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6-Amino-m-cresol, also known as 2-amino-5-methylphenol, is a beige to brown crystal powder that exhibits unique chemical properties. It is known for its ability to react with bovine hemoglobin, forming a compound that inhibits the proliferation of Poliovirus in Vero cells. 6-Amino-m-cresol is further converted to dihydrophenoxazinone by purified human hemoglobin, showcasing its potential in the field of pharmaceuticals and biochemistry.

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  • 2835-98-5 Structure
  • Basic information

    1. Product Name: 6-Amino-m-cresol
    2. Synonyms: JAROCOL 2M5AP;6-amino-meta-cresol;6-Amino-m-cresol;2-Amino-5-methylphenol;2-AMINO-5-METHYLPHENOL 98%;6-Amino-m-methylphenol;m-Hydroxy-p-toluidine;Phenol, 2-amino-5-methyl-;6-AMINO-M- CRESOL, 4-AMINO- 3- HYDROXYTOLUENE, 2-AMINO-5- METHYLPHENOL, 2- HYDROXY-4- METHYLANILINE
    3. CAS NO:2835-98-5
    4. Molecular Formula: C7H9NO
    5. Molecular Weight: 123.15
    6. EINECS: 220-618-6
    7. Product Categories: Aromatic Phenols;Phenoles and thiophenoles;Amines;NULL
    8. Mol File: 2835-98-5.mol
  • Chemical Properties

    1. Melting Point: 160-162 °C(lit.)
    2. Boiling Point: 229.26°C (rough estimate)
    3. Flash Point: 99.8 °C
    4. Appearance: Beige to brown crystal powder
    5. Density: 1.0877 (rough estimate)
    6. Refractive Index: 1.5380 (estimate)
    7. Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
    8. Solubility: DMSO (Slightly), Methanol (Slightly)
    9. PKA: 9.87±0.10(Predicted)
    10. Water Solubility: soluble
    11. Stability: Hygroscopic
    12. BRN: 386144
    13. CAS DataBase Reference: 6-Amino-m-cresol(CAS DataBase Reference)
    14. NIST Chemistry Reference: 6-Amino-m-cresol(2835-98-5)
    15. EPA Substance Registry System: 6-Amino-m-cresol(2835-98-5)
  • Safety Data

    1. Hazard Codes: Xi,Xn
    2. Statements: 36/37/38-20/21/22
    3. Safety Statements: 26-36-37/39
    4. WGK Germany: 1
    5. RTECS: SJ6090000
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 2835-98-5(Hazardous Substances Data)

2835-98-5 Usage

Uses

Used in Pharmaceutical Industry:
6-Amino-m-cresol is used as an intermediate in the synthesis of various pharmaceutical compounds for its ability to inhibit viral proliferation and its interaction with hemoglobin. This makes it a valuable component in the development of antiviral drugs and other therapeutic agents.
Used in Chemical Synthesis:
6-Amino-m-cresol is used as a key component in the synthesis of tridentate Schiff base ligands and novel non-metallocene catalysts with phenoxy-imine ligands. Its unique chemical properties allow for the creation of new and innovative compounds with potential applications in various industries, including materials science and catalysis.

Purification Methods

Crystallise it from H2O, 50% EtOH, or toluene. [Beilstein

Check Digit Verification of cas no

The CAS Registry Mumber 2835-98-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,3 and 5 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2835-98:
(6*2)+(5*8)+(4*3)+(3*5)+(2*9)+(1*8)=105
105 % 10 = 5
So 2835-98-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H9NO/c1-5-2-3-6(8)7(9)4-5/h2-4,9H,8H2,1H3

2835-98-5 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (B23560)  2-Amino-5-methylphenol, 98%   

  • 2835-98-5

  • 10g

  • 215.0CNY

  • Detail
  • Alfa Aesar

  • (B23560)  2-Amino-5-methylphenol, 98%   

  • 2835-98-5

  • 50g

  • 644.0CNY

  • Detail

2835-98-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-amino-5-methylphenol

1.2 Other means of identification

Product number -
Other names Phenol, 2-amino-5-methyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2835-98-5 SDS

2835-98-5Relevant articles and documents

High-Density and Thermally Stable Palladium Single-Atom Catalysts for Chemoselective Hydrogenations

Baaziz, Walid,Chu, Wei,Ersen, Ovidiu,Greiner, Mark,Liu, Wei,Liu, Yuefeng,Ma, Ying,Pham-Huu, Cuong,Ren, Yujing,Wang, Aiqin,Zhang, Tao,Zhou, Yanan

supporting information, p. 21613 - 21619 (2020/09/21)

Single-atom catalysts (SACs) have shown superior activity and/or selectivity for many energy- and environment-related reactions, but their stability at high site density and under reducing atmosphere remains unresolved. Herein, we elucidate the intrinsic driving force of a Pd single atom with high site density (up to 5 wt %) under reducing atmosphere, and its unique catalytic performance for hydrogenation reactions. In situ experiments and calculations reveal that Pd atoms tend to migrate into the surface vacancy-enriched MoC surface during the carburization process by transferring oxide crystals to carbide crystals, leading to the surface enrichment of atomic Pd instead of formation of particles. The Pd1/α-MoC catalyst exhibits high activity and excellent selectivity for liquid-phase hydrogenation of substituted nitroaromatics (>99 %) and gas-phase hydrogenation of CO2 to CO (>98 %). The Pd1/α-MoC catalyst could endure up to 400 °C without any observable aggregation of single atoms.

Facile reduction of nitroarenes into anilines and nitroalkanes into hydroxylamines via the rapid activation of ammonia· borane complex by supported gold nanoparticles

Vasilikogiannaki, Eleni,Gryparis, Charis,Kotzabasaki, Vasiliki,Lykakis, Ioannis N.,Stratakis, Manolis

supporting information, p. 907 - 911 (2013/05/08)

Gold nanoparticles supported on titania catalyse, even at a ppm loading level, the quantitative reduction of nitroarenes into anilines and nitroalkanes into alkylhydroxylamines by the ammonia× borane complex. No dehalohalogenation was seen in the case of chloro- or bromonitroarenes, while ester, cyano, or carboxylic acid functionalities also remain intact. The nitroarene to aniline reduction pathway does not require nitrosoarenes as intermediate products. Copyright

Ramoplanin derivatives possessing antibacterial activity

-

Page/Page column 69, (2010/11/23)

Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

1,3-Dihydroxybenzene derivatives and colorants containing said compounds

-

, (2008/06/13)

1,3-Dihydroxybenzene derivatives of general formula (I) or (Ia) or physiologically tolerated, water-soluble thereof wherein R′1 denotes substituted pyridyl group, a pyrimidyl group, a group of formula (IIa) or (IIIa) and the dyeing agents for keratin fibers containing these compounds.

Indium Mediated Reduction of Nitro and Azide Groups in the Presence of HCl in Aqueous Media

Lee, Jung Gyu,Choi, Kyung Il,Koh, Hun Yeong,Kim, Youseung,Kang, Yonghan,Cho, Yong Seo

, p. 81 - 84 (2007/10/03)

Indium mediated reduction of azide and nitro groups in the presence of HCl (1.5 equiv based on indium) at room temperature in aqueous THF successfully provided the corresponding amine in high to quantitative yields. Under the some reaction conditions, selective reduction of azide and nitro group in the presence of vinyl group could be accomplished.

Process for the preparation of 2-amino-5-alkyl-phenols

-

, (2008/06/13)

2-Amino-5-alkyl-phenols, which are suitable as intermediates in the production of crop-protection agents or photographic couplers, can be prepared by subjecting 2-amino-5-alkyl-benzenesulphonic acids or their salts to alkaline hydrolysis.

3-substituted para-aminophenols

-

, (2008/06/13)

The invention concerns the use of a 3-substituted para-aminophenol as an oxidation dye precursor for dyeing keratinous fibres, in particular human hair. The 3-substituted para-aminophenol has formula: STR1 where R1 represents alkyl, alkenyl, mono- or polyhydroxyalkyl, nitrile, cyanoalkyl, halogenoalkyl, aminoalkyl or alkoxyalkyl and R2 represents hydrogen, alkyl or mono- or polyhydroxyalkyl, provided that when R2 is hydrogen R1 is not methyl or trifluoromethyl, and to addition salts thereof with an acid. The invention also concerns dye compositions containing compound (I). The invention further concerns novel 3-substituted para-aminophenols.

Keratinous fiber dye composition containing a 2-substituted amino-5-alkylphenol derivative coupler

-

, (2008/06/13)

A keratinous fiber dye composition comprising a developer and a coupler, wherein the coupler is a 2-substituted amino-5-alkylphenol derivative represented by the following formula (1): STR1 wherein the all symbols are defined in the disclosure, is disclosed. The keratinous fiber dye composition imparts a color tone of a high chroma and is excellent in coloring power and fastness.

A NEW CONCISE APPROACH TO THE ENANTIOSELECTIVE SYNTHESIS OF THE HYDROXYAMINO ACID MOIETY OF AI-77-B

Kotsuki, Hiyoshizo,Iwasaki, Mitsuhiro,Ochi, Masamitsu

, p. 17 - 20 (2007/10/02)

The hydroxyamino acid moiety of AI-77-B has been prepared from D-ribose in an optically pure form via stereoselective alkylation of N-acylpyrrolidinium ion intermediates as the key step.

Acid-catalyzed amino-migration of O-phenylhydroxylamines

Haga, Naoki,Endo, Yasuyuki,Kataoka, Ken-Ichiro,Yamaguchi, Kentaro,Shudo, Koichi

, p. 9795 - 9806 (2007/10/02)

The mechanism of amino-migration of O-phenylhydroxylamine (1a) was studied. It was found that 1 rearranges to give 2-aminophenol (50%) and 4-aminophenol (7%) in trifluoroacetic acid (TFA). The predominance of the ortho rearrangement of 1 clearly distinguishes this process from the Bamberger rearrangement. From cross-coupling experiments employing stable isotopes, it was clarified that the ortho rearrangement proceeds intramolecularly and the para rearrangement involves both intra- and intermolecular processes. Good first-order kinetics were obtained for the rearrangement. The Hammett plot (σ+) with a large negative slope (ρ = -7.8) indicates that initial heterolytic N-O bond cleavage of 1 occurs and generates a positive charge on the oxygen atom with considerable delocalization into the aromatic ring. An ion-molecule pair involving a phenoxenium ion and an ammonia molecule as an intermediate rationalizes all of the results. In this pair, intramolecular combination to the ortho position proceeds preferentially over that to the para position. Formation of catechol and hydroquinone can be explained in terms of nucleophilic attack of TFA on the phenoxenium ion in a solvent-separated pair.

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