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| | N1-(3-Aminophenyl)acetamide Basic information |
| | N1-(3-Aminophenyl)acetamide Chemical Properties |
| 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 | | pka | 14.82±0.70(Predicted) | | form | powder to crystal | | 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 | 3'-Aminoacetanilide (102-28-3) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | RTECS | AD8050000 | | TSCA | TSCA listed | | 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, |
| | N1-(3-Aminophenyl)acetamide Usage And Synthesis |
| Chemical Properties | light brown crystalline powder | | Uses | 3'-Aminoacetanilide is mainly used as reaction intermediates dyes and disperse dyes. | | General Description | Gray solid. | | Air & Water Reactions | Soluble in water. | | 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. | | Health Hazard | ACUTE/CHRONIC HAZARDS: When heated to decomposition N1-(3-Aminophenyl)acetamide emits toxic fumes. | | Fire Hazard | Flash point data concerning N1-(3-Aminophenyl)acetamide are not available, however, N1-(3-Aminophenyl)acetamide is probably combustible. | | 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 |
| | N1-(3-Aminophenyl)acetamide Preparation Products And Raw materials |
| 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 |
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