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PHENYLLITHIUM

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Name

PHENYLLITHIUM

EINECS 209-720-1
CAS No. 591-51-5 Density 0.835
PSA 0.00000 LogP 1.48680
Solubility vigorous reaction Melting Point 160-163 °C(Solv: benzene (71-43-2))
Formula C6H5 Li Boiling Point 140-143 ºC
Molecular Weight 84.0467 Flash Point 20 ºC
Transport Information UN 3392 Appearance Colorless transparent to yellow liquid
Safety Incompatible with air, water. Product of reaction with titanium tetraethoxide ignites spontaneously in air and reacts violently with water. When heated to decomposition it emits toxic fumes of Li2O. See also LITHIUM COMPOUNDS and ORGANOMETALS. Risk Codes R11;R14;R35;R52/53   
Molecular Structure Molecular Structure of 591-51-5 (Phenyllithium) Hazard Symbols
Synonyms

Lithium,diphenyldi-; Phenyllithium

Article Data 87

PHENYLLITHIUM Synthetic route

108-86-1

bromobenzene

591-51-5

phenyllithium

Conditions
ConditionsYield
With lithium In diethyl ether ultrasonic agitation;95%
In dibutyl ether at 10 - 30℃; Reagent/catalyst; Temperature; Inert atmosphere; Large scale;80%
With diethyl ether; lithium man erhitzt schliesslich unter Zugabe von Aether zum Sieden;
915703-81-0

N,N'-bis(2,6-diisopropylphenyl)-2-bromo-2,3-dihydro-1H-1,3,2-diazaborole

75-64-9

tert-butylamine

591-51-5

phenyllithium

Conditions
ConditionsYield
In benzene at 80℃; for 16h; Inert atmosphere; Glovebox; Schlenk technique;84%
587-85-9

diphenylmercury(II)

591-51-5

phenyllithium

Conditions
ConditionsYield
With lithium In diethyl ether Inert atmosphere; Schlenk technique;74%
With lithium; benzene
603-33-8

triphenylbismuthane

7439-93-2

lithium

A

7440-69-9

bismuth

B

591-51-5

phenyllithium

Conditions
ConditionsYield
In diethyl ether 20°C;A n/a
B 22%
109-72-8, 29786-93-4

n-butyllithium

108-86-1

bromobenzene

60-29-7

diethyl ether

591-51-5

phenyllithium

109-72-8, 29786-93-4

n-butyllithium

60-29-7

diethyl ether

3124-01-4

hexaphenyl diplumbane

A

27980-18-3

hexabutyldiplumbum

B

591-51-5

phenyllithium

109-72-8, 29786-93-4

n-butyllithium

60-29-7

diethyl ether

555-54-4

diphenylmagnesium

A

1191-47-5

dibutylmagnesium

B

591-51-5

phenyllithium

Conditions
ConditionsYield
reversible Reaktion;
109-72-8, 29786-93-4

n-butyllithium

1132-39-4

diphenylselenide

A

28622-61-9

butyl phenyl selenide

B

645-96-5

Benzeneselenol

C

591-51-5

phenyllithium

60-29-7

diethyl ether

917-54-4

methyllithium

595-89-1

Tetraphenyllead

591-51-5

phenyllithium

Conditions
ConditionsYield
analoge Umsetzungen erfolgen mit Tetrakis-<4-chlor-phenyl>-zinn und mit Dibenzylquecksilber;
811-49-4

ethyllithium

603-36-1

triphenylantimony

591-51-5

phenyllithium

PHENYLLITHIUM Chemical Properties

Molecular Formula: C6H5Li
Molecular Weight: 84.04
EINECS: 209-720-1
Flash point: 20 ºC
Storage temp:  2-8°C
Boiling point: 140-143 º  C
Density: 0.835 g/mL at 25 °C
Water solubility: vigorous reaction
Sensitive of Phenyllithium (591-51-5): Air & Moisture Sensitive 
Synonyms: Lithiumphenyl;Phenyl-lithiu;Phenyllithium;Phenyllithium dibutyl;Phli;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%
Product Categories: Classes of Metal Compounds;Li (Lithium) Compounds;Typical Metal Compounds
Following is the molecular structure of Phenyllithium (591-51-5):


 

PHENYLLITHIUM Safety Profile

Incompatible with air, water. Product of reaction with titanium tetraethoxide ignites spontaneously in air and reacts violently with water. When heated to decomposition it emits toxic fumes of Li2O.
Safety Information of Phenyllithium (591-51-5):
Hazard Codes  F,C,N
F: Highly Flammable  C: Corrosive  N: Dangerous for the environment
Risk Statements: 11-14-17-34-52/53-67-66-65-50/53-22-19-35
11: Highly Flammable 
14: Reacts violently with water 
17: Spontaneously flammable in air 
34: Causes burns 
52/53: Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
67: Vapors may cause drowsiness and dizziness 
66: Repeated exposure may cause skin dryness or cracking 
65: Harmful: May cause lung damage if swallowed 
50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
22: Harmful if swallowed 
19: May form explosive peroxides 
35: Causes severe burns 
Safety Statements: 26-36/37/39-45-61-62-60-43-16-6-8
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
61: Avoid release to the environment. Refer to special instructions safety data sheet 
62: If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label
60: This material and/or its container must be disposed of as hazardous waste 
43: In case of fire, use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add - Never use water) 
16: Keep away from sources of ignition - No smoking 
6: Keep under ... (inert gas to be specified by the manufacturer) 
8: Keep container dry 
RIDADR: UN 3392 4.2/PG 1
WGK Germany: 2
HazardClass: 4.3
PackingGroup: II

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