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Merck
CN

429007

1-Propynylmagnesium bromide solution

0.5 M in THF

Synonym(s):

1-Propyn-1-ylmagnesium bromide, Bromo(prop-1-yn-1-yl)magnesium, Bromo-1-propynylmagnesium

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About This Item

Linear Formula:
CH3C≡CMgBr
CAS Number:
16466-97-0
Molecular Weight:
143.26
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24866829
MDL number:
MFCD00216588
Beilstein/REAXYS Number:
3929146

Key Documents

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Product Name

1-Propynylmagnesium bromide solution, 0.5 M in THF

InChI

1S/C3H3.BrH.Mg/c1-3-2;;/h1H3;1H;/q;;+1/p-1

SMILES string

CC#C[Mg]Br

InChI key

YVJBCTFVENNIOV-UHFFFAOYSA-M

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

bp

65-67 °C

density

0.941 g/mL at 25 °C

storage temp.

2-8°C

Quality Level

200

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Application

Preparation of hydroxy enynes which underwent gold(I)-catalyzed benzannulation leading to tetrahydronaphthalenes.

General description

1-Propynylmagnesiumbromide solution is 1-propynylmagnesium bromide in 0.5M tetrahydrofuran.1-propynylmagnesium bromide solution used as a Grignard reagent in chemical synthesis. This research reagent can be used for chemical and organic transformations. It is used as a regent in the conversion of [11C]CO2 to [11C] amides via Mitsunobu reaction.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 2

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH019

Storage Class

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

wgk

WGK 3

flash_point_f

30.2 °F - closed cup

flash_point_c

-1 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
0000507785
0000507785
0000458626
0000458626
0000444189

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From [11 C] CO 2 to [11 C] amides: a rapid one-pot synthesis via the Mitsunobu reaction
Bongarzone S, et al.
Chemical Communications (Cambridge, England), 53(38), 5334-5337 (2017)
Christiane M Grisé et al.
Organic letters, 8(25), 5905-5908 (2006-12-01)
We report a gold-catalyzed benzannulation of 3-hydroxy-1,5-enynes to generate tetrahydronaphthalenes. This mild process proves to be an effective method to synthesize various metasubstituted aromatic rings in good yields. [reaction: see text]
The [3+ 2] cycloaddition route to 5-carbomethoxy-4h-1, 2, 3-triazolo [1, 5-a][1] benzazepines from baylis-hillman acetates of 2-azidobenzaldehydes
Song YS and Lee KJ
Journal of Heterocyclic Chemistry, 43(6), 1721-1724 (2006)

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