4-(alpha-Methylbenzyl)resorcinol Chemical Properties

Melting point:

78-79℃

Boiling point:

244°C/12mmHg(lit.)

Density 

1.171

vapor pressure 

0Pa at 20℃

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

Solid

pka

9.77±0.40(Predicted)

color 

Light Beige to Pale Brown

Water Solubility 

3.85g/L at 20℃

InChI

InChI=1S/C14H14O2/c1-10(11-5-3-2-4-6-11)13-8-7-12(15)9-14(13)16/h2-10,15-16H,1H3

InChIKey

PQSXNIMHIHYFEE-UHFFFAOYSA-N

SMILES

C1(O)=CC=C(C(C2=CC=CC=C2)C)C(O)=C1

LogP

2.11 at 22℃

Safety Information

HS Code 

2907290090

4-(alpha-Methylbenzyl)resorcinol Usage And Synthesis

Uses

4-(1-Phenylethyl)-1,3-benzenediol is an novel active ingredient of highly efficient skin lightening agents.

Flammability and Explosibility

Non flammable

Synthesis

1) Under nitrogen protection, 231 g (2.1 mol) of resorcinol, 4.62 g of the solid acid H2SO4-SiO2, and 220 mL of toluene were added to a reactor, heated to 95 °C, and maintained at that temperature. Subsequently, 104 g (1 mol) of styrene was slowly added dropwise to the reactor at a controlled rate for 1 hour. After completion of the dropwise addition, the reaction was continued at 95 °C for 1 h to obtain the reaction mixture. 2) After completion of the reaction, the reaction mixture was filtered to remove the solid acid H2SO4-SiO2. 150 mL of 0.5% aqueous sodium bicarbonate was added to the filtrate for extraction to separate the organic phase. The organic phase was washed twice more (150 mL each) with deionized water. The organic phase was collected and toluene was removed by rotary evaporator. Subsequently, 250 mL of a mixed solution of hexane and toluene (1:5, v/v) was added for recrystallization, and 177.6 g of white crystal product was obtained in 83% yield.

References

[1] Patent: CN105237359, 2016, A. Location in patent: Paragraph 0038; 0039; 0040; 0041; 0042; 0043; 0044
[2] DRP/DRBP Org.Chem.,
[3] Journal of Organic Chemistry, 1952, vol. 17, p. 243,247
[4] Bulletin of the Chemical Society of Japan, 1995, vol. 68, # 10, p. 2955 - 2960
[5] DRP/DRBP Org.Chem.,

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