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19079

Sigma-Aldrich

3,4-(Methylenedioxy)mandelic acid

≥98.0%

Synonym(s):

α-Hydroxy-1,3-benzodioxole-5-acetic acid

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About This Item

Empirical Formula (Hill Notation):
C9H8O5
CAS Number:
27738-46-1
Molecular Weight:
196.16
Beilstein:
209546
EC Number:
248-628-6
MDL number:
MFCD00043585
UNSPSC Code:
12352100
PubChem Substance ID:
57647779

Assay

≥98.0%

form

powder

mp

158-162 °C

SMILES string

OC(C(O)=O)c1ccc2OCOc2c1

InChI

1S/C9H8O5/c10-8(9(11)12)5-1-2-6-7(3-5)14-4-13-6/h1-3,8,10H,4H2,(H,11,12)

InChI key

CLUJFRCEPFNVHW-UHFFFAOYSA-N

Application

3,4-(Methylenedioxy)mandelic acid was used as starting reagent in the synthesis of (-)cephalotaxine, (+)harringtonine and (-)drupacine.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Hajer Abdelkafi et al.
Natural product reports, 29(8), 845-869 (2012-06-21)
The Cephalotaxus genus belongs to the Cephalotaxaceae family of conifers. Over the past decades it has proved to be a fruitful source of interesting natural products, especially alkaloids (cephalotaxine esters) and terpenoids (abietanes, troponoids), which often display medicinal properties, especially
Anna Constance Vind et al.
Molecular cell, 78(4), 700-713 (2020-04-15)
Impairment of ribosome function activates the MAPKKK ZAK, leading to activation of mitogen-activated protein (MAP) kinases p38 and JNK and inflammatory signaling. The mechanistic basis for activation of this ribotoxic stress response (RSR) remains completely obscure. We show that the

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