70-69-9 Usage
Chemical Properties
yellow-brown crystalline powder, scales
Uses
4''-Aminopropiophenone is used in method for preparing high-strength carbon nanotube film by thiol-ene click reaction.
Preparation
The preparation of 4'-aminopropiophenone is as follows:A reaction tube was charged with the 2-aryloxypropanamide (1.0 mmol), potassium hydroxide (56 mg, 1.0 mmol) and DMSO (4 mL). The mixture was heated at 140 C for 3-8 h. The reaction was monitored by TLC. After the reaction period, the reaction mixture was cooled, diluted with saturated brine and extracted with dichloromethane three times. The combined organic layers were washed with three portions of saturated brine and then dried over MgSO4 and filtered. Solvent was removed under reduced pressure. The product was purified through flash column chromatography on 300-400 mesh silica gel with petroleum ether/ethyl acetate as eluent.
General Description
Yellow needles.
Reactivity Profile
4'-AMINOPROPIOPHENONE is simultaneously a ketone and an amine. Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Safety Profile
Poison by ingestion and intraperitoneal routes. Ingestion of large doses can cause cyanosis. A flammable liquid. When heated to decomposition it emits toxic fumes of NOx,.
Purification Methods
Crystallise it from water or aqueous EtOH. The hydrochloride has m 188-189o (aqueous EtOH/HCl drops), and the semicarbazone has m 139-140o (from EtOH/H2O). [Derrick & Bornemann J Am chem. Soc 35 1283 1913, Beilstein 14 H 59, 14 I 375, 14 III 146, 14 IV 139.]
Check Digit Verification of cas no
The CAS Registry Mumber 70-69-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 0 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 70-69:
(4*7)+(3*0)+(2*6)+(1*9)=49
49 % 10 = 9
So 70-69-9 is a valid CAS Registry Number.
70-69-9Relevant articles and documents
-
Dippy,Wood
, p. 2719 (1949)
-
Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia to Produce Primary Arylamines using Pd-NHC Complexes
Lombardi, Christopher,Day, Jonathan,Chandrasoma, Nalin,Mitchell, David,Rodriguez, Michael J.,Farmer, Jennifer L.,Organ, Michael G.
supporting information, p. 251 - 254 (2017/04/26)
Herein we report the first example of (hetero)arylation of ammonia using a monoligated palladium-NHC complex. The new, rationally designed, precatalyst (DiMeIHeptCl)Pd(allyl)Cl featuring highly branched alkyl chains has been shown to be effective in selective aminations across a range of challenging substrates, including nitrogen-containing heterocycles and those featuring base-sensitive functionality. The less bulky Pd-PEPPSI-IPentCl precatalyst performs well for ortho-substituted aryl halides, giving monoarylated products in high yield with good selectivity.
Palladium-catalysed transfer hydrogenation of aromatic nitro compounds - An unusual chain elongation
Németh, János,Kiss, árpád,Hell, Zoltán
, p. 6094 - 6096 (2013/10/22)
Aromatic nitro compounds are reduced via transfer hydrogenation in the presence of palladium on magnesium-lanthanum mixed oxide support in ethanol yielding the corresponding amines. With several acetophenone derivatives, the reduction was accompanied by c
