95-84-1

Basic information

• Product Name: 2-Amino-p-cresol
• Synonyms: 2-AMINO-PARA-CRESOL, 97%;Phenol, 2-amino-4-methyl-;2-AMINO-4-METHYLPHENOL / 2-AMINO-P-CRESOL / 3-AMINO-4-HYDROXYTOLUENE;2-Amino-p-cresol (OH=1);2-Amino-p-cresol, 2-Hydroxy-5-methylaniline, 3-Amino-4-hydroxytoluene;(2-Hydroxy-5-methylphenyl)amine;1-Amino-2-hydroxy-5-methylbenzene;5-Methyl-2-hydroxyaniline
• CAS NO: 95-84-1
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• EINECS: 202-457-3
• Product Categories: Intermediates of Dyes and Pigments;Aromatic Hydrocarbons (substituted) & Derivatives;Amines
• Mol File: 95-84-1.mol
• Article Data: 34

Chemical Properties

• Melting Point: 133-136 °C(lit.)
• Boiling Point: 229.26°C (rough estimate)
• Flash Point: 98.6 °C
• Appearance: Beige to gray-brown/Flakes or Crystalline Powder
• Density: 1.0877 (rough estimate)
• Refractive Index: 1.5706 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: slightly soluble
• PKA: 10.06±0.18(Predicted)
• Water Solubility: slightly soluble
• BRN: 606494
• CAS DataBase Reference: 2-Amino-p-cresol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-p-cresol(95-84-1)
• EPA Substance Registry System: 2-Amino-p-cresol(95-84-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 2
• RTECS: SJ6078000
• TSCA: Yes
• Hazardous Substances Data: 95-84-1(Hazardous Substances Data)

Usage

Uses

2-Amino-4-methylphenol was used in the synthesis of novel functionalized spiropyran derivatives of 2H-1,3-benzoxazinone series.

General Description

Brown powder.

Air & Water Reactions

2-Amino-p-cresol may be sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

2-Amino-p-cresol reacts with strong oxidizing agents.

Fire Hazard

Flash point data for 2-Amino-p-cresol are not available, however 2-Amino-p-cresol is probably combustible.

Purification Methods

Recrystallise the cresol from H2O, Et2O or toluene. It sublimes in vacuo as plates or needles. The hydrochloride has m 222-224o (dec, from aqueous EtOH). [Beilstein 13 H 601, 13 I 227, 13 II 338, 13 III 1576.]

InChI:InChI=1/C7H9NO/c1-5-2-3-7(9)6(8)4-5/h2-4,9H,8H2,1H3

Upstream product

• 952-47-6 2-hydroxy-5-methylazobenzene 
• 103582-41-8 E-1-(2'-hydroxy-5'-methylphenyl)-1-dodecanone oxime 
• 26054-05-7 acetic acid-(4-methyl-2-phenylazo-phenyl ester) 
• 7647-01-0 hydrogenchloride 
• 331270-37-2 2-bromo-benzoic acid-(2-methoxy-5-methyl-anilide) 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 
• 191112-67-1 (2-hydroxy-5-methylphenyl)carbamic acid tert-butyl ester 
• 42797-06-8 3-(2-hydroxy-5-methyl-phenyl)-3-(4-methoxy-phenyl)-3H-isobenzofuran-1-one 
• 65440-81-5 O-(4-methylphenyl)hydroxylamine 
• 700-38-9 2-nitro-5-methylphenol 
• 100-63-0 phenylhydrazine 
• 119-33-5 4-methyl-2-nitrophenol 
• 1435-71-8 4-methyl-2-(2-nitrophenylazo)phenol 

Downstream Products

• 75813-74-0 2-acetamido-4-methylphenyl acetate 
• 6375-17-3 2-acetylamino-p-cresol 
• 19430-28-5 4-methyl-2-(4-nitro-benzylidenamino)-phenol 
• 854160-46-6 3-benzoylamino-4-benzoyloxy-toluene 
• 99843-41-1 (6-methyl-2-oxo-2,3-dihydro-benz[1,4]oxazin-4-yl)-acetic acid 
• 134997-67-4 2-<(2-chloroacetyl)amino>-4-methylphenol 
• 1007708-33-9 heptanoic acid-(2-hydroxy-5-methyl-anilide) 
• 919036-40-1 2-Bromo-N-(2-hydroxy-5-methylphenyl)-2-methylpropanamide 
• 111200-02-3 N-(5-methyl-2-hydroxyphenyl)-2-hydroxybenzaldimine 
• 97435-95-5 N,N'-bis-(2-hydroxy-5-methyl-phenyl)-oxalamide 
• 475468-08-7 N-(2-hydroxy-5-methyl-phenyl)-4-methyl-benzamide 
• 7420-86-2 5-methyl-2-phenyl-1,3-benzoxazole 
• 106201-17-6 (E)-3-(2-Hydroxy-5-methyl-phenylcarbamoyl)-acrylic acid ethyl ester 

Relevant articles and documents

Design, synthesis and biological evaluation of benz-fused five-membered heterocyclic compounds as tubulin polymerization inhibitors with anticancer activities

A series of benz-fused five-membered heterocyclic compounds were designed and synthesized as novel tubulin inhibitors targeting the colchicine binding site. Among them, compound 4d displayed the highest antiproliferative activity against four cancer cell lines with an IC50 value of 4.9?μM in B16-F10 cells. Compound 4d effectively inhibited tubulin polymerization in vitro (IC50 of 13.1?μM). Further, 4d induced cell cycle arrest in G2/M phase. Finally, 4d inhibited the migration of cancer cells in a dose-dependent manner. In summary, these results suggest that compound 4d represents a new class of tubulin inhibitors deserving further investigation.

HMOX1 inducers

The present invention is related to compounds of structure (I) as heme oxygenase 1 (HMOX 1) inducers. The present invention is also related a method of controlling the activity or the amount, or both the activity and the amount, of heme-oxygenase 1 in a mammalian subject. The definitions of the variables are provided herein.

The Continuous Synthesis of 2-(2'-Hydroxy-5'-Methylphenyl)Benzotriazole over Cu/γ-Al2O3

Abstract: The samples of 20% Cu/γ-Al2O3, 20% Co/γ-Al2O3 and 20% Ni/γ-Al2O3 were prepared as hydrogenation catalysts for continuous synthesis of 2-(2'-hydroxy-5'-methylphenyl)benzotriazole. The best yield (86.62%) was afforded by the 20% Cu/γ-Al2O3 catalyst. The characterizations results obtained for the 20% Cu/γ-Al2O3 sample confirmed that Cu particles are evenly distributed over the surface of γ-Al2O3. A reduction of acid sites in the catalyst favored the selectivity to 2-(2'-hydroxy-5'-methylphenyl)benzotriazole. Furthermore, the effect of Cu content, reaction temperature, hydrogen pressure and liquid hourly space velocity was studied. Finally, 2-(2'-hydroxy-5'-methylphenyl)benzotriazole in 86.62% yield was attained under the optimized conditions.