Skip to Content
Merck
All Photos(1)

Documents

12348

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C9H8O4
CAS Number:
70918-53-5
Molecular Weight:
180.16
Beilstein:
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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.
PLoS ONE, 11(7), e0159009-e0159009 (2016)
Elisa Dalla Pozza et al.
International journal of oncology, 46(3), 1099-1108 (2014-12-17)
Pancreatic ductal adenocarcinoma (PDAC) is often diagnosed when metastatic events have occurred. Cancer stem cells (CSCs) play an important role in tumor initiation, metastasis, chemoresistance and relapse. A growing number of studies have suggested that CSCs exist in a dynamic
Maj Sundbom et al.
BMC pharmacology, 8, 3-3 (2008-02-14)
A substantial body of evidence indicates that reduced plasma adiponectin levels may be key in the development of insulin resistance, type 2 diabetes and the metabolic syndrome. Glucocorticoids decrease the levels of adiponectin in animals and humans. Cortisone is transformed
Daibang Nie et al.
Experimental and therapeutic medicine, 11(1), 191-196 (2016-02-19)
The ω-3 fatty acid desaturase (fat-1) gene encodes the enzyme that converts ω-6 polyunsaturated fatty acids (PUFAs) to ω-3 PUFAs. Numerous studies have suggested that the ratio of ω-6/ω-3 PUFAs has an impact on tumorigenesis. To investigate the biological function
Chaobin Li et al.
The Plant cell, 32(9), 2823-2841 (2020-07-24)
Zeins are the predominant storage proteins in maize (Zea mays) seeds, while Opaque2 (O2) is a master transcription factor for zein-encoding genes. How the activity of O2 is regulated and responds to external signals is yet largely unknown. Here, we
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service