Conditions | Yield |
---|---|
With ozone; sodium hydroxide In methanol; dichloromethane at -78 - 20℃; for 6h; | 100% |
With sodium periodate; RuCl3*2.9H2O In water at 20℃; for 0.75h; Sonication; | 85% |
Stage #1: 10-undecenoic acid With ozone; acetic acid In dichloromethane Inert atmosphere; Stage #2: With semicarbazide hydrochloride at 0 - 20℃; for 48h; Inert atmosphere; | 83% |
Conditions | Yield |
---|---|
enzyme from Synechocystis sp. PCC 6803 In phosphate buffer at 30℃; for 2h; | 99% |
With water for 48h; Rhodococcus rhodochrous AJ270; | 89% |
With potassium phosphate buffer; Rhodococcus sp. AJ270 at 30℃; for 48h; | 89% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; W(OTf)6; hydrogen; acetic acid at 20 - 180℃; under 22801.5 Torr; for 10.5h; Reagent/catalyst; Pressure; Temperature; | 98% |
With palladium 10% on activated carbon; W(OTf)6; hydrogen; acetic acid at 180℃; under 22502.3 Torr; for 10h; Autoclave; | 88% |
With sodium carbonate anschliessend Hydrierung an Raney-Nickel bei 250grad/150at; |
Conditions | Yield |
---|---|
With periodic acid; pyridinium chlorochromate In acetonitrile | 98% |
With Oxone; 2-Iodobenzoic acid In water; acetonitrile at 70℃; for 6h; | 97% |
With periodic acid; tripropylammonium fluorochromate (VI) In acetonitrile at 0℃; | 96% |
1,10-decanedioic acid
Conditions | Yield |
---|---|
With water; N,N-dimethyl-formamide at 70℃; for 1.5h; Green chemistry; chemoselective reaction; | 93% |
1,10-decanedioic acid
Conditions | Yield |
---|---|
With water; N,N-dimethyl-formamide at 70℃; for 1.5h; Green chemistry; chemoselective reaction; | 91% |
1,10-decanedioic acid
Conditions | Yield |
---|---|
With iodine In cyclohexane for 24h; Ambient temperature; | 90% |
1,10-decanedioic acid
Conditions | Yield |
---|---|
With iodine In cyclohexane for 24h; Ambient temperature; | 90% |
10-acetoxydecane-1-ol
1,10-decanedioic acid
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; water; sodium hydroxide at 80℃; under 600.06 Torr; for 6h; | 90% |
Conditions | Yield |
---|---|
With periodic acid; ruthenium trichloride In tetrachloromethane; water; acetonitrile at 20℃; for 2h; Ring cleavage; oxidation; | 87% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran at 65℃; for 6h; | A n/a B 10% C 82% |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium nitrate In water | 81.7% |
10-undecenoic acid
A
1,10-decanedioic acid
B
10-(hydroxyimino)decanoic acid
Conditions | Yield |
---|---|
Stage #1: 10-undecenoic acid With ozone; acetic acid In dichloromethane Inert atmosphere; Stage #2: With hydroxylamine hydrochloride at 0 - 20℃; for 48h; Inert atmosphere; | A 77% B 9% |
Stage #1: 10-undecenoic acid With ozone; acetic acid In dichloromethane Inert atmosphere; Stage #2: With hydroxylamine hydrochloride at 0 - 20℃; for 48h; Inert atmosphere; | A 26% B 55% |
Conditions | Yield |
---|---|
With 3-n-Pentadecylphenol; water; sodium hydroxide at 230 - 250℃; for 8h; Time; Dean-Stark; | 73% |
With sodium hydroxide; phenol In water at 250 - 290℃; for 8.5h; Dean-Stark; | 70% |
With alkali |
28,29-dihydroxy-11,26-dioxa-tricyclo[22.2.2.210,13]triaconta-1(27),10(30),13(29),24(28)-tetraene-12,14,23,25-tetraone
A
1,10-decanedioic acid
Conditions | Yield |
---|---|
With sulfuric acid at 130℃; for 0.25h; Hydrolysis; | A 68% B 41% |
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; | 65% |
C30H54O12
A
1,10-decanedioic acid
B
ethene
C
10-oxo-dodecanoic acid
Conditions | Yield |
---|---|
In n-heptane at 100℃; Product distribution; | A 60% B n/a C 10% D n/a |
Conditions | Yield |
---|---|
With Oxone In water; acetonitrile for 36h; Reflux; | 60% |
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; bis(acetylacetonato)manganese(II); oxygen; acetic acid at 100℃; under 760.051 Torr; for 14h; | 55% |
With nitric acid |
Conditions | Yield |
---|---|
Stage #1: 10-undecenoic acid With ozone In dichloromethane Inert atmosphere; Stage #2: With semicarbazide hydrochloride at 0 - 20℃; for 48h; Inert atmosphere; | A 51% B 37% |
Stage #1: 10-undecenoic acid With oxygen; Sudan III In dichloromethane at -78℃; for 0.666667h; Inert atmosphere; Stage #2: With dimethylsulfide In dichloromethane at 20 - 45℃; for 36h; | A n/a B 89 %Spectr. |
Conditions | Yield |
---|---|
With porcine liver esterase; sodium hydroxide; phosphate buffer for 6h; | 49% |
With porcine liver esterase; sodium hydroxide; phosphate buffer for 6h; Product distribution; chain length dependence; | 49% |
With potassium hydroxide In methanol for 24h; Heating; |
Conditions | Yield |
---|---|
at 240℃; for 7h; | A 12% B 49% C 24% |
Conditions | Yield |
---|---|
With magnesium durch Einw. von CO2 auf das Gemisch von Magnesiumverbindungen; |
Conditions | Yield |
---|---|
With magnesium Behandeln des entstehenden Gemisches von Magnesiumverbindungen mit Kohlendioxyd; |
Conditions | Yield |
---|---|
With lithium amide; ammonia at -40℃; Erwaermen einer Loesung des Reaktiosprodukts in Dioxan mit konz.wss.Salzsaeure; |
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid |
Conditions | Yield |
---|---|
With copper oxide-chromium oxide; hydrogen at 250℃; under 7355.08 Torr; |
Conditions | Yield |
---|---|
With boron trifluoride at 65℃; for 0.333333h; | 100% |
With modification of hypercrosslinked supermicroporous polymer (HMP-1) via sulfonation (HMP-1-SO3H) at 24.84℃; for 12h; Green chemistry; | 97% |
With Fe3O4 immobilized thiol functionalized mesoporous silica at 24.84℃; for 20h; | 96% |
Conditions | Yield |
---|---|
With thionyl chloride; N,N-dimethyl-formamide for 1.5h; Reflux; | 100% |
With oxalyl dichloride In dichloromethane at 20℃; for 24h; Inert atmosphere; | 92% |
With phosgene at 160℃; Green chemistry; | 67.65% |
Conditions | Yield |
---|---|
With sulfuric acid; mercury(II) diacetate at 20 - 50℃; for 4h; | 100% |
Conditions | Yield |
---|---|
With choline chloride; zinc(II) chloride at 110℃; for 16h; | 99% |
In 5,5-dimethyl-1,3-cyclohexadiene at 160℃; for 2h; Time; Temperature; Concentration; | 99% |
With titanium(IV) isopropylate at 150 - 215℃; for 3.5h; Reagent/catalyst; Temperature; Large scale; | 97.23% |
1,10-decanedioic acid
decanedial
Conditions | Yield |
---|---|
With thexylbromoborane dimethyl sulfide complex In carbon disulfide; dichloromethane at -20 - 20℃; for 1h; | 99% |
With thexylchloroborane-Me2SO4 In dichloromethane for 0.25h; Ambient temperature; | 97% |
With 9-borabicyclo[3.3.1]nonane dimer; tert.-butyl lithium 1.) THF, room temp.; 2.) THF, pentane, -20 deg C, 10 min and room temp., 1 h; Yield given. Multistep reaction; |
1,10-decanedioic acid
1,1'-bis(4-pyridinyl)ferrocene
Conditions | Yield |
---|---|
In methanol 1:1 mixt. ground for 5 min, dissolved in methanol; crystd.; | 99% |
Conditions | Yield |
---|---|
In melt at 150 - 200℃; for 24h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: 1,10-decanedioic acid With thionyl chloride at 75℃; for 1.5h; Sealed tube; Stage #2: With bromine for 12h; Irradiation; Stage #3: 2-pentanol for 1.5h; Cooling with ice; | 99% |
1,10-decanedioic acid
sebacic acid-d16
Conditions | Yield |
---|---|
Stage #1: 1,10-decanedioic acid With d8-isopropanol; 10% Pt/activated carbon; water-d2 at 120℃; for 24h; Stage #2: With water; sodium hydroxide at 70℃; for 24h; Reagent/catalyst; | 99% |
Conditions | Yield |
---|---|
With triethylamine at 160℃; for 5h; Autoclave; Green chemistry; | 99% |
Conditions | Yield |
---|---|
for 2h; Reflux; Acidic conditions; | 98% |
With sulfuric acid In benzene for 4h; Reflux; | 88.4% |
With sulfuric acid Reflux; | 75% |
Conditions | Yield |
---|---|
Stage #1: 1,10-decanedioic acid With sodium aminodiboranate In tetrahydrofuran at 20℃; Stage #2: With water | 98% |
With diisopropoxytitanium(III) tetrahydroborate In dichloromethane for 4h; Ambient temperature; | 88% |
With sodium tetrahydroborate; benzene-1,2-diol; trifluoroacetic acid In tetrahydrofuran at 25℃; for 4h; | 68% |
1,10-decanedioic acid
(+)-O-Demethyltramadol
Conditions | Yield |
---|---|
In tert-butyl methyl ether at 30℃; for 17h; Product distribution / selectivity; | 98% |
Conditions | Yield |
---|---|
In melt at 160 - 180℃; for 20h; Inert atmosphere; | 98% |
tapentadol
1,10-decanedioic acid
(1R,2R)-3-(3-dimethylamino-1-ethyl-2-methylpropyl)phenol sebacinate
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 15h; | 97.37% |
In ethyl acetate for 15h; | 97.37% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 48h; Inert atmosphere; | 97.3% |
Conditions | Yield |
---|---|
With sulfonated poly-divinylbenzene-co-triallylamine at 24.84℃; for 12h; | 97% |
With hydrogenchloride at 170℃; for 12h; | 38% |
With sulfuric acid at 75 - 80℃; |
Conditions | Yield |
---|---|
With dibutyltin(II) dilaurate at 180 - 200℃; | 96.4% |
Conditions | Yield |
---|---|
With triflic acid on silica-encapsulated superparamagnetic iron oxide nanoparticles In neat (no solvent) at 90℃; for 0.25h; Catalytic behavior; Time; Reagent/catalyst; Flow reactor; Green chemistry; | 96% |
With Candida antarctica lipase B In cyclohexane at 45℃; for 6h; | 80% |
With hydrogenchloride; benzene |
Conditions | Yield |
---|---|
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane | 96% |
1,10-decanedioic acid
1,4-diaminobutane
butanediyldiamine; decanedioate
Conditions | Yield |
---|---|
In ethanol at 50 - 80℃; for 2h; | 95% |
1,10-decanedioic acid
n-butyl formate
A
Decanedioic acid monobutyl ester
B
dibutyl sebacate
Conditions | Yield |
---|---|
With Dowex 50W-X2 (50-100 mesh) In octane at 100℃; for 4.33333h; | A 93% B 4% |
With Dowex 50Wx2 In octane at 100℃; for 4.33333h; Esterification; | A 93% B 4% |
1,10-decanedioic acid
Conditions | Yield |
---|---|
With dmap In tetrahydrofuran for 6h; Ambient temperature; | 93% |
1,10-decanedioic acid
4-hydroxymethyldibenzo-24-crown-8 ether
C35H50O12
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 24h; | 93% |
1,6-Hexanediamine
1,10-decanedioic acid
1,6-hexamethylenediamine sebacic acid
Conditions | Yield |
---|---|
In ethanol at 50 - 80℃; for 2h; | 93% |
Molecular Structure of Sebacic acid (CAS NO.111-20-6):
IUPAC Name: decanedioic acid
Empirical Formula: C10H18O4
Molecular Weight: 202.2475
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 9
Index of Refraction: 1.475
Molar Refractivity: 51.5 cm3
Molar Volume: 182.8 cm3
Surface Tension: 44.9 dyne/cm
Density: 1.106 g/cm3
Flash Point: 198.3 °C
Enthalpy of Vaporization: 68.26 kJ/mol
Boiling Point: 374.3 °C at 760 mmHg
Vapour Pressure: 1.24E-06 mmHg at 25°C
Water Solubility: 1 g/L (20 ºC)
Merck: 14,8415
BRN: 1210591
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, bases, reducing agents
Melting point: 131–134.5 °C
Solubility in water: 0.25 g/L
InChI
InChI=1/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)
Smiles
C(CCCCCCCCC(O)=O)(O)=O
EINECS: 203-845-5
Product Categories: Intermediates; alpha,omega-Alkanedicarboxylic Acids; alpha,omega-Bifunctional Alkanes; Monofunctional & alpha,omega-Bifunctional Alkanes; Organic Chemicals
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mammal (species unspecified) | LC | inhalation | > 900mg/m3 (900mg/m3) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: EXCITEMENT | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(5), Pg. 48, 1980. |
mammal (species unspecified) | LD50 | intraperitoneal | 1175mg/kg (1175mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(5), Pg. 48, 1980. | |
mammal (species unspecified) | LD50 | oral | > 11gm/kg (11000mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(9), Pg. 72, 1983. | |
mouse | LD50 | intraperitoneal | 500mg/kg (500mg/kg) | National Technical Information Service. Vol. AD277-689, | |
mouse | LD50 | oral | 6gm/kg (6000mg/kg) | Biochemical Journal. Vol. 34, Pg. 1196, 1940. | |
rat | LC50 | inhalation | > 4500mg/m3 (4500mg/m3) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 17, 1992. | |
rat | LD50 | oral | 14375mg/kg (14375mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT BEHAVIORAL: FOOD INTAKE (ANIMAL) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(2), Pg. 17, 1992. |
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S25:Avoid contact with eyes.
S36:Wear suitable protective clothing.
WGK Germany: 1
RTECS: VS0875000
HS Code: 29171310
Sebacic acid , with CAS number of 111-20-6, can be called decanedioic acid ; Sebacic acid ; 1, 10-Decanedioic acid ; 1,10-decanedioic acid ; Decanedioic acid ; 1,8-Octanedicarboxylic acid ; decanedioate . It is a white powder, Sebacic acid (CAS NO.111-20-6) is also used as an intermediate for antiseptics,aromatics and painting materials. Sebacic acid (CAS NO.111-20-6) is a low toxic substance, with flammability, burning will produce toxic fumes, so it should be stored in cool and dry environment, dry powder, foam, sand, carbon dioxide, water mist can be used if something urgent happened.
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