(+-)-1-(trimethylsilyl)ethanol
5,5'-oxybis(5-oxopentanoic acid)
1,5-pentanedioic acid
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane | 100% |
Conditions | Yield |
---|---|
With C24H33IrN4O3; water; sodium hydroxide for 18h; Catalytic behavior; Reagent/catalyst; Reflux; | 98% |
In water for 48h; Ambient temperature; Gluconobacter roseus IAM 1841; | 97% |
With sodium hydroxide In water at 20℃; Temperature; Concentration; Electrochemical reaction; | 91% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2] at 75℃; for 7h; | 98% |
Conditions | Yield |
---|---|
With ozone In tetrachloromethane; water at 20℃; for 1h; UV-irradiation; | 97% |
With water; ozone at 25℃; under 760.051 Torr; for 1h; Irradiation; | 95% |
With oxygen; sodium hydroxide In water at 90℃; under 3000.3 Torr; for 3h; pH=7; | 21% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium tungstate; phosphoric acid; dihydrogen peroxide at 90℃; for 5h; | 96% |
Conditions | Yield |
---|---|
Stage #1: Cyclopentanol With Oxone; ruthenium(III) chloride monohydrate In water at 70℃; for 8h; Stage #2: In ethanol Cooling; | 95% |
With nitric acid at 70 - 100℃; | |
With nitric acid; vanadia at 70 - 100℃; |
Conditions | Yield |
---|---|
With oxygen; trifluoroacetic acid; sodium nitrite at 0 - 20℃; for 5.25h; Product distribution / selectivity; | 95% |
Stage #1: cyclopentanone With Oxone; ruthenium(III) chloride monohydrate In water at 20℃; for 5h; Stage #2: In ethanol Cooling; | 90% |
With oxygen; copper dichloride In acetic acid at 80℃; for 6h; Oxidation; | 84% |
Conditions | Yield |
---|---|
With potassium metaperiodate; potassium aquapentachlororuthenate(III) In dichloromethane; water; acetonitrile at 20℃; for 2h; Catalytic behavior; Sonication; | 94% |
With potassium permanganate; H-montmorillonite In water; benzene at 25 - 30℃; for 1h; | 90% |
With periodic acid; cis-[RuCl2(bipy)2]*2H2O In tetrachloromethane; water; acetonitrile at 20℃; for 2h; | 85% |
Conditions | Yield |
---|---|
With triethylmethylammonium iodide; water; dihydrogen peroxide In acetonitrile at 55℃; for 23h; | 94% |
With potassium carbonate In water at 25℃; Electrochemical reaction; | 81% |
With iodine; oxygen In ethyl acetate for 10h; Mercury lamp irradiation; | 40% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium sulfate; OsO4 In ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol | 92% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In water at 70℃; for 3.5h; Green chemistry; | 91% |
With tert.-butylhydroperoxide; copper(l) chloride In acetonitrile at 20℃; for 3.5h; | 78% |
With bis(acetylacetonate)oxovanadium; dihydrogen peroxide In acetonitrile at 60℃; for 8h; Reagent/catalyst; Time; | 42% |
Glutaraminsaeureethylester
1,5-pentanedioic acid
Conditions | Yield |
---|---|
With titanium tetrachloride In 1,4-dioxane; water for 20h; Heating; | 90% |
Dimethyl glutarate
A
1,5-pentanedioic acid
B
Pentanedioic acid, monomethyl ester
Conditions | Yield |
---|---|
Stage #1: Dimethyl glutarate With potassium hydroxide In tetrahydrofuran; water at 0℃; for 0.166667h; Stage #2: With hydrogenchloride In tetrahydrofuran; water at 0℃; | A 13.2% B 86.8% |
Stage #1: Dimethyl glutarate With lithium hydroxide; water In tetrahydrofuran at 0℃; for 0.333333 - 0.583333h; Stage #2: With water Product distribution / selectivity; Acidic conditions; | |
Stage #1: Dimethyl glutarate With potassium hydroxide; water In tetrahydrofuran at 0℃; for 0.166667 - 0.416667h; Stage #2: With water Product distribution / selectivity; Acidic conditions; | |
Stage #1: Dimethyl glutarate With cesium hydroxide; water In tetrahydrofuran at 0℃; for 0.166667 - 0.416667h; Stage #2: With water Product distribution / selectivity; Acidic conditions; | |
Stage #1: Dimethyl glutarate With sodium hydroxide; water In tetrahydrofuran at 0℃; for 0.333333 - 0.583333h; Stage #2: With water Product distribution / selectivity; Acidic conditions; |
4-(1,1-dimethylethyl)-cyclohexanol
A
1,5-pentanedioic acid
B
Adipic acid
C
succinic acid
D
2-tert-butyl-1,4-butanedicarboxylic acid
Conditions | Yield |
---|---|
With ammonium vanadate; nitric acid at 95 - 100℃; for 1h; | A n/a B n/a C n/a D 85% |
Conditions | Yield |
---|---|
With oxygen; trifluoroacetic acid; sodium nitrite at 0 - 20℃; for 12.25h; Product distribution / selectivity; | A 85% B 10% |
N,N,N',N'-tetraethyl glutaramide
1,5-pentanedioic acid
Conditions | Yield |
---|---|
Stage #1: N,N,N',N'-tetraethyl glutaramide With sodium hydroxide In water at 110℃; for 12h; Stage #2: With hydrogenchloride; magnesium oxide In water; ethyl acetate pH=Ca. 4; Stage #3: With sulfuric acid In water; ethyl acetate pH=Ca. 4; | 85% |
Conditions | Yield |
---|---|
With sulfuric acid; hypophosphorous acid; sodium nitrite In water at -5 - 0℃; for 10 - 12h; Reagent/catalyst; | 80% |
cyclohexene
A
1,5-pentanedioic acid
B
Adipic acid
C
hexanedial
D
succinic acid
E
1-cyclopentene-1-carboxaldehyde
F
1,2-Cyclohexanediol
G
cyclohexanone-2-ol
Conditions | Yield |
---|---|
With dihydrogen peroxide; ortho-tungstic acid In water at 140℃; for 0.333333h; Mechanism; Flow reactor; Microwave irradiation; Sealed tube; Green chemistry; chemoselective reaction; | A n/a B 74% C n/a D n/a E n/a F n/a G n/a |
Conditions | Yield |
---|---|
With oxygen; sodium hydroxide In water at 90℃; for 3h; pH=> 13; | A 7% B 73% |
With oxygen; H5PV2Mo10O40(1,11) In acetic acid at 60℃; under 750.06 Torr; for 10h; Yield given. Yields of byproduct given; | |
With oxygen; H7*10H2O In acetic acid at 60℃; under 750.06 Torr; for 10h; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With HeMaRaphos; water; toluene-4-sulfonic acid; palladium dichloride In tetrahydrofuran at 125℃; under 30003 Torr; for 24h; Autoclave; Green chemistry; regioselective reaction; | 73% |
1-(trimethylsilyloxy)cyclopentene
A
1,5-pentanedioic acid
B
2-hydroxycyclopentanone
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; titanium silicate for 24h; Heating; | A 72% B 6% |
Conditions | Yield |
---|---|
With water; nitrile hydratase SP361 at 30℃; for 40h; in potassium phosphate buffer (pH = 7); | A 9% B 70% |
With water Product distribution; bacterial hydrolysis of aliphatic dinitriles with cells of Rhodococcus rhodochrous NCIB 11,216; 0.25 M phosphate buffer, pH 7; |
TETRAHYDROPYRANE
A
3,4,5,6-tetrahydro-2H-pyran-2-one
B
1,5-pentanedioic acid
Conditions | Yield |
---|---|
With sodium bromate; potassium hydrogensulfate In water at 25 - 30℃; for 20h; Oxidation; | A 69% B 16% |
With 2,6-dichloropyridine N-oxide; dichloro(5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)ruthenium(IV) In 1,2-dichloro-ethane at 40℃; for 20h; Reagent/catalyst; Inert atmosphere; | A 56% B 16% |
Conditions | Yield |
---|---|
With ruthenium tetroxide In tetrachloromethane; water for 95h; | 68% |
With lithium nitrate In water; acetonitrile at 25℃; anodic oxidation; | 66% |
With hydrogenchloride | |
With nitric acid at 25 - 35℃; |
2-acetylcyclopentanaone
A
1,5-pentanedioic acid
B
2-methylhexane-1,6-dioic acid
C
2-acetyl-2-hydroxycyclopentanone
Conditions | Yield |
---|---|
With dihydrogen peroxide In acetic acid at 20℃; for 240h; | A 67% B 30% C 0.5% |
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; nitric acid; trifluoroacetic acid at 20℃; under 760.051 Torr; for 18h; Catalytic behavior; Reagent/catalyst; | A 5 %Spectr. B 66% |
With N-hydroxyphthalimide; bis(acetylacetonato)manganese(II); oxygen; acetic acid; cobalt acetylacetonate at 80℃; under 760.051 Torr; for 24h; | |
Multi-step reaction with 2 steps 1: N-hydroxyphthalimide; oxygen; acetic acid; bis(acetylacetonato)manganese(II) / 6 h / 100 °C / 760.05 Torr 2: oxygen; acetic acid; bis(acetylacetonato)manganese(II) / 6 h / 100 °C / 760.05 Torr View Scheme |
cyclohexanol
A
1,5-pentanedioic acid
B
Adipic acid
C
monocyclohexyl adipate
D
cyclohexanone
Conditions | Yield |
---|---|
With oxygen at 120℃; for 4.33333h; Further byproducts given; | A 3.1% B 12.4% C 8.9% D 65% |
With oxygen at 120℃; for 4.33333h; Further byproducts given; | A 3.1% B 12.4% C 8.9% D 65% |
cyclohexane
A
1,5-pentanedioic acid
B
Adipic acid
C
succinic acid
D
cyclohexanone
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; bis(acetylacetonato)manganese(II); oxygen; acetic acid at 80℃; under 760.051 Torr; for 14h; Time; | A 9% B 65% C 6% D 19% |
Conditions | Yield |
---|---|
With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 25℃; for 12h; Ring cleavage; | 64% |
Multi-step reaction with 2 steps 1: sodium; alcohol 2: chromic acid View Scheme |
Conditions | Yield |
---|---|
With boron trifluoride at 65℃; for 0.333333h; | 100% |
With phosphorus trichloride Cooling; | 92% |
With hydrogenchloride |
1,5-pentanedioic acid
2-(vinyloxy)ethyl isothiocyanate
Conditions | Yield |
---|---|
trifluoroacetic acid at 55 - 60℃; | 100% |
Conditions | Yield |
---|---|
In toluene (Ar) suspn. ZnO and glutaric acid in toiluene was heated at 80°C for 1 day; react. mixt. was cooled, ppt. was filtered, washed with acetone and dried in vacuo at 130°C; powder X-ray diffraction; | 100% |
In ethanol; toluene at 60℃; for 10h; Solvent; | 97% |
In toluene at 60℃; | 85% |
In toluene byproducts: H2O; powdered ZnO added to soln. of org. compd., slurry stirred vigorously at55°C for 2 h then refluxed until no more H2O in trap; cooled to room temp., filtered, washed with acetone, powdered product dried in vac. at 100°C for 5 d; detn. FTIR, XANES EXAFS, (13)C NMR; | |
In toluene heating (3 h, 45°C); filtration, drying (overnight, vac., 90°C); |
1,5-pentanedioic acid
cobalt(II) acetate
(R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Conditions | Yield |
---|---|
Stage #1: cobalt(II) acetate; (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine In ethanol for 5h; Heating / reflux; Stage #2: 1,5-pentanedioic acid With oxygen In dichloromethane; acetone at 20℃; for 3h; | 100% |
Conditions | Yield |
---|---|
In chloroform for 0.5h; | 100% |
In tetrahydrofuran Product distribution / selectivity; |
Conditions | Yield |
---|---|
With triethylamine at 160℃; for 5h; Autoclave; Green chemistry; | 99% |
1,5-pentanedioic acid
copper
[Cu(pentanedioate)]n
Conditions | Yield |
---|---|
With ozone In water for 6h; Time; | 98.97% |
1,5-pentanedioic acid
1,2-diamino-benzene
2,2'-(1,3-propanediyl)bis(1H-benzimidazole)
Conditions | Yield |
---|---|
With tetrafluoroboric acid In water at 150℃; for 2h; | 98% |
With polyphosphoric acid at 120℃; | 79% |
With polyphosphoric acid at 180℃; | 65% |
Conditions | Yield |
---|---|
With PPA at 80℃; for 12h; | 98% |
Conditions | Yield |
---|---|
With PPA at 80℃; for 12h; | 98% |
1,5-pentanedioic acid
(3R,4R)-3,4-bis(diphenylphosphanyl)pyrrolidine
δ-<(3R,4R)-3,4-Bis(diphenylphophino)pyrrolidino>-δ-oxopentansaeure
Conditions | Yield |
---|---|
In diethyl ether; dichloromethane | 98% |
1,5-pentanedioic acid
camostat
Conditions | Yield |
---|---|
In ethanol at 20 - 65℃; | 98% |
1,5-pentanedioic acid
4,5-dimethyl-1,2-phenylenediamine
5,6,5',6'-tetramethyl-2,2'-(1,3-propanediyl) bis-(1H-benzimidazole)
Conditions | Yield |
---|---|
With tetrafluoroboric acid In water at 150℃; for 2h; | 98% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 70℃; for 1h; | 98% |
1,5-pentanedioic acid
4-nitro-aniline
1-(4-nitro-phenyl)-piperidine-2,6-dione
Conditions | Yield |
---|---|
With PPA at 80℃; for 12h; | 97% |
Conditions | Yield |
---|---|
With PPA at 80℃; for 12h; | 97% |
1,5-pentanedioic acid
(C20H11CHO(OH)OCO)2C3H6
Conditions | Yield |
---|---|
Stage #1: 1,5-pentanedioic acid; (S)-2,2'-dihydroxy-1,1'-binaphthyl-3-carbaldehyde With dmap In dichloromethane at 20℃; for 0.25h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere; | 97% |
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane for 3h; | 96% |
1,5-pentanedioic acid
N,0-dimethylhydroxylamine
N1,N5-dimethoxy-N1,N5-dimethylglutaramide
Conditions | Yield |
---|---|
Stage #1: 1,5-pentanedioic acid; N,0-dimethylhydroxylamine In toluene at 0℃; for 0.166667h; Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h; | 97% |
Conditions | Yield |
---|---|
Stage #1: metformin hydrochloride With sodium hydroxide In methanol; chloroform; water at 20℃; Stage #2: 1,5-pentanedioic acid In methanol; chloroform at 20℃; Product distribution / selectivity; | 96.9% |
Stage #1: metformin hydrochloride With sodium hydroxide In tetrahydrofuran; water at 20℃; Stage #2: 1,5-pentanedioic acid In tetrahydrofuran; water at 10℃; Product distribution / selectivity; | 96.7% |
Stage #1: metformin hydrochloride With sodium hydroxide In methanol; chloroform; water at 20℃; Stage #2: 1,5-pentanedioic acid In methanol; chloroform; water at 20℃; Product distribution / selectivity; | 96.9% |
Conditions | Yield |
---|---|
Stage #1: dimethylbiguanide In water; acetone at 40℃; Stage #2: 1,5-pentanedioic acid In water; acetone at 10℃; Product distribution / selectivity; | 95.3% |
In water; acetone at 10 - 40℃; Product distribution / selectivity; | 95.3% |
In ethanol at 10 - 20℃; Product distribution / selectivity; | 62.8% |
With sodium hydroxide In ethanol at 70℃; Product distribution / selectivity; | 57.7% |
In methanol at 40℃; Product distribution / selectivity; | 43.8% |
1,5-pentanedioic acid
2-Ethylhexyl alcohol
glutaric acid bis-(2-ethyl-hexyl ester)
Conditions | Yield |
---|---|
In 5,5-dimethyl-1,3-cyclohexadiene at 160℃; for 2h; | 95% |
With Candida antarctica lipase B In cyclohexane at 45℃; for 24h; | 68% |
With sulfuric acid; toluene |
Conditions | Yield |
---|---|
With Isopropenyl acetate; Montmorillonite KSF for 0.0666667h; Irradiation; | 95% |
With PEG-1000; sulfated zirconia at 40℃; for 1.5h; neat (no solvent); | 95% |
With niobium(V) oxide hydrate In 1,3,5-trimethyl-benzene at 200℃; for 60h; Inert atmosphere; Molecular sieve; | 92% |
The Molecular Structure of Glutaric acid (CAS NO.110-94-1):
Empirical Formula: C5H8O4
Molecular Weight: 132.1146
IUPAC Name: pentanedioic acid
Appearance: white or off-white crystals
Nominal Mass: 132 Da
Average Mass: 132.1146 Da
Monoisotopic Mass: 132.042259 Da
Index of Refraction: 1.476
Molar Refractivity: 28.34 cm3
Molar Volume: 100.3 cm3
Surface Tension: 56.1 dyne/cm
Density: 1.316 g/cm3
Flash Point: 151.2 °C
Enthalpy of Vaporization: 59.74 kJ/mol
Boiling Point: 302.9 °C at 760 mmHg
Vapour Pressure: 0.000223 mmHg at 25°C
Product Categories: Pharmaceutical Intermediates;alpha,omega-Alkanedicarboxylic Acids;alpha,omega-Bifunctional Alkanes;Monofunctional & alpha,omega-Bifunctional Alkanes;C1 to C5;Carbonyl Compounds;Carboxylic Acids
Water Solubility: 430 g/L (20 ºC)
Stability: Stable. Incompatible with bases, oxidizing agents, reducing agents
Synonyms: 1,3-Propanedicarboxylic acid ; 1,5-Pentanedioic acid ; 4-02-00-01934 (Beilstein Handbook Reference) ; AI3-24247 ; BRN 1209725 ; EINECS 203-817-2 ; GLUTARIC ACID ; Pentandioic acid ; Pentanedioic acid ; n-Pyrotartaric acid ; Pentanedioic acid
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 6gm/kg (6000mg/kg) | Biochemical Journal. Vol. 34, Pg. 1196, 1940. |
Hazard Codes: Xi
Risk Statements: 36-36/37/38
R36: Irritating to eyes
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-37/39-36
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
S36: Wear suitable protective clothing
WGK Germany: 1
RTECS: MA3740000
HS Code: 29171990
Personal Protection:
Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
Fire Fighting:Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. To extinguish fire use water spray, dry chemical, carbon dioxide, or chemical foam.
Product Categories: Pharmaceutical Intermediates;alpha,omega-Alkanedicarboxylic Acids;alpha,omega-Bifunctional Alkanes;Monofunctional & alpha,omega-Bifunctional Alkanes;C1 to C5;Carbonyl Compounds;Carboxylic Acids
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