Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
at 250℃; under 52505.3 Torr; for 7h; Inert atmosphere; | 99% |
Triphenylmethylethylether
acetyl chloride
A
trityl chloride
B
ethyl acetate
Conditions | Yield |
---|---|
at 13℃; for 70h; | A 97% B 82% |
at 70℃; for 13h; | A 4.68 g B 1.25 g |
Conditions | Yield |
---|---|
With thionyl chloride In n-heptane 1.) RT, 10 min, 2.) reflux, 1 d; | 96% |
Triphenylmethylethylether
benzoyl chloride
A
benzoic acid ethyl ester
B
trityl chloride
Conditions | Yield |
---|---|
at 70 - 100℃; for 35h; | A 78% B 86% |
at 70 - 100℃; for 35h; | A 0.81 g B 1.64 g |
tritylsulfenyl chloride
trityl chloride
Conditions | Yield |
---|---|
With 1H-imidazole; triethylamine In dichloromethane at 20℃; for 1h; | 83% |
Heating; |
Conditions | Yield |
---|---|
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 |
norborn-2-ene
tritylsulfenyl chloride
A
trityl chloride
endo-2-chloro-exo-1-(triphenylmethyldithio)bicyclo<2.2.1>heptane
Conditions | Yield |
---|---|
Ambient temperature; | A n/a B 82% |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 27h; Reflux; | A n/a B 81% |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 35h; Reagent/catalyst; Solvent; Temperature; Reflux; | A 80% B 65% |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 31h; Reflux; | A 75% B n/a |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 28h; Reflux; | A 71% B n/a |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 30h; Reflux; | A n/a B 70% |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 31h; Reflux; | A n/a B 70% |
Conditions | Yield |
---|---|
In ethyl acetate for 13h; Heating; | A 26% B 23% C 69% |
endo-2-chloro-exo-1-(triphenylmethyldithio)bicyclo<2.2.1>heptane
A
triphenylmethanethiol
B
trityl chloride
Conditions | Yield |
---|---|
In ethyl acetate for 40h; Heating; | A 21% B 19% C 68% |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 32h; Reflux; | A 68% B n/a |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 25h; Reflux; | A n/a B 68% |
Conditions | Yield |
---|---|
In ethyl acetate for 10h; Heating; | A 27% B 19% C 67% |
Conditions | Yield |
---|---|
In ethyl acetate for 8h; Heating; | A 24% B 20% C 65% |
Conditions | Yield |
---|---|
In ethyl acetate for 15h; Heating; | A 28% B 21% C 65% |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 30h; Reflux; | A 62% B n/a |
(2E)-3,7-dimethyl-1-triphenylmethoxy-2,6-octadiene
A
Geraniol
B
trityl chloride
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 30h; Reflux; | A 62% B n/a |
Conditions | Yield |
---|---|
In ethyl acetate for 42h; Heating; | A 25% B 21% C 60% |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 34h; Reflux; | A 60% B n/a |
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 30h; Reflux; | A 58% B n/a |
triphenylacetic acid
tungsten(VI) chloride
A
carbon monoxide
C
trityl chloride
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 18h; Inert atmosphere; Schlenk technique; | A 57% B 32% C n/a |
1,4-pentanediol monotrityl ether
A
1,4-Pentanediol
B
trityl chloride
Conditions | Yield |
---|---|
With indium; ammonium chloride In methanol for 28h; Reflux; | A 56% B n/a |
TREHALOSE
trityl chloride
6-O-(triphenylmethyl)-α-D-glucopyranosyl-6'-O-(triphenylmethyl)-α-D-glucopyranoside
Conditions | Yield |
---|---|
With pyridine at 20 - 40℃; for 20h; Inert atmosphere; | 100% |
In pyridine | 88% |
With pyridine at 40℃; for 36h; | 83% |
Conditions | Yield |
---|---|
With pyridine; dmap for 48h; Ambient temperature; | 100% |
With pyridine; dmap at 20℃; for 48h; | 100% |
With pyridine for 1.5h; Reflux; | 93% |
Conditions | Yield |
---|---|
With pyridine for 48h; Ambient temperature; | 100% |
With pyridine at 70℃; for 24h; | 96% |
With pyridine |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; | 100% |
With pyridine | |
With pyridine |
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 20℃; for 16h; | 100% |
With pyridine; dmap In dichloromethane at 20℃; for 18h; | 95% |
With triethylamine In dichloromethane Ambient temperature; | 94% |
Conditions | Yield |
---|---|
Stage #1: trityl chloride; aniline at 190℃; for 0.5h; Stage #2: With hydrogenchloride In methanol for 0.5h; Reflux; | 100% |
at 50℃; for 1.5h; | 63% |
With pyridine at 20℃; for 24h; Substitution; | 44% |
Conditions | Yield |
---|---|
With water In tetrachloromethane | 100% |
With water Kinetics; Rate constant; Mechanism; Two-phase systems; | |
With water In acetone at 25℃; Kinetics; ΔS, ΔH (excit.); |
trityl chloride
1,2-O-isopropylidene-α-D-xylose
1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose
Conditions | Yield |
---|---|
With pyridine at 20℃; for 12h; | 100% |
With pyridine for 16h; | 95% |
With triethylamine In dichloromethane for 3h; Inert atmosphere; | 95% |
trityl chloride
methyl-alpha-D-glucopyranoside
methyl 6-O-trityl-α-D-glucopyranoside
Conditions | Yield |
---|---|
With pyridine at 70℃; for 2h; | 100% |
With pyridine at 90℃; for 72h; Inert atmosphere; Schlenk technique; | 100% |
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 30℃; for 3.5h; regioselective reaction; | 98% |
3-(hexadecyloxy)-1,2-propanediol
trityl chloride
1-O-hexadecyl-3-O-trityl-rac-glycerol
Conditions | Yield |
---|---|
100% | |
With pyridine Ambient temperature; | 68% |
In hexane Heating; | 56% |
rac-1-monopalmitoylglycerol
trityl chloride
1-palmitoyl-3-O-trityl-rac-glycerol
Conditions | Yield |
---|---|
With pyridine at 60℃; for 3h; | 100% |
With pyridine at 60℃; for 3h; | 100% |
With pyridine In chloroform |
methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride
trityl chloride
methyl N-trityl-L-serinate
Conditions | Yield |
---|---|
With TEA In dichloromethane at 0℃; for 24h; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; | 98% |
With triethylamine In dichloromethane at 0 - 20℃; | 98% |
Conditions | Yield |
---|---|
With calcium for 0.5h; | 100% |
4-HYDROXYPIPERIDINE
trityl chloride
N-triphenylmethyl-4-hydroxypiperidine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 100% |
With triethylamine In dichloromethane at 20℃; for 14h; | 82% |
With triethylamine In dichloromethane at 0℃; for 1h; | |
With potassium carbonate In N-methyl-acetamide |
ethyl 6-aminopicolinate
trityl chloride
Ethyl 6-tritylaminopicolinate
Conditions | Yield |
---|---|
With triethylamine In chloroform for 5h; Ambient temperature; | 100% |
With triethylamine In chloroform at 20℃; |
5-(4-methoxyphenyl)-1H-tetrazole
trityl chloride
5-(4-Methoxy-phenyl)-1-trityl-1H-tetrazole
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 70℃; for 3h; | 100% |
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one
trityl chloride
(-)-7α-hydroxy-6β-triphenylmethoxymethyl-cis-2-oxabicyclo<3.3.0>octan-3-one
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; for 4h; Inert atmosphere; | 100% |
With pyridine In dichloromethane | 93% |
With pyridine at 20℃; for 48h; | 87% |
In pyridine at 20℃; for 48h; Substitution; | 87% |
With pyridine at 20℃; for 12h; Temperature; Large scale; |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 48h; | 100% |
Stage #1: (S)-Ethyl lactate; trityl chloride With zinc(II) chloride In acetonitrile at 20℃; for 0.0833333h; Stage #2: With triethylamine In acetonitrile at 20℃; for 0.166667h; Stage #3: With citric acid In water; acetonitrile at 20℃; for 0.0833333h; pH=5; | 83% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 48h; Inert atmosphere; | 82% |
D-2-deoxyglucose
trityl chloride
(3R,4S,5R)-3,4,5-Trihydroxy-6-trityloxy-hexanal
Conditions | Yield |
---|---|
With pyridine for 15h; Ambient temperature; | 100% |
trityl chloride
Conditions | Yield |
---|---|
With pyridine; tetrabutylammonium perchlorate In dichloromethane for 4.5h; Ambient temperature; | 100% |
2-azido-sphingosine
trityl chloride
(2S,3R,4E)-2-azido-1-(triphenylmethyl)-4-octadecene-1,3-diol
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 23h; | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane for 26h; | 91% |
In tetrahydrofuran; pyridine; chloroform for 48h; Ambient temperature; | 90% |
L-threonine methyl ester hydrochloride
trityl chloride
methyl (2S,3R)-3-hydroxy-2-triphenylmethylaminobutanoate
Conditions | Yield |
---|---|
With triethylamine In chloroform at 0℃; for 24h; | 100% |
With triethylamine In chloroform at 0℃; for 20h; | 100% |
With triethylamine In chloroform at 0℃; for 72h; | 91% |
With triethylamine In dichloromethane at 20℃; for 19h; |
1-O-(Z)-9'-octadecenyl-sn-glycerol
trityl chloride
1-O-(Z)-9'-octadecenyl-3-O-trityl-sn-glycerol
Conditions | Yield |
---|---|
With pyridine for 48h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane | 100% |
With potassium carbonate In dichloromethane at 20℃; for 4h; Inert atmosphere; | 90% |
With triethylamine In dichloromethane at 20℃; | 83.3% |
trityl chloride
2H-4-oxo-1,2,3,4,6,7,8,12b-octahydropyrazino<2,1-a><2>benzazepine
2-(triphenylmethyl)-4-oxo-1,2,3,4,6,7,8,12b-octahydropyrazino<2,1-a><2>benzazepine
Conditions | Yield |
---|---|
With triethylamine In chloroform 1) 0 deg C, 30 min, 2) r.t., 90 min; | 100% |
With triethylamine In chloroform | 100% |
trityl chloride
Conditions | Yield |
---|---|
With triethylamine 1.) -35 deg C to room temp., 1 h, 2.) room temp., 9 h; | 100% |
trityl chloride
trifluoroacetyl triflate
triphenylmethyl trifluoromethanesulfonate
Conditions | Yield |
---|---|
In tetrachloromethane at 25℃; for 3h; | 100% |
trityl chloride
(E)-methyl 3-(1H-imidazol-4-yl)acrylate
trans-1-trityl-4-imidazoleacrylic acid methyl ester
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide for 0.5h; Ambient temperature; | 100% |
With triethylamine In tetrahydrofuran at 0 - 20℃; | 97% |
With triethylamine In N,N-dimethyl-formamide for 3h; Ambient temperature; | 70% |
trityl chloride
N-benzylethylenediamine
N-Benzyl-N'-(triphenylmethyl)ethane-1,2-diamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 100% |
With triethylamine In acetonitrile at 0 - 30℃; for 1h; Inert atmosphere; | 100% |
With triethylamine In dichloromethane for 1h; 0 deg C to r.t.; | 83% |
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
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, |
Hazard Codes: C,N
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
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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