Description

tert-Butylmagnesium chloride (CAS No. 677-22-5) is a highly reactive Grignard reagent with the molecular formula C₄H₉ClMg. This organomagnesium compound is widely utilized in organic synthesis for the formation of carbon-carbon bonds, serving as a nucleophile in addition reactions to carbonyl compounds, epoxides, and other electrophilic substrates. Available in various concentrations (e.g., 1.0 M in THF, 2-MeTHF, or dibutyl ether), it is typically handled under inert conditions due to its sensitivity to moisture and air. tert-Butylmagnesium chloride is a preferred choice for researchers requiring sterically hindered alkyl groups in synthetic pathways, such as pharmaceuticals, agrochemicals, and advanced material development. Its high purity and consistent reactivity make it indispensable in laboratory and industrial-scale applications.

Properties

• CAS Number: 677-22-5
• Complexity: 12.3
• IUPAC Name: magnesium;2-methylpropane;chloride
• InChI: InChI=1S/C4H9.ClH.Mg/c1-4(2)3;;/h1-3H3;1H;/q-1;;+2/p-1
• InChI Key: CQRPUKWAZPZXTO-UHFFFAOYSA-M
• Exact Mass: 116.0243197
• Molecular Formula: C4H9ClMg
• Molecular Weight: 116.87
• SMILES: C[C-](C)C.[Mg+2].[Cl-]
• Monoisotopic Mass: 116.0243197
• Physical Description: 30-60% Solution in diethyl ether: Liquid;
• Synonyms: tert-Butylmagnesium chloride, 677-22-5, UN3399, 211-638-6, ec 211-638-6, einecs 211-638-6, t-butylmagnesium chloride, magnesium;2-methylpropane;chloride, MFCD00000465, (1,1-Dimethylethyl)magnesium chloride; t-Butylmagnesium chloride; tert-Butylchloromagnesium, Magnesium, chloro(1,1-dimethylethyl)-, TERT-BUTYLMAGNESIUMCHLORIDE, t-butyl magnesium chloride, tert-butyl(chloro)magnesium, tBuMgCl, tert-BuMgCl, t-BuMgCl, tertbutylmagnesium chloride, tert-Butylmagnesium chloride, 1.0 M in THF, tert-butyl magnesium chloride, tert-butyl-magnesium chloride, tert-Butylmagnesium chloride, 1.0 M in 2-MeTHF, Tert. butylmagnesium chloride, tertiary butylmagnesiumchloride, SCHEMBL114713, tertiary butylmagnesium chloride, tertiary-butylmagnesium chloride, tertiary-butyl-magnesium chloride, Tertiary butyl magnesium chloride, ZDRJSYVHDMFHSC-UHFFFAOYSA-M, AKOS009159061, tert-Butylmagnesium chloride, 1M in MeTHF, DB-266960, F20329, tert-Butylmagnesium chloride (in Ethyl Ether, ca. 2mol/L), t-Butyl Magnesium chloride, 1.5 M in dibutyl ether (~21% w/w%), tert-Butylmagnesium Chloride (26% in Ethyl Ether, ca. 2mol/L)

tert-Butylmagnesium chloride is primarily used as a strong nucleophile in Grignard reactions to synthesize tertiary alcohols, ketones, and carboxylic acids. It is instrumental in pharmaceutical research for constructing complex molecular architectures. The reagent also finds application in polymer chemistry and the preparation of specialty chemicals. Its sterically hindered nature allows selective transformations in multi-step syntheses.

Safety and Hazards

GHS Hazard Statements

• H225 (46.7%): Highly Flammable liquid and vapor [Danger Flammable liquids]
• H250 (53.3%): Catches fire spontaneously if exposed to air [Danger Pyrophoric liquids]
• H260 (94.7%): In contact with water releases flammable gases which may ignite spontaneously [Danger Substances and mixtures which in contact with water, emit flammable gases]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P210, P222, P223, P231, P231+P232, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P402+P404, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 2 (46.7%)
• Pyr. Liq. 1 (53.3%)
• Water-react. 1 (94.7%)
• Skin Corr. 1B (100%)

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