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Sigma-Aldrich

(R)-1,4-Benzodioxane-2-carboxylic acid

≥97.0% (sum of enantiomers, GC)

Synonym(s):

(R)-2,3-Dihydro-1,4-benzodioxin-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C9H8O4
CAS Number:
70918-53-5
Molecular Weight:
180.16
Beilstein/REAXYS Number:
5742837
MDL number:
MFCD00239407
UNSPSC Code:
12352005
PubChem Substance ID:
57646993
NACRES:
NA.22

assay

≥97.0% (sum of enantiomers, GC)

form

solid

optical activity

[α]20/D +83±2°, c = 1.5% in chloroform

optical purity

enantiomeric ratio: ≥99.0:1.0

mp

96-99 °C

SMILES string

OC(=O)[C@H]1COc2ccccc2O1

InChI

1S/C9H8O4/c10-9(11)8-5-12-6-3-1-2-4-7(6)13-8/h1-4,8H,5H2,(H,10,11)/t8-/m1/s1

InChI key

HMBHAQMOBKLWRX-MRVPVSSYSA-N

Application

(R)-1,4-Benzodioxane-2-carboxylic acid is a chiral synthon mostly used in the preparation of doxazosin mesylate, a drug treating benign prostatic hyperplasia.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Characterization of an Indole-3-Acetamide Hydrolase from Alcaligenes faecalis subsp. parafaecalis and Its Application in Efficient Preparation of Both Enantiomers of Chiral Building Block 2, 3-Dihydro-1, 4-Benzodioxin-2-Carboxylic Acid.
Mishra P, et al.
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