 Home > Encyclopedia > Phenylmagnesium bromide

Phenylmagnesium bromide

Phenylmagnesium bromide structure

CAS No:
100-58-3
Formula:
C6H5BrMg
Chemical Name:
Phenylmagnesium bromide
Synonyms:
Magnesium,bromophenyl-;Phenylmagnesium bromide;Bromophenylmagnesium;Bromomagnesiobenzene;26185-68-2;191084-03-4
Categories:
Organic Chemistry > Organometallic Compounds

Description

Phenylmagnesium bromide, with the chemical formula of C6H5MgBr, is an important molecule that holds a significant position in the field of organometallic compounds. The magnesium atom present in it gives it unique chemical properties and reaction capabilities, making it stand out among many organometallic compounds. This compound is usually sold in the commercial market in the form of diethyl ether or tetrahydrofuran (THF) solutions, providing great convenience for chemical experiments and research. As a typical Grignard reagent, Phenylmagnesium bromide plays an indispensable role in the field of organic synthesis. It is like a skilled craftsman, often used as the synthesis equivalent of the phenyl "Ph−" substituent, finely regulating the progress of aromatication reaction. Its presence makes organic synthesis reactions more efficient and controllable. It is worth noting that, as a type of aromatic magnesium halide, Phenylmagnesium bromide, assisted by Grignard reagents, exhibits outstanding capabilities in adjusting the structure of organic molecules and introducing functional groups. In the process of chemical synthesis, it is undoubtedly a valuable partner, with its unique properties and functions bringing new vitality and possibilities to the field of chemical synthesis. Phenylmagnesium bromide, with its CAS number of 100-58-3, is also known as Phenylmagnesium bromide, bromobenzene magnesium, etc. It belongs to a major class of compounds in organic chemistry - organometallic compounds. In the market, it is usually available in the form of diethyl ether or tetrahydrofuran (THF) solution, providing great convenience for chemical experiments and research. In practical applications, the performance of phenylmagnesium bromide is particularly outstanding. In organic synthesis, it serves as an efficient catalyst, not only promoting the smooth progress of aromaticization reactions but also improving the efficiency and selectivity of the reaction. Therefore, phenylmagnesium bromide has broad application prospects in the field of chemical synthesis and has become the focus of attention for many chemists and researchers. Its unique properties and functions have brought new breakthroughs and innovations to the field of chemical synthesis and are expected to make greater contributions to the development of chemical science.

Phenylmagnesium bromide Basic Attributes

Molecular Weight：

181.31

Exact Mass：

179.942490

EC Number：

202-867-2

DSSTox ID：

DTXSID3059214

Color/Form：

A solution in ether|Liquid

HScode：

2931900090

Characteristics

PSA：

XLogP3：

2.33240

Appearance：

Yellow to brown Liquid

Density：

1.14

Melting Point：

153-154 °C

Boiling Point：

78.8ºC at 760 mmHg

Flash Point：

−40 °F

Water Solubility：

Solubility in water: reaction.;Miscible with tetrahydrofuran.

Storage Conditions：

water-free area

Experimental Properties：

Substances and mixtures, which In contact with water, emit flammable gases

Safety Information

Packing level：

Hazard category：

4.3

Transport codes：

UN 3399 4.3/PG 1

wgk germany：

hazard class code：

12-14-22-34-19-11-67-40-37

safety instructions：

16-26-36/37/39-45-33-29-7/8-6A-43B

Marks：

F+,C,F

Precautionary statement(s)：

P210-P231 + P232-P280-P370 + P378-P402 + P404-P403 + P235

Hazard Statements：

H225-H261-H302-H314

Disposal Methods：

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.

RIDADR：

UN 3399

Caution Statement：

P210; P260; P280; P305 + P351 + P338; P370 + P378; P403 + P235

GHS Classification：

|Danger|H225 (39.73%): 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 73 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fire Potential：

Dangerous fire risk, solution highly flammable.

Toxicity

Toxicity Summary：

IDENTIFICATION AND USE: Phenylmagnesium bromide is used for chemical Synthesis as Grignard reagent. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: There are no data available.

Drug Information

Antidote：

/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 bromide Use and Manufacturing

Methods of Manufacturing

From magnesium and bromobenzene.

Uses

Phenylmagnesium bromide has unique chemical properties and application value, which have important research value and application potential in the fields of organic synthesis, aromatication reactions, Grignard reagents, and organometallic reagents, injecting new vitality into the development of the chemical synthesis field. In addition to the applications mentioned above, Phenylmagnesium bromide also has unique charm in the field of materials science. As an organometallic compound, it can react with a variety of organic and inorganic substances to form composite materials with special structures and functions. These composite materials have potential application value in energy, electronics, optics and other fields, providing new directions for materials science research. In the energy field, Phenylmagnesium bromide can participate in the preparation of high-efficiency solar cell materials. By reacting with specific organic or inorganic substances, composite materials with excellent photoelectric properties can be formed, which can absorb and convert solar energy more effectively, thereby improving the energy conversion efficiency of solar cells. In the electronics field, Phenylmagnesium bromide can be used to prepare high-performance organic semiconductor materials. By reacting with organic semiconductor molecules, composite materials with excellent electrical properties can be formed, which have broad application prospects in organic electronic devices and flexible electronic devices. In the field of optics, phenylmagnesium bromide can participate in the preparation of materials with special optical properties. By reacting with optically active molecules, it can form composite materials with excellent optical properties, which have potential applications in optical sensors, optical switches, etc. Phenylmagnesium bromide, as an organometallic compound, has broad application prospects and huge research potential in the fields of organic synthesis and materials science. With the continuous development of science and technology, it is believed that phenylmagnesium bromide will play a more unique role in more fields, making greater contributions to the development of human society.

Formulations：

A Grignard reagent available as a solution in ether.

Manufacturing Info：

Magnesium, bromophenyl-: ACTIVE|Grignard reagents 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 reagents/

Computed Properties

Molecular Weight:181.31
Hydrogen Bond Acceptor Count:2
Exact Mass:179.94250
Monoisotopic Mass:179.94250
Heavy Atom Count:8
Complexity:100
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

Synthesis Route

7439-95-4

Recommended Suppliers of Phenylmagnesium bromide

Shandong zhishang chemical Co.,Ltd Contact Supplier

CN
5 YRS

Business licensed Certified factory

Manufactory Supplier of Dichloromethane,Linocaine hydrochloride

Professional Supplier Phenylmagnesium Bromide CAS 100-58-3 with Best Price

CAS No.: 100-58-3

Inquiry
NANTONG REFORM PETRO-CHEMICAL CO.,LTD Contact Supplier

CN
4 YRS

Business licensed Certified factory

Manufactory Supplier of Flavors & Fragrances,Catalyst & Auxiliary,Intermediates,Dyes & Pigments,Inorganic Chemistry,petro chemicals,Surfactant,Food Additives,Water Treatment Chemicals

Phenylmagnesium bromide

CAS No.: 100-58-3

Grade: Industrial Grade

Content: 99%

Inquiry