Phenyllithium | 591-51-5

Phenyllithium Properties

Melting point	160-163 °C(Solv: benzene (71-43-2))
Boiling point	140-143 °C
Density	0.835 g/mL at 25 °C
Flash point	20 °C
storage temp.	Store at +2°C to +8°C.
solubility	Miscible with ether and hydrocarbons.
form	Dark Brown Solution
Water Solubility	Severe reaction
Sensitive	Air & Moisture Sensitive
BRN	506502
Stability	Moisture Sensitive
InChIKey	NHKJPPKXDNZFBJ-UHFFFAOYSA-N
CAS DataBase Reference	591-51-5(CAS DataBase Reference)
EPA Substance Registry System	Lithium, phenyl- (591-51-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS02,GHS05,GHS07
Signal word	Danger
Hazard statements	H226-H314-H335-H412
Precautionary statements	P210-P273-P280-P303+P361+P353-P305+P351+P338+P310
Hazard Codes	F,C,N,Xi
Risk Statements	11-14-17-34-52/53-67-66-65-50/53-22-19-35-36/37/38
Safety Statements	26-36/37/39-45-61-62-60-43-16-6-8
RIDADR	UN 3392 4.2/PG 1
WGK Germany	2
F	1-10
TSCA	Yes
HazardClass	4.3
PackingGroup	II
HS Code	29319090

Phenyllithium price More Price(4)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	593230	Phenyllithium solution 1.9M in dibutyl ether	591-51-5	50ml	$128	2024-03-01	Buy
Sigma-Aldrich	593230	Phenyllithium solution 1.9M in dibutyl ether	591-51-5	100ml	$152	2024-03-01	Buy
Sigma-Aldrich	8.14974	Phenyllithium (20% solution in dibutylether) for synthesis	591-51-5	100ML	$714	2023-01-07	Buy
Sigma-Aldrich	593230	Phenyllithium solution 1.9M in dibutyl ether	591-51-5	800ml	$391.2	2024-03-01	Buy

Product number	Packaging	Price	Buy
593230	50ml	$128	Buy
593230	100ml	$152	Buy
8.14974	100ML	$714	Buy
593230	800ml	$391.2	Buy

Phenyllithium Chemical Properties,Uses,Production

Description

Phenyllithium is an organometallic compound that is used as a nucleophile for substitution and addition reactions, and in the synthesis of organolithium building blocks through lithium-metalloid and metalation exchange reactions.

Properties

Phenyllithium has a molecular weight of 84.046 g/mol, a monoisotopic mass of 84.055 g/mol and an exact mass of 84.055 g/mol. It has a heavy atom count of 7 and a complexity of 95.8.
Phenyllithium is soluble in ether solvents; it is soluble in hydrocarbon solvents especially through the addition of donor additives/solvents.

Uses

Phenyllithium is used for synthetic purposes to introduce a phenyl group into a compound or for metalation reactions. It undergoes typical Grignard type reactions.

Preparation

Phenyllithium is synthesized by reacting elemental lithium with bromobenzene and dissolving the resulting products in ether. 18g[2.57 mol] of lithium that contains about 1-3% of sodium is flattened out using a hammer to attain a thickness of about 1.5 mm and then it is cut into chips of about 2x10x1.5 mm. The chips are placed into a flask holding 800 ml of anhydrous diethyl ether. The air is purged with dry argon or dry nitrogen and the ether is condensed to -250 C in the first two minutes of the reaction.
150.7 g of bromobenzene is placed into the flask through the dropping funnel, where one portion contains only 10 g of bromobenzene. After a few minutes of the reaction, there is a significant rise in temperature and the contents of the flask appear turbid. When the reaction starts to subside, after about 10 minutes, the remaining bromobenzene is added gradually to the flask using a dropper over a period of 1 hour, while maintaining the temperature of the contents between -150 C and -200 C. The dark coating on the lithium metal subsides almost entirely leaving behind a silver-like appearance.
Once all the bromobenzene is added to the flask, the contents are stirred and the temperature is maintained at -150 C for 1 hour. The temperature should then be allowed to increase up to 00, which will also be indicated a gradually fading glow of the reacting metal.
The resulting solution is emptied into a storage flask that has been filled with an inert gas. The filtration of the solution should take place in an inert atmosphere where a steady stream of argon or nitrogen[2-3 l/min] is passed through the reaction contents to prevent the solution from oxidation. Diethyl ether is then added to increase the Volume of the solution to 1 litre. The contents of the flask are then swirled gently[homogenization] to allow for the final step of the reaction, where the concentration is determined.
Solutions containing Phenyllithium are unstable at room temperature when left for long periods of time. The gradual attack of Phenyllithium on ethyl ether makes the commercial preparation of the compound undesirable. The incorporation of small quantities of ethyl ether to attain solutions of 1:1 phenyllithiumzethyl etherate complex in the presence of benzene reduces the average titer of the ethyl ether hence it makes the solution more stable.
The average titer should be about 1 molar, which corresponds to a high yield[90%] and purity. Amounts that are significantly higher or lower than the mol ratio often yield lesser amounts of Phenyllithium. The resulting 1:1 phenyllithiumzethyl etherate complex could be a tetramer or a dimer but it does not affect the ethyl ether to Phenyllithium ratio, which remains 1:1.

Application

Phenyllithium can be used in the preparation of 1-Acetyl-1′-diphenylphosphinoferrocene from ferrocenophane

Hazard Statements

Phenyllithium is a flammable liquid/vapour and it may catch fire when exposed to air. When it comes into contact with water it emits flammable gases. Phenyllithium may result in acute toxicity upon ingestion and inhalation, or when it comes into contact with one’s eyes and skin.

Chemical Properties

Phenyllithium is a colorless crystalline solid or dark brown to black solution, It is soluble in polar solvents such as ethers and tertiary amines but insoluble in hydrocarbons. Concentrated solutions in volatile solvents are pyrophoric but can be safely handled under inert atmosphere.

Uses

Phenyllithium Solution (1.9M in Dibutyl Ether) is used as catalyst in the synthesis of pharmaceuticals. Used in the preparation of sulfonamides as well as in the preparation of orally bioavailable inhibitors of lipoprotein-associated phospholipase A2.

Preparation

Phenyllithium is usually prepared in the laboratory from bromobenzene and lithium metal in diethyl ether. Since phenyllithium cleaves ether, the solution must be used within a day or refrigerated. Industrially, it is produced from chlorobenzene and lithium metal dispersion in a benzene-ether mixture. A potentially useful and inexpensive process is one in which benzene is metalated by n-butyllithium in the presence of di-tertiary amines.

Definition

ChEBI: Phenyllithium is an aryllithium compound.

Phenyllithium Preparation Products And Raw materials

Raw materials

Preparation Products

4-Pyridyl acetone β-Carotene 2-Phenylquinoline Milrinone 2-Phenyl-1,2,3,4-tetrahydronaphthalene

Eticyclidine VINYL LITHIUM Diethyl isopropylmalonate N-Isopropylaniline 1-BROMO-8-PHENYLOCTANE

1,2,3,4,5-PENTAPHENYL-1,3-CYCLOPENTADIENE TETRAPHENYLGERMANE CYCLOHEPTANE 2'-FLUOROACETOPHENONE Tetraallyltin

DIPHENYL DITELLURIDE

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Phenyllithium Suppliers

Global( 137)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hebei Guanlang Biotechnology Co,.LTD	+8619930503252	daisy@crovellbio.com	China	5964	58
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21695	55
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
Richest Group Ltd	18017061086	oled@richest-group.com	CHINA	5601	58
Antai Fine Chemical Technology Co.,Limited	18503026267	info@antaichem.com	CHINA	9641	58
Hubei Ipure Biology Co., Ltd	+8613367258412	ada@ipurechemical.com	China	10326	58
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418671	sales@tnjchem.com	China	34572	58

Supplier	Advantage
Hebei Guanlang Biotechnology Co,.LTD	58
Capot Chemical Co.,Ltd.	60
Henan Tianfu Chemical Co.,Ltd.	55
career henan chemical co	58
Chongqing Chemdad Co., Ltd	58
CONIER CHEM AND PHARMA LIMITED	58
Richest Group Ltd	58
Antai Fine Chemical Technology Co.,Limited	58
Hubei Ipure Biology Co., Ltd	58
Hefei TNJ Chemical Industry Co.,Ltd.	58

View Lastest Price from Phenyllithium manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2023-07-26	Phenyllithium 591-51-5	US $5.00-2.00 / KG	1KG	99%	10000kg	Hebei Guanlang Biotechnology Co,.LTD
	2019-07-06	Phenyllithium 591-51-5	US $1.00 / kg	1kg	99%	Customized	Career Henan Chemical Co

Phenyllithium
591-51-5
US $5.00-2.00 / KG
99%
Hebei Guanlang Biotechnology Co,.LTD

Phenyllithium
591-51-5
US $1.00 / kg
99%
Career Henan Chemical Co

591-51-5(Phenyllithium)Related Search:

2-Bromofluorobenzene Cesium sulfate n-Butyllithium 2-THIENYLLITHIUM ISOPROPYLLITHIUM

N-HEXYLLITHIUM Methyllithium Ethyllithium ISOBUTYLLITHIUM tert-Butyllithium

N-PROPYLLITHIUM SEC-BUTYLLITHIUM Phenyllithium MESITYLLITHIUM 4-(Dimethylamino)phenyllithium

PHENYLLITHIUM (20% IN DIBUTYLETHER) LITHIUM 2,6-DIMETHOXYPHENYL 2M PHENYLLITHIUM IN DIBUTYL ETHER [154.2.24]

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phenyl-lithiu PHENYLLITHIUM PHENYLLITHIUM DIBUTYL PhenyllithiuM, 1.0 M solution in ethyl ether, J&KSeal PhenyllithiuM, 2.0 M solution in dibutyl ether, SpcSeal PhenyllithiuM, 1.0 M solution in ethyl ether, SpcSeal Phenyllithium solution, 1.9M in di-n-butyl ether LITHIUMPHENYL PHENYLLITHIUM, 1.9M SOLUTION IN CYCLO-HEXANE-ETHER, 70 TO 30 PHENYLLITHIUM SOLUTION 20% IN DIBUTYLETHER PHENYLLITHIUM SOL., 1.8-2.1 M IN CYCLO- HEXANE/ETHER 70/30% PHENYLLITHIUM, CA. 1.8M SOLUTION IN DI-N-BUTYLETHER 20%solutioninDibutylether phenyllithium solution phenyllithium, 1.5-1.7m in cyclohexane/ether PHENYLLITHIUM(CA.17%INCYCLOHEXANE-DIETHYLETHER) PHENYLLITHIUM, 2M SOLUTION IN CYCLOHEXANE/ETHER, 70/30 Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30%, packaged under Argon in resealable ChemSealTM bottles Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30% Phenyllithium (ca. 19% in Butyl Ether, ca. 1.9mol/L) Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30%, packaged under Argon in resealable ChemSeal bottles Phenyllithium2.0M solution (20%) in dibutyletherAcroSeal§3 Lithiobenzene Phenyllithium, 2.0M solution (20%) in dibutylether Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30%, packaged under Argon in resealable ChemSeal^t bottles Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30%, packaged under Argon in resealable ChemSeal^t Phenyllithium, 2M solution in cyclohexane-ether, 70 to 30 Phenyllithium, typically 1.9M in di-n-butyl ether Phenyllithium (ca. 16% in Butyl Ether, ca. 1.6mol/L) Phenyllithium, 2.0M solution (20%) in dibutyl ether, AcroSeal Phenyl Lithium Solution,1.7THF Phenyllithium ISO 9001：2015 REACH PHENYLLITHIUM 2.0M IN DBE phenyll-Lithium PHLI Phenyllithium, typically 1.9 M in dibutylether Phenyllithium, 1.6M in Di-n-butyl-ether 591-51-5 C6H5Li Aryl Organolithium Organometallic Reagents Classes of Metal Compounds Typical Metal Compounds Li (Lithium) Compounds Classes of Metal Compounds Li (Lithium) Compounds Typical Metal Compounds