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.); |
bromo-triphenyl-methane
di-sec-butyl mercury
A
triphenylmethyl alcohol
B
secondary-butyl mercury(II) bromide
C
sec-butyl triphenylmethyl peroxide
Conditions | Yield |
---|---|
With oxygen; tetrabutylammomium bromide In 1,2-dichloro-ethane; benzene Product distribution; other reaction conditions; | A n/a B n/a C 100% |
With oxygen; tetrabutylammomium bromide In 1,2-dichloro-ethane Yields of byproduct given; | A n/a B n/a C 76% |
trimethylsilyl triphenyl methyl ether
triphenylmethyl alcohol
Conditions | Yield |
---|---|
Stage #1: trimethylsilyl triphenyl methyl ether With nitrogen dioxide at 20℃; for 0.833333h; Stage #2: With water | 100% |
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry; | 99% |
With montmorillonite K-10 In methanol for 4h; Ambient temperature; | 98% |
triphenylmethyl alcohol
Conditions | Yield |
---|---|
With acid-washed bentonite In acetone at 40 - 50℃; for 0.166667h; | 100% |
Conditions | Yield |
---|---|
With chromyl chloride In tetrachloromethane at 22℃; for 0.5h; ultrasound sonication; | 99% |
With potassium hydroxide; 18-crown-6 ether; oxygen; dimethyl sulfoxide In 1,2-dimethoxyethane at 20℃; for 1.5h; | 97% |
With chromium(VI) oxide; tetrabutylammonium periodite In dichloromethane; acetonitrile at -40℃; for 0.166667h; | 97% |
1-diphenylmethylene-4-trityl-2,5-cyclohexadiene
A
triphenylmethyl alcohol
Conditions | Yield |
---|---|
In tetrahydrofuran; acetonitrile at 20℃; for 0.5h; Reagent/catalyst; Inert atmosphere; Glovebox; | A 99% B 83% |
4,5-dihydroxymethyl-1-triphenylmethylimidazole
A
4,5-dihydroxymethylimidazole
B
triphenylmethyl alcohol
Conditions | Yield |
---|---|
With acetic acid for 1.5h; Heating; | A 98.5% B n/a |
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid at 50℃; for 12h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
In water at 25℃; for 0.00555556h; Solvent; | 98% |
Conditions | Yield |
---|---|
With potassium 12-tungstocobaltate(III) In water; acetonitrile for 0.2h; Microwave irradiation; | 96% |
With 1H-imidazole; C17H16ClMnN2O2; tetrabutylammonium periodite In chloroform at 20℃; for 0.333333h; | 95% |
With oxygen; mercury(II) oxide In methanol; acetonitrile at 25℃; UV-irradiation; | 88% |
methyl 2,4-di-O-benzyl-3-O-methyl-6-O-trityl-α-D-galactopyranoside
A
triphenylmethyl alcohol
B
methyl 2,4-di-O-benzyl-3-O-methyl-α-D-galactopyranoside
Conditions | Yield |
---|---|
With acetic acid In water Heating; | A n/a B 96% |
MoO2Cl2(OP(N(CH3)2)3)2
trityl hydroperoxide
A
triphenylmethyl alcohol
Conditions | Yield |
---|---|
In dichloromethane to Mo complex dissolved in CH2Cl2 added Ph3COOH, stirred for 30 min; concd., Et2O added; elem. anal.; | A 95% B 86% |
A
triphenylmethyl alcohol
Conditions | Yield |
---|---|
With hydrogenchloride In acetonitrile at 40℃; for 6h; Solvent; | A 94.1% B 94.2% |
bromo-triphenyl-methane
potassium ethyl xanthogenate
A
triphenylmethyl alcohol
B
bis-ethoxythiocarbonyldisulfane
C
O-ethyl S-triphenylmethyl dithiocarbonate
Conditions | Yield |
---|---|
In benzene for 6h; Ambient temperature; | A 2% B 2% C 94% |
Trityl-tert.butylaether
triphenylmethyl alcohol
Conditions | Yield |
---|---|
With water; acetic acid In dichloromethane for 0.25h; | 94% |
triphenylmethyl phenyl sulfide
A
triphenylmethyl alcohol
B
diphenyldisulfane
Conditions | Yield |
---|---|
In acetonitrile at -5℃; for 3h; Product distribution; Irradiation; photochemical reaction of sulfides with tetranitromethane; oxidation and fragmentation products; oxidation, fragmentation, deprotonation and aromatic substitution pathways; generation of radical cations by chemical oxidation with triarylaminium salts; | A 90% B 94% |
With 5-methoxy-phenanthridinium In [D3]acetonitrile at 25℃; Irradiation; | A 27 % Spectr. B 13 % Spectr. |
With N-methoxy phenanthridinium hexafluorophosphate In acetonitrile Photolysis; Inert atmosphere; | A 17.4 %Chromat. B 8.5 %Chromat. |
di-triphenylmethyl hyponitrite
A
triphenylmethyl alcohol
B
benzhydrylphenyl ether
Conditions | Yield |
---|---|
With cyclohexa-1,4-diene In dichloromethane at 20℃; for 7h; Kinetics; | A 93.1% B 30.6% |
trityl chloride
trehalose dihydrate
A
triphenylmethyl alcohol
B
6-O-(triphenylmethyl)-α-D-glucopyranosyl-6'-O-(triphenylmethyl)-α-D-glucopyranoside
Conditions | Yield |
---|---|
In pyridine for 45h; Ambient temperature; | A n/a B 92% |
C23H27N2O3P
triphenylmethyl alcohol
Conditions | Yield |
---|---|
With sodium In ammonia | 92% |
With ammonia; sodium In tetrahydrofuran for 0.25h; Product distribution; | 92% |
2,2,2-Tris-methylsulfanyl-1-phenyl-ethanone
A
triphenylmethyl alcohol
B
triphenmethyl methyl sulfide
C
Bis-methylsulfanyl-phenyl-thioacetic acid S-methyl ester
Conditions | Yield |
---|---|
In dichloromethane for 2h; Product distribution; Mechanism; Ambient temperature; various substrates under different reaction conditions; | A 23% B 72% C 92% |
Conditions | Yield |
---|---|
With bismuth(III) chloride; silver(I) bromide; magnesium; copper(ll) bromide In tetrahydrofuran; toluene at 96℃; for 12h; Barbier Coupling Reaction; | 91% |
With magnesium 1.) terbutyl methyl ether, THF, iodine, dichloroethane, reflux, 2.) reflux, 2.5 h; Multistep reaction; | |
Stage #1: bromobenzene With magnesium In tetrahydrofuran at 55℃; for 0.333333h; Grignard reaction; Inert atmosphere; Sonication; Stage #2: benzophenone In tetrahydrofuran at 55℃; for 0.166667h; Grignard reaction; Sonication; | |
Stage #1: bromobenzene With magnesium In diethyl ether at 35℃; for 2h; Stage #2: benzophenone In diethyl ether for 24h; Reflux; |
Conditions | Yield |
---|---|
With tert-butylbenzene; tributylphosphine for 6.5h; Heating; | A 4% B 91% |
With oxygen; N-hydroxyphthalimide In benzonitrile at 100℃; under 760 Torr; for 20h; | A 20 % Chromat. B 30 % Chromat. |
With 3-tert-butylbenzene-1,2-diol; oxygen; Na11Zn3 W19Ru2O70H3 In 1,2-dichloro-ethane at 80℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
With ozone In dichloromethane at 25℃; for 1h; Mechanism; Kinetics; Rate constant; other reaction times; | |
With oxygen; Na11Zn3 W19Ru2O70H3 In 1,2-dichloro-ethane at 80℃; for 24h; Product distribution; also in the presence of tert-butylcatechol; |
Conditions | Yield |
---|---|
In tetrahydrofuran; toluene at 23℃; for 4h; Solvent; Time; Inert atmosphere; Schlenk technique; | A 91% B n/a |
3,6-diphenyl-1,2,4-trioxane
phenyllithium
A
phenylethane 1,2-diol
B
1,1-Diphenylmethanol
C
triphenylmethyl alcohol
D
benzyl alcohol
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 4.5h; Product distribution; Mechanism; reaction with alkylmagnesium galides, single electron transfer mechanism; | A 39% B 90% C 26% D 26% |
O2,2'-anhydro-5,6-dihydro-6-(S)-(1,3-dithian-2-yl)-5'-O-trityluridine
A
triphenylmethyl alcohol
B
3-<(S)-1-(1,3-dithian-2-yl)>propionamido-(1,2-dideoxy-β-D-arabinofurano)-<1,2-d>-2-oxazolidinone
C
5,6-dihydro-6-(S)-(1,3-dithian-2-yl)-1-β-D-arabinofuranosyluracil
Conditions | Yield |
---|---|
With acetic acid for 10h; Heating; | A n/a B 90% C 10% |
methyl 4-hydroxymethyl-1-triphenylmethylimidazole-5-carboxylate
A
triphenylmethyl alcohol
B
methyl 4(5)-hydroxymethylimidazole-5(4)-carboxylate
Conditions | Yield |
---|---|
In ethanol; acetic acid for 0.75h; Heating; | A n/a B 90% |
Conditions | Yield |
---|---|
With hydridotetracarbonylcobalt In dichloromethane at 20℃; Rate constant; | 100% |
With dimethylsilicon dichloride; sodium iodide In dichloromethane; acetone for 0.166667h; Ambient temperature; | 100% |
With iodine; hypophosphorous acid In acetic acid at 60℃; for 24h; | 100% |
Conditions | Yield |
---|---|
With Lawessons reagent In 1,2-dimethoxyethane for 15h; Mechanism; Ambient temperature; various alcohols, other solvents, other temperatures; | 100% |
With Lawessons reagent In toluene for 0.2h; Quantum yield; Heating; DME, room temperature; | 100% |
With Lawessons reagent In 1,2-dimethoxyethane for 15h; Ambient temperature; | 100% |
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% |
triphenylmethyl alcohol
mercaptoacetic acid
2-(triphenylmethylthio)ethanoic acid
Conditions | Yield |
---|---|
With trifluoroacetic acid at 20℃; for 0.5h; | 100% |
With trifluoroacetic acid In chloroform at 20℃; for 1h; | 98% |
With trifluoroacetic acid In chloroform at 20℃; for 3h; | 95% |
triphenylmethyl alcohol
Triphenyl-methanol anion
Conditions | Yield |
---|---|
With potassium hydride; cryptand 222B In benzene for 0.0833333h; | 100% |
triphenylmethyl alcohol
2-mercaptoethylamine hydrochloride
2-amino tritylthio ethane
Conditions | Yield |
---|---|
With trifluoroacetic acid at 20℃; for 3h; | 100% |
With boron trifluoride diethyl etherate; triethylamine In chloroform at 75℃; | 99% |
With boron trifluoride diethyl etherate; triethylamine In chloroform at 75℃; | 99% |
Conditions | Yield |
---|---|
With trifluoroacetic acid In chloroform at 20℃; for 3.5h; Inert atmosphere; | 100% |
With dodecylbenzene-sulphonic acid In water at 80℃; for 24h; | 97% |
Conditions | Yield |
---|---|
In not given byproducts: (C6H5)3CH; rection of aluminum compd. with alcohol at -78°C; | 100% |
triphenylmethyl alcohol
2-mercaptoethylamine hydrochloride
<2-<(triphenylmethyl)thio>ethyl>amine hydrochloride
Conditions | Yield |
---|---|
With trifluoroacetic acid at 20℃; | 100% |
Conditions | Yield |
---|---|
at 100℃; for 3h; Ionic liquid; Inert atmosphere; regioselective reaction; | 99% |
With pentafluorophenylboronic acid In 1,2-dichloro-ethane for 16h; Friedel-Crafts arylation; Reflux; Molecular sieve; | 90% |
With pentafluorophenylboronic acid In toluene for 2h; Molecular sieve; Reflux; | 70% |
With acetic acid |
Conditions | Yield |
---|---|
With pentafluorophenylboronic acid In 1,2-dichloro-ethane for 16h; Friedel-Crafts arylation; Reflux; Molecular sieve; | 99% |
With zinc(II) chloride In 1,4-dioxane at 110 - 130℃; | 98% |
With iodine In acetonitrile at 20℃; for 0.75h; | 98% |
With phosphomolybdic acid In ethylenediamine at 60℃; for 1h; | 97% |
With scandium tris(trifluoromethanesulfonate) In dichloromethane at 60℃; for 4h; Sealed tube; | 88% |
triphenylmethyl alcohol
chlorhydrate du L-cysteinate d'ethyle
S-trityl-L-cysteinate d'ethyle
Conditions | Yield |
---|---|
With trifluoroacetic acid for 0.25h; | 99% |
Conditions | Yield |
---|---|
With Cp2Ti(OSO2C8F17)2 at 100℃; for 0.4h; Neat (no solvent); | 99% |
Stage #1: triphenylmethyl alcohol; acetic anhydride With molybdenium(VI) dioxodichloride In toluene Stage #2: With N-ethyl-N,N-diisopropylamine In toluene for 2h; Heating; | 98% |
K5 In acetonitrile at 20℃; for 4h; | 90% |
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate In dichloromethane at 20℃; | 99% |
With 3-dodecyl-2-iodo-1-methyl-1H-imidazol-3-ium hexafluoroantimonate; iodine In nitromethane at 20℃; for 2h; Inert atmosphere; | 99% |
With titanium tetrachloride In dichloromethane at 20℃; for 0.0166667h; | 98% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 3h; Heating; | 99% |
triphenylmethyl alcohol
2,2-dimethylpropanoic anhydride
2,2-dimethylpropionic acid trityl ester
Conditions | Yield |
---|---|
Stage #1: triphenylmethyl alcohol; 2,2-dimethylpropanoic anhydride With molybdenium(VI) dioxodichloride In toluene Stage #2: With N-ethyl-N,N-diisopropylamine In toluene for 12h; Heating; | 99% |
Conditions | Yield |
---|---|
With copper diacetate; chloro(1,5-cyclooctadiene)rhodium(I) dimer In o-xylene at 170℃; for 4h; | 99% |
triphenylmethyl alcohol
trimethylsilyl cyanide
2,2,2-triphenylacetonitrile
Conditions | Yield |
---|---|
With iodine; lithium carbonate In dichloromethane at 35℃; for 5h; | 99% |
With tris(pentafluorophenyl)borate In acetonitrile at 20℃; for 1.16667h; | 93% |
With tris(pentafluorophenyl)borate In acetonitrile at 20℃; for 17h; | 57% |
With indium(III) chloride In toluene at 20℃; | 89 %Chromat. |
triphenylmethyl alcohol
2-chloro-4-fluoro-1-tritylsulfanylbenzene
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 1.5h; Cooling with ice; | 99% |
With trifluoroacetic acid In dichloromethane at 20℃; for 1.5h; | 99% |
triphenylmethyl alcohol
2-mercaptoethylamine hydrochloride
trifluoroacetic acid
Conditions | Yield |
---|---|
at 20℃; for 2h; | 98.5% |
at 20℃; for 1h; |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 5h; Heating; | 98% |
With sulfuric acid at 210 - 240℃; |
Conditions | Yield |
---|---|
ammonium cerium(IV) nitrate for 0.25h; Heating; | 98% |
With sulfuric acid for 4.5h; Ambient temperature; | 93% |
With 2,3-dicyano-5,6-dichloro-p-benzoquinone for 0.75h; Heating; | 92% |
Conditions | Yield |
---|---|
Stage #1: triphenylmethyl alcohol; l-cysteine hydrochloride With trifluoroacetic acid for 2h; Stage #2: With sodium acetate; sodium hydroxide In diethyl ether; water at 0℃; pH=5 - 6; | 98% |
With trifluoroacetic acid for 3h; Inert atmosphere; | 96% |
With choline chloride; urea In trifluoroacetic acid at 25℃; for 2h; | 95% |
Triphenylmethanol is also known as Trityl alcohol, Triphenylcarbinol, 76-84-6, Methanol, triphenyl-, Tritanol, Triphenylmethyl alcohol, triphenylmethan-1-ol. With the Molecular Formula C19H16O, it is an organic compound and a white crystalline solid that is insoluble in water and petroleum ether, but well soluble in ethanol, diethyl ether, and benzene. It reacts with acetyl chloride to give triphenylmethyl chloride.
Physical properties about Triphenylmethanol are: (1)ACD/LogP: 3.836; (2)ACD/LogD (pH 5.5): 3.84; (3)ACD/LogD (pH 7.4): 3.84; (4)ACD/BCF (pH 5.5): 484.72; (5)ACD/BCF (pH 7.4): 484.71; (6)ACD/KOC (pH 5.5): 2909.88; (7)ACD/KOC (pH 7.4): 2909.86; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.622; (12)Molar Refractivity: 81.072 cm3; (13)Molar Volume: 230.289 cm3; (14)Polarizability: 32.14 10-24cm3; (15)Surface Tension: 46.4389991760254 dyne/cm; (16)Density: 1.13 g/cm3; (17)Flash Point: 168.744 °C; (18)Enthalpy of Vaporization: 66.255 kJ/mol; (19)Boiling Point: 379.999 °C at 760 mmHg
Preparation of Triphenylmethanol: The preparation of triphenylmethanol from methyl benzoate or benzophenone and bromobenzene is a common laboratory experiment for teaching the Grignard reaction. An alternative starting material is diethyl carbonate.
When you are using this chemical, please be cautious about it as the following:
1. Do not breathe dust;
2. Avoid contact with skin and eyes;
3. Wear suitable protective clothing;
4. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C19H16O/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,20H;
(2)InChIKey=LZTRCELOJRDYMQ-UHFFFAOYSA-N;
(3)SmilesC(c1ccccc1)(c1ccccc1)(c1ccccc1)O;
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