4-Amino-3-methylphenol

Base Information

• Chemical Name: 4-Amino-3-methylphenol
• CAS No.: 2835-99-6
• Molecular Formula: C7H9NO
• Molecular Weight: 123.155
• Hs Code.: 29222900
• European Community (EC) Number: 220-621-2
• NSC Number: 72170
• UNII: 12R07I1K8C
• DSSTox Substance ID: DTXSID2049262
• Nikkaji Number: J13.765K
• Wikidata: Q27124363
• Metabolomics Workbench ID: 58904
• ChEMBL ID: CHEMBL3092390
• Mol file: 2835-99-6.mol

Synonyms:4-Amino-3-methylphenol;4-Amino-m-cresol;2835-99-6;4-Hydroxy-2-methylaniline;Phenol, 4-amino-3-methyl-;3-Methyl-4-aminophenol;p-Amino-m-cresol;p-Hydroxy-o-toluidine;2-Methyl-4-hydroxyaniline;2-Amino-5-hydroxytoluene;m-CRESOL, 4-AMINO-;4-amino-3-cresol;4-Hydroxy-o-toluidine;4-Amino-3-methyl-phenol;4-Amino-3-methyl phenol;4-hydroxy-6-methylaniline;3-methyl-p-aminophenol;4-OH-6'-methylalanine;EINECS 220-621-2;MFCD00007871;NSC 72170;4-hydroxy-6'-methylalanine;BRN 2078803;UNII-12R07I1K8C;AI3-16313;CCRIS 8320;DTXSID2049262;CHEBI:55546;12R07I1K8C;NSC-72170;4-Amino-Meta-Cresol;4amino-m-cresol;NSC72170;COLOREX 4AMC;4- amino- m- cresol;ORISTAR AMPH43;JAROCOL 4A3MP;4-amino-3-methly phenol;WLN: ZR DQ B1;4A3MP;NCIOpen2_000353;SCHEMBL34069;4-hydroxy-2-methylphenylamine;BIDD:GT0474;M-METHYL-P-AMINOPHENOL;4-Amino-3-methylphenol, 97%;CHEMBL3092390;DTXCID7029118;4-AMINO-M-CRESOL [INCI];Tox21_202910;STL194284;AKOS000345094;AC-1820;CS-W013540;NCGC00260456-01;AS-12563;LS-55312;CAS-2835-99-6;A0288;AM20060594;FT-0617578;EN300-79071;A23134;F11227;4-Amino-3-methylphenol, purum, >=98.0% (NT);W-107048;4-Amino-3-methylphenol 100 microg/mL in Acetonitrile;Q27124363;F0001-0896;Z419012258;4 -Amino-3-cresol

Chemical Property of 4-Amino-3-methylphenol

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 1.65mmHg at 25°C
• Melting Point: 176-179 °C(lit.)
• Refractive Index: 1.424
• Boiling Point: 286.7 °C at 760 mmHg
• PKA: 10.34±0.18(Predicted)
• Flash Point: 127.2 °C
• PSA: 46.25000
• Density: 1.157 g/cm³
• LogP: 1.86400
• Storage Temp.: Store below +30°C.
• Solubility.: soluble in Methanol
• Water Solubility.: insoluble
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-3-methylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-37/39-36/37/39-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)O)N
• Description: 4-Amino-3-methylphenol is a metabolite of 3-methyl-4-nitrophenol. It is a major metabolite of carcinogenic o-toluidine and causes DNA damage in the presence of Cu(II).
• Uses: 4-Amino-3-methylphenol is a useful reagent for the synthesis of piperidine (piperazine)-amide substituted derivatives as multi-target antipsychotics.4-Amino-3-methylphenol was used in synthesis of a new type of tweezer-molecule in which a strongly preferred binding conformation is generated by convergent, intramolecular hydrogen bonding. 4-Amino-3-methylphenol was used in synthesis of a new type of tweezer-molecule in which a strongly preferred binding conformation is generated by convergent, intramolecular hydrogen bonding.

Technology Process of 4-Amino-3-methylphenol

There total 27 articles about 4-Amino-3-methylphenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

3-methyl-1,4-benzoquinone 4-oxime (13362-34-0) → 4-amino-3-methylphenol (2835-99-6)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In dichloromethane; water; for 16h; Reagent/catalyst; Reflux;

DOI:10.1016/j.tet.2014.07.088

Reference yield: 82.0%

3-methyl-4-nitrophenol (2581-34-2,910311-23-8) → 4-amino-3-methylphenol (2835-99-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

DOI:10.1080/00268948208071024

Reference yield: 80.0%

4'-hydroxy-2'-methyl-1,1'-azobenzene-4-sulfonic acid, sodium salt → 4-amino-3-methylphenol (2835-99-6)

Guidance literature:

With sodium hydroxide; sodium dithionite; In water; for 0.00694444h; microwave irradiation;

upstream raw materials:

3-methyl-4-nitrophenol

1-methyl-2-nitrobenzene

3-Methyl-4-(2-nitro-phenylazo)-phenol

3-methyl-phenol

Downstream raw materials:

4-acetamido-3-methylphenol

diacetyl-4-amino-3-methylphenol

4-hydroxy-2,N,N,N-tetramethyl-anilinium; iodide

N,O-diacetyl-5-hydroxy-1H-indazole

Refernces

• 1、 Fedorova, Tatyana M.,Derkacheva, Valentina M.,Shevchenko, Ekaterina N.,Luk'yanets, Evgeny A.,Bordaev, Eduard B.,Kaliya, Oleg L.. "Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines". . p. 64 - 66. Retrieved 2020/03/03.
• 2、 Li, Hong-Fang,Lue, Jian,Lin, Jing-Xiang,Cao, Rong. "Monodispersed Ag nanoparticles as catalyst: Preparation based on crystalline supramolecular hybrid of decamethylcucurbit[5]uril and silver ions". . p. 5692 - 5697. Retrieved 2014/06/23.