2-Methylphloroglucinol

Base Information

• Chemical Name: 2-Methylphloroglucinol
• CAS No.: 88-03-9
• Molecular Formula: C7H8 O3
• Molecular Weight: 140.139
• Hs Code.: 2907299090
• European Community (EC) Number: 201-792-2
• NSC Number: 112934,72168
• UNII: GM8KG57SES
• DSSTox Substance ID: DTXSID5075363
• Nikkaji Number: J4.284F
• Wikidata: Q27109169
• Metabolomics Workbench ID: 53692
• Mol file: 88-03-9.mol

Synonyms:2-methylbenzene-1,3,5-triol;88-03-9;2-Methylphloroglucinol;2,4,6-Trihydroxytoluene;Methylphloroglucinol;1,3,5-Benzenetriol, 2-methyl-;Phloroglucinol, methyl-;Toluene-2,4,6-triol;GM8KG57SES;2-Methyl-1,3,5-benzenetriol;EINECS 201-792-2;NSC-72168;Toluene-2,6-triol;NSC-112934;2,6-Trihydroxytoluene;AI3-15974;1,5-Benzenetriol, 2-methyl-;Aspidinol A;Methylphloroglucin;2,4,6-Toluenetriol;UNII-GM8KG57SES;NCIOpen2_000591;SCHEMBL63113;3,5-dihydroxy-4-methylphenol;DTXSID5075363;CHEBI:19336;2-Methyl-1,3,5-benzenetriol #;AMY26975;NSC72168;MFCD00016458;NSC 72168;NSC112934;STK664282;AKOS003389582;FD10700;NSC 112934;DS-10455;1,3,5-TRIHYDROXY-2-METHYLBENZENE;FT-0620575;EN300-185368;A922586;Q27109169

Chemical Property of 2-Methylphloroglucinol

Chemical Property:

• Vapor Pressure: 0.000276mmHg at 25°C
• Melting Point: 213-215 °C
• Boiling Point: 313.1°C at 760 mmHg
• PKA: 9.58±0.15(Predicted)
• Flash Point: 160.6°C
• PSA: 60.69000
• Density: 1.387g/cm³
• LogP: 1.11180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 140.047344113
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

99%, ^*data from raw suppliers

Methylphloroglucinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1O)O)O
• Uses: Methylphloroglucinol is used for the formation of insoluble azo dyes on blended fabrics. It is also used in the synthesis of inhibitory dihydroxyxanthone derivatives that are active against human tumor cell lines. 2,4,6-Trihydroxytoluene is used for the formation of insoluble azo dyes on blended fabrics. It is also used in the synthesis of inhibitory dihydroxyxanthone derivatives that are active against human tumo r cell lines.

Technology Process of 2-Methylphloroglucinol

There total 33 articles about 2-Methylphloroglucinol 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:

3,5-dihydroxyphenol (108-73-6) → 2,4,6-trihydroxytoluene (88-03-9)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃ / ethyl acetate / 0.5 h / 20 °C

2: sodium cyanoborohydride; methyl orange; hydrochloric acid / tetrahydrofuran / 12 h / 20 °C / pH 4.0

With hydrogenchloride; methyl orange; sodium cyanoborohydride; trichlorophosphate; In tetrahydrofuran; ethyl acetate; 1: Vilsmeier-Haack formylation;

DOI:10.1016/j.bmc.2005.10.027

Reference yield:

→ 2,4,6-trihydroxytoluene (88-03-9)

Guidance literature:

With potassium hydroxide; water; at 150 - 160 ℃;

Reference yield:

1,3,5-Trihydroxybenzene dihydrate (6099-90-7) → 2,4,6-trihydroxytoluene (88-03-9)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / ethyl acetate / 1 h / 20 °C / Cooling with ice

2: hydrogenchloride; zinc / ethyl acetate; diethyl ether / 0.17 h / Cooling with ice

With hydrogenchloride; zinc; trichlorophosphate; In diethyl ether; ethyl acetate; 1: |Vilsmeier-Haack Formylation / 2: |Clemmensen Reduction;

upstream raw materials:

1-methyl-4-nitrosobenzene

2,4,6-Trinitrotoluene

2,4,6-trihydroxybenzaldehyde

2,4,6-trihydroxy-3-methylbenzoic acid

Downstream raw materials:

2,4,6-trihydroxy-3-methylphenyl isobutan-1-one

1-[3-methyl-2,4,6-trihydroxyphenyl]-1-butanone

2,4,6-trihydroxy-3-methylbenzaldehyde

3,5-diformyl-2,4,6-trihydroxytoluene

Refernces

• 1、 -. "Synthetic method of pilosin B and intermediate pseudomonophenols thereof". . . Retrieved 2021/11/26.
• 2、 -. "ADDITIVE COMPOSITION FOR CULTURE MEDIUM, ADDITIVE COMPOUND FOR CULTURE MEDIUM, AND METHOD FOR CULTURE OF CELLS OR TISSUE USING SAME". Paragraph 0088. . Retrieved 2020/06/15.