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Isopentyl 4-methoxycinnamate
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Name

Isopentyl 4-methoxycinnamate

 EINECS 275-702-5
CAS No. 71617-10-2 Density 1.031 g/cm3
PSA 35.53000 LogP 3.29770
Solubility 2.47mg/L at 20℃ Melting Point N/A
Formula C15H20O3 Boiling Point 362.8 °C at 760 mmHg
Molecular Weight 248.322 Flash Point 151.6 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 71617-10-2 (ISOPENTYL-4-METHOXYCINNAMATE) Hazard Symbols N/A
Synonyms

4-Methoxycinnamicacid 2-isoamyl ester;4-Methoxycinnamic acid isoamyl ester;Amiloxate;3-(4-Methoxyphenyl)-2-propenoic acid, 3-methylbutyl ester;Isoamyl 4-methoxycinnamate;Isoamyl methoxycinnamate;Isoamylp-methoxycinnamate;

Article Data 8

Isopentyl 4-methoxycinnamate Synthetic route

123-51-3

i-Amyl alcohol

24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

71617-10-2

isoamyl p-methoxycinnamate

Conditions
ConditionsYield
With toluene-4-sulfonic acid Heating;89%
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

19533-24-5

sodium isopentoxide

71617-10-2

isoamyl p-methoxycinnamate

Conditions
ConditionsYield
With i-Amyl alcohol Entfernen des entstehenden Aethanols;
123-11-5

4-methoxy-benzaldehyde

α-hydrazino-phenylacetic acid

α-hydrazino-phenylacetic acid

71617-10-2

isoamyl p-methoxycinnamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 99 percent / 4-(dimethylamino)pyridine / dimethylformamide / 25 °C
2: 89 percent / p-TsOH / Heating
View Scheme
Multi-step reaction with 2 steps
1: 97 percent / 4-(dimethylamino)pyridine; acetic acid; piperidine / dimethylformamide / 10 - 25 °C
2: 89 percent / p-TsOH / Heating
View Scheme
71617-10-2

isoamyl p-methoxycinnamate

(E)-3-[(1S,1aR,3aS,6R,6aR,6bR)-6-Hydroxy-6b-methoxy-1-(4-methoxy-phenyl)-2-oxo-1a,2,3a,6,6a,6b-hexahydro-1H-3-oxa-cyclobuta[cd]inden-5-yl]-acrylic acid 3-methyl-butyl ester

(1R,6S,7S,8R)-6-Methoxy-8-(4-methoxy-phenyl)-3-[(E)-2-(3-methyl-butoxycarbonyl)-vinyl]-bicyclo[4.2.0]octa-2,4-diene-7-carboxylic acid 3-methyl-butyl ester

(1R,7R,8R,9S)-7-Methoxy-9-(4-methoxy-phenyl)-4-[(E)-2-(3-methyl-butoxycarbonyl)-vinyl]-3-oxa-tricyclo[5.2.0.02,4]non-5-ene-8-carboxylic acid 3-methyl-butyl ester

C60H80O12

E

cis 4-methoxycinnamic acid-3'-methylbutyl ester

Conditions
ConditionsYield
With oxygen Product distribution; Mechanism; multistep reaction: 1) irradiation, hexane;
...Expand
71617-10-2

isoamyl p-methoxycinnamate

(1R,6S,7S,8R)-6-Methoxy-8-(4-methoxy-phenyl)-3-[(E)-2-(3-methyl-butoxycarbonyl)-vinyl]-bicyclo[4.2.0]octa-2,4-diene-7-carboxylic acid 3-methyl-butyl ester

C60H80O12

C

cis 4-methoxycinnamic acid-3'-methylbutyl ester

Conditions
ConditionsYield
In hexane Irradiation;
71617-10-2

isoamyl p-methoxycinnamate

(E)-3-[(1S,1aR,3aS,6R,6aR,6bR)-6-Hydroxy-6b-methoxy-1-(4-methoxy-phenyl)-2-oxo-1a,2,3a,6,6a,6b-hexahydro-1H-3-oxa-cyclobuta[cd]inden-5-yl]-acrylic acid 3-methyl-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hexane / Irradiation
2: air-oxygen
View Scheme
71617-10-2

isoamyl p-methoxycinnamate

(1R,7R,8R,9S)-7-Methoxy-9-(4-methoxy-phenyl)-4-[(E)-2-(3-methyl-butoxycarbonyl)-vinyl]-3-oxa-tricyclo[5.2.0.02,4]non-5-ene-8-carboxylic acid 3-methyl-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hexane / Irradiation
2: air-oxygen
View Scheme

Isopentyl 4-methoxycinnamate Chemical Properties

Molecular Structure of Isopentyl 4-methoxycinnamate (CAS NO.71617-10-2):

IUPAC Name: 3-methylbutyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
CAS Registry Number: 71617-10-2
EINECS: 275-702-5
Empirical Formula: C15H20O3
Molecular Weight: 248.3175
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 7
Polar Surface Area: 35.53 Å2
Index of Refraction: 1.524
Molar Refractivity: 73.71 cm3
Molar Volume: 240.8 cm3
Surface Tension: 35.5 dyne/cm
Density: 1.031 g/cm3
Flash Point: 151.6 °C
Enthalpy of Vaporization: 60.88 kJ/mol
Boiling Point: 362.8 °C at 760 mmHg
Vapour Pressure: 1.89E-05 mmHg at 25°C
InChI
InChI=1/C15H20O3/c1-12(2)10-11-18-15(16)9-6-13-4-7-14(17-3)8-5-13/h4-9,12H,10-11H2,1-3H3
Smiles
CC(C)CCOC(=O)\C=C\c1ccc(OC)cc1
Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives; Cinnamic acid

Isopentyl 4-methoxycinnamate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD skin > 20gm/kg (20000mg/kg)   Food and Chemical Toxicology. Vol. 30, Pg. 803, 1992.
rat LD50 oral 9600mg/kg (9600mg/kg)   Food and Chemical Toxicology. Vol. 30, Pg. 803, 1992.

Isopentyl 4-methoxycinnamate Specification

 Isopentyl 4-methoxycinnamate , with CAS number of 14611-52-0, can be called 2-Benzoic acid, 2-propenoic acid, 3-(4-methoxyphenyl)-3-methylbutyl ester ; 3-(4-Methoxyphenyl)-2-propenoic acid, 3-methylbutyl ester ; 3-Methylbutyl 3-(4-methoxyphenyl)-2-propenoate ; Isoamyl p-methoxycinnamate ; Amiloxate [USAN] .

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