Conditions | Yield |
---|---|
With dmap; CrTTPCl at 60℃; under 37751.8 - 40337.5 Torr; for 40h; | 100% |
With triphenylphosphine; sodium iodide; phenol at 120℃; under 30002.4 Torr; for 4h; | 100% |
pentabutyl propyl guanidinium chloride; silica gel at 120℃; under 33752.7 Torr; for 4h; | 100% |
propylene glycol
carbonic acid dimethyl ester
1,2-propylene cyclic carbonate
Conditions | Yield |
---|---|
at 120℃; for 7h; Product distribution / selectivity; Molecular sieve; | 100% |
In neat (no solvent) at 110℃; for 24h; Temperature; Molecular sieve; Green chemistry; | 99% |
With 1,1,1-trioctyl-1-methylphosphonium methylcarbonate at 90℃; for 1h; Catalytic behavior; Reagent/catalyst; | 96% |
5-methyl-1,3-dioxolane-2,4-dione
methyloxirane
1,2-propylene cyclic carbonate
Conditions | Yield |
---|---|
With [N,N'-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediimine]CoCl; bis(triphenylphosphine)iminium chloride at 20℃; for 1h; Catalytic behavior; Time; Reagent/catalyst; Solvent; | 100% |
methyloxirane
1,2-propylene cyclic carbonate
Conditions | Yield |
---|---|
With (2S)-N,N,N-2-trimethylethanaminium-3-(1H-imidazol-4-yl)propanoic acid hydroiodide at 120℃; under 7500.75 Torr; for 6h; Pressure; | 99% |
With carbon dioxide In N,N-dimethyl-formamide at 99.84℃; under 4137.29 Torr; for 10h; Autoclave; | |
With [Ti(5-(2-hydroxyphenyl)tetrazole(-H))2Cl2]*2tetrahydrofuran; tetra-(n-butyl)ammonium iodide at 75℃; under 16501.7 Torr; for 4.5h; Catalytic behavior; Reagent/catalyst; Temperature; Concentration; Inert atmosphere; Schlenk technique; Glovebox; Autoclave; | |
With [AlCl((OC6H4CHN)2C6H4)]; carbon dioxide; tetrabutylammomium bromide In water at 20℃; for 24h; Reagent/catalyst; Inert atmosphere; | |
With potassium iodide; L-Tryptophan at 120℃; under 15001.5 Torr; for 1h; | 99 %Chromat. |
Conditions | Yield |
---|---|
With 2-Cyanopyridine; cerium(IV) oxide at 139.84℃; under 37503.8 Torr; for 1h; Temperature; Autoclave; | 99% |
With 1,10-Phenanthroline; calcium carbide; zinc trifluoromethanesulfonate In 1-methyl-pyrrolidin-2-one at 180℃; under 37503.8 Torr; for 24h; Autoclave; Glovebox; Sealed tube; | 92% |
With potassium carbonate; (S)-propyleneoxide at 120℃; under 30003 Torr; for 10h; Reagent/catalyst; Pressure; Time; Autoclave; Green chemistry; | 78% |
methyloxirane
5-benzyl L-glutamate N-carboxyanhydride
1,2-propylene cyclic carbonate
Conditions | Yield |
---|---|
With (R,R)-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminochromium(III) chloride; bis(triphenylphosphine)iminium chloride In tetrahydrofuran Reagent/catalyst; Inert atmosphere; Schlenk technique; Glovebox; | 99% |
piperazine-1-carboxylic acid
methyloxirane
A
piperazine
B
1,2-propylene cyclic carbonate
Conditions | Yield |
---|---|
With potassium iodide at 160℃; for 10h; Reagent/catalyst; | A 97.6% B 95.3% |
N-β-aminoethylcarbamic acid
methyloxirane
A
1,2-propylene cyclic carbonate
B
ethylenediamine
Conditions | Yield |
---|---|
With potassium fluoride at 100℃; for 0.5h; | A 90.2% B 96.3% |
carbon monoxide
methyloxirane
1,2-propylene cyclic carbonate
Conditions | Yield |
---|---|
With 1-carboxypropyl-imidazolium bromide at 120℃; under 11251.1 Torr; for 2h; Reagent/catalyst; Temperature; | 95.7% |
at 25℃; under 750.075 Torr; for 24h; Inert atmosphere; Schlenk technique; | 95% |
Conditions | Yield |
---|---|
With di(pyrazin-2-yl)amine; erbium(III) chloride; tetrabutylammomium bromide; zinc at 100℃; under 11251.1 Torr; for 1h; Temperature; Reagent/catalyst; Autoclave; | 95% |
propylene glycol
carbon dioxide
2-methyl-but-3-yn-2-ol
A
1,2-propylene cyclic carbonate
B
3-Hydroxy-3-methyl-2-butanone
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride In acetonitrile at 80℃; under 7500.75 Torr; for 24h; Mechanism; Autoclave; Sealed tube; chemoselective reaction; | A 95% B 67 %Chromat. |
With silver(l) oxide; N,N,N',N'-tetramethylguanidine In acetonitrile at 80℃; under 7500.75 Torr; for 12h; Autoclave; | A 94 %Spectr. B 98 %Spectr. |
Stage #1: carbon dioxide; 2-methyl-but-3-yn-2-ol With C15H18N2O2 In acetonitrile at 25℃; under 760.051 Torr; for 24h; Inert atmosphere; Schlenk technique; Stage #2: propylene glycol With 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine In acetonitrile at 80℃; for 24h; Solvent; Temperature; Inert atmosphere; Schlenk technique; | A 98 %Spectr. B 92 %Spectr. |
Conditions | Yield |
---|---|
With zinc-magnesium mixed oxide at 169.84℃; under 300 Torr; for 0.5h; Catalytic behavior; Reagent/catalyst; Green chemistry; | 94.8% |
With zinc(II) chloride at 160℃; under 112.511 Torr; for 3h; Ionic liquid; | 94.1% |
With 1-hexadecyl-3-methylimidazolium chloride; zinc(II) chloride In neat (no solvent) at 160℃; under 112.511 Torr; for 3h; Green chemistry; | 94.1% |
carbon dioxide
methyloxirane
A
1,2-propylene cyclic carbonate
B
propylene glycol
Conditions | Yield |
---|---|
tetra-n-butylphosphonium chloride at 180℃; under 15001.5 - 37503.8 Torr; for 4h; Product distribution / selectivity; Gas phase; | A 0.3% B 93.4% |
tetraethylphosphonium bromide at 180℃; under 15001.5 - 37503.8 Torr; for 4h; Product distribution / selectivity; Gas phase; | A 0.5% B 92.7% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene; cellulose at 120℃; under 15001.5 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave; Green chemistry; | A 90% B n/a |
propylene glycol
3-methyl-1-nonyn-3-ol
carbon dioxide
A
1,2-propylene cyclic carbonate
B
3-hydroxy-3-methyl-2-nonanone
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride In acetonitrile at 80℃; under 7500.75 Torr; for 24h; Autoclave; Sealed tube; chemoselective reaction; | A 92% B 62% |
2-Phenyl-3-butyn-2-ol
propylene glycol
carbon dioxide
A
1,2-propylene cyclic carbonate
B
3-hydroxy-3-phenyl-butan-2-one
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride In acetonitrile at 80℃; under 7500.75 Torr; for 24h; Autoclave; Sealed tube; chemoselective reaction; | A 91% B 67% |
Conditions | Yield |
---|---|
Stage #1: carbon dioxide With potassium carbonate In N,N-dimethyl-formamide at 30℃; under 760.051 Torr; for 4h; Stage #2: 1-bromo-2-propanol In N,N-dimethyl-formamide at 30℃; for 20h; Pressure; | 90% |
With tetraethylammonium perchlorate 1.) electrolysis, MeCN, 0 deg C, 2.) room temperature, 6 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In 2-methyltetrahydrofuran at 30℃; for 2h; | 90% |
propylene glycol
carbon dioxide
1-Ethynyl-1-cyclohexanol
A
1,2-propylene cyclic carbonate
B
1-(1-hydroxycyclohexyl)ethan-1-one
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride In acetonitrile at 80℃; under 7500.75 Torr; for 24h; Autoclave; Sealed tube; chemoselective reaction; | A 87% B 59% |
Conditions | Yield |
---|---|
With 1,1,1-trioctyl-1-methylphosphonium methylcarbonate at 90℃; for 3h; Catalytic behavior; Reagent/catalyst; | 86% |
With sodium at 135℃; | |
With 1,3-dichlorotetrabutyldistannoxane at 100℃; for 2h; | 99.4 %Chromat. |
With sodium hydroxide at 130℃; |
Conditions | Yield |
---|---|
With dmap In dichloromethane for 2.5h; Ambient temperature; | 85% |
Conditions | Yield |
---|---|
Stage #1: propene With oxygen; isobutyraldehyde In acetonitrile at 100℃; under 3750.38 Torr; for 6h; High pressure; Stage #2: carbon dioxide In acetonitrile at 100℃; under 26252.6 Torr; for 4h; Catalytic behavior; High pressure; | 85% |
Stage #1: propene With piperidine; norbornene; manganese(II,III) oxide; 3-chloro-benzenecarboperoxoic acid In N,N-dimethyl-formamide at 90℃; for 2h; Stage #2: carbon dioxide In N,N-dimethyl-formamide at 20 - 130℃; under 4560.31 Torr; for 6h; Reagent/catalyst; Temperature; Pressure; | 49% |
With oxygen In 1,4-dioxane at 150℃; under 26252.6 Torr; for 5h; Reagent/catalyst; Autoclave; |
Conditions | Yield |
---|---|
With N-chloro-succinimide; (neocuproine)Pd(OAc)2; sodium acetate In acetonitrile at 55℃; under 760.051 Torr; for 24h; Molecular sieve; | 83% |
Stage #1: propylene glycol; carbon monoxide With sulfur; triethylamine In N,N-dimethyl-formamide at 80℃; under 7500.75 Torr; for 5h; Inert atmosphere; Autoclave; Stage #2: With copper(ll) bromide In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; for 16h; | 74% |
With palladium 10% on activated carbon; oxygen; sodium acetate; potassium iodide In 1,2-dimethoxyethane at 100℃; under 10343.2 Torr; for 8h; Autoclave; Inert atmosphere; | 73% |
methyloxirane
1,2-propylene cyclic carbonate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 130℃; | 82% |
phosgene
4-methyl-1,3-dioxa-2-stannolane-Bu2
1,2-propylene cyclic carbonate
Conditions | Yield |
---|---|
for 0.5h; | 79% |
Conditions | Yield |
---|---|
With [N,N'-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediimine]CoCl; bis(triphenylphosphine)iminium chloride at 20℃; for 1h; Catalytic behavior; Time; | 76% |
Conditions | Yield |
---|---|
With ZnCl2 supported on mesoporous graphitic carbon nitride In N,N-dimethyl-formamide at 140℃; for 6h; Reagent/catalyst; Autoclave; | 72.7% |
With C32H32N12Ni(2+)*2ClO4(1-)*2H2O; tetrabutylammomium bromide at 100℃; under 11251.1 Torr; for 1.5h; Catalytic behavior; Reagent/catalyst; Pressure; Temperature; Time; Autoclave; | 63.54% |
With potassium iodide; L-Tryptophan at 120℃; under 15001.5 Torr; for 1h; Reagent/catalyst; Autoclave; | 99 %Chromat. |
methanol
carbon dioxide
methyloxirane
A
1,2-propylene cyclic carbonate
B
propylene glycol
C
1-methoxy-2-propanol
D
2-methoxypropanol
E
carbonic acid dimethyl ester
Conditions | Yield |
---|---|
With 6,7,9,10,12,13,20,21-octahydrodibenzo[b,h][1,4,7,10,13,16]hexaoxacyclooctadecine; potassium chloride at 130℃; under 15001.5 Torr; for 8h; Reagent/catalyst; Autoclave; High pressure; | A 69.2% B 12.5% C n/a D n/a E 13.2% |
With 6,7,9,10,12,13,20,21-octahydrodibenzo[b,h][1,4,7,10,13,16]hexaoxacyclooctadecine; potassium bromide at 130℃; under 15001.5 Torr; for 8h; Reagent/catalyst; Autoclave; High pressure; | A 62.9% B 14.4% C n/a D n/a E 12.5% |
With potassium bromide at 130℃; under 15001.5 Torr; for 8h; Autoclave; High pressure; | A 44.1% B 6.7% C n/a D n/a E 5.8% |
carbon dioxide
methyloxirane
A
1,2-propylene cyclic carbonate
B
poly(propylene carbonate), copolymer with poly(propylene oxide), N of propylene oxide units much less N of propylene carbonate units, Mw = 159900, Mn = 33100; monomer(s): propylene oxide; carbon dioxidepoly(propylene carbonate), copolymer with poly(propylene oxide), N of propylene oxide units much less N of propylene carbonate units, Mw = 159900, Mn = 33100; monomer(s): propylene oxide; carbon dioxide
Conditions | Yield |
---|---|
With zinc adipate In dichloromethane at 86℃; under 19760 Torr; for 13h; | A n/a B 67.33% |
carbon dioxide
methyloxirane
A
1,2-propylene cyclic carbonate
B
poly(propylene carbonate), copolymer with poly(propylene oxide), N of propylene oxide units much less N of propylene carbonate units, Mw = 180000, Mn = 67000; monomer(s): propylene oxide; carbon dioxidepoly(propylene carbonate), copolymer with poly(propylene oxide), N of propylene oxide units much less N of propylene carbonate units, Mw = 180000, Mn = 67000; monomer(s): propylene oxide; carbon dioxide
Conditions | Yield |
---|---|
With zinc adipate In various solvent(s) at 75 - 78℃; under 20520 Torr; for 10h; | A 5.5% B 67.1% |
Conditions | Yield |
---|---|
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen In tetrahydrofuran at 140℃; under 38002.6 Torr; for 10h; Catalytic behavior; Temperature; Time; Solvent; Pressure; Autoclave; | 99% |
With potassium tert-butylate; hydrogen; C16H18BrCoINO2 In dibutyl ether at 160℃; under 45004.5 Torr; for 20h; Reagent/catalyst; Sealed tube; Autoclave; | 92% |
With water; aluminum hydroxide; magnesium hydroxide at 140℃; Conversion of starting material; |
Conditions | Yield |
---|---|
Heating; | A 99% B 86% |
1,2-propylene cyclic carbonate
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
Conditions | Yield |
---|---|
With manganese(II) triflate bis-acetonitrile solvate; potassium tert-butylate In benzene-d6 at 20℃; for 3h; Solvent; Inert atmosphere; Glovebox; | 99% |
With tris(bis(trimethylsilyl)amido)lanthanum(III) at 20℃; for 6h; Inert atmosphere; | 97 %Spectr. |
With C42H50Mg2N4 for 6h; | 99 %Spectr. |
Conditions | Yield |
---|---|
With octyltrimethylammonium bromide; toluene-4-sulfonic acid In toluene for 20h; Concentration; Reagent/catalyst; Reflux; | 97.5% |
1,2-propylene cyclic carbonate
1-anilino-propan-2-ol
5-methyl-3-phenyl-oxazolidin-2-one
Conditions | Yield |
---|---|
With C24H25N4O3(1+)*I(1-); 1,8-diazabicyclo[5.4.0]undec-7-ene at 90℃; Reagent/catalyst; | 97% |
Conditions | Yield |
---|---|
for 48h; Schlenk technique; Inert atmosphere; Glovebox; | 97% |
Conditions | Yield |
---|---|
Heating; | A 96% B n/a |
Conditions | Yield |
---|---|
Heating; | 96% |
Conditions | Yield |
---|---|
With triethylamine; adenine In neat (no solvent) at 120℃; for 18h; regioselective reaction; | 95% |
With IL(OAc-)-MIL-101-NH2 In neat (no solvent) at 140℃; for 9h; Reagent/catalyst; Temperature; | 92% |
With C19H31KNO5(1+)*2C2H3O2(1-)*H(1+) at 130℃; for 5h; Reagent/catalyst; | 72.7% |
With lithium chloride at 176℃; for 48h; |
1-methyl-pyrrolidin-2-one
1,2-propylene cyclic carbonate
2,4-Toluene diisocyanate
poly(toluene-2,4-diisocyanate-co-propylene carbonate-co-N-methylpyrrolidone); monomer(s): toluene-2,4-diisocyanate, 60 mol % in feed; propylene carbonate, 20 mol % in feed; N-methylpyrrolidone, 20 mol % in feed
Conditions | Yield |
---|---|
With triethylamine at 20℃; | 95% |
1,2-propylene cyclic carbonate
1,4-bis(2’6‘-dimethyl-4‘-hydroxyanilino)anthraquinone
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In propylene glycol at 150℃; for 2.5h; | 95% |
Conditions | Yield |
---|---|
With IL(OAc-)-MIL-101-NH2 In neat (no solvent) at 140℃; for 9h; | 94% |
morpholine
1,2-propylene cyclic carbonate
morpholine-4-carboxylic acid-(2-hydroxy-propyl ester)
Conditions | Yield |
---|---|
In ethanol at 45℃; for 3h; | 93.6% |
Conditions | Yield |
---|---|
In dichloromethane at 50℃; for 6h; | 93.5% |
Conditions | Yield |
---|---|
at 90℃; for 3h; Temperature; Time; | 93% |
With calcined hollow titanium silicon molecular sieve modified with sodium carbonate and ammonium dihydrogen phosphate In water at 100℃; for 8h; Time; Reagent/catalyst; Temperature; Autoclave; | 74% |
at 140℃; for 6h; | 35% |
1,2-propylene cyclic carbonate
2-bromo-4'-methylpropiophenone
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid In toluene for 25h; Concentration; Reagent/catalyst; Reflux; | 92.6% |
IUPAC Name: 4-methyl-1,3-dioxolan-2-one
Synonyms of Carbonic acid cyclic propylene ester (CAS NO.108-32-7): Carbonicacid, cyclic propylene ester (8CI) ; Carbonic acid, propylene ester (6CI) ; 1,2-Propanediol carbonate ; 1-Methylethylene carbonate ; 2-Oxo-4-methyl-1,3-dioxolane
CAS NO: 108-32-7
Molecular Formula: C4H6O3
Molecular Weight:102.10
Molecular Structure:
EINECS:203-572-1
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 35.53 Å2
Index of Refraction: 1.415
Molar Refractivity: 21.88 cm3
Molar Volume: 87.2 cm3
Surface Tension: 30 dyne/cm
Density: 1.169 g/cm3
Flash Point: 135.3 °C
Enthalpy of Vaporization: 47.87 kJ/mol
Boiling Point: 241.7 °C at 760 mmHg
Vapour Pressure: 0.0354 mmHg at 25°C
Melting Point: -49 °C
Water Solubility: 240 g/L (20°C)
Appearance: colourless liquid
Stability: Stable. Incompatible with strong oxidizing agents, acids, bases, reducing agents. Protect from contact with moist air or water.
Product Categories of Carbonic acid cyclic propylene ester (CAS NO.108-32-7): Intermediates of Dyes and Pigments;Dioxanes & Dioxolanes;Dioxolanes
Carbonic acid cyclic propylene ester (CAS NO.108-32-7) is a polar solvent, used as a plasticizer, spinning solvent, water-soluble dyes and plastics dispersant. It can be replaced by phenolic resin as wood adhesives, but also for the synthesis of dimethyl carbonate. Beisdes, Carbonic acid cyclic propylene ester can be used for oily solvent, spinning solvents, olefins, aromatics extraction agent, carbon dioxide absorbent, water-soluble dyes and pigment dispersant.
CARBONIC ACID CYCLIC PROPYLENE ESTER (108-32-7) 's producetion.
1. Phosgene the role of raw material propylene glycol with phosgene to generate hydroxyl isopropyl chloroformate, and then reacts with sodium hydroxide, propylene carbonate, and then by vacuum distillation was finished.
2. Transesterification.
3. Chloro-propanol France.
4. Synthesis of propylene oxide with carbon dioxide to carbon dioxide and propylene oxide at 150-160oC , 5MPa reaction under the conditions of propylene carbonate. After decompression fractionation was finished. The above method have been industrialized, but the high cost of the first three methods of production, product quality and poor, which was gradually replaced by a fourth method. 5. Propylene oxide with carbon dioxide to synthesis. This method is developed in the laboratory in recent years as a synthetic method.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD | intraperitoneal | > 500mg/kg (500mg/kg) | "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 218, 1954. | |
mouse | LD50 | oral | 20700mg/kg (20700mg/kg) | Journal of the American College of Toxicology. Vol. 6(1), Pg. 23, 1987. | |
mouse | LD50 | subcutaneous | 15800mg/kg (15800mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 28, Pg. 276, 1972. |
rabbit | LD50 | skin | > 20mL/kg (20mL/kg) | Union Carbide Data Sheet. Vol. 4/25/1958, | |
rat | LC50 | inhalation | > 5gm/m3 (5000mg/m3) | United States Patent Document. Vol. #5122301, | |
rat | LD50 | oral | 29100uL/kg (29.1mL/kg) | Union Carbide Data Sheet. Vol. 4/25/1958, | |
rat | LD50 | subcutaneous | 11100mg/kg (11100mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 28, Pg. 276, 1972. |
Reported in EPA TSCA Inventory.
Hazard Codes: Xi
Risk Statements: 36
R36: Irritating to eyes.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 1
RTECS: FF9650000
F: 3-10
HS Code: 29209010
Mildly toxic by ingestion and other routes. A human skin irritant. An eye irritant. See also ESTERS. Combustible when exposed to heat or flame. To fight fire, use alcohol foam. Can react with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
CARBONIC ACID CYCLIC PROPYLENE ESTER (108-32-7) has the safty information.
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