| Identification | More | [Name]
ETHYL ANTHRANILATE | [CAS]
87-25-2 | [Synonyms]
2-AMINOBENZOIC ACID ETHYL ESTER
ANTHRANILIC ACID ETHYL ESTER
ETHYL 2-AMINOBENZOATE
ETHYL ANTHRANILATE
ETHYL O-AMINOBENZOATE
FEMA 2421
2-(ethoxycarbonyl)aniline
2-amino-benzoicaciethylester
2-carboethoxyaniline
Aminobenzoicacid,ethylester
Benzoic acid, o-amino-, ethyl ester
benzoicacid,2-amino-,ethylester
ethyl-o-amino
o-(Ethoxycarbonyl)aniline
o-aminobenzoicacid,ethylester
o-amino-benzoicaciethylester
ETHYL ANTHRANILATE 96+% FCC
ETHYL 2-AMINOBENZOATE, 99+%
ETHYL-2-AMINOBENZOATE 99% (GC)
Ethylanthranilate,98+% | [EINECS(EC#)]
201-735-1 | [Molecular Formula]
C9H11NO2 | [MDL Number]
MFCD00007711 | [Molecular Weight]
165.19 | [MOL File]
87-25-2.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless liquid | [Melting point ]
13-15 °C (lit.) | [Boiling point ]
129-130 °C/9 mmHg (lit.) | [density ]
1.117 g/mL at 25 °C(lit.)
| [vapor density ]
5.7 (vs air)
| [FEMA ]
2421 | [refractive index ]
n20/D 1.564(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Insoluble in water but soluble in organic solvents | [form ]
Clear liquid | [pka]
2.20±0.10(Predicted) | [color ]
Light yellow | [Specific Gravity]
1.1170 | [Odor]
at 100.00 %. sweet floral grape orangeblossom wintergreen | [Stability:]
Stable. Combustible. Incompatible with acids, bases, oxidizing agents. | [biological source]
synthetic | [Odor Type]
floral | [JECFA Number]
1535 | [BRN ]
878874 | [Henry's Law Constant]
6.2×102 mol/(m3Pa) at 25℃, HSDB (2015) | [Cosmetics Ingredients Functions]
PERFUMING | [InChI]
1S/C9H11NO2/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6H,2,10H2,1H3 | [InChIKey]
TWLLPUMZVVGILS-UHFFFAOYSA-N | [SMILES]
CCOC(=O)c1ccccc1N | [LogP]
2.57 | [Surface tension]
39.3 mN/m at 22° | [Uses]
Perfumery and flavors, similar to methyl
anthranilate. | [CAS DataBase Reference]
87-25-2(CAS DataBase Reference) | [EPA Substance Registry System]
Ethyl anthranilate (87-25-2) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H303-H335 | [Precautionary statements ]
P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a | [Hazard Codes ]
Xi | [Risk Statements ]
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
DG2448000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [REACH Registrations]
Inactive | [HS Code ]
29224999 | [Storage Class]
10 - Combustible liquids | [Safety Profile]
Moderately toxic by
ingestion. A skin irritant. Combustible
liquid. When heated to decomposition it
emits toxic fumes of NOx. | [Hazardous Substances Data]
87-25-2(Hazardous Substances Data) | [Toxicity]
The acute oral LD50 value in rats was reported as 3.75 g/kg (3.32-4.18 g/kg) and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Moreno, 1975). |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Sodium hypochlorite-->Anthranilic acid-->DIALIFOS | [Preparation Products]
Bentazone-->1,2-Dihydro-4-hydroxy-2-oxo-3-quinolinecarboxylic acid ethyl ester-->4-Chloro-2-chloromethylquinazoline-->2-Ethoxycarbonylphenyl isothiocyanate-->1H-[1]-Benzazephe-2,5(3H, 4H)-dione-->4-Hydroxyquinoline-3-carboxylic acid ethyl ester-->2-[(4-Ethoxy-1,4-dioxobutyl)amino]benzoic acid ethyl ester-->Purino[8,7-b]quinazoline-2,4,6(1H,3H,11H)-trione, 1,3-dimethyl- (9CI)-->ethyl N-salicyloylanthranilate |
| Hazard Information | Back Directory | [General Description]
Colorless liquid with a fruity odor. Insoluble in water. | [Reactivity Profile]
ETHYL ANTHRANILATE(87-25-2) may hydrolyze under acidic and basic conditions. | [Air & Water Reactions]
This compound should be protected from air and light. Insoluble in water. | [Fire Hazard]
Flash point data for this chemical are not available. ETHYL ANTHRANILATE is probably combustible. | [Chemical Properties]
colourless liquid | [Chemical Properties]
Ethyl anthranilate has a faint, orange-flower odor and similar taste. | [Occurrence]
Reported found in grapes, orange juice, orange peel oil, starfruit and Vitis labrusca L. | [Definition]
ChEBI: Ethyl 2-aminobenzoate is a benzoate ester. | [Preparation]
By esterification of anthranilic acid with ethanol in the presence of acid catalysts; by reacting sodium hypochlorite with
an alkaline solution of phthalimide | [Pharmacology]
Ethyl anthranilate behaved as a local anaesthetic, as measured by depression of
muscle twitch, but was 50% less effective than the m- and p-aminobenzoate isomers. All three compounds
potentiated the initial phase of caffeine-induced contracture of frog sartorius muscle, but
the o-isomer had no effect on the peak tension of the contracture (Friedman, Bianchi & Weiss.
1974). It was proposed that the o-amino group has both steric and polar effects, its bulk preventing
the inhibitory action of the carbonyl group on the caffeine-induced contracture of sartorius muscle,
while the lone electron pair of the nitrogen atom induces a contracture on its own accord and
potentiates a caffeine-induced contracture (Friedman, 1975).
Ethyl anthranilate (0-1 mmol/litre) decreased the frequency of the electric-organ discharges of
the electric fish, Gnathonemus moori, but did not affect the individual pulse amplitudes, indicating
that the compound acted on the pacemaker cells of the mesencephalic command nucleus (Walsh
& Schopp, 1966). |
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