5-Heptylresorcinol

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5-Heptylresorcinol Basic information

Product Name: 5-Heptylresorcinol

Synonyms: SPHEROPHORAL;1,3-Benzenediol, 5-heptyl-;5-Heptyl-1,3-benzenediol;5-HEPTYLRESORCINOL;5-Heptylbenzene-1,3-diol;5-HEPTYLRESORCINOL 95%;spherophorol;3,5-Dihydroxyheptylbenzene

CAS: 500-67-4

MF: C13H20O2

MW: 208.3

EINECS: 207-909-3

Product Categories:

Mol File: 500-67-4.mol

5-Heptylresorcinol Structure

5-Heptylresorcinol Chemical Properties

Melting point 55-57°C

storage temp. Refrigerator, under inert atmosphere

solubility DMSO (Slightly), Methanol (Slightly)

form Solid

color White to Off-White

InChI InChI=1S/C13H20O2/c1-2-3-4-5-6-7-11-8-12(14)10-13(15)9-11/h8-10,14-15H,2-7H2,1H3

InChIKey QENPJKGENOZEEJ-UHFFFAOYSA-N

SMILES C1(O)=CC(CCCCCCC)=CC(O)=C1

NIST Chemistry Reference 5-Heptylresorcinol(500-67-4)

Safety Information

MSDS Information

5-Heptylresorcinol Usage And Synthesis

Uses 5-Heptylresorcinol and other alkylhydroxybenzenes have been used to study the protective effect in Saccharomyces cerevisiae against oxidative and radiation-caused damage.

Synthesis To a solution of 1-heptyl-3,5-dimethoxy-Benzene (388 mg, 1.41 mmol) in dry CH2Cl2 (47 mL) at -78 °C under an argon atmosphere was added boron tribromide (3.4 mL, 1 M solution in CH2Cl2). Following this addition, the reaction temperature was gradually raised over a period of 3 h to 0 °C, and the stirring continued at that temperature until the reaction was completed (28 h). Unreacted boron tribromide was destroyed by adding methanol at -78 °C. The resulting mixture was warmed at room temperature and stirred for 40 min, and the volatiles were removed in vacuo. The residue was diluted with EtOAc and washed with saturated NaHCO3 solution, water, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. Purification by flash column chromatography (45% diethyl etherpetroleum ether) afforded 340 mg (97% yield) of the compound as a slightly brown viscous oil: 5-Heptylresorcinol (. The synthesis was carried out as described for 5-Heptylresorcinol by using 15 (1.18 g, 5 mmol) and boron tribromide (11 mL, 11 mmol, 1 M solution in CH2Cl2) in anhydrous CH2Cl2 (40 mL): yield 91% (0.95 g); slightly brown solid; mp 53-54 °C (lit.63 mp 55-56 °C); spectral and analytical data were reported previously.