Name | p-Phenetidine |
Synonyms | cp5685 Benzenam Phenetidine p-Phenetidine p-Aminofenetol 4-Ethoxyaniline 4-Aminophenetole p-Aminophenetole P-Aminophenetole 4-ethoxyanilinium Aniline, p-ethoxy- 4-Aminoethoxybenzene benzenamine,4-ethoxy- Benzenamine, 4-ethoxy- Amino-phenyl ethyl ether |
CAS | 156-43-4 |
EINECS | 205-855-5 |
InChI | InChI=1/C8H11NO/c1-2-10-8-5-3-7(9)4-6-8/h3-6H,2,9H2,1H3/p+1 |
InChIKey | IMPPGHMHELILKG-UHFFFAOYSA-N |
Molecular Formula | C8H11NO |
Molar Mass | 137.18 |
Density | 1.065g/mLat 25°C(lit.) |
Melting Point | 2-5°C(lit.) |
Boling Point | 250°C(lit.) |
Flash Point | 240°F |
Water Solubility | practically insoluble |
Solubility | 20g/l |
Vapor Presure | 2.93Pa at 25℃ |
Appearance | A liquid |
Color | Clear Yellow |
Merck | 14,7228 |
BRN | 606666 |
pKa | 5.2(at 28℃) |
PH | 8 (1g/l, H2O, 20℃) |
Storage Condition | 2-8°C |
Stability | Stability Stable, but light and air sensitive. Combustible. Incompatible with strong oxidizing agents. |
Sensitive | Air Sensitive |
Refractive Index | n20/D 1.559(lit.) |
Physical and Chemical Properties | Colorless oily flammable liquid. It gradually turned red to brown on exposure to air and sunlight. melting point 4 ℃ boiling point 254 ℃ relative density 1.0652 refractive index 1.5609 solubility insoluble in water and inorganic acid, soluble in ethanol, ether and chloroform, etc. |
Use | Used as medicine, dye, food preservatives, feed additives, rubber antioxidant intermediates |
Risk Codes | R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R33 - Danger of cumulative effects R68 - Possible risk of irreversible effects R43 - May cause sensitization by skin contact R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S46 - If swallowed, seek medical advice immediately and show this container or label. |
UN IDs | UN 2311 6.1/PG 3 |
WGK Germany | 1 |
RTECS | SI6465500 |
FLUKA BRAND F CODES | 8-10 |
TSCA | Yes |
HS Code | 29222200 |
Hazard Note | Irritant |
Hazard Class | 6.1 |
Packing Group | III |
Toxicity | LD50 orl-rat: 580 mg/kg GISAAA 35(8),28,70 |
Raw Materials | 1-Chloro-4-nitrobenzene Methyl alcohol Sodium sulfide Sodium sulfide Sodium hydroxide Ethyl Alcohol |
Downstream Products | Phenacetin |
colorless oily liquid. The melting point is 2.4 ℃, the boiling point is 253~255 ℃, and the relative density is 1.0652. Almost insoluble in water and inorganic acid, soluble in ethanol, ether, chloroform.
The pharmaceutical industry is used for the manufacture of phenacetin, tuberculosis, etc.; Also used as an intermediate of rubber additives.
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | used in medicine, dyes, food preservatives, feed additives, intermediate of rubber antioxidant This product is used for the production of rubber antioxidant AW, namely 6-ethoxy-2, 2, 4-trimethyl-1, 2-dihydroquinoline. Also used in feed and food, can prevent fat, protein in the storage process of Oxidative deterioration, but also for the preservation of vitamin A and vitamin E and other drugs. When used as an antioxidant in feed and food, ethoxyquin ([91-53-27]) is called. In medicine, for the production of antipyretic analgesic phenacetin, tuberculosis and Disinfection antiseptic rivanol. In terms of dyes, this product is an intermediate of chromophore AS-VL, alizarin Red 5G and fast acid Blue R. determination of copper, iron, manganese, vanadium, zinc, chromate and cyanide. Redox indicator. Organic Synthesis. Dye manufacturing. |
production method | 1. From the reduction of P-nitrophenyl ether ([100-29-8]). The sodium sulfide and sulfur are added with water to warm up to 138-142 ℃, and the solution is allowed to stand for clarification and then added to the reducing pot. With heating and stirring, P-nitrophenyl ether is added uniformly and slowly within 5-6.5H, reacted at 132-134 ° C. Under normal pressure for 3H, and then pressurized at 138-140 ° C. (below 0.1MPa) for 10-12H. The mixture was stirred with water and then allowed to stand for 1H. The mother liquor of sodium thiosulfate in the lower layer was separated, and the residue was separated and distilled under reduced pressure. The fraction at 168-170 ℃(5.33kPa) was collected to obtain p-ethoxyaniline with a content of 99%. The yield was more than 95%. It is also possible to reduce p-nitrophenyl ether to p-ethoxyaniline by hydrogen reaction using nickel as a catalyst at 130-140 ° C. And a pressure of 0.6MPa. In addition, with nitrobenzene as raw material, in the presence of sulfuric acid, using nickel oxide as catalyst, dimethyl sulfoxide as promoter, and anhydrous ethanol ethoxylation, and reduction of one step to get p-ethoxyaniline. 2. P-aminophenol was prepared by reaction with ethyl chloride. |
category | toxic substances |
toxicity grade | poisoning |
Acute toxicity | oral-rat LD50: 540 mg/kg; Oral-mouse LD50: 530 mg/kg |
stimulation data | Skin-rabbit 500 mg mild; Eye-rabbit 100 mg moderate |
flammability hazard characteristics | open flame flammable; Toxic aniline gas emitted by heat |
storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials |
fire extinguishing agent | water, carbon dioxide, sand, dry powder |