Basic information
- CAS
3536-96-7- Standard SMILES
[CH-]=C.[Cl-].[Mg+2]- InChIKey
NAFZXKWEUWVSAW-UHFFFAOYSA-M- Molecular formula
- C2H3ClMg
- Average molar mass
- 86.8 g/mol
- Monoisotopic mass
- 85.9773695
Overview
See also: Magnesium, chloroethenyl (annotation moved to).
Names & identifiers
- Preferred name
- Magnesium, chloroethenyl-
- IUPAC
- magnesium;ethene;chloride
- English name
- Vinylmagnesium chloride
- Molecular formula
- C2H3ClMg
- Molecular weight
- 86.8
Names & synonyms
Vinylmagnesium chlorideChlorovinylmagnesiumMagnesium, chloroethenyl-EINECS 222-575-9DTXSID80883919EC 222-575-9RefChem:800679DTXCID601023401Vinylmagnesium chloride, 15 wt% solution in tetrahydrofuran222-575-93536-96-7magnesium;ethene;chloride
Show more names
VinylmagnesiumChlorvinylmagnesiumVinylchloromagnesiumMagnesium,chloroethenyl-Magnesium vinyl chlorideAlkenylmagnesiumchloride
chloro(ethenyl)magnesiumVinyl magnesium chloridemagnesium,ethene,chloridevinyl magnesium-chloridevinyl-magnesium chlorideSCHEMBL356372AR-1K5632MFCD00013594
Database identifiers
- CAS
3536-96-7- PubChem CID
- 77075
- DTXSID
DTXSID80883919- EC Number
- 222-575-9
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 4
- Formal charge
- 0
- Complexity
- 6
Experimental & physicochemical properties
Chemical ClassesMetals -> Metals, Organic Compounds
Physical Description
Liquid
15% solution in tetrahydrofuran: Brown liquid; [Acros Organics MSDS]
Physicochemical properties
- Boiling point
- 66 °C · 66 °C
- Density
- 0.98 g/mL · 0.980 g/mL at 20 °C
- Flash point
- 1 °F · −1 °F
- storage temp.
- 0 · 0-6°C
- form
- Crystalline Powder
- color
- White to beige
- Water Solubility
- vigorous reaction
- BRN
- 3535268 · 3535268
- InChI
- InChI=1S/C2H3.ClH.Mg/c1-2;;/h1H,2H2;1H;/q;;+1/p-1
- InChIKey
- NAFZXKWEUWVSAW-UHFFFAOYSA-M
- SMILES
- C(=C)[Mg]Cl
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 3.3% (11 of 333) of reports.
Danger
H225 (50.2%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P223, P231+P232, P233, P240, P241, P242, P243, P260, P264, P264+P265, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P402+P404, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 333 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Magnesium, chloroethenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Magnesium, chloroethenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
REACH registered substance: Chlorovinylmagnesium (EC: 222-575-9)
Hazards Summary
Corrosive to skin; [Quick CPC] 15% solution in tetrahydrofuran: Reacts violently and/or explosively with water and moisture in the air; May ignite or explode on contact with moisture; Causes burns; Inhalation may cause chemical burns to respiratory tract and CNS depression; May cause liver and kidney injury; [Acros Organics MSDS]
Hazard Classes and CategoriesFlam. Liq. 2 (50.2%)
Toxicology
Chemistry & industry
Uses & manufacturing
UsesUsed as an intermediate; [ExPub: ECHA REACH Registrations]
U.S. Production2023: 69,446 lb
Industry UsesIntermediate
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Magnesium, chloroethenyl-: ACTIVE
Applications
UsesGrignard reagent.
UsesUsed with iron pentadienoate complexes in a synthesis of divinyl cyclopropanes.
UsesVinylmagnesium chloride (Grignard reagent) can be prepared from vinyl chloride and then used to make a variety of useful end products or intermediates by adding a vinyl anion to organic functional groups. For instance, the vinylmagnesium compounds can be coupled with cuprous chloride, CuCl, at 60 °C (76 °F) to give 1,3-butadiene, while vinyl ketones and alcohols can be prepared by the addition of vinylmagnesium chloride to organic acids.
Upstream & downstream products
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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