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methyl 2,4-dihydroxy-6-pentylbenzoate

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methyl 2,4-dihydroxy-6-pentylbenzoate Basic information

Product Name:
methyl 2,4-dihydroxy-6-pentylbenzoate
Synonyms:
  • methyl 2,4-dihydroxy-6-pentylbenzoate
  • Methyl olivetolate
  • methyl 2,4-dihydroxy-6-pentylbenzoate58016-28-7
  • Olivetol Methyl Ester
  • Methyl olivetolate Other Name Methyl 2,4-dihydroxy-6-pentylbenzoate
  • Benzoic acid, 2,4-dihydroxy-6-pentyl-, methyl ester
  • CanbidiolImpurity1
  • Benzoylchloride,4-chloro-5-fluoro-
CAS:
58016-28-7
MF:
C13H18O4
MW:
238.28
Mol File:
58016-28-7.mol
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methyl 2,4-dihydroxy-6-pentylbenzoate Chemical Properties

Melting point:
105-106 °C(Solv: benzene (71-43-2))
Boiling point:
409.3±30.0 °C(Predicted)
Density 
1.153±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Dichloromethane; Ethyl Acetate
form 
Solid
pka
8.30±0.23(Predicted)
color 
Yellow
InChI
InChI=1S/C13H18O4/c1-3-4-5-6-9-7-10(14)8-11(15)12(9)13(16)17-2/h7-8,14-15H,3-6H2,1-2H3
InChIKey
RQGAOBDPFOADCM-UHFFFAOYSA-N
SMILES
C(OC)(=O)C1=C(CCCCC)C=C(O)C=C1O
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Safety Information

HS Code 
2918290090
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methyl 2,4-dihydroxy-6-pentylbenzoate Usage And Synthesis

Description

methyl 2,4-dihydroxy-6-pentylbenzoate is an organosynthetic intermediate compound used as a biological precursor for the synthesis of delta-9-tetrahydrocannabinol (THC). It has antibacterial properties against methicillin-resistant Staphylococcus aureus (MRSA) and Clostridium perfringens.

Uses

Methyl Olivetolate is an intermediate in synthesizing Δ9-Tetrahydrocannabinolic Acid (Acid A & B) (T293235). It is one of the substances screened for in meconium drug testings for medicinal opiods among addicted mothers. Δ9-Tetrahydrocannabinolic Acid has been shown to protect dopaminergic neurons against 1-methyl-4-Ph pyridinium (MPP+) induced cell death.

Synthesis Reference(s)

Tetrahedron Letters, 23, p. 2935, 1982 DOI: 10.1016/S0040-4039(00)87498-5

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