enoic acid

B

2-phenyl-7-(trifluoromethyl)quinoxaline
102729-42-0

2-phenyl-7-(trifluoromethyl)quinoxaline

Conditions
ConditionsYield
at 150 - 160℃; for 3h;A n/a
B 82%
carbon monoxide
201230-82-2

carbon monoxide

N,N,N-triethylprop-2-en-1-aminium bromide
29443-23-0

N,N,N-triethylprop-2-en-1-aminium bromide

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With sodium hydroxide; dicobalt octacarbonyl at 65℃; Irradiation;80%
2-chlorobutanoic acid
4170-24-5

2-chlorobutanoic acid

A

propene
187737-37-7

propene

B

but-3-enoic acid
625-38-7

but-3-enoic acid

C

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

(E)-but-2-enoic acid

D

ethane
74-84-0

ethane

E

carbon monoxide
201230-82-2

carbon monoxide

F

propionaldehyde
123-38-6

propionaldehyde

Conditions
ConditionsYield
With cyclohexene In gas at 319.5℃; Kinetics; Mechanism; Product distribution; ΔE(exct.);A 1%
B n/a
C 15%
D 5%
E n/a
F 80%
oxo-phenyl-acetaldehyde oxime
532-54-7

oxo-phenyl-acetaldehyde oxime

β-(2-Amino-4-trifluoromethyl)-phenylaminobutansaeure
35549-90-7

β-(2-Amino-4-trifluoromethyl)-phenylaminobutansaeure

A

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

(E)-but-2-enoic acid

B

2-phenyl-7-(trifluoromethyl)quinoxaline
102729-42-0

2-phenyl-7-(trifluoromethyl)quinoxaline

Conditions
ConditionsYield
at 140℃; for 3h;A n/a
B 77%
D-erythronic acid
488-16-4

D-erythronic acid

A

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

(E)-but-2-enoic acid

B

3-Iodo-n-butanoic acid
7425-21-0

3-Iodo-n-butanoic acid

Conditions
ConditionsYield
With hydrogen iodide at 125℃; for 4h;A n/a
B 74%
D-erythronolactone
15667-21-7

D-erythronolactone

A

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

(E)-but-2-enoic acid

B

3-Iodo-n-butanoic acid
7425-21-0

3-Iodo-n-butanoic acid

Conditions
ConditionsYield
With hydrogen iodide at 125℃; for 1h; other aldonolactones and n-alkanolactones;A n/a
B 71%
With hydrogen iodide at 125℃; for 1h;A n/a
B 71%
D-xylono-1,4-lactone
15384-37-9

D-xylono-1,4-lactone

A

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

(E)-but-2-enoic acid

B

5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

Conditions
ConditionsYield
With hydrogen iodide for 4h; Heating; Title compound not separated from byproducts;A n/a
B 71%
3-chlorobutyric acid
625-68-3, 1951-12-8

3-chlorobutyric acid

A

propene
187737-37-7

propene

B

but-3-enoic acid
625-38-7

but-3-enoic acid

C

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With cyclohexene In gas at 350.1℃; Kinetics; Mechanism; Product distribution; ΔE(exct.);A 63.3%
B 9.2%
C 27.5%
carbon monoxide
201230-82-2

carbon monoxide

allyl alcohol
107-18-6

allyl alcohol

A

but-3-enoic acid
625-38-7

but-3-enoic acid

B

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

(E)-but-2-enoic acid

C

allyl crotonate
5453-44-1

allyl crotonate

D

allyl-3-butenoate

allyl-3-butenoate

Conditions
ConditionsYield
With palladium diacetate; 1,4-di(diphenylphosphino)-butane In tetrahydrofuran at 110℃; under 37503.8 Torr; for 18h; Solvent; Glovebox; Autoclave;A 30%
B 60%
C 8%
D 8%
but-2-enenitrile
4786-20-3

but-2-enenitrile

A

(Z)-2-butenenitrile
1190-76-7

(Z)-2-butenenitrile

B

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With recombinant nitrilase AtNIT1 from Arabidopsis thailana; Tris*HCl buffer In methanol; water at 20℃; for 24h; pH=8.5;A 51%
B 27%
phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

β-(2-Amino-4-trifluoromethyl)-phenylaminobutansaeure
35549-90-7

β-(2-Amino-4-trifluoromethyl)-phenylaminobutansaeure

A

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

(E)-but-2-enoic acid

B

2-phenyl-7-(trifluoromethyl)quinoxaline
102729-42-0

2-phenyl-7-(trifluoromethyl)quinoxaline

C

3-[(2-Amino-4-trifluoromethyl-phenyl)-(1-hydroxy-2-oxo-2-phenyl-ethyl)-amino]-butyric acid

3-[(2-Amino-4-trifluoromethyl-phenyl)-(1-hydroxy-2-oxo-2-phenyl-ethyl)-amino]-butyric acid

Conditions
ConditionsYield
In ethanol for 3h; Heating;A 0.27 g
B 24%
C 48.6%
2,3-dibromobutanoic acid
600-30-6

2,3-dibromobutanoic acid

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With copper; copper(II) perchlorate In methanol for 8h; Ambient temperature;36%
3,3-Dichloro-2-butanone
2648-57-9

3,3-Dichloro-2-butanone

sodium methylate
124-41-4

sodium methylate

A

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

(E)-but-2-enoic acid

B

3-methoxybutanoic acid
10024-70-1, 16510-79-5

3-methoxybutanoic acid

C

3,3-dimethoxy-butan-2-one
21983-72-2

3,3-dimethoxy-butan-2-one

Conditions
ConditionsYield
In methanol -78 deg C, then 48 days, roomtemp.;A 4%
B 17%
C 20%
Product distribution; -78 deg C, then 48 days, roomtemp.;A 4%
B 17%
C 20%
but-3-yn-2-ol
2028-63-9

but-3-yn-2-ol

A

propene
187737-37-7

propene

B

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

(E)-but-2-enoic acid

C

3-hydroxy-2-butanon
513-86-0, 52217-02-4

3-hydroxy-2-butanon

D

3-Hydroxybutyric acid
300-85-6, 625-71-8

3-Hydroxybutyric acid

Conditions
ConditionsYield
With water; ruthenium tetrasulfophthalocyanine at 80℃; for 24h; Product distribution; Further Variations:; Catalysts; anti-Markovnikov hydration;A n/a
B 15%
C 2%
D 7%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

Conditions
ConditionsYield
With copper diacetate; potassium carbonate und Behandeln des erhaltenen Polyesters mit ueberhittem Wasserdampf;
With 18-crown-6 ether; potassium naphthalenide; Lewatit S 1080 1) THF, 20 deg C, 10 min, 2) Et2O; Yield given. Multistep reaction;
With H-ZSM-5 at 210℃; under 1251.35 Torr; Pressure; Reagent/catalyst; Temperature; Inert atmosphere; Flow reactor;
diethyl acetal
105-57-7

diethyl acetal

malonic acid
141-82-2

malonic acid

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With piperidine; pyridine
trans-Crotonaldehyde
123-73-9

trans-Crotonaldehyde

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With potassium permanganate; oxygen; acetic acid
but-3-enoic acid
625-38-7

but-3-enoic acid

A

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

(E)-but-2-enoic acid

B

3-Hydroxybutyric acid
300-85-6, 625-71-8

3-Hydroxybutyric acid

Conditions
ConditionsYield
With sodium hydroxide inactive β-oxy-butyric acid;
ethanol
64-17-5

ethanol

(Z)-but-2-enoic acid
503-64-0

(Z)-but-2-enoic acid

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
Rate constant; Isomerisierung;
trans-2-propenyl bromide
590-15-8

trans-2-propenyl bromide

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

(E)-but-2-enoic acid

Conditions
ConditionsYield
With diethyl ether; lithium und jeweils anschliessend mit Kohlendioxid;
With tetrahydrofuran; magnesium und jeweils anschliessend mit Kohlendioxid;
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

3-bromobutyric acid
2623-86-1

3-bromobutyric acid

Conditions
ConditionsYield
With hydrogen bromide In acetic acid at 25℃; for 1h; Irradiation;100%
With hydrogen bromide at 20℃; for 20h;90%
With water; hydrogen bromide mit oder ohne Zusatz von Peroxyden;
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

trisodium tris(3-sulfophenyl)phosphine
63995-70-0

trisodium tris(3-sulfophenyl)phosphine

C22H18O11PS3(3-)*3Na(1+)
115524-91-9

C22H18O11PS3(3-)*3Na(1+)

Conditions
ConditionsYield
In water at 50℃;100%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

trisodium tris(3-sulfophenyl)phosphine
63995-70-0

trisodium tris(3-sulfophenyl)phosphine

C22H17(2)HO11PS3(3-)*3Na(1+)
115524-92-0

C22H17(2)HO11PS3(3-)*3Na(1+)

Conditions
ConditionsYield
With water-d2 at 50℃;100%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

(S)-3-(4-fluorobenzyl)-piperidine
275815-80-0

(S)-3-(4-fluorobenzyl)-piperidine

(3S)-1-[(2E)-2-butenoyl]-3-(4-fluorobenzyl)piperidine
382637-74-3

(3S)-1-[(2E)-2-butenoyl]-3-(4-fluorobenzyl)piperidine

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 24h;100%
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine at 0℃; for 20h;
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

(RS)-3-(2-mercaptothiophene)butanoic acid
120279-20-1

(RS)-3-(2-mercaptothiophene)butanoic acid

Conditions
ConditionsYield
Stage #1: 2-bromothiophene With hydrogenchloride; iodine; magnesium; triethylamine In tetrahydrofuran for 2h; Heating / reflux;
Stage #2: With sulfur In tetrahydrofuran at 45 - 50℃; for 2h;
Stage #3: (E)-but-2-enoic acid With hydrogenchloride; triethylamine hydrochloride; triethylamine more than 3 stages;
100%
Stage #1: 2-bromothiophene With magnesium; iodine In tetrahydrofuran for 2h; Heating / reflux;
Stage #2: With sulfur In tetrahydrofuran at 45 - 50℃; for 2h;
Stage #3: (E)-but-2-enoic acid With triethylamine hydrochloride; triethylamine more than 3 stages;
100%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

6-amino-1,3-diethylquinazoline-2,4(1H,3H)-dione

6-amino-1,3-diethylquinazoline-2,4(1H,3H)-dione

(E)-N-(1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-6-yl)but-2-enamide

(E)-N-(1,3-diethyl-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-6-yl)but-2-enamide

Conditions
ConditionsYield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 50℃;100%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

(R)-5-(2-methyl-4-phenoxyphenyl)-4-oxo-N-(piperidin-3-yl)-4,5-dihydro-3H-1-thia-3,5,8-triazaacenaphthylene-2-carboxamide

(R)-5-(2-methyl-4-phenoxyphenyl)-4-oxo-N-(piperidin-3-yl)-4,5-dihydro-3H-1-thia-3,5,8-triazaacenaphthylene-2-carboxamide

(R,E)-N-(1-(but-2-enoyl)piperidin-3-yl)-5-(2-methyl-4-phenoxyphenyl)-4-oxo-4,5-dihydro-3H-1-thia-3,5,8-triazaacenaphthylene-2-carboxamide

(R,E)-N-(1-(but-2-enoyl)piperidin-3-yl)-5-(2-methyl-4-phenoxyphenyl)-4-oxo-4,5-dihydro-3H-1-thia-3,5,8-triazaacenaphthylene-2-carboxamide

Conditions
ConditionsYield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;100%
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 4h;100%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

crotonic acid sodium salt
17342-77-7

crotonic acid sodium salt

Conditions
ConditionsYield
With sodium hydroxide In water99.6%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

benzyl bromide
100-39-0

benzyl bromide

benzyl (E)-2-butenoate
71338-71-1

benzyl (E)-2-butenoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18.3333h; Inert atmosphere; Cooling with ice;99.4%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18.33h;99.4%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; Cooling with ice; Inert atmosphere;99.4%
Tetrahydro-4H-pyran-4-one
29943-42-8

Tetrahydro-4H-pyran-4-one

tryptamine
61-54-1

tryptamine

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

(E)-but-2-enoic acid

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

4-{but-2-enoyl-[2-(1H-indol-3-yl)ethyl]amino}tetrahydropyran-4-carboxylic acid tert-butylamide

4-{but-2-enoyl-[2-(1H-indol-3-yl)ethyl]amino}tetrahydropyran-4-carboxylic acid tert-butylamide

Conditions
ConditionsYield
In methanol at 20℃; for 18h; Ugi reaction;99%
1-Methyl-4-piperidone
1445-73-4

1-Methyl-4-piperidone

tryptamine
61-54-1

tryptamine

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

(E)-but-2-enoic acid

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

4-{(but-2-enoyl)-[2-(1H-indole-3-yl)ethyl]amino}-1-methylpiperidine-4-carboxylic acid tert-butylamide

4-{(but-2-enoyl)-[2-(1H-indole-3-yl)ethyl]amino}-1-methylpiperidine-4-carboxylic acid tert-butylamide

Conditions
ConditionsYield
In methanol at 20℃; for 18h; Ugi reaction;99%
p-trifluoromethyl cinnamyl chloride
103977-75-9

p-trifluoromethyl cinnamyl chloride

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

(E)-but-2-enoic acid

(E)-(-)-1-(4-trifluoromethylphenyl)allyl but-2-enoate

(E)-(-)-1-(4-trifluoromethylphenyl)allyl but-2-enoate

Conditions
ConditionsYield
With C32H40N2O2PRu(1+)*F6P(1-); sodium carbonate In tetrahydrofuran at 25℃; for 4h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

C11H11ClO2
352616-24-1

C11H11ClO2

(E)-(-)-methyl 4-(1-(but-2-enyloxy)allyl)benzoate

(E)-(-)-methyl 4-(1-(but-2-enyloxy)allyl)benzoate

Conditions
ConditionsYield
With C32H40N2O2PRu(1+)*F6P(1-); sodium carbonate In tetrahydrofuran at 25℃; for 4h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

1-(3-chloro-1-propen-1-yl)naphthalene
2464-98-4

1-(3-chloro-1-propen-1-yl)naphthalene

(E)-(-)-1-(naphthalene-1-yl)allyl but-2-enoate

(E)-(-)-1-(naphthalene-1-yl)allyl but-2-enoate

Conditions
ConditionsYield
With C32H40N2O2PRu(1+)*F6P(1-); sodium carbonate In tetrahydrofuran at 25℃; for 4h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

1-bromo-4-(3-chloro-propenyl)benzene

1-bromo-4-(3-chloro-propenyl)benzene

(E)-(-)-1-(4-bromophenyl)allyl but-2-enoate

(E)-(-)-1-(4-bromophenyl)allyl but-2-enoate

Conditions
ConditionsYield
With C32H40N2O2PRu(1+)*F6P(1-); sodium carbonate In tetrahydrofuran at 25℃; for 4h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

trans-potassium crotonate
77485-20-2

trans-potassium crotonate

Conditions
ConditionsYield
With potassium hydroxide In water at 20 - 52℃; under 760.051 Torr; pH=7.1 - 7.25;99%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

4-bromocrotonic acid
13991-36-1

4-bromocrotonic acid

Conditions
ConditionsYield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane Reflux;98%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 77℃; for 4h;93%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In benzene at 84℃; for 2.5h;91.3%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

crotonoyl fluoride
38986-88-8

crotonoyl fluoride

Conditions
ConditionsYield
With sulfur tetrafluoride at 20℃; for 1.5h; autoclave;98%
With N-ethyl-N,N-diisopropylamine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 0℃;
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

2-(vinyloxy)ethyl methacrylate
1464-69-3

2-(vinyloxy)ethyl methacrylate

1-[2-(methacryloyloxy)ethoxy]ethyl (E)-2-butenoate

1-[2-(methacryloyloxy)ethoxy]ethyl (E)-2-butenoate

Conditions
ConditionsYield
With trifluoroacetic acid In 1,2-dimethoxyethane at 60℃; for 1h;98%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

cinnamyl chloride
2687-12-9

cinnamyl chloride

(E)-1-phenylallyl but-2-enoate

(E)-1-phenylallyl but-2-enoate

Conditions
ConditionsYield
With C28H32N2O2PRu(1+)*F6P(1-); sodium carbonate In tetrahydrofuran at 25℃; for 4h; Inert atmosphere; regioselective reaction;98%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

thiophenol
108-98-5

thiophenol

2-hydroxycarbonyl-1-methylethyl phenyl sulfide
880-13-7

2-hydroxycarbonyl-1-methylethyl phenyl sulfide

Conditions
ConditionsYield
With iodine at 50℃; for 2.5h; Michael reaction;97%
With piperidine
With triethylamine In tetrahydrofuran at 0 - 20℃;
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; for 48h; Addition;
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

Allyl acetate
591-87-7

Allyl acetate

allyl crotonate
5453-44-1

allyl crotonate

Conditions
ConditionsYield
With [Ir(1,5-cyclooctadiene)2]PF6 In toluene at 100℃; for 5h;97%
2-amino-benzthiazole
136-95-8

2-amino-benzthiazole

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

(E)-but-2-enoic acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

C14H14N4OS
1038740-96-3

C14H14N4OS

Conditions
ConditionsYield
Stage #1: (E)-but-2-enoic acid; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 70℃; for 2h;
Stage #2: 2-amino-benzthiazole In N,N-dimethyl-formamide at 100℃; for 6h; Further stages.;
97%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

1,1,3,3-Tetramethyldisiloxane
3277-26-7

1,1,3,3-Tetramethyldisiloxane

germaniumtetrachloride
10038-98-9

germaniumtetrachloride

3-(trichlorogermyl)butanoic acid
21187-26-8

3-(trichlorogermyl)butanoic acid

Conditions
ConditionsYield
In neat (no solvent) mixt. kept 12 days at 20°C (acid completely dissolved after 1 day, pptn. begins after 3 days); pptn., liquid layer sepd. by decantation, crystals recrystn. (hexane);97%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

C11H13ClO
1135592-61-8

C11H13ClO

(E)-(-)-1-(benzyloxy)but-3-en-2-yl but-2-enoate

(E)-(-)-1-(benzyloxy)but-3-en-2-yl but-2-enoate

Conditions
ConditionsYield
With C32H40N2O2PRu(1+)*F6P(1-); sodium carbonate In tetrahydrofuran at 25℃; for 4h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;97%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

cinnamyl chloride
2687-12-9

cinnamyl chloride

(E)-(-)-1-phenylallyl but-2-enoate

(E)-(-)-1-phenylallyl but-2-enoate

Conditions
ConditionsYield
With C32H40N2O2PRu(1+)*F6P(1-); sodium carbonate In tetrahydrofuran at 25℃; for 4h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;97%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

dichloromethane
75-09-2

dichloromethane

methylidene dicrotonate

methylidene dicrotonate

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 130℃; for 5h;97%
(E)-but-2-enoic acid
107-93-7

(E)-but-2-enoic acid

(2R)-2-benzyl-2-fluoro-3-(p-methoxybenzyloxy)-1-propanol
162252-06-4

(2R)-2-benzyl-2-fluoro-3-(p-methoxybenzyloxy)-1-propanol

(E)-But-2-enoic acid (S)-2-fluoro-2-(4-methoxy-benzyloxymethyl)-3-phenyl-propyl ester
162252-09-7

(E)-But-2-enoic acid (S)-2-fluoro-2-(4-methoxy-benzyloxymethyl)-3-phenyl-propyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide96%

107-93-7Related news

Hydrogen generation during the corrosion of carbon steel in Crotonic acid (cas 107-93-7) and using some organic surfactants to control hydrogen evolution08/27/2019

The purpose of this paper is to describe and evaluate the corrosion of carbon steel in crotonic acid for hydrogen production and using polysorbate 20 (NS), dioctyl sodium sulfosuccinate (AS) and benzalkonium chloride (CS) to control hydrogen evolution. Measurements were conducted in tested solut...detailed

Crotonic acid (cas 107-93-7) as a bioactive factor in carrot seeds (Daucus carota L.)08/26/2019

Water extracts from the carrot seed (Daucus carota L.) var. Perfekcja exhibit plant growth inhibitory properties against cress, cucumber, onion and carrot in a dose-dependant manner. This property results from the action of low-and high-molecular components of the extract. The low-molecular comp...detailed

Solubilities of Crotonic acid (cas 107-93-7) in different organic solvents at several temperatures from (278.15 to 333.15) K08/24/2019

In our study the solubilities of crotonic acid in methanol, ethanol, 2-propanol, 1-butanol, acetic acid, N,N-dimethylformamide, ethyl acetate and acetonitrile were experimentally determined over the temperature range of (278.15–333.15) K at around 5 K intervals by employing an analytical stirre...detailed

Bio-based production of Crotonic acid (cas 107-93-7) by pyrolysis of poly(3-hydroxybutyrate) inclusions08/22/2019

Bio-based material development has become a new focus globally due to limited supply, increasing price of fossil fuel, and demands for environment sustainability. Current industrial production of crotonic acid through petrochemical route has several drawbacks: i) non-renewable, as it is derived ...detailed

Catalytic oxidation of crotonaldehyde to Crotonic acid (cas 107-93-7) in a gas-liquid-solid mini-fluidized bed08/21/2019

Oxidation of crotonaldehyde to crotonic acid is an important chemical reaction process because crotonic acid, its derivative and copolymer are ubiquitous in the productions of chemical, cosmetic, and medicines. However, the reactor safety and process efficiency are still not satisfactory. In ord...detailed

Concentration of Crotonic acid (cas 107-93-7) using capacitive deionization technology08/19/2019

Capacitive deionization (CDI) was developed for desalination of brackish water. In contrast to ion exchange, CDI is based on the accumulation of ions within the electrical double layer formed at the surface of conductive materials when an electrical potential is applied. Ion adsorption and desor...detailed

107-93-7Relevant articles and documents

SELECTIVE OXIDATION OF ALCOHOLS BY K2FeO4-Al2O3-CuSO4*5H2O

Kim, Kwan Soo,Song, Yang Heon,Lee, Nam Ho,Hahn, Chi Sun

, p. 2875 - 2878 (1986)

A solid mixture of K2FeO4, Al2O3 and CuSO4*5H2O efficiently oxidized allylic, benzylic, and saturated secondary alcohols to the corresponding aldehydes or ketones but did not oxidize saturated primary alcohols.

-

Owen

, p. 463,467 (1943)

-

Revisiting the Palladium-Catalyzed Carbonylation of Allyl Alcohol: Mechanistic Insight and Improved Catalytic Efficiency

Jiang, Jianwei,Padmanaban, Sudakar,Yoon, Sungho

, p. 1881 - 1886 (2020)

Although crotonic acid (CA) is in high demand due to its use in various industrial applications, the preparation of CA currently requires a multi-step process from the petrochemical cracking of ethane with a very low overall yield and poor selectivity. An atom economical, one-step, carbonylation of readily accessible allyl alcohol to CA is one of the attractive approaches. In this study, the direct carbonylative transformation of allyl alcohol to CA was analyzed in detail to detect the reaction intermediates and propose a reaction mechanism. Following the reaction mechanism, the process was optimized to synthesize CA via the direct carbonylation of allyl alcohol with improved efficiency and productivity (TON = 420) under mild reaction conditions using Pd-based catalytic systems.

SEVERAL MECHANISMS IN THE ELIMINATION KINETICS OF ω-CHLOROCARBOXYLIC ACIDS IN THE GAS PHASE

Chuchani, Gabriel,Martin, Ignacio,Rotinov, Alexandra,Dominguez, Rosa M.,Perez, Milogrados I.

, p. 133 - 138 (1995)

The kinetics of the gas-phase pyrolysis of ω-chlorocarboxylic acids were examined in a seasoned static reaction vessel and in the presence of at least twice the amount of the free radical inhibitor cyclohexene or toluene.In conformity with the available experimental data on rate determination, these reactions proved to be unimolecular and obeyed a first-order rate law.The presence of the primary chlorine leaving group in Cl(CH2)nCOOH (n=1-4) showed a change in mechanism from intramolecular displacement of the Cl leaving group by the acidic hydrogen of the COOH to anchimeric assistance of the carbonyl COOH to the C-Cl bond polarization in the transition state.This mechanistic consideration is nearly the same for the series of 2-, 3-, and 4-chlorobutyric acids.The chlorine atom at the 2-position of acetic, propionic and butyric acids is dehydrochlorinated through a prevailing reaction path involving a polar five-membered cyclic transition state.

Straightforward Synthesis of 2-Alkenoic Acids from the Corresponding Saturated Aldehydes

Outurquin, Francis,Paulmier, Claude

, p. 690 - 691 (1989)

2-Alkenoic acids may be prepared in good yields from saturated aldehydes via α-selenenylation with 4-(phenylseleno)morpholine formed in situ, followed by hydrogen peroxide oxidation.The actual oxidizing agent is benzeneperseleninic acid which is formed in the reaction medium.

Effect of the Reaction Products on the Rate of Oxidation of Crotonaldehyde

Fedevich,Levush,Fedevich,Kit

, p. 29 - 32 (2003)

Study of the oxidation of crotonaldehyde revealed an appreciable inhibitory effect of the products on the process. Analysis of the kinetic data obtained over a wide range of reaction conditions (c0 1.5-3.3 M, pO2 1-16 atm, T 293-309 K) showed that the overall oxidation process (with account taken of the inhibitory effect of the products) is described by the equation: WCA = kap* CCA (pO2 )°1.6 (1 + 0.17 Δ cCA τ)-1, where Kap* is the apparent rate constant, and Δ cCAτ is the decrease of the aldehyde concentration by a moment τ.

Acrylonitrile Derivatives from Epoxide and Carbon Monoxide Reagents

-

Paragraph 0261-0265, (2019/01/15)

The present invention is directed to reactor systems and processes for producing acrylonitrile and acrylonitrile derivatives. In preferred embodiments of the present invention, the processes comprise the following steps: introducing an epoxide reagent and carbon monoxide reagent to at least one reaction vessel through at least one feed stream inlet; contacting the epoxide reagent and carbon monoxide reagent with a carbonylation catalyst to produce a beta-lactone intermediate; polymerizing the beta-lactone intermediate with an initiator in the presence of a metal cation to produce a polylactone product; heating the polylactone product under thermolysis conditions to produce an organic acid product; optionally esterifying the organic acid product to produce one or more ester products; and reacting the organic acid product and/or ester product with an ammonia reagent under ammoxidation conditions to produce an acrylonitrile product.

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