2622-05-1

Basic information

• Product Name: Allylmagnesium chloride
• Synonyms: ALLYLMAGNESIUM CHLORIDE;Allylmagnesium chloride solution;ALLYLMAGNESIUM CHLORIDE, 2.0M SOLUTION I N TETRAHYDROFURAN;ALLYLMAGNESIUM CHLORIDE, 2.0M SOLUTION I;ALLYLMAGNESIUM CHLORIDE SOLUTION, ~2.0 M IN THF;Allylmagnesium Chloride 1.0 M In Tetrahydrofuran;Allylmagnesium Chloride 1.5 M in Tetrahydrofuran;solutionpurum,2mintetrahydrofuran
• CAS NO: 2622-05-1
• Molecular Formula: C₃H₅ClMg
• Molecular Weight: 100.83
• EINECS: 220-067-1
• Product Categories: GRIGNARD REAGENTS;Classes of Metal Compounds;Grignard Reagents & Alkyl Metals;Mg (Magnesium) Compounds;Synthetic Organic Chemistry;Typical Metal Compounds;Alkyl;Grignard Reagents;Organometallic Reagents;Grignard Reagent
• Mol File: 2622-05-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: -21°C
• Boiling Point: 66°C
• Flash Point: 1 °F
• Appearance: Clear tan to brown, amber, dark gray, dark green or black/Liquid
• Density: 0.995 g/mL at 25 °C
• Storage Temp.: water-free area
• Water Solubility: vigorous reaction
• Sensitive: Air & Moisture Sensitive
• BRN: 3587316
• CAS DataBase Reference: Allylmagnesium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Allylmagnesium chloride(2622-05-1)
• EPA Substance Registry System: Allylmagnesium chloride(2622-05-1)

Safety Data

• Hazard Codes: F,C
• Statements: 11-14/15-34-40-37-19
• Safety Statements: 16-26-36/37/39-43-45-7/8-6A-43B-33
• RIDADR: UN 3399 4.3/PG 1
• WGK Germany: 1
• F: 1-3-10
• TSCA: Yes
• HazardClass: 4.2
• PackingGroup: I
• Hazardous Substances Data: 2622-05-1(Hazardous Substances Data)

Usage

Chemical Properties

clear tan to brown, amber, dark grey, dark green

Uses

Different sources of media describe the Uses of 2622-05-1 differently. You can refer to the following data:
1. Allylmagnesium chloride has been used in a study of the nucleophilic ring-opening of 2-methyleneaziridines to imines and subsequent conversion to 5,5′-disubstituted hydantoins. It is also used as a reagent for the introduction of the allyl group.Grignard-reactions: reagent for the introduction of the allyl group.
2. Allylmagnesium chloride has been used in a study of the nucleophilic ring-opening of 2-methyleneaziridines to imines and subsequent conversion to 5,5?-disubstituted hydantoins. It is also used as a reagent for the introduction of the allyl group.

Application

Used in a study of the nucleophilic ring-opening of 2-methyleneaziridines to imines and subsequent conversion to 5,5′-disubstituted hydantoins.

Precautions

It reacts violently with water.Air & moisture sensitive. Stable under recommended storage conditions.

InChI:InChI=1/C3H5.ClH.Mg/c1-3-2;;/h3H,1-2H2;1H;/q;;+1/p-1/rC3H5Mg.ClH/c1-2-3-4;/h2H,1,3H2;1H/q+1;/p-1

Upstream product

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Downstream Products

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• 104206-19-1 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-(2-propenyl)-β-D-glucopyranose 
• 85982-98-5 methyl 4,6-O-benzylidene-2-deoxy-2-C-(2-propenyl)-α-D-idopyranoside 
• 123056-61-1 1,3,3,5,5-Pentamethyl-4-((E)-1-methyl-buta-1,3-dienyl)-6-vinyl-cyclohexene 
• 62108-07-0 4-hydroxy-4-propyl-1-heptene 
• 592-42-7 1,5-Hexadien 
• 32852-39-4 4-methylene-hepta-1,6-diene 

Relevant articles and documents

Chemistry of fluorinated vinamidinium salts: Novel reactions of β-trifluoromethyl vinamidinium salt with Grignard reagents

β-Trifluoromethyl vinamidinium salt 1 reacted cleanly with a variety of Grignard reagents 2 in tetrahydrofuran under reflux for 3 h to produce a mixture of diastereoisomers (dl and meso) of the corresponding difluoromethylene compounds 3 in good to excellent yields.

Scalable Continuous Synthesis of Grignard Reagents from in Situ-Activated Magnesium Metal

The continuous synthesis of Grignard reagents has been investigated under continuous processing conditions using Mg turnings at variable liquid throughputs and concentrations. A novel process window easily accessible through continuous processing was employed, namely, using a large molar access of Mg turnings within the reactor and achieving Mg activation by mechanical means. A laboratory and a 10-fold-increased pilot-scale reactor setup were built and evaluated, including integrated inline analytics via ATR-IR measurements. The main goal of this work was to explore the full potential of classic Grignard reagent formation through the use of scalable flow chemistry and to allow for fast and safe process optimization. It was found that on both the laboratory and pilot scales, full conversion of the employed halides could be achieved with a single passage through the reactor. Furthermore, Grignard reagent yields of 89-100% were reached on the laboratory scale.

PROCESS FOR PRODUCING PHOSPHONIUM BORATE COMPOUND, NOVEL PHOSPHONIUM BORATE COMPOUND, AND METHOD OF USING THE SAME

The invention relates to a phosphonium borate compound represented by Formula (I) (hereinafter, the compound (I)). The invention has objects of providing (A) a novel process whereby the compound is produced safely on an industrial scale, by simple reaction operations and in a high yield; (B) a novel compound that is easily handled; and (C) novel use as catalyst. ????????Formula (I) : (R1)(R2)(R3)PH·BAr4?????(I) wherein R1, R2, R3 and Ar are as defined in the specification. The process (A) includes reacting a phosphine with a) HCl or b) H2SO4 to produce a) a hydrochloride or b) a sulfate; and reacting the salt with a tetraarylborate compound. The compound (B) has for example a secondary or tertiary alkyl group as R1 and is easily handled in air without special attention. The use (C) is characterized in that the compound (I) is used instead of an unstable phosphine compound of a transition metal complex catalyst for catalyzing C-C bond, C-N bond and C-O bond forming reactions and the compound produces an effect that is equal to that achieved by the transition metal complex catalyst.