4-(alpha-Methylbenzyl)resorcinol

Base Information

• Chemical Name: 4-(alpha-Methylbenzyl)resorcinol
• CAS No.: 85-27-8
• Molecular Formula: C14H14O2
• Molecular Weight: 214.264
• Hs Code.: 2907299090
• European Community (EC) Number: 480-070-0,686-301-3
• UNII: G37UFG162O
• DSSTox Substance ID: DTXSID501005319
• Nikkaji Number: J2.374.164D
• Wikidata: Q27278684
• RXCUI: 1313724
• Metabolomics Workbench ID: 154812
• ChEMBL ID: CHEMBL3961037
• Mol file: 85-27-8.mol

Synonyms:Symwhite 377;

Chemical Property of 4-(alpha-Methylbenzyl)resorcinol

Chemical Property:

• Vapor Pressure: 0Pa at 20℃
• Melting Point: 78-79℃
• Boiling Point: 244°C/12mmHg(lit.)
• PKA: 9.77±0.40(Predicted)
• PSA: 40.46000
• Density: 1.171
• LogP: 3.24960
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: 3.85g/L at 20℃
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 211

Purity/Quality:

≥99 % ^*data from raw suppliers

4-(1-Phenylethyl)-1,3-benzenediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)C2=C(C=C(C=C2)O)O
• Uses: 4-(1-Phenylethyl)-1,3-benzenediol is an novel active ingredient of highly efficient skin lightening agents.

Technology Process of 4-(alpha-Methylbenzyl)resorcinol

There total 8 articles about 4-(alpha-Methylbenzyl)resorcinol 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%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + recorcinol (108-46-3) → 4-(α-Methylbenzyl)-1,3-dihydroxybenzene (85-27-8)

Guidance literature:

In toluene; at 95 ℃; Concentration; Temperature; Sealed tube; Inert atmosphere; Large scale;

Reference yield: 65.0%

1-Phenylethanol (98-85-1,13323-81-4) + 1,3-Dimethoxybenzene (151-10-0) → 4-(α-Methylbenzyl)-1,3-dihydroxybenzene (85-27-8) + 4,6-Di(α-methylbenzyl)-1,3-dihydroxybenzene (106552-08-3)

Guidance literature:

1-Phenylethanol; 1,3-Dimethoxybenzene; With antimony(III) chloride; In acetonitrile; at 65 ℃; for 0.416667h; Microwave irradiation;

With boron tribromide; In dichloromethane; at -20 - 0 ℃;

DOI:10.1055/s-0030-1260795

Reference yield: 62.1%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + recorcinol (108-46-3) → 4-(α-Methylbenzyl)-1,3-dihydroxybenzene (85-27-8) + 2,4-Di(α-methylbenzyl)-1,3-dihydroxybenzene (106552-07-2) + 4,6-Di(α-methylbenzyl)-1,3-dihydroxybenzene (106552-08-3) + 2,4,6-Tri(α-methylbenzyl)-1,3-dihydroxybenzene (106552-09-4)

Guidance literature:

With aluminium(III) phenoxide; at 140 ℃; for 3h;

upstream raw materials:

styrene

recorcinol

O-methylresorcine

1-Phenylethanol

Downstream raw materials:

2,4-dimethoxy-1-(1-phenylethyl)benzene

Refernces

• 1、 -. "Phenylethyl/heteroploid c phenyl phenol preparation method of compound (by machine translation)". Paragraph 0038; 0039; 0040; 0041; 0042; 0043; 0044. . Retrieved 2016/10/17.
• 2、 Shukla, Prashant,Choudhary, Manoj K.,Nayak, Sandip K.. "Microwave-accelerated alkylation of arenes/heteroarenes with benzylic alcohols using antimony(III) chloride as catalyst: Synthesis of O-heterocycles". supporting information; experimental part. p. 1585 - 1591. Retrieved 2011/08/03.