フェニルマグネシウムブロミド

Phenylmagnesium bromide

HCID 66852CAS 100-58-3

基本情報

標準SMILES
[Br-].[Mg+2].[c-]1ccccc1
InChIKey
ANRQGKOBLBYXFM-UHFFFAOYSA-M
分子式
C6.H5.Mg.Br
平均分子量
181.31 g/mol

概要

Phenylmagnesium bromide is an arylmagnesium halide. It has a role as a Grignard reagent.

名称と識別子

優先名称
Phenylmagnesium bromide
IUPAC
magnesium;benzene;bromide
現地名
フェニルマグネシウムブロミド
英語名
Phenylmagnesium bromide
分子式
C6H5BrMg
分子量
181.31

名称と別名

phenylmagnesium bromide100-58-3BromophenylmagnesiumMagnesium, bromophenyl-bromo(phenyl)magnesiumBromomagnesiobenzeneEINECS 202-867-2DTXSID3059214CHEBI:51238HSDB 8383Magnesium, bromophenylRefChem:861755
名称をさらに表示
フェニルマグネシウムブロミド (32%テトラヒドロフラン溶液, 約2mol/L)ブロモフェニルマグネシウム(ブロモマグネシオ)ベンゼンブロモ(フェニル)マグネシウムフェニルマグネシオブロミドフェニルブロモマグネシウムフェニルマグネシウムブロマイド臭化フェニルマグネシウム,テトラヒドロフラン溶液臭化フェニルマグネシウムフェニルマグネシウムブロミド (16%テトラヒドロフラン溶液, 約1mol/L)フェニルマグネシウムブロミド, 3Mエーテル溶液フェニルマグネシウムブロミド 溶液フェニルマグネシウムブロミドPhenylmagnesium bromide, 2.8M solution in Diethyl etherPhenylmagnesinesium bromidePhenylbromomagnesiumbromophenyl-magnesiu(Bromomagnesio)benzenePhenylMagnesiuM BroMid
DTXCID4032455202-867-2phenyl magnesium bromidemagnesium;benzene;bromidePhMgBrMFCD00000038Bromidophenylmagnesiumphenyhnagnesium bromide

データベース識別子

CAS
100-58-3
PubChem CID
66852
DTXSID
DTXSID3059214
ChEBI
CHEBI:51238
EC Number
202-867-2

物性

構造計算による物性

極性表面積
0 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
0
重原子数
8

実験および物理化学的性質

Chemical ClassesMetals -> Metals, Organic Compounds
Density · 2 件

1.14

Relative density: 1.134 mg/L at 25 °C

Color/Form · 2 件

A solution in ether

Liquid

Physical Description3 molar (76%) solution in diethyl ether: Yellow to brown liquid; [Alfa Aesar MSDS]
Other Experimental PropertiesSubstances and mixtures, which In contact with water, emit flammable gases

物理化学的性質

融点
153 · 153-154 °C
比重(密度)
1.134 g/mL · 1.134 g/mL at 25 °C
闪点
40 °F · −40 °F
貯蔵温度
water-free area
溶解性
テトラヒドロフランと混和します。
外見
液体

化学的性質

化学的特性Clear light brown to brown solution.

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H225 (39.2%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 74 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

REACH registered substance: Bromophenylmagnesium (EC: 202-867-2)

Magnesium, bromophenyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Fire PotentialDangerous fire risk, solution highly flammable.
Hazards Summary · 1 件

3 molar solution in diethyl ether (CAS# 60-29-7): Reacts violently with water evolving flammable gases; May form explosive peroxides; Causes burns; [Alfa Aesar MSDS] See Methyl magnesium bromide, Cyclohexylmagnesium chloride, Phenylmagnesium chloride, and Ethyl magnesium bromide.

Hazard Classes and CategoriesFlam. Liq. 2 (39.2%)

安全と保護具

Disposal Methods · 1 件

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.

Protective Action Criteria (PAC) · 3 件

1.2 [mg/m3]

13 [mg/m3]

79 [mg/m3]

毒性情報

Adverse EffectsDermatotoxin - Skin burns.
Toxicity SummaryIDENTIFICATION 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.
Antidote and Emergency Treatment · 3 件

/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/

安全データ

F
1-3-10
wgk
1
tsca
TSCA listed
ridadr
UN 3399 4.3/PG 1
hs_code
29319090
risk_code
12-14-22-34-19-11-67-40-37

化学と産業

用途と製造

Uses · 2 件

Arylating agent in organic synthesis.

Aryl, Chemical Synthesis, Grignard Reagents, Organometallic Reagents

Methods of ManufacturingFrom magnesium and bromobenzene.
Formulations/PreparationsA Grignard reagent available as a solution in ether.
General Manufacturing Information · 2 件

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/

応用分野

解説フェニルマグネシウムブロミド ,グリニャール試薬の一種。空気中では不安定で,エーテル系溶媒に可溶。有機化合物にフェニル基を導入する試薬として,実験室ばかりでなく工業的にも重要である。トリフェニルメタノール,ジフェニルエチレンなどの重要原料となる。グリニャール反応【友田 修司】株式会社平凡社 世界大百科事典 第2版について 情報

使用Phenylmagnesium Bromide is a reagent used in the preparation of arylcarbonimidic dichlorides via dichloroiodobenzene-mediated gem-dichlorination of aryl isonitriles.

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