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W365505

Sigma-Aldrich

4-Allyl-2,6-dimethoxyphenol

≥95%, FG

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Synonym(s):
2,6-dimethoxy-4-prop-2-enylphenol, 4-allyl syringol, 6-methoxyeugenol
Linear Formula:
H2C=CHCH2C6H2(OCH3)2OH
CAS Number:
6627-88-9
Molecular Weight:
194.23
FEMA Number:
3655
EC Number:
229-600-2
Council of Europe no.:
11214
MDL number:
MFCD00008655
UNSPSC Code:
12164502
PubChem Substance ID:
24901834
Flavis number:
4.051
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal

reg. compliance

EU Regulation 1334/2008 & 872/2012

Assay

≥95%

refractive index

n20/D 1.548 (lit.)

bp

168-169 °C/11 mmHg (lit.)

density

1.092 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

meaty; smoky

SMILES string

COc1cc(CC=C)cc(OC)c1O

InChI

1S/C11H14O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h4,6-7,12H,1,5H2,2-3H3

InChI key

FWMPKHMKIJDEMJ-UHFFFAOYSA-N

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Related Categories

Application


  • OBP2 in the Midlegs of the Male Bactrocera dorsalis Is Involved in the Perception of the Female-Biased Sex Pheromone 4-Allyl-2,6-dimethoxyphenol.: This study identifies OBP2 in the midlegs of male Bactrocera dorsalis as crucial for perceiving the sex pheromone 4-Allyl-2,6-dimethoxyphenol, contributing to the understanding of insect behavior and potential pest control strategies (Hu et al., 2021) (Hu et al., 2021).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Sugumaran et al.
Archives of biochemistry and biophysics, 353(2), 207-212 (1998-06-02)
Tyrosinase, which is known to possess both monophenol monooxygenase activity (EC 1.14.18.1, tyrosine, 3,4-dihydroxyphenylalanine:oxygen oxidoreductase) and o-diphenoloxidase activity (EC 1.10.3.1, o-diphenol:oxygen oxidoreductase), has been shown to exhibit other related activities. Recently, a new reaction, viz., oxidative conversion of 2,6-dimethoxyallyl phenol
Bruna Pasqualotto Costa et al.
Journal of ethnopharmacology, 267, 113645-113645 (2020-12-04)
Plant-derived compounds are a reservoir of natural chemicals and can act as drug precursors or prototypes and pharmacological probes. Methoxyeugenol is a natural compound found in plant extracts, such as nutmeg (Myristica fragrans), and it presents anthelmintic, antimicrobial, anti-inflammatory activities.
K Kónya et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 8(6), 454-459 (2002-02-05)
A series of naturally occurring 8.0.4'-neolignans (1a-d, 1g, 2g, 2h) and their analogues (le-f, lh, 1i, 2a-f, 2i) have been synthesized in racemic form starting from commercially available phenols, such as eugenol, isoeugenol and 4-allyl-2,6-dimethoxyphenol and from aromatic aldehydes, such
Supriya Agnihotri et al.
Natural product research, 26(23), 2266-2269 (2012-01-21)
Hydrodistilled oil obtained from the stem bark of Myrica esculenta Buch. Ham. ex D. Don (yield 0.3%) was analysed by capillary GC and GC-MS. The volatile oil consisted mainly of n-hexadecanol (25.2%), eudesmol acetate (21.9%), palmitic acid (11.6%), cis-β-caryophyllene (8.7%)

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