Phenylmagnesium chloride
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Phenylmagnesium chloride
structure -
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CAS No:
100-59-4
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Formula:
C6H5ClMg
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Chemical Name:
Phenylmagnesium chloride
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Synonyms:
Magnesium,chlorophenyl-;Magnesium,phenyl-,chloride;Chlorophenylmagnesium;Phenylmagnesium chloride
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CAS No:
Phenylmagnesium chloride Basic Attributes
136.86
135.99300
202-868-8
DTXSID8059215
Crystals
2931900090
Characteristics
0
2.17630
yellowish-brown to dark brown solution
0.98 g/mL at 20 °C
89-90 °C
230 °C @ Press: 8 Torr
1 °F
It reacts violently with water.soluble in ether (ethyl ether, other ethers may be used as solvents)
water-free area
101mmHg at 25°C
Reacts with water, steam or acids to produce toxic and flammable vapors with evolution of heat.
Safety Information
II
8
UN 2924 3/PG 2
2
14-19-20/21/22-34-67-65-63-48/20-11-40-37
26-36/37/39-45-62-33-16
F,C
P210-P280-P305 + P351 + P338-P310
H225-H314
SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.
Reacts with water, steam or acids to produce toxic and flammable vapors with evolution of heat
|Danger|H225 (45.07%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P370+P378, P403+P235, P405, and P501|Aggregated GHS information provided by 71 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Reacts with water, steam or acids to produce toxic and flammable vapors with evolution of heat.|Dangerous fire risk, solution highly flammable.
Toxicity
IDENTIFICATION AND USE: Phenylmagnesium chloride is used as a Grignard reagent in organic synthesis, especially in the production of hydrocarbons, alcohols, ketones, organic acids, amines, silicones, boranes. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: There are no data available.
Phenylmagnesium chloride's production and use in organic synthesis and as a Grignard reagent(1,2) may result in its release to the environment through various waste streams(SRC). Phenylmagnesium chloride is on the US DEA (Drug Enforcement Administration) list of special surveillance chemicals used in clandestine drug manufacture(3).
TERRESTRIAL FATE: Phenylmagnesium chloride reacts violently with water(1) and, therefore, leaching or volatilization in moist soil are not expected to be important fate processes(SRC). Reaction with water will be the dominant fate mechanism(SRC).|AQUATIC FATE: Phenylmagnesium chloride reacts violently with water(1) and, therefore, hydrolysis will be the only important fate mechanism in the aquatic environment(SRC).|ATMOSPHERIC FATE: Relevant vapor pressure data were not available for phenylmagnesium chloride(SRC, 2017). However, phenylmagnesium chloride reacts violently with water(1) and, therefore, both particulate phase and vapor phase phenylmagnesium chloride are expected to react with precipitation, cloud water, fog and possibly water vapor in the atmosphere(SRC).
Phenylmagnesium chloride reacts violently with water(1). Phenylmagnesium chloride reacts with water, steam or acids to produce toxic and flammable vapors(2). Hydrolysis of a phenylmagnesium halide produces benzene with a potential release of hydrogen halide vapors such as hydrochloric acid (HCl) vapors(3). Phenylmagnesium chloride is sensitive to light and exposure to sunlight may cause explosive peroxides to form in the commercially sold tetrahydrofuran solutions of phenylmagnesium chloride(4).
Phenylmagnesium chloride reacts violently with water(1); therefore, the potential for bioconcentration in aquatic organisms low or non-existent(SRC).
Phenylmagnesium chloride reacts violently with water(1); therefore, leaching in moist soil is not expected to be an important fate process(SRC).
Phenylmagnesium chloride reacts violently with water(1); therefore, volatilization from water surfaces or moist soil is not expected to be an important fate process(SRC).
Occupational exposure to phenylmagnesium chloride may occur through dermal contact with this compound at workplaces where phenylmagnesium chloride is produced or used(SRC). The general population is not expected to be exposed to phenylmagnesium chloride(SRC). A possible rare exposure to the general population may be possible in the vicinity of its use as a reagent during illicit drug manufacture. Phenylmagnesium chloride is on the US DEA (Drug Enforcement Administration) list of special surveillance chemicals used in clandestine drug manufacture(1).
Drug Information
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/
Phenylmagnesium chloride Use and Manufacturing
Prepared by reacting chlorobenzene with magnesium at reflux temperatures in the presence of catalytic amounts of an organic nitrate.|Chloro-, bromo-, or iodobenzene will react with magnesium metal in ethereal solvents to produce phenylmagnesium chloride, bromide, or iodide (Grignard reagents).
In organic synthesis, especially in the production of hydrocarbons, alcohols, ketones, organic acids, amines, silicones, boranes.
(1979) No Data|(1981) No Data
Available dissolved in tetrahydrofuran.
Magnesium, chlorophenyl-: ACTIVE|Grignard reagent is basically an organomagnesium halide having a formula of RMgX where X is a halogen, and R is an alkyl or aryl (based on a benzene ring) group. On the event of Grignard Reaction, Grignard reagent is added to a ketone or aldehyde, to form a tertiary or secondary alcohol, respectively. The reaction with formaldehyde leads to a primary alcohol. Grignard reagent can be used for determining the number of halogen atoms present in a halogen compound. ... Used for the chemical analysis of certain triacylglycerols. /Grignard reagent/
Computed Properties
Molecular Weight:136.86
Hydrogen Bond Acceptor Count:2
Exact Mass:135.9930195
Monoisotopic Mass:135.9930195
Heavy Atom Count:8
Complexity:100
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes
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