512931
3,4-(亚甲二氧基)苯基溴化镁 溶液
1.0 M in THF: toluene (1:1)
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关于此项目
经验公式（希尔记法）:
C7H5BrMgO2
化学文摘社编号:
分子量:
225.32
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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
supp_hazards
存储类别
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
法规信息
危险化学品
易制毒化学品（3类）
此项目有
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
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