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Triphenylmethyl chloride

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Name

Triphenylmethyl chloride

EINECS 200-986-4
CAS No. 76-83-5 Density 1.141 g/cm3
PSA 0.00000 LogP 5.21730
Solubility chloroform: 0.1 g/mL Melting Point 109-112 °C
Formula C19H15Cl Boiling Point 374.3 °C at 760 mmHg
Molecular Weight 278.781 Flash Point 177.9 °C
Transport Information UN 3261 8/PG 3 Appearance white to yellow solid
Safety 26-36/37/39-45-61-27 Risk Codes 34-50/53-14-36/37
Molecular Structure Molecular Structure of 76-83-5 (Triphenylmethyl chloride) Hazard Symbols CorrosiveC,DangerousN
Synonyms

Methane,chlorotriphenyl- (8CI);1,1',1''-(Chloromethylidyne)tris[benzene];Chlorotriphenylmethane;

Article Data 132

Triphenylmethyl chloride Synthetic route

76-84-6

triphenylmethyl alcohol

76-83-5

trityl chloride

Conditions
ConditionsYield
With Vilsmeier reagent In 1,4-dioxane at 80℃; for 0.5h;100%
With hydrogenchloride; calcium chloride In water; toluene at 25℃; for 5h; Solvent; Reagent/catalyst;96%
With chloro-trimethyl-silane In dichloromethane; water at 0℃; for 0.666667h;90%
519-73-3

triphenylmethane

76-83-5

trityl chloride

Conditions
ConditionsYield
With tetrachloromethane at 250℃; for 7h; Inert atmosphere; Autoclave;99%
With dihydrogen peroxide; lithium chloride In benzene at 50℃; for 5h; Irradiation;99.4%
With 2,2'-azobis(isobutyronitrile); benzyl(trimethyl)ammonium tetrachloroiodate In tetrachloromethane for 1h; Heating;90%
56-23-5

tetrachloromethane

519-73-3

triphenylmethane

76-83-5

trityl chloride

Conditions
ConditionsYield
at 250℃; under 52505.3 Torr; for 7h; Inert atmosphere;99%
968-39-8

Triphenylmethylethylether

75-36-5

acetyl chloride

A

76-83-5

trityl chloride

B

141-78-6

ethyl acetate

Conditions
ConditionsYield
at 13℃; for 70h;A 97%
B 82%
at 70℃; for 13h;A 4.68 g
B 1.25 g
596-31-6

methoxytriphenylmethane

76-83-5

trityl chloride

Conditions
ConditionsYield
With thionyl chloride In n-heptane 1.) RT, 10 min, 2.) reflux, 1 d;96%
968-39-8

Triphenylmethylethylether

98-88-4

benzoyl chloride

A

93-89-0

benzoic acid ethyl ester

B

76-83-5

trityl chloride

Conditions
ConditionsYield
at 70 - 100℃; for 35h;A 78%
B 86%
at 70 - 100℃; for 35h;A 0.81 g
B 1.64 g
24165-03-5

tritylsulfenyl chloride

76-83-5

trityl chloride

Conditions
ConditionsYield
With 1H-imidazole; triethylamine In dichloromethane at 20℃; for 1h;83%
Heating;
56-23-5

tetrachloromethane

71-43-2

benzene

76-83-5

trityl chloride

Conditions
ConditionsYield
With iron(III) chloride at 15 - 150℃; under 2625.26 - 4500.45 Torr; for 5h; Temperature; Pressure; Autoclave;82%
Stage #1: tetrachloromethane With aluminum (III) chloride In Petroleum ether at 120 - 150℃; for 1h;
Stage #2: benzene In Petroleum ether at 60℃; under 760.051 Torr; for 0.5h; Reagent/catalyst; Solvent; Temperature; Pressure; Microwave irradiation;
80.1%
With iron(III) chloride
498-66-8

norborn-2-ene

24165-03-5

tritylsulfenyl chloride

A

76-83-5

trityl chloride

80345-24-0

endo-2-chloro-exo-1-(triphenylmethyldithio)bicyclo<2.2.1>heptane

Conditions
ConditionsYield
Ambient temperature;A n/a
B 82%
5333-62-0

benzyl trityl ether

A

76-83-5

trityl chloride

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With indium; ammonium chloride In methanol for 27h; Reflux;A n/a
B 81%

Triphenylmethyl chloride Chemical Properties

Molecular Structure of Chlorotriphenylmethane (CAS NO.76-83-5):

IUPAC Name: [chloro(diphenyl)methyl]benzene
Molecular formula: C19H15Cl
Molar mass: 278.78 g/mol
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 0 Å2
Index of Refraction: 1.607
Molar Refractivity: 84.38 cm3
Molar Volume: 244.1 cm3
Surface Tension: 42.3 dyne/cm
Density: 1.141 g/cm3
Flash Point: 177.9 °C
Storage temp: Store under Nitrogen
Solubility: chloroform: 0.1 g/mL
Sensitive: Lachrymatory
BRN: 397363
Enthalpy of Vaporization: 59.73 kJ/mol
Boiling Point: 374.3 °C at 760 mmHg
Vapour Pressure: 1.82E-05 mmHg at 25°C
Melting point: 109-112°C
InChI
InChI=1/C19H15Cl/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
Smiles
C(c1ccccc1)(c1ccccc1)(c1ccccc1)Cl
 EINECS: 200-986-4
Product Categories: Amino Acid Derivatives; Starting Raw Materials & Intermediates; Organics; N-Protecting Reagents; Biochemistry; Nucleosides, Nucleotides & Related Reagents; Protecting Agents for Hydroxyl and Amino Groups; Protecting Agents, Phosphorylating Agents & Condensing Agents; Protection & Derivatization Reagents (for Synthesis); Synthetic Organic Chemistry; Regant series

Triphenylmethyl chloride Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04021,

Triphenylmethyl chloride Safety Profile

Hazard Codes: CorrosiveC,DangerousN
Risk Statements: 34-50/53-14-36/37
R34:Causes burns. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R14 :Reacts violently with water. 
R36/37:Irritating to eyes and respiratory system.
Safety Statements: 26-36/37/39-45-61-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3261 8/PG 3
WGK Germany: 3
RTECS: PA6450000
F: 10-19-21
Hazard Note: Irritant
HazardClass: 8

Triphenylmethyl chloride Specification

  Chlorotriphenylmethane , with CAS number of 76-83-5, can be called [Chloro(diphenyl)methyl]benzene ; 1,1’,1’’-(chloromethylidyne)tris-benzen ; 1,1’,1’’(-Chloromethylidyne)trisben-zene ; chlorotriphenyl-methan ; Methane, chlorotriphenyl- ; alpha-chlorotriphenylmethane ; Benzene, 1,1',1''-(chloromethylidyne)tris- . It is a white solid . Sometimes it is used to introduce the trityl protecting group because it's an alkyl halide. Chlorotriphenylmethane (CAS NO.76-83-5) can be intermediates to produce drug especially for cephalosporins and be synthesized to idoxuridine for the anti-viral effect.

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