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W310727

Sigma-Aldrich

Vanillin

greener alternative

natural, ≥97%, FCC, FG

Synonym(s):

4-Hydroxy-3-methoxybenzaldehyde, Vanillic aldehyde

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About This Item

Linear Formula:
4-(HO)C6H3-3-(OCH3)CHO
CAS Number:
121-33-5
Molecular Weight:
152.15
FEMA Number:
3107
Beilstein/REAXYS Number:
472792
EC Number:
204-465-2
MDL number:
MFCD00006942
UNSPSC Code:
12164502
PubChem Substance ID:
24901470
Flavis number:
5.018
NACRES:
NA.21

grade

FG
Halal
Kosher
natural

Quality Level

400

agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 182.60
FDA 21 CFR 182.90

vapor density

5.3 (vs air)

vapor pressure

>0.01 mmHg ( 25 °C)

assay

≥97%

form

powder

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

bp

170 °C/15 mmHg (lit.)

mp

81-83 °C (lit.)

solubility

water: slightly soluble 10 g/L at 25 °C

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

greener alternative category

Aligned

organoleptic

creamy; sweet; vanilla

SMILES string

COc1cc(C=O)ccc1O

InChI

1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3

InChI key

MWOOGOJBHIARFG-UHFFFAOYSA-N

Gene Information

rat ... Ar(24208)

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General description

Vanillin is the main aroma constituent that contributes to the vanilla flavor. It occurs naturally in the vanilla pods.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product is a Biobased product aligning with the principles of "Less Hazardous Chemical Syntheses" and "Use of Renewable Feedstocks" in Green Chemistry.

Other Notes

produced from rice bran ferulic acid

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

319.6 - 321.4 °F - closed cup

flash_point_c

159.8 - 160.8 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ9127
STBK1150
STBJ8879
STBJ5730
STBJ4878

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Vanillin and related flavor compounds in vanilla extracts made from beans of various global origins
Ranadive AS.
Journal of Agricultural and Food Chemistry, 40(10), 1922-1924 (1992)
Ana Rita Brochado et al.
Biotechnology and bioengineering, 110(2), 656-659 (2012-09-26)
Overproduction of a desired metabolite is often achieved via manipulation of the pathway directly leading to the product or through engineering of distant nodes within the metabolic network. Empirical examples illustrating the combined effect of these local and global strategies
H Priefert et al.
Applied microbiology and biotechnology, 56(3-4), 296-314 (2001-09-11)
Vanillin is one of the most important aromatic flavor compounds used in foods, beverages, perfumes, and pharmaceuticals and is produced on a scale of more than 10 thousand tons per year by the industry through chemical synthesis. Alternative biotechnology-based approaches
Shixin Deng et al.
Journal of natural products, 69(4), 536-541 (2006-04-29)
Serotonin receptor (5-HT(7)) binding assay-directed fractionation of a methanol extract of the dried roots of Angelica sinensis led to the isolation and identification of 21 compounds including a new phenolic ester, angeliferulate (1), and three new phthalides, 10-angeloylbutylphthalide (2), sinaspirolide
Tsung-Hsien Chou et al.
Journal of natural products, 73(9), 1470-1475 (2010-08-14)
Bioassay-guided fractionation led to the isolation of six new tetrahydroflavanones, cryptochinones A-F (1-6), from the neutral CHCl(3) fraction of Cryptocarya chinensis leaves, together with 14 known compounds (7-20). The structures of these new compounds were determined through spectroscopic analyses, including
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