Skip to Content
Merck
CN

512931

3,4-(Methylenedioxy)phenylmagnesium bromide solution

1.0 M in THF: toluene (1:1)

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C7H5BrMgO2
CAS Number:
17680-04-5
Molecular Weight:
225.32
NACRES:
NA.22
PubChem Substance ID:
24873661
UNSPSC Code:
12352103
MDL number:
MFCD01863705

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI

1S/C7H5O2.BrH.Mg/c1-2-4-7-6(3-1)8-5-9-7;;/h1,3-4H,5H2;1H;/q;;+1/p-1

SMILES string

Br[Mg]c1ccc2OCOc2c1

InChI key

JFUHZUGUHBLMLB-UHFFFAOYSA-M

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in THF: toluene (1:1)

density

1.04 g/mL at 25 °C

Application

3,4-(Methylenedioxy)phenylmagnesium bromide can be used as a reagent in the total synthesis of (+ )-paulownin from the starting material (R)-( + )-3-hydroxybutanolide. It is also used in the total synthesis of (+)-vittatine , and (+)-magnostellin C.

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3

target_organs

Central nervous system, Respiratory system

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk

WGK 3

flash_point_f

14.0 °F - closed cup

flash_point_c

-10 °C - closed cup

Regulatory Information

危险化学品
易制毒化学品（3类）
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
14813CE
01802CE
05709BE
11114HD
14106TC

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Total synthesis of (+)-paulownin
Okazaki M, et al.
Bioscience, Biotechnology, and Biochemistry, 61(4), 743-745 (1997)
First stereoselective synthesis of (+)-magnostellin C, a tetrahydrofuran type of lignan bearing a chiral secondary benzyl alcohol
Yamauchi, Satoshi and Kinoshita, Yoshiro
Bioscience, Biotechnology, and Biochemistry, 65(7), 1559-1567 (2001)
Masahiro Bohno et al.
Chemical communications (Cambridge, England), (9), 1086-1087 (2004-04-30)
The stereoselective and chiral synthesis of the Amaryllidaceae alkaloid, (+)-vittatine 1, is described; the quaternary carbon in 1 was generated by Claisen rearrangement of a cyclohexenol derived from D-glucose by way of a Ferrier's carbocyclisation reaction and a hexahydroindole skeleton

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