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W365505

Sigma-Aldrich

4-Allyl-2,6-dimethoxyphenol

≥95%, FG

Synonym(s):

2,6-dimethoxy-4-prop-2-enylphenol, 4-allyl syringol, 6-methoxyeugenol

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About This Item

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

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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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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