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132632

Sigma-Aldrich

3,5-Dimethoxyphenol

99%

Synonym(s):

Phloroglucinol dimethyl ether

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About This Item

Linear Formula:
(CH3O)2C6H3OH
CAS Number:
500-99-2
Molecular Weight:
154.16
Beilstein:
1239156
EC Number:
207-917-7
MDL number:
MFCD00008388
UNSPSC Code:
12352100
PubChem Substance ID:
24848062
NACRES:
NA.22

Quality Level

200

Assay

99%

form

solid

bp

172-175 °C/17 mmHg (lit.)

mp

40-43 °C (lit.)

SMILES string

COc1cc(O)cc(OC)c1

InChI

1S/C8H10O3/c1-10-7-3-6(9)4-8(5-7)11-2/h3-5,9H,1-2H3

InChI key

XQDNFAMOIPNVES-UHFFFAOYSA-N

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Application

3,5-Dimethoxyphenol has been used in a study on iron porphyrin phenoxides. It was used to develop a new analytical method using LC-MS that enables the simultaneous identification and quantification of new alkaloids and the alkaloidal diterpenoids.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Modern analytical procedures for the determination of taxus alkaloids in biological material.
F Musshoff et al.
International journal of legal medicine, 122(4), 357-358 (2008-05-07)
Claudia Panzeri et al.
Clinical toxicology (Philadelphia, Pa.), 48(5), 463-465 (2010-06-10)
Yew (Taxus baccata) is a conifer known to be toxic since ancient times. Taxine A and taxine B, the toxic alkaloids of Taxus, block cardiac sodium and calcium channels causing nausea, vomiting, abdominal pain, cardiac arrhythmias, respiratory distress, coma, seizures
Iron porphyrin phenoxides: models for some hemoglobin mutants.
Ainscough E_W, et al.
Journal of the American Chemical Society, 100(24), 7585-7591 (1978)
F Musshoff et al.
International journal of legal medicine, 106(1), 45-50 (1993-01-01)
In a case of suicide in a depressive 19-year-old man with considerable ingestion of new leaves, resorption of yew ingredients could be demonstrated. The main substance could be identified as 3,5-dimethoxyphenol, the aglycone of taxicatine, which is a typical ingredient
J Pietsch et al.
International journal of legal medicine, 121(5), 417-422 (2006-05-09)
The study presents five fatal cases of poisoning with Taxus spp., all of which were suicides of young people aged between 16 and 26 years. Yew leaves were consumed in four fatalities, whereas a mash from Taxus was ingested in
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