| Identification | More | [Name]
N1-(3-Aminophenyl)acetamide | [CAS]
102-28-3 | [Synonyms]
1-ACETAMIDO-3-AMINOBENZENE
3-ACETAMIDOANILINE
3'-AMINOACETANILIDE
3-AMINOACETANILIDE
AKOS BB-8162
ART-CHEM-BB B017800
ASISCHEM B52481
M-ACETAMIDOANILINE
M-ACETYLAMINOANILINE
M-AMINOACETANILIDE
META AMINO ACETANILIDE
N1-(3-AMINOPHENYL)ACETAMIDE
N-(3-AMINOPHENYL)ACETAMIDE
N-ACETYL-1,3-PHENYLENEDIAMINE
N-ACETYL-M-PHENYLENEDIAMINE
TIMTEC-BB SBB008515
3’-amino-acetanilid
3-acetylaminoaniline
3-aminoacetanilid
Acetyl-m-phenylenediamine | [EINECS(EC#)]
203-021-5 | [Molecular Formula]
C8H10N2O | [MDL Number]
MFCD00025229 | [Molecular Weight]
150.18 | [MOL File]
102-28-3.mol |
| Chemical Properties | Back Directory | [Appearance]
light brown crystalline powder | [Melting point ]
86-88 °C(lit.)
| [Boiling point ]
271.72°C (rough estimate) | [density ]
1.1392 (rough estimate) | [refractive index ]
1.6180 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
powder to crystal | [pka]
14.82±0.70(Predicted) | [color ]
White to Gray to Brown | [Water Solubility ]
1-5 g/100 mL at 24 ºC | [InChI]
InChI=1S/C8H10N2O/c1-6(11)10-8-4-2-3-7(9)5-8/h2-5H,9H2,1H3,(H,10,11) | [InChIKey]
PEMGGJDINLGTON-UHFFFAOYSA-N | [SMILES]
C(NC1=CC=CC(N)=C1)(=O)C | [CAS DataBase Reference]
102-28-3(CAS DataBase Reference) | [EPA Substance Registry System]
102-28-3(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system 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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
AD8050000
| [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
IRRITANT | [HS Code ]
29214200 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | [Toxicity]
mouse,LD50,intravenous,320mg/kg (320mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02899, |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Acetic acid-->m-Phenylenediamine-->3-Nitroaniline-->CALCIUM SULFIDE-->Ethanone, 1-(3-aminophenyl)-, oxime (9CI)-->3'-Nitroacetanilide-->3'-Aminoacetanilide hydrochloride-->OPD EASY-tablets-->p-Phenylenediamine-->Ethyl acetate-->Sodium acetate-->3'-Chloroacetanilide-->4'-Nitroacetanilide-->Acetic anhydride | [Preparation Products]
Reactive Golden Yellow KM-G-->trisodium 7-[[2-[(aminocarbonyl)amino]-4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]phenyl]azo]naphthalene-1,3,5-trisulphonate-->Reactive Yellow 3-->Reactive Yellow KE-RN-->Acid Blue BGL-->3,6-diamino-9(10)-acridone-->3-ACETAMIDOPHENOL-->Aniline-->C.I. Acid Red 23, disodium salt-->2,7-Naphthalenedisulfonic acid, 3-[(4-aminophenyl)azo]-4-hydroxy-5-[[(4-methylphenyl)sulfonyl]amino]-, disodium salt |
| Hazard Information | Back Directory | [General Description]
Gray solid. | [Reactivity Profile]
Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. | [Air & Water Reactions]
Soluble in water. | [Health Hazard]
ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. | [Fire Hazard]
Flash point data concerning this compound are not available, however, M-AMINOACETANILIDE(102-28-3) is probably combustible. | [Chemical Properties]
light brown crystalline powder | [Uses]
3'-Aminoacetanilide is mainly used as reaction intermediates dyes and disperse dyes. | [Synthesis]
m-Nitroacetanilide (1 g, 5.66 mmol) was dissolved in 100 mL of methanol and a catalytic amount of 10% palladium/activated charcoal (~0.015 g) was added. The reaction mixture was cooled via an ice bath and sodium borohydride (1 g, 26.43 mmol) was added in batches. Subsequently, the mixture was stirred vigorously for 1 hour. The reaction process was monitored by thin layer chromatography (TLC) using toluene-acetone (5:2, v/v) as unfolding agent. Upon completion of the reaction, the product was purified by silica gel column chromatography with toluene-acetone (5:2, v/v) as eluent. A white solid product was obtained in 75% yield with a melting point of 86-88 °C. Elemental analysis (C8H10N2O, Mr=150.18) Calculated values: C 63.98%, H 6.71%, N 18.65%; measured values: C 63.76%, H 6.50%, N 18.53%.1H NMR (400 MHz, DMSO-d6) δ: 9.58 (s, 1H, NH), 6.92 (t, 1H, H-2, J = 2.00 Hz), 6.88 (t, 1H, H-4, J = 8.00 Hz), 6.64 (dd, 1H, H-6, J1 = 0.80 Hz, J2 = 8.00 Hz), 6.23 (dd, 1H, H-5, J1 = 1.60 Hz, J2 = 8.00 Hz), 5.00 (bs, 2H, NH2), 1.99 (s, 3H , CH3-CO).13C NMR (100 MHz, DMSO-d6) δ: 167.85 (C=O), 148.85 (C1), 139.85 (C3), 128.75 (C4), 109.04 (C5), 106.93 (C6), 104.67 (C2), 23.98 (CH3-CO). | [References]
[1] Green Chemistry, 2018, vol. 20, # 1, p. 130 - 135
[2] Supramolecular Chemistry, 2010, vol. 22, # 10, p. 586 - 597
[3] Bioorganic Chemistry, 2014, vol. 57, p. 13 - 29
[4] Chemical & Pharmaceutical Bulletin, 1989, vol. 37, # 3, p. 615 - 617
[5] Journal of Chemical Research, 2006, # 4, p. 223 - 224 |
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Alfa Aesar
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Energy Chemical
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China Langchem Inc.
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