Cyclohexylmagnesium chloride
Basic information
- CAS
931-51-1- Standard SMILES
[CH-]1CCCCC1.[Cl-].[Mg+2]- InChIKey
WMJMABVHDMRMJA-UHFFFAOYSA-M- Molecular formula
- C6H11ClMg
- Average molar mass
- 142.91 g/mol
- Monoisotopic mass
- 142.0399697
Names & identifiers
- Preferred name
- Cyclohexylmagnesium chloride
- IUPAC
- magnesium;cyclohexane;chloride
- English name
- Cyclohexylmagnesium chloride
- Molecular formula
- C6H11ClMg
- Molecular weight
- 142.91
Names & synonyms
CYCLOHEXYLMAGNESIUM CHLORIDE931-51-1Magnesium, chlorocyclohexyl-ChlorocyclohexylmagnesiumHSDB 5772OAG686RDSUEINECS 213-237-1EC 213-237-1DTXSID2061309RefChem:580868Magnesium, chlorocyclohexylDTXCID4048856
Show more names
Cyclohexylchloromagnesiumchlorocyclohexyl-magnesiuMagnesiuM,chlorocyclohexyl-Cycohexylmagnesium chloridecyclohexylmagnesium chloride sol.Cyclohexylmagnesium chloride solutionCyclohexylmagnesium chloride, 1M in THFCYCLOHEXYLMAGNESIUM CHLORIDE(2.0MinTHF)
CYCLOHEXYLMAGNESIUM CHLORIDE [HSDB]213-237-1UNII-OAG686RDSUmagnesium;cyclohexane;chlorideCHLORO(CYCLOHEXYL)MAGNESIUMMFCD00003816cyclohexylmagnesiumchloridecyclohexyl magnesium chloride
Database identifiers
- CAS
931-51-1- PubChem CID
- 13605
- DTXSID
DTXSID2061309- EC Number
- 213-237-1
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 35.5
Experimental & physicochemical properties
Chemical ClassesMetals -> Metals, Organic Compounds
Physical DescriptionSolution in diethyl ether: Yellow-brown liquid; [MSDSonline]
Other Experimental Properties
Moisture sensitive
... May react violently with water. /Methyl magnesium bromide in ethyl ether/
Physicochemical properties
- Density
- 0.871 g/mL · 0.871 g/mL at 25 °C
- Flash point
- 40 °F · −40 °F
- storage temp.
- 2 · 2-8°C
- form
- Solution
- color
- Clear very dark brown
- Water Solubility
- It reacts violently with water.
- Sensitive
- Air & Moisture Sensitive
- BRN
- 3535440 · 3535440
- InChI
- InChI=1S/C6H11.ClH.Mg/c1-2-4-6-5-3-1;;/h1H,2-6H2;1H;/q;;+1/p-1
- InChIKey
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
Danger
H225 (42.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 73 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationREACH registered substance: Chlorocyclohexylmagnesium (EC: 213-237-1)
Hazards Summary
Apart from their instability in air and their caustic basic properties, organomagnesium compounds and the precipitated inorganic magnesium salts produced during their use display no pronounced toxicity or side effects of environmental concern. [Ullmann] Solution in diethyl ether: Reacts violently with water; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis and pulmonary edema; [MSDSonline]
DOT Emergency Guidelines
/GUIDE 138: SUBSTANCES - WATER-REACTIVE (EMITTING FLAMMABLE GASES)/ Fire or Explosion: Produce flammable gases on contact with water. May ignite on contact with water or moist air. Some react vigorously or explosively on contact with water. May be ignited by heat, sparks or flames. May re-ignite after fire is extinguished. Some are transported in highly flammable liquids. Runoff may create fire or explosion hazard. /Organometallic substance, liquid, water-reactive, flammable/
/GUIDE 138: SUBSTANCES - WATER-REACTIVE (EMITTING FLAMMABLE GASES)/ Health: Inhalation or contact with vapors, substance, or decomposition products may cause severe injury or death. May produce corrosive solutions on contact with water. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control may cause pollution. /Organometallic substance, liquid, water-reactive, flammable/
Chemistry & industry
Uses & manufacturing
Uses
Used as chemical intermediate; [HSDB]
CHEM INT, EG, FOR CYCLOHEXYLSILANE
Methods of ManufacturingREACTION OF CYCLOHEXYL CHLORIDE WITH MAGNESIUM IN ANHYDROUS DIETHYL ETHER, USUALLY IN THE PRESENCE OF AN INITIATOR
General Manufacturing InformationMagnesium, chlorocyclohexyl-: ACTIVE
Applications
UsesCyclohexylmagnesium chloride is used as a Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF). It is used as a reagent for the introduction of the cyclohexyl group; metalation of CH-acidic compounds.
UsesNucleophilic reagent is commonly used in substitution and addition reactions.
Upstream & downstream products
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…