3096-70-6

Basic information

• Product Name: 4-Amino-3,5-xylenol
• Synonyms: 1,3-dimethyl-2-amino-5-xylenol;4-amino-5-xylenol;4-HYDROXY-2,6-DIMETHYLANILINE;4-AMINO-3,5-DIMETHYLPHENOL;4-AMINO-3,5-XYLENOL;3,5-Dimethy-4-Amino-Phenol;3,5-DIMETHYL-4-AMINOPHENOL;4-Amino-3-Xylenol
• CAS NO: 3096-70-6
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• EINECS: 221-448-5
• Product Categories: Amines;Aromatics;Metabolites & Impurities
• Mol File: 3096-70-6.mol
• Article Data: 21

Chemical Properties

• Melting Point: 181 °C
• Boiling Point: 296.5 °C at 760 mmHg
• Flash Point: 133.1 °C
• Appearance: Brown solid
• Density: 1.118 g/cm³
• Vapor Pressure: 0.000807mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: Refrigerator
• Solubility: soluble in Methanol
• PKA: 10.47±0.23(Predicted)
• CAS DataBase Reference: 4-Amino-3,5-xylenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-3,5-xylenol(3096-70-6)
• EPA Substance Registry System: 4-Amino-3,5-xylenol(3096-70-6)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61
• RTECS: ZE6740000
• Hazardous Substances Data: 3096-70-6(Hazardous Substances Data)

Usage

Description

4-Amino-3,5-xylenol is a substituted aniline compound characterized by the presence of a hydroxyl group at the 4th position and methyl groups at the 2nd and 6th positions on the aniline ring. It is a brown solid and is known to be a major metabolite of the local anesthetic drug Lidocaine.

Uses

Used in Pharmaceutical Industry:
4-Amino-3,5-xylenol is used as a metabolite in the pharmaceutical industry for its role in the metabolism of Lidocaine. As a urinary metabolite, it plays a crucial part in the body's elimination process of the anesthetic drug, contributing to the drug's safety and efficacy profile.
Used in Chemical Synthesis:
4-Amino-3,5-xylenol can be utilized as a starting material or intermediate in the synthesis of various organic compounds, particularly those involving the substitution of the aniline ring. Its unique functional groups allow for further chemical modifications, making it a versatile building block in the development of new pharmaceuticals, dyes, and other specialty chemicals.
Used in Analytical Chemistry:
Due to its distinct chemical properties, 4-Amino-3,5-xylenol can be employed as a reference compound or standard in analytical chemistry for the identification and quantification of related compounds. Its brown solid form and characteristic functional groups make it a useful tool for researchers in the field of chemical analysis and quality control.

InChI:InChI=1/C8H11NO/c1-5-3-7(10)4-6(2)8(5)9/h3-4,10H,9H2,1-2H3

Upstream product

• 1435-62-7 (4-Nitro-benzol)-(1 azo 2)-(5-oxy-m-xylol) 
• 1778-71-8 3,5-Dimethyl-4-phenylazo-phenol 
• 3096-63-7 N-(2,6-dimethylphenyl)hydroxylamine 
• 19628-76-3 3,5-dimethyl-4-nitrosophenol 
• 806610-72-0 sulfuric acid mono-(4-amino-3,5-dimethyl-phenyl ester) 
• 2154-66-7 4-sulfobenzenediazonium 
• 108-68-9 3,5-Dimethylphenol 
• 81-20-9 2,6-dimethylnitrobenzene 
• 7732-18-5 water 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 
• 51287-58-2 4-(4-hydroxy-2,6-dimethyl-phenylazo)-benzenesulfonic acid 
• 515-74-2 sodium sulfanilate 
• 13432-71-8 3,5-Dimethyl-1,4-benzoquinone 4-oxime 

Downstream Products

• 654-42-2 1,4-dihydroxy-2,6-dimethylbenzene 
• 19523-54-7 2-chloro-3,5-dimethyl-2,5-cyclohexadiene-1,4-dione 
• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 708-31-6 4-hydroxy-2,6-dimethylphenyl acetate 
• 6337-56-0 N-(4-hydroxy-2,6-dimethylphenyl)acetamide 
• 857570-22-0 N-Chloroacetyl-3,5-dimethyl-4-aminophenol 
• 107013-33-2 2,4,6-triphenyl-N-(2,6-dimethyl-4-hydroxyphenyl)pyridinium perchlorate 
• 14034-16-3 N-(4-hydroxy-2,6-dimethylphenyl)-4-methylbenzenesulfonamide 
• 223133-30-0 2-(N-t-butoxycarbonyl-N-methylamino)-4-(4-amino-3,5-dimethylphenoxy)nitrobenzene 
• 881883-40-5 N-[5-(4-amino-3,5-dimethylphenoxy)-2-nitrophenyl]-N-methylamine 
• 852948-53-9 2,6-dimethyl-4-triisopropylsilanyloxyphenylamine 

Relevant articles and documents

Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines

Photooxidation of aniline and its methyl and chloro derivatives with dioxygen sensitized by substituted zinc (PcZn) and palladium (PcPd) phthalocyanines in solution and on the carrier surface upon visible light irradiation affords selectively the corresponding p-aminophenols. Active and the most stable PcPd derivative adsorbed on Amberlite XAD 7HP provides conversion of 2,6-dimethylaniline with selectivity over 90% without the loss of sensitizer activity at least in 8 repeated cycles, the overall turnover number of the sensitizer being greater than 25,000.

Pd-catalyzed [2+2+1] coupling of alkynes and arenes: Phenol diazonium salts as mechanistic trapdoors

Alkynes and phenol diazonium salts undergo a Pd-catalyzed [2+2+1] cyclization reaction to spiro[4,5]decatetraene-7-ones. This structure was confirmed for one example by X-ray single-crystal structure analysis. The reaction is believed to proceed through oxidative addition of the phenol diazonium cation to Pd0, subsequent insertion of two alkynes, followed by irreversible spirocyclization. Copyright

One step hair coloring compositions using salts

A hair coloring composition comprising the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising a water-soluble peroxygen oxidizing agent; and (b) a composition comprising one or more oxidative hair coloring agents selected from the group consisting of an aromatic diamine, an amino phenol, a naphthol, a polyhydric phenol, a catechol and mixtures thereof; wherein the composition comprising one or more oxidative hair coloring agents further comprises al least one water soluble carbonate releasing salts; and optionally a water soluble ammonium salt, is described.