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| CAS No.: | 22839-47-0 |
|---|---|
| Name: | Aspartame |
| Article Data: | 50 |
| Cas Database | |
| Molecular Structure: | |
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| Formula: | C14H18N2O5 |
| Molecular Weight: | 294.307 |
| Synonyms: | r-Sweet;(3S)-3-amino-3-[[(1S)-1-methoxycarbonyl-2-phenyl-ethyl]carbamoyl]propanoic acid;Sweet cornSweet dipeptide;(3S)-3-azaniumyl-3-[[(1S)-1-methoxycarbonyl-2-phenyl-ethyl]carbamoyl]propanoate;NutraSweet;H-Asp-Phe-OMe;3-amino-3-[(1-methoxycarbonyl-2-phenyl-ethyl)carbamoyl]propanoic acid;L-Phenylalanine,L-R-aspartyl-,2-methyl ester;Aspartame (USAN);Aspartame FCC 4;Succinamic acid, 3-amino-N-(alpha-carboxyphenethyl)-,N-methyl ester;Aspartame FCC4;Aspartame Granula;β-Aspartame; |
| EINECS: | 245-261-3 |
| Density: | 1.28 g/cm3 |
| Melting Point: | 242-248 °C |
| Boiling Point: | 535.8 °C at 760 mmHg |
| Flash Point: | 277.8 °C |
| Solubility: | Soluble in formic acid, dimethyl sulfoxide. Sparingly soluble in water and ethanol. |
| Appearance: | White powder or tablets |
| Hazard Symbols: | N/A |
| Risk Codes: | N/A |
| Safety: | 22-24/25 |
| Transport Information: | N/A |
| PSA: | 118.72000 |
| LogP: | 0.78010 |
N-[N-[(phenylmethoxy)carbonyl]-L-α-aspartyl]-L-phenylalanine 4-(1,1-dimethylethyl) 1-methyl ester
L-Asp-L-Phe-OMe
| Conditions | Yield |
|---|---|
| With hydrogen fluoride; methoxybenzene at 0℃; for 0.5h; | 98% |
N-carbobenzyloxy-L-aspartyl-L-phenylalanine methyl ester
L-Asp-L-Phe-OMe
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal | 97% |
| With hydrogen; palladium |
(S)-N-((S)-1-Methoxycarbonyl-2-phenyl-ethyl)-3-(2-p-tolyl-acetylamino)-succinamic acid
A
4-tolylacetic acid
B
L-Asp-L-Phe-OMe
| Conditions | Yield |
|---|---|
| With penicillin amidase at 25℃; for 3.8h; Rate constant; Product distribution; | A n/a B 90% |
N-phenacetyl-α-L-aspartyl-L-phenylalanine methyl ester
A
phenylacetic acid
B
L-Asp-L-Phe-OMe
| Conditions | Yield |
|---|---|
| With pH 7.5; penicillinacylase on Eupergit C beads In water at 28℃; | A n/a B 87% |
| With penicillin amidase at 25℃; for 2.5h; | A n/a B 99 % Chromat. |
| With penicillin amidase at 25℃; for 2.5h; Rate constant; Product distribution; | A n/a B 99 % Chromat. |
α-L-aspartyl-L-phenylalanine methyl ester hydrochloride
L-Asp-L-Phe-OMe
| Conditions | Yield |
|---|---|
| With sodium carbonate In water at 20℃; for 0.5h; pH=5; | 84% |
| With sodium carbonate In water pH=5.2; | 40% |
methyl ester of N-tert-butyloxycarbonyl-L-aspartyl-L-phenylalanine
L-Asp-L-Phe-OMe
| Conditions | Yield |
|---|---|
| With hydrogenchloride In 1,4-dioxane for 0.5h; | 83% |
| With TFA-anisole |
N-formylaspartame
L-Asp-L-Phe-OMe
| Conditions | Yield |
|---|---|
| With hydroxylamine hydrochloride In methanol | 83% |
methyl (2S)-2-amino-3-phenylpropanoate
<(4S)-2,2-bis(trifluoromethyl)-5-oxo-1,3-oxazolidine-4-yl>acetate
L-Asp-L-Phe-OMe
| Conditions | Yield |
|---|---|
| In diethyl ether at 20℃; for 24h; | 72% |
| In diethyl ether; ethyl acetate Ambient temperature; |
| Conditions | Yield |
|---|---|
| In water; tert-butyl alcohol | 70% |
L-Asp-L-Phe-OMe
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol for 0.5h; Heating; | 65% |
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Molecular Structure:
Molecular Formula: C14H18N2O5
Molecular Weight: 294.3031
IUPAC Name: (3S)-3-Amino-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
Synonyms of Aspartame (CAS NO.22839-47-0): L-Phenylalanine, L-alpha-aspartyl-, 2-methyl ester ; L-Phenylalanine, N-L-alpha-aspartyl-, 1-methyl ester ; Succinamic acid, 3-amino-N-(alpha-carboxyphenethyl)-, N-methyl ester, stereoisomer
CAS NO: 22839-47-0
Classification Code: Flavoring Agents ; Food Additives ; Human Data ; Reproductive Effect ; Sweetener ; Sweetening Agents
Melting point: 242-248 °C
Index of Refraction: 1.557
Molar Refractivity: 74.01 cm3
Molar Volume: 229.7 cm3
Surface Tension: 55 dyne/cm
Density: 1.28 g/cm3
Flash Point: 277.8 °C
Enthalpy of Vaporization: 85.5 kJ/mol
Boiling Point: 535.8 °C at 760 mmHg
Vapour Pressure: 2.6E-12 mmHg at 25°C
Aspartame (CAS NO.22839-47-0) is an artificial sweetener. It is one of the main sugar substitutes used by people with diabetes.
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | > 5gm/kg (5000mg/kg) | Toksikologicheskii Vestnik. Vol. (3), Pg. 37, 1996. | |
| mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | Toksikologicheskii Vestnik. Vol. (3), Pg. 37, 1996. | |
| rat | LD50 | intraperitoneal | > 5gm/kg (5000mg/kg) | Toksikologicheskii Vestnik. Vol. (3), Pg. 37, 1996. | |
| rat | LD50 | oral | > 10gm/kg (10000mg/kg) | Toksikologicheskii Vestnik. Vol. (3), Pg. 37, 1996. | |
| women | TDLo | oral | 3710ug/kg (3.71mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE" | Annals of Internal Medicine. Vol. 104, Pg. 207, 1986. |
Human systemic effects by ingestion: allergic dermatitis. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
Safety Statements of Aspartame (CAS NO.22839-47-0): 22-24/25
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
WGK Germany: 2
For occupational chemical analysis use NIOSH: Aspartame 5031.
The artificial sweetener Aspartame (CAS NO.22839-47-0) has been the subject of controversy since its initial approval by the U.S. Food and Drug Administration (FDA) in 1974. Concerns have been raised about the quality of the research supporting its safety and the long-term effects that increased consumption could have on the public.
