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ChemicalBook > Product Catalog >Organic Chemistry >Hydrocarbons and derivatives >Aromatic hydrocarbons >5-Amino-o-cresol

5-Amino-o-cresol

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5-Amino-o-cresol Basic information
Product Name:5-Amino-o-cresol
Synonyms:5-AMINO-O-CRESOL;2-Hydroxy-4-aminotoluene;2-methyl-5-aminophenol;5-Amino-o-kresol;5-amino-o-cresol, 4-amino-2-hydroxytoluene;5-Amino-o-cresol (OH=1);5-AMINO-2-METHYLPHENOL PURUM 98% (NT TLC);5-AMINO-O-CRESOL 97+%
CAS:2835-95-2
MF:C7H9NO
MW:123.15
EINECS:220-618-6
Product Categories:Pyridines;Building Blocks;C6 to C8;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Intermediates of Dyes and Pigments;Amines;blocks;Aromatic Hydrocarbons (substituted) & Derivatives;Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Organic Chemicals;Phenols;2835-95-2;john's
Mol File:2835-95-2.mol
5-Amino-o-cresol Structure
5-Amino-o-cresol Chemical Properties
Melting point 160-162 °C(lit.)
Boiling point 229.26°C (rough estimate)
density 1.0877 (rough estimate)
vapor pressure 0.002Pa at 25℃
refractive index 1.5380 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Powder
pka10.36±0.10(Predicted)
color Pale brown
Water Solubility 4.11g/L at 20℃
BRN 2802317
InChIKeyDBFYESDCPWWCHN-UHFFFAOYSA-N
LogP0.53 at 20℃
CAS DataBase Reference2835-95-2(CAS DataBase Reference)
EPA Substance Registry System5-Amino-2-methylphenol (2835-95-2)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36-37/39
WGK Germany 1
RTECS SJ6090000
TSCA Yes
HS Code 29222990
Hazardous Substances Data2835-95-2(Hazardous Substances Data)
Toxicitybird - domestic,LD50,oral,562mg/kg (562mg/kg),Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
MSDS Information
ProviderLanguage
3-Hydroxy-4-methylaniline English
SigmaAldrich English
ACROS English
5-Amino-o-cresol Usage And Synthesis
Chemical PropertiesBeige crystals
General DescriptionBrown powder.
Air & Water ReactionsInsoluble in water.
Reactivity Profile5-Amino-o-cresol reacts with strong oxidizing agents.
Fire HazardFlash point data are not available for 5-Amino-o-cresol, but 5-Amino-o-cresol is probably combustible.
Flammability and ExplosibilityNot classified
Synthesis
3-Chloro-4-methylaniline

95-74-9

5-Amino-o-cresol

2835-95-2

General procedure for the synthesis of 2-methyl-5-aminophenol from 3-chloro-4-methylaniline: 1700 kg of 50% sodium hydroxide solution was added to a 4800 L autoclave, followed by 1850 kg of ethanol solution containing 1000 kg of 3-chloro-4-methylaniline. Then 50kg of cuprous chloride and 15kg of copper powder were added as catalyst. The reaction vessel was sealed and replaced with nitrogen five times to ensure an oxygen-free environment. The reaction mixture was heated to 175°C and maintained at this temperature for 4 hours, during which time it was sampled and analyzed to monitor the progress of the reaction. Upon completion of the reaction, the mixture was cooled to room temperature. Ethanol was recovered under reduced pressure and then the reaction mixture was filtered and transferred to an 8000 L tank. The pH was adjusted to weak acidity by adding 1450 kg of industrial hydrochloric acid to the filtrate. Extraction was carried out with 2000L of ethyl acetate for three times. The organic phases were combined and the ethyl acetate was recovered by distillation under reduced pressure to obtain the crude product. To the crude product, 1000kg of ethanol was added, heated to 60°C to dissolve, and then 50kg of activated carbon was added to decolorize. After stirring for 1 hour, the activated carbon was removed by hot filtration and the filtrate was cooled to 5°C for crystallization. Finally, 707kg of 2-methyl-5-aminophenol was obtained with a yield of 85.36% and a purity of 99.8%.

References[1] Patent: CN107963974, 2018, A. Location in patent: Paragraph 0030-0032; 0036; 0037
Tag:5-Amino-o-cresol(2835-95-2) Related Product Information
o-Cresol 4-Aminophenol Cresol 3-Aminophenol p-Toluenesulfonic acid 2,3-DIAMINOTOLUENE Butylated Hydroxytoluene Betaine m-Cresol Glycine Xylene Glucosamine 2,6-Dimethylphenol Benzyl alcohol EC 2.6.1.2 3-Ethylphenol o-Cresolphthalein Tris(hydroxymethyl)aminomethane

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