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89-52-1

89-52-1 Structure

89-52-1 Structure
IdentificationMore
[Name]

N-Acetylanthranilic acid
[CAS]

89-52-1
[Synonyms]

2-ACETAMIDOBENZOIC ACID
2-ACETYLAMINOBENZOIC ACID
AKOS 92175
N-ACETYL-1-AMINO-2-CARBOXYBENZENE
N-ACETYL-2-AMINO BENZOIC ACID
N-ACETYL-2-CARBOXYANILINE
N-ACETYLANTHRANILIC ACID
O-ACETAMIDOBENZOIC ACID
O-ACETAMIDOPHENYLCARBOXYLIC ACID
O-ACETAMINOBENZOIC ACID
O-ACETAMINOPHENYLCARBOXYLIC ACID
O-ACETYLAMINOBENZOIC ACID
O-ACETYLAMINOPHENYLCARBOXYLIC ACID
2-(acetylamino)-benzoicaci
2-carboxyacetanilide
acetylanthranilicacid
Lappaconiticacid
n-acetylaminobenzoicacid
n-acetyl-anthranilicaci
n-acetylanthranillicacid
[EINECS(EC#)]

201-914-4
[Molecular Formula]

C9H9NO3
[MDL Number]

MFCD00002423
[Molecular Weight]

179.17
[MOL File]

89-52-1.mol
Chemical PropertiesBack Directory
[Appearance]

solid
[Melting point ]

184-187 °C(lit.)
[Boiling point ]

311.69°C (rough estimate)
[density ]

1.2822 (rough estimate)
[refractive index ]

1.5600 (estimate)
[pka]

pK1: 3.63 (25°C)
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents.
[Water Solubility ]

slightly soluble
[BRN ]

880371
[CAS DataBase Reference]

89-52-1(CAS DataBase Reference)
[EPA Substance Registry System]

89-52-1(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[RTECS ]

CB2455000
[Hazard Note ]

Irritant
[TSCA ]

Yes
[HS Code ]

29242300
[Toxicity]

LD50 orl-mus: 1114 mg/kg FRPSAX 38,847,83
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Anthranilic acid-->3-ethyl-2-Methyl-1H-indole-->N-(2-formylphenyl)acetamide-->METHYL 2-ACETAMIDOBENZOATE-->N,N-DIMETHYLOXAMICACID -->2'-BROMOACETANILIDE-->4'-Bromoacetanilide-->2-Methylindole-3-carboxaldehyde-->2,3-Dimethylindole-->2-Azidobenzoic acid-->2-ACETAMIDO-5-BROMOBENZOIC ACID-->carbon monoxide-->Acetanilide
[Preparation Products]

METHAQUALONE-->Etaqualone-->2-METHYL-4(3H)-QUINAZOLINONE-->2-Methyl-4H-3,1-benzoxazin-4-one
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

N-Acetylanthranilic acid(89-52-1).msds
Hazard InformationBack Directory
[Chemical Properties]

solid
[Definition]

ChEBI: An amidobenzoic acid consisting of anthranilic acid carrying an N-acetyl group.
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 46, p. 4614, 1981 DOI: 10.1021/jo00335a075
Tetrahedron Letters, 23, p. 4473, 1982 DOI: 10.1016/S0040-4039(00)85631-2
[Safety Profile]

Moderately toxic by ingestion.When heated to decomposition it emits toxic vapors ofNOx.
[Purification Methods]

Wash the acid with distilled H2O and recrystallise it from aqueous AcOH, dry it and recrystallise again from EtOAc. Also recrystallise it from water or EtOH. UV: max 221, 252 and 305nm (EtOH). The amide crystallises from aqueous EtOH and has m 186-187o and max 218, 252 and 301nm. [Chattaway J Chem Soc 2495 1931, Walker J Am Chem Soc 77 6698 1955, Beilstein 14 H 337, 14 I 540, 14 II 219, 14 III 922.]
Spectrum DetailBack Directory
[Spectrum Detail]

N-Acetylanthranilic acid(89-52-1)1HNMR
N-Acetylanthranilic acid(89-52-1)13CNMR
N-Acetylanthranilic acid(89-52-1)IR1
N-Acetylanthranilic acid(89-52-1)Raman
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