Allylacetic acid supplier | CasNO.591-80-0

Name
Allylacetic acid
EINECS 228-028-0
CAS No. 591-80-0
Article Data107
CAS DataBase
Density 0.993 g/cm³
Solubility Soluble in ethanol and diethyl ether, slightly soluble in water
Melting Point 54-57 °C(lit.)
Formula C₅H₈O₂
Boiling Point 188.499 °C at 760 mmHg
Molecular Weight 100.117
Flash Point 78.683 °C
Transport Information UN 2922
Appearance clear colorless to light yellow liquid
Safety 26-36/37/39-45
Risk Codes 22-34
Molecular Structure
Hazard Symbols C
Synonyms Pent-4-enoic acid;NSC 9000;delta 4-Pentenoic acid;
PSA 37.30000
LogP 1.03720

Synthetic route

: 2583-25-7
allylmalonic acid

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With poly-4-vinylpyridine In N,N-dimethyl-formamide for 0.0666667h; microwave irradiation;	96%
Stage #1: allylmalonic acid In N,N-dimethyl-formamide at 140℃; Stage #2: With hydrogenchloride In N,N-dimethyl-formamide pH=4;	85%
In N,N-dimethyl-formamide at 140℃; Inductive heating;	76%

: 90711-60-7
prop-2-en-1-yl 2-iodoacetate

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
Stage #1: prop-2-en-1-yl 2-iodoacetate With triethyl borane; oxygen In hexane; dichloromethane at 20℃; for 2h; Stage #2: With zinc In tetrahydrofuran for 4h; Heating;	85%

polymer, 38% reactive sites, 2,5 mmol/g; monomer(s): styrene, 4-vinylbenzylchloride, bromoacetic acid, allyltributyltin: polymer, 38% reactive sites, 2,5 mmol/g; monomer(s): styrene, 4-vinylbenzylchloride, bromoacetic acid, allyltributyltin

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With lithium hydroxide; tetrabutylammomium bromide In tetrahydrofuran; water for 12h; Heating;	84%

: 64096-43-1
β-(trimethylsilyl)cyclopentanone

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In water; acetonitrile at 60℃; for 1.5h; Ring cleavage;	82%

: 69962-08-9
(Z)-5-(Ethylthio)-3-pentenoic Acid

A: 591-80-0
pent-4-enoic acid

B: 33698-87-2
(Z)-pent-3-enoic acid

Conditions

Conditions	Yield
With ammonia; lithium for 1h;	A 8% B 70%

: 2067-33-6
5-bromopentanoic acid

: 107-19-7
propargyl alcohol

A: 591-80-0
pent-4-enoic acid

B: 103675-09-8
5-Hydroxy-pentanoic acid prop-2-ynyl ester

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane 1) -80 deg C, 2) room temp., 18 h;	A 5% B 70%

...Expand

: 5-acetoxy-4-iodopentanoic acid

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With zinc In tetrahydrofuran	63%

: 821-09-0
n-Pent-4-enyl alcohol

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With chromic acid; acetone	59%
With chromium(VI) oxide; sulfuric acid In acetone

: 57-57-8
β-Propiolactone

: 1826-67-1
vinyl magnesium bromide

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
copper(l) chloride at 0℃; for 0.25h;	59%

: 142920-94-3
2-Benzoyl-3-oxo-hept-6-enoic acid methyl ester

A: 591-80-0
pent-4-enoic acid

B: 36568-12-4
methyl 3,5-dioxo-5-phenylpentanoate

Conditions

Conditions	Yield
With ammonium hydroxide; water; ammonium chloride	A 43% B 56%

: 25055-86-1
3-(3-methyl-3H-diazirine-3-yl)propionic acid

A: 591-80-0
pent-4-enoic acid

B: 33698-87-2
(Z)-pent-3-enoic acid

C: 1617-32-9
(E)-3-pentenoic acid

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

Conditions

Conditions	Yield
In xylene at 80℃; Kinetics; Product distribution; Mechanism; Ea; other temperatures (95-125 deg C); other solvent;	A 18.7% B 20% C 56% D 5.3%
In pentane Product distribution; Mechanism; Irradiation; other solvent;

...Expand

: 75-77-4
chloro-trimethyl-silane

: 6089-09-4
4-pentynoic acid

A: 591-80-0
pent-4-enoic acid

B: 128545-15-3
5-trimethylsilyl-pent-5-yn-1-oic acid

Conditions

Conditions	Yield
With copper; zinc In acetonitrile at 120℃; for 5h; in a sealed tube; Yields of byproduct given;	A n/a B 52%

...Expand

: 129731-35-7
6,12,13-Trioxadispiro<4.1.4.2>tridecan

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

B: 591-80-0
pent-4-enoic acid

C: 2561-88-8
1-Oxacycloundecan-2,10-dion

D: 120-92-3
cyclopentanone

Conditions

Conditions	Yield
In pentane at -20℃; for 8h; Irradiation;	A 16% B 7% C 45% D 14%

...Expand

: 1968-40-7
ethyl 4-pentenoate

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With bis(tri-n-butyltin)oxide In toluene at 90℃; for 48h;	42%
With bis(tri-n-butyltin)oxide In toluene for 48h; Heating;	42%
(alkaline hydrolysis);
With potassium hydroxide Yield given;

: 109-99-9
tetrahydrofuran

: 84210-61-7
perpentene-4 oate de tertiobutyle

A: 1004-29-1
2-butanyltetrahydrofuran

B: 1592-33-2
octahydro-2,2′-bifuran

C: 1927-59-9
2-tert-butoxytetrahydrofuran

D: 591-80-0
pent-4-enoic acid

E: 32933-12-3
acide (tetrahydrofuryl-2)-5 pentanoique

F: 93676-72-3
(tetrahydrofuryl-2)-5 pentanolide-4

Conditions

Conditions	Yield
at 110℃; for 8h; Product distribution; Mechanism; other temperatures, other times, also with various ethers, other products;	A 6% B 7% C 4% D 6% E 17% F 42%

...Expand

: 109-99-9
tetrahydrofuran

: 84210-61-7
perpentene-4 oate de tertiobutyle

A: 1592-33-2
octahydro-2,2′-bifuran

B: 591-80-0
pent-4-enoic acid

C: 32933-12-3
acide (tetrahydrofuryl-2)-5 pentanoique

D: 93676-72-3
(tetrahydrofuryl-2)-5 pentanolide-4

Conditions

Conditions	Yield
at 110℃; for 8h; Further byproducts given;	A 7% B 6% C 17% D 42%

...Expand

: methyl 5-hydroxy-4-iodopentanoate

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With zinc In tetrahydrofuran	35%

: 5162-44-7
1-bromo-4-butene

: 124-38-9
carbon dioxide

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-butene With magnesium In tetrahydrofuran at 20 - 70℃; Stage #2: carbon dioxide In tetrahydrofuran at -50 - -40℃; Stage #3: With hydrogenchloride In tetrahydrofuran; water	35%

: 124-38-9
carbon dioxide

: 1,3-dioxoisoindolin-2-yl 2-cyclopropylacetate

A: 591-80-0
pent-4-enoic acid

B: 5239-82-7
cyclopropylacetic acid

Conditions

Conditions	Yield
With (1,2-dimethoxyethane)dichloronickel(II); 2.9-dimethyl-1,10-phenanthroline; silver fluoride In N,N-dimethyl acetamide at 20℃; under 5171.62 Torr; for 24h;	A 7% B 21%

...Expand

: 120-92-3
cyclopentanone

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
Stage #1: cyclopentanone With dihydrogen peroxide Stage #2: With copper(II) sulfate; iron(II) sulfate	20%
With dihydrogen peroxide; copper(II) sulfate; iron(II) sulfate 1.) MeOH, 20 - 25 deg C, 1 h, 2.) 18- 20 deg C; Yield given. Multistep reaction;

: 2067-33-6
5-bromopentanoic acid

: 927-74-2
1-butyn-4-ol

A: 591-80-0
pent-4-enoic acid

B: 103675-14-5
9-hydroxy-non-6-ynoic acid

C: 103675-17-8
5-Hydroxy-pentanoic acid but-3-ynyl ester

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane 1) -110 deg C, 2) room temp., 18 h; Yield given;	A 10% B 5% C n/a

...Expand

: 124-38-9
carbon dioxide

: 7051-34-5
cyclopropylcarbinyl bromide

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With manganese; (1,2-dimethoxyethane)dichloronickel(II); 2.9-dimethyl-1,10-phenanthroline In N,N-dimethyl acetamide at 20℃; under 5171.62 Torr; for 14h;	8%

: 2067-33-6
5-bromopentanoic acid

: 107-19-7
propargyl alcohol

A: 591-80-0
pent-4-enoic acid

B: 103675-11-2
8-hydroxyoct-6-ynoic acid

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane 1) -30 deg C, 2) room temp., 18 h; Yield given;	A 5% B n/a
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide Product distribution; 1) -30 deg C, 2) room temp., 18 h; other temperature;

...Expand

: 2067-33-6
5-bromopentanoic acid

: 927-74-2
1-butyn-4-ol

A: 591-80-0
pent-4-enoic acid

B: 103675-14-5
9-hydroxy-non-6-ynoic acid

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane 1) -30 deg C, 2) room temp., 18 h; Yield given;	A 5% B n/a
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide Product distribution; 1) -30 deg C, 2) room temp., 18 h; other temperature;

...Expand

: 675-20-7
piperidin-2-one

A: 591-80-0
pent-4-enoic acid

B: 1119-46-6
5-chloro-valeric acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite
With hydrogenchloride; sodium nitrite

: 38300-67-3
1,2,4-Tribromobutane

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With diethyl ether; magnesium und man laesst auf das Reaktionsprodukt CO2 einwirken;

: 2583-25-7
allylmalonic acid

A: 591-80-0
pent-4-enoic acid

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

Conditions

Conditions	Yield
at 180℃;

: 610-89-9
2-acetyl-pent-4-enoic acid ethyl ester

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With sodium ethanolate at 150 - 160℃; und nachfolgendes Verseifen des Aethylesters durch Erwaermen mit alkoholischer Kalilauge;
With potassium hydroxide; water

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

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium phenylselenide In tetrahydrofuran

: 1772-43-6
2,4,4-trimethyl oxazoline

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

: 591-80-0
pent-4-enoic acid

Conditions

Conditions	Yield
(i) nBuLi, (ii) /BRN= 635704/, (iii) aq. HCl; Multistep reaction;

: 591-80-0
pent-4-enoic acid

: 1729-32-4
5-iodomethyl-dihydro-furan-2-one

Conditions

Conditions	Yield
With iodine; sodium hydrogencarbonate; potassium iodide for 36h; Ambient temperature;	100%
With iodine; sodium hydrogencarbonate; potassium iodide In water for 12h; Ambient temperature;	98%
With oxone; potassium iodide In acetonitrile for 0.5h;	97%

: 591-80-0
pent-4-enoic acid

: 1666-13-3
diphenyl diselenide

: 65234-93-7
5-phenylselanylmethyl-dihydro-furan-2-one

Conditions

Conditions	Yield
With copper(I) trifluoromethanesulfonate benzene; calcium carbonate In dichloromethane at 30℃; for 8h;	100%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 30℃;	95%
With carbon tetrabromide In dichloromethane for 4h; Irradiation;	95%

: 591-80-0
pent-4-enoic acid

: 39928-72-8
5-chloromethyl-dihydro-furan-2-one

Conditions

Conditions	Yield
With sodium hypochlorite; magnesium chloride In dichloromethane; water at 20℃; for 0.666667h;	100%
Stage #1: pent-4-enoic acid With oxalyl dichloride; 1,1'-sulfinylbisbenzene In dichloromethane at -78 - 20℃; for 1h; Inert atmosphere; Stage #2: With potassium carbonate In acetonitrile at 20℃; for 2h; Reagent/catalyst; Inert atmosphere;	88%
With [bis(acetoxy)iodo]benzene; lithium chloride In methanol at 20℃; for 1h;	73%

: 591-80-0
pent-4-enoic acid

: 2-[(benzylcarbamoyl-methyl)-amino]-N-(4-methoxy-benzyl)-acetamide; hydrochloride

: 211745-86-7
pent-4-enoic acid (benzylcarbamoyl-methyl)-[(4-methoxy-benzylcarbamoyl)-methyl]-amide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; Acylation;	100%

: 591-80-0
pent-4-enoic acid

: 591-19-5
3-bromoaniline

: 263546-11-8
pent-4-enoic acid (3-bromo-phenyl)-amide

Conditions

Conditions	Yield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane	100%
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide Acylation;

: 591-80-0
pent-4-enoic acid

: 1329167-98-7
tert-butyl 1-(6-(2-amino-4-nitrophenyl)-3-chloropyridazin-4-yl)but-3-enylcarbamate

: tert-butyl 1-(3-chloro-6-(4-nitro-2-pent-4-enamidophenyl)pyridazin-4-yl)but-3-enylcarbamate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 1.5h;	100%

: 2403-54-5
2-(4-chlorophenyl)-1,3-dioxolane

: 591-80-0
pent-4-enoic acid

: 1401468-38-9
5-(4-(1,3-dioxolan-2-yl)benzyl)dihydrofuran-2(3H)-one

Conditions

Conditions	Yield
With caesium carbonate In 2,2,2-trifluoroethanol for 6h; Inert atmosphere; Irradiation;	100%

: 2568-33-4
3-methyl-butane-1,3-diol

: 591-80-0
pent-4-enoic acid

: 1446746-89-9
C15H24O4

Conditions

Conditions	Yield
Stage #1: pent-4-enoic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; Stage #2: 3-methyl-butane-1,3-diol In dichloromethane at 20℃;	100%

: 591-80-0
pent-4-enoic acid

: 41879-39-4
O-(tert-butyldimethylsilanyl)hydroxylamine

: N-((tert-butyldimethylsilyl)oxy)pent-4-enamide

Conditions

Conditions	Yield
Stage #1: pent-4-enoic acid With 4-methyl-morpholine; chloroformic acid ethyl ester In diethyl ether at 0℃; for 1.5h; Inert atmosphere; Stage #2: O-(tert-butyldimethylsilanyl)hydroxylamine In diethyl ether at 0 - 20℃; for 4.5h; Inert atmosphere;	100%

: 100-02-7
4-nitro-phenol

: 591-80-0
pent-4-enoic acid

: 51231-11-9
4-nitrophenyl pent-4-enoate

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃; for 1.16667h;	100%

: 591-80-0
pent-4-enoic acid

: 10374-51-3
5-hydroxymethyl-4,5-dihydrofuranone

Conditions

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide In methanol; formic acid	99%
With formic acid; dihydrogen peroxide at 50℃; for 2.25h;	97%
With dihydrogen peroxide In tert-butyl alcohol	88%

: 591-80-0
pent-4-enoic acid

: 39716-58-0
pent-4-enoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane at 20℃; for 4h; Substitution;	99%
With thionyl chloride; N,N-dimethyl-formamide for 16h; Inert atmosphere; Reflux; Schlenk technique;	99%
With thionyl chloride at 70℃; for 3h;	93%

: 591-80-0
pent-4-enoic acid

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 5904-80-3, 79580-69-1, 112607-21-3, 112709-12-3
(5-oxotetrahydrofuran-2-yl)methyl acetate

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In acetic acid at 80℃; for 17h;	99%
With tetrafluoroboric acid In acetic acid for 1h; Ambient temperature;	73%

: 591-80-0
pent-4-enoic acid

: 32730-32-8
5-bromomethyl-γ-butyrolactone

Conditions

Conditions	Yield
With N-Bromosuccinimide In dichloromethane at 20℃; for 4.5h; Darkness; Molecular sieve;	99%
Stage #1: pent-4-enoic acid With dmap; bis(4-methoxyphenyl)selenide In chloroform at 0℃; for 0.25h; Stage #2: With N-Bromosuccinimide; sodium hydrogencarbonate In chloroform at 0℃; for 16h; Darkness; Inert atmosphere; regioselective reaction;	98%
With Oxone; potassium bromide In nitromethane at -10℃; for 23h; Green chemistry;	97%

: 591-80-0
pent-4-enoic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 95091-90-0
N-methoxy-N-methyl-4-pentenamide

Conditions

Conditions	Yield
Stage #1: pent-4-enoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 0℃; for 0.5h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 0 - 20℃;	99%
Stage #1: pent-4-enoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 20℃; for 16h;	84%
Stage #1: pent-4-enoic acid With thionyl chloride at 60℃; for 5h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In dichloromethane at 0℃; for 0.5h;	83%

: 591-80-0
pent-4-enoic acid

: 171562-32-6
N-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-4-methylbenzenesulfonamide

: 365449-54-3
(1S,2R)-1-(tosylamino)-2,3-dihydro-1H-inden-2-yl pent-4-enoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 23℃;	99%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 3h;	99%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 23℃; for 4h;	4.31 g

: 591-80-0
pent-4-enoic acid

: 100-51-6
benzyl alcohol

: 113882-48-7
pent-4-enoic acid benzyl ester

Conditions

Conditions	Yield
In benzene Heating;	99%

: 591-80-0
pent-4-enoic acid

: 99532-86-2
N,2-[(1,1-dimethylethoxy)carbonyl]-L-lysine methyl ester hydrochloride

: 787635-38-5
2-tert-butoxycarbonylamino-6-pent-4-enoylamino-hexanoic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	99%

: 591-80-0
pent-4-enoic acid

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 734534-08-8
N-[2-(3,4-dimethoxyphenyl)ethyl]-4-pentenamide

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1.5h; under nitrogen atmosphere;	99%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine	95%

: 473742-52-8
methyl 5-[2-(1-methyl-1H-indol-3-yl)ethyl]amino-1,3,4-thiadiazole-2-carboxylate

: 591-80-0
pent-4-enoic acid

: methyl 5-{(pent-4-enoyl)[2-(1-methyl-1H-indol-3-yl)ethyl]amino}-1,3,4-thiadiazole-2-carboxylate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 25℃; for 16h;	99%

: 591-80-0
pent-4-enoic acid

: 29569-80-0
(1R,2S)-2-(hydroxymethyl)cyclohexanol

: 1058706-46-9
C17H26O4

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; Cooling with ice;	99%

: 591-80-0
pent-4-enoic acid

: 566203-48-3
(-)-1-[3-(4-methoxybenzyloxy)-1-penten-4-yloxycarbonyl]prop-2-yl 5-hydroxy-4-[(2-methoxyethoxy)methoxy]-2-hexenoate

: 1174412-33-9
C32H46O11

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere;	99%

: 591-80-0
pent-4-enoic acid

: 1357059-20-1
(E)-N-allyl-N-(3-hydroxybut-1-enyl)-4-methylbenzenesulfonamide

: 1357059-23-4
(E)-4-(N-allyl-4-methylphenylsulfonamido)but-3-en-2-yl pent-4-enoate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 15h; Inert atmosphere;	99%

: 591-80-0
pent-4-enoic acid

: 7328-91-8
2,2-Dimethyl-1,3-diaminopropane

: 1446746-88-8
C15H26N2O2

Conditions

Conditions	Yield
Stage #1: pent-4-enoic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; Stage #2: 2,2-Dimethyl-1,3-diaminopropane In dichloromethane at 20℃;	99%

: 591-80-0
pent-4-enoic acid

: 4291-69-4, 6386-24-9, 6564-72-3, 59531-24-7, 69257-52-9, 78184-89-1, 78609-16-2, 78609-17-3, 78609-18-4, 96553-53-6, 104111-61-7, 131347-08-5, 4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

A: (2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl pent-4-enoate

B: (2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl pent-4-enoate

Conditions

Conditions	Yield
With (R)-(+)-2-phenyl-2,3-dihydrobenzo[d]imidazo[2,1-b]thiazole; 2,2-dimethylpropanoic anhydride; N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 24h; Inert atmosphere; diastereoselective reaction;	A 99% B n/a

...Expand

: 591-80-0
pent-4-enoic acid

: 1016-58-6
6-nitroveratryl alcohol

: 609355-48-8
4-pentenoic acid 4,5-dimethoxy-2-nitrobenzyl

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃;	99%

: 591-80-0
pent-4-enoic acid

: 75-09-2
dichloromethane

: C11H16O4

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 130℃; for 5h;	99%

: 591-80-0
pent-4-enoic acid

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

Conditions

Conditions	Yield
With zinc trifluoromethanesulfonate; toluene-4-sulfonic acid In 1,2-dichloro-ethane for 16h; Sealed tube; Reflux;	98%
With ZrOTf-BTC In octane at 120℃; for 18h; Sealed tube; Inert atmosphere;	95%
silver trifluoromethanesulfonate; iron(III) chloride In 1,2-dichloro-ethane at 80℃; for 5h;	93%

: 591-80-0
pent-4-enoic acid

: 63521-92-6
4-pentenoic anhydride

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane Inert atmosphere;	98%
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane for 0.5h; Ambient temperature;	84%
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h;
With 2,4,6-trimethyl-pyridine; carbon tetrabromide In N,N-dimethyl-formamide for 0.5h; UV-irradiation;	75 %Spectr.

: 591-80-0
pent-4-enoic acid

: 525600-76-4
(R)-[2-(hydroxymethyl)-6-methyl-4-oxo-4H-1,3-dioxin-2-yl]methyl acetate

: 525601-14-3
(S)-{2-[(acetoxy)methyl]-6-methyl-4-oxo-4H-1,3-dioxin-2-yl}methyl pent-4-enoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane for 3h; cooling;	98%

Allylacetic acid Consensus Reports

Reported in EPA TSCA Inventory.

Allylacetic acid Specification

The Allylacetic acid, with the CAS registry number 591-80-0, is also known as Pent-4-enoic acid. It belongs to the product categories of Pharmaceutical Intermediates; omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; omega-Unsaturated Carboxylic Acids. Its EINECS number is 228-028-0. This chemical's molecular formula is C₅H₈O₂ and molecular weight is 100.12. What's more, its systematic name is 4-Pentenoic acid. This chemical should be sealed and stored at the temperature of 2 - 8 °C. It is an inhibitor of fatty acid oxidation. It can be used in the manufacturing of flavor concentrates of all types, and it is also used in organic synthesis.

Physical properties of Allylacetic acid are: (1)ACD/LogP: 0.984; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.04; (4)ACD/LogD (pH 7.4): -1.76; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 9.28; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 37.3 Å²; (13)Index of Refraction: 1.439; (14)Molar Refractivity: 26.503 cm³; (15)Molar Volume: 100.789 cm³; (16)Polarizability: 10.507×10^-24cm³; (17)Surface Tension: 33.17 dyne/cm; (18)Density: 0.993 g/cm³; (19)Flash Point: 78.683 °C; (20)Enthalpy of Vaporization: 46.82 kJ/mol; (21)Boiling Point: 188.499 °C at 760 mmHg; (22)Vapour Pressure: 0.27 mmHg at 25°C.

Preparation: this chemical can be prepared by pent-4-enoic acid ethyl ester at the temperature of 90 °C. This reaction will need reagent (Bu₃Sn)₂O and solvent toluene with the reaction time of 48 hours. The yield is about 42%.

Allylacetic acid can be prepared by pent-4-enoic acid ethyl ester at the temperature of 90 °C

Uses of Allylacetic acid: it can be used to produce pent-4-enoic acid ethyl ester by heating. It will need reagent H₂SO₄ and solvent benzene with the reaction time of 15 hours. The yield is about 78%.

Allylacetic acid can be used to produce pent-4-enoic acid ethyl ester by heating

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. It is harmful if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CC\C=C
(2)Std. InChI: InChI=1S/C5H8O2/c1-2-3-4-5(6)7/h2H,1,3-4H2,(H,6,7)
(3)Std. InChIKey: HVAMZGADVCBITI-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	315mg/kg (315mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) ENDOCRINE: HYPOGLYCEMIA SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE	Journal of Pharmacy and Pharmacology. Vol. 21, Pg. 85, 1969.
mouse	LD50	oral	610mg/kg (610mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
mouse	LD50	subcutaneous	315mg/kg (315mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE ENDOCRINE: HYPOGLYCEMIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Journal of Pharmacy and Pharmacology. Vol. 21, Pg. 85, 1969.
rat	LD50	oral	470mg/kg (470mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

Product Name

Allylacetic acid

Synthetic route

Allylacetic acid Consensus Reports

Allylacetic acid Specification

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