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Vanillyl alcohol

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Vanillyl alcohol Basic information

Product Name:
Vanillyl alcohol
Synonyms:
  • 3,4-Dihydroxybenzyl alcohol 3-Methyl ester
  • 4-Hydroxy-3-Methoxybenze-neMenthanol
  • Vanillinol
  • α,4-Dihydroxy-3-Methoxytoluene
  • 2-Hydroxy-5-(hydroxymethyl)anisole, 4-Hydroxy-3-methoxybenzyl alcohol, Vanillyl alcohol
  • 4-Hydroxy-3-Methoxybenzyl alcohol, 99% 50GR
  • 3-Methoxy-4-hydroxybenzyl alcohol
  • Vanillic alcohol
CAS:
498-00-0
MF:
C8H10O3
MW:
154.16
EINECS:
207-852-4
Product Categories:
  • Inhibitors
  • Bifunctional Linkers
  • Linkers and Crosslinkers
  • Alcohols
  • Building Blocks
  • C7 to C8
  • Benzhydrols, Benzyl & Special Alcohols
  • Chemical Biology
  • Chemical Synthesis
  • Organic Building Blocks
  • Oxygen Compounds
  • 498-00-0
Mol File:
498-00-0.mol
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Vanillyl alcohol Chemical Properties

Melting point:
110-117 °C (lit.)
Boiling point:
237.52°C (rough estimate)
Density 
1.1690 (rough estimate)
refractive index 
1.4620 (estimate)
FEMA 
3737 | VANILLYL ALCOHOL
storage temp. 
Inert atmosphere,Room Temperature
solubility 
soluble in Methanol
form 
Fine Crystalline Powder
pka
9.75±0.18(Predicted)
color 
Off-white to beige
Odor
at 100.00 %. sweet creamy vanilla caramellic coconut graham cracker tonka milky powdery
Odor Type
creamy
Water Solubility 
Soluble in 95% ethanol (5 %), water, and oils.
JECFA Number
886
BRN 
1910044
Stability:
Stable. Incompatible with strong oxidizing agents, strong acids.
LogP
0.42
CAS DataBase Reference
498-00-0(CAS DataBase Reference)
NIST Chemistry Reference
4-Hydroxy-3-methoxybenzyl alcohol(498-00-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29095090

MSDS

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Vanillyl alcohol Usage And Synthesis

Description

4-hydroxy-3-methoxybenzyl alcohol (also known as vanillyl alcohol) is often used as a deodorant component that is active in preventing the formation of body odor. It can also be used as a flavoring agent. Recent studies have also demonstrated that it has certain pharmacological effects. For example, it has been confirmed that it has certain neuro-protective effects through suppressing the oxidative stress and anti-apoptotic activity in toxin-induced dopaminergic MN9D cells, making it a potential candidate for the treatment of neurodegenerative diseases such as Parkinson’s disease.

Chemical Properties

crystalline white to off-white powder

Chemical Properties

Vanillyl alcohol has a mild, sweet, balsamic, vanilla-like odor.

Uses

Used as a flavoring agent. Other possible uses, vanilla, coconut, cream and other dairy nuances, coumarin.

Definition

ChEBI: Vanillyl alcohol is a monomethoxybenzene that is 2-methoxyphenol substituted by a hydroxymethyl group at position 4. It has a role as a plant metabolite. It is a member of guaiacols and a member of benzyl alcohols.

Taste threshold values

Sweet, creamy and milky with a slightly powdery mouthfeel.

General Description

Vanillyl alcohol belongs to the phenolic group of compounds which are widely used as oxidants in food products.

Biochem/physiol Actions

Odor at 1.0%: sweet creamy, phenolic, vanilla and coconut-like with slight brown and coumarinic nuances.

References

Brune, I, et al. "Under the influence of the active deodorant ingredient 4-hydroxy-3-methoxybenzyl alcohol, the skin bacterium Corynebacterium jeikeium moderately responds with differential gene expression." Journal of Biotechnology 127.1(2006):21-33.
Hsu, Lun Chung, Z. H. Wen, and K. Y. Lee. "Use of vanillyl alcohol for the treatment of Parkinson's disease." (2009).
Kim, I. S., D. K. Choi, and H. J. Jung. "Neuroprotective effects of vanillyl alcohol in Gastrodia elata Blume through suppression of oxidative stress and anti-apoptotic activity in toxin-induced dopaminergic MN9D cells." Molecules 16.7(2011):5349.

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