Orcinol

Base Information

• Chemical Name: Orcinol
• CAS No.: 504-15-4
• Molecular Formula: C7H8O2
• Molecular Weight: 124.139
• Hs Code.: 29072900
• European Community (EC) Number: 207-984-2
• NSC Number: 12441
• UNII: 534PMB3438
• DSSTox Substance ID: DTXSID2060123
• Nikkaji Number: J6.215D
• Wikipedia: Orcinol
• Wikidata: Q412476
• Metabolomics Workbench ID: 50533
• ChEMBL ID: CHEMBL110059
• Mol file: 504-15-4.mol

Synonyms:3,5-dihydroxytoluene;5-methylresorcinol;orcinol;orcinol, 14C-labeled cpd;orzin

Chemical Property of Orcinol

Chemical Property:

• Appearance/Colour: pink-grey to pink-brown cryst. powder or crystals
• Vapor Pressure: 0.00122mmHg at 25°C
• Melting Point: 106-112 °C(lit.)
• Refractive Index: 1.594
• Boiling Point: 287 - 290 °C
• PKA: 9.56±0.10(Predicted)
• Flash Point: 159 °C
• PSA: 40.46000
• Density: 1.21 g/cm³
• LogP: 1.40620
• Storage Temp.: Store at
• Sensitive.: Air Sensitive
• Solubility.: 80g/l
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 124.052429494
• Heavy Atom Count: 9
• Complexity: 82.9

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dihydroxytoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-41-37/38-20/21/22
• Safety Statements: 22-26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC1=CC(=CC(=C1)O)O
• Uses: Orcinol can be used to synthesize:Orcinol-containing azacryptands for use in optical amplifiers and light-emitting devices.Ternary co-crystal with 4,4′-bipyridine.Low-density carbon aerogels in the presence of formaldehyde.PEG-orcinol coumarins with potent tyrosinase inhibitory activity.

Technology Process of Orcinol

There total 107 articles about Orcinol 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: 99.0%

2-[5-(1,1-dimethyl-1-silaethyl)-3-methylphenyl]-2-methyl-2-silapropane (89267-67-4) → orcinol (504-15-4)

Guidance literature:

With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate; at 20 ℃; for 0.1h; Green chemistry;

DOI:10.1016/j.molcata.2012.08.002

Reference yield: 93.0%

3-Trimethylstannyl-2-<(trimethylstannyl)methyl>propene (86854-54-8) + malonoyl dichloride (1663-67-8) → orcinol (504-15-4)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 4h;

DOI:10.1055/s-1991-26441

Reference yield: 92.0%

3-iodo-5-methylphenol → orcinol (504-15-4)

Guidance literature:

With oxygen; tert-butylammonium hexafluorophosphate(V); triethylamine; In water; at 20 ℃; for 6h; Electrochemical reaction;

DOI:10.1039/d1ob00931a

upstream raw materials:

methanol

umbilicaric acid

diploschistesic acid

3,5-dibromotoluene

Downstream raw materials:

5-hydroxy-7-methyl-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one

7-hydroxy-5-methyl-2-(3,4,5-trimethoxy-phenyl)-chromen-4-one

4,2',4'-trihydroxy-6,6'-dimethyl-biphenyl-2,5-dione

5-Hydroxy-4'-methoxy-7-methyl-flavon

Refernces

• 1、 Garg, Shri N.,Misra, Laxmi N.,Agarwal, Santosh K.. "CORCHIOSIDE A, AN ORCINOL GLYCOSIDE FROM CURCULIGO ORCHIOIDES". . p. 1771 - 1772. Retrieved 1989.
• 2、 Ke, Fang,Lin, Chen,Lin, Mei,Long, Hua,Wu, Mei,Yang, Li,Zhuang, Qinglong. "Electrochemical-induced hydroxylation of aryl halides in the presence of Et3N in water". supporting information. p. 6417 - 6421. Retrieved 2021/08/03.
• 3、 -. "Method for synthesizing phenol or derivative thereof in aqueous phase by photocatalytic one-pot method". Paragraph 0032-0033; 0074-0075; 0085-0106. . Retrieved 2020/12/08.