Conditions | Yield |
---|---|
With chromium(VI) oxide; periodic acid In water; acetonitrile at 0 - 5℃; for 1.25h; | 90% |
With sodium bromate; hydrogen bromide; tert-butyl alcohol In tetrachloromethane; water for 2h; Ambient temperature; | 75% |
Oxydation; |
Methyl 11-nitroundecanoate
undecanedioic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water for 4h; Nef reaction; Reflux; | 79% |
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; | 63% |
Conditions | Yield |
---|---|
With porcine liver esterase; sodium hydroxide; phosphate buffer for 6h; | 49% |
Conditions | Yield |
---|---|
With recombinant escherichia coli BL21(DE3); Tween 84 In aq. buffer at 35℃; for 2h; pH=8; Enzymatic reaction; | 36% |
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid |
Conditions | Yield |
---|---|
With potassium permanganate; acetone | |
With ozone |
Conditions | Yield |
---|---|
With alkaline KMNO4 | |
With recombinant escherichia coli BL21(DE3); Tween 82 In aq. buffer at 35℃; for 2h; pH=8; Enzymatic reaction; |
Conditions | Yield |
---|---|
With nitric acid | |
With ammonium vanadate; nitric acid | |
With nitric acid |
methyl 12-hydroxyoctadecanoate
undecanedioic acid
Conditions | Yield |
---|---|
With ammonium vanadate; nitric acid; copper |
11-oxoundecanoic acid
undecanedioic acid
Conditions | Yield |
---|---|
With alkaline KMNO4 |
Conditions | Yield |
---|---|
With sodium hydroxide |
4-oxo-1,9-nonanedicarboxylic acid
undecanedioic acid
Conditions | Yield |
---|---|
With potassium hydroxide; hydrazine hydrate; diethylene glycol |
Conditions | Yield |
---|---|
With alkaline KMNO4 |
Conditions | Yield |
---|---|
With ammonium vanadate; nitric acid; copper |
triundecanoin
undecanedioic acid
Conditions | Yield |
---|---|
beim Abbau im menschlichen Organismus; |
1,11-undecanedinitrile
undecanedioic acid
Conditions | Yield |
---|---|
With potassium hydroxide durch Verseifen; | |
(alkaline hydrolysis); |
undec-5-ynedioic acid
undecanedioic acid
Conditions | Yield |
---|---|
With hydrogen; nickel | |
With hydrogen; platinum |
methyl 4-(2-oxo-1-cycloheptyl)butyrate
undecanedioic acid
Conditions | Yield |
---|---|
Multistep reaction; |
undecanedioic acid
Conditions | Yield |
---|---|
With potassium permanganate; sodium periodate |
undecanedioic acid
Conditions | Yield |
---|---|
With hydrogen; nickel In ethanol |
Conditions | Yield |
---|---|
With chromium(VI) oxide; sodium tetrahydroborate; sulfuric acid; water; tert-butyl alcohol 1.) THF, a.) r.t., 2 h, b.) 50-55 deg C, 4 h, 2.) acetone, r.t., 10 h; Yield given. Multistep reaction; | |
Multi-step reaction with 6 steps 1: methanol / 6 h / 0 - 20 °C 2: ozone; triphenylphosphine / methanol; dichloromethane / 6 h / -78 - 20 °C 3: sodium hydroxide / 1.5 h / 0 - 20 °C 4: methanesulfonyl chloride; triethylamine / dichloromethane / 0.17 h / 20 °C 5: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C / 2250.23 Torr 6: hydrogenchloride / water / 4 h / Reflux View Scheme |
cyclododecanol
A
azelaic acid
B
heptanedioic acid
C
octane-1,8-dioic acid
D
1,10-decanedioic acid
E
undecanedioic acid
F
1,12-dodecanedioic acid
Conditions | Yield |
---|---|
With nitric acid In Cyclopentane for 0.166667h; Product distribution; other temperature, other concentration of HNO3;; | A n/a B n/a C n/a D 0.020 (unit not given) E 0.110 (unit not given) F 0.824 (unit not given) |
cyclododecanol
A
1,10-decanedioic acid
B
undecanedioic acid
C
1,12-dodecanedioic acid
Conditions | Yield |
---|---|
With nitric acid at 50℃; for 0.166667h; Further byproducts given. Title compound not separated from byproducts; | A 0.021 (unit not given) B 0.110 (unit not given) C 0.824 |
cyclododecanone
A
1,5-pentanedioic acid
B
Adipic acid
C
1,10-decanedioic acid
D
succinic acid
E
undecanedioic acid
F
1,12-dodecanedioic acid
Conditions | Yield |
---|---|
With nitric acid for 0.75h; Product distribution; other temperature, other concentration of HNO3;; | A n/a B n/a C 0.030 (unit not given) D n/a E 0.117 (unit not given) F 0.742 (unit not given) |
cyclododecanone
A
1,10-decanedioic acid
B
undecanedioic acid
C
1,12-dodecanedioic acid
Conditions | Yield |
---|---|
With nitric acid at 45℃; for 0.166667h; Further byproducts given. Title compound not separated from byproducts; | A 0.030 (unit not given) B 0.117 (unit not given) C 0.742 |
A
lauric acid
B
1,10-decanedioic acid
C
undecylenic acid
D
undecanedioic acid
Conditions | Yield |
---|---|
With potassium permanganate In acetic acid Product distribution; |
A
11-oxoundecanoic acid
B
undecanedioic acid
Conditions | Yield |
---|---|
In benzene-d6 at 80℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
2-nitrocycloundecanone
undecanedioic acid
Conditions | Yield |
---|---|
With Oxone; sodium hydroxide; disodium hydrogenphosphate; water 1.) MeOH, 70 deg C, 4 h, 2.) MeOH, r.t., 4 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With boron trifluoride at 65℃; for 0.333333h; | 100% |
With thionyl chloride at 20℃; for 6h; | |
With thionyl chloride for 1.5h; Reflux; | 192.62 g |
undecanedioic acid
pentafluorophenyl trifloroacetate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With triphenylphosphine at 90℃; for 3h; | 99% |
With methoxyhydroquinone; triphenylphosphine at 90℃; for 3h; | 99% |
With triphenylphosphine at 90℃; for 3h; Concentration; | 99% |
undecanedioic acid
Conditions | Yield |
---|---|
With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 25℃; for 2h; | 99% |
undecanedioic acid
undecanedioyl dichloride
Conditions | Yield |
---|---|
With thionyl chloride at 20℃; | 95% |
With thionyl chloride | |
With thionyl chloride |
undecanedioic acid
1,11-undecanediamide
Conditions | Yield |
---|---|
With ammonia at 180 - 220℃; for 10h; Temperature; | 95% |
Multi-step reaction with 2 steps 1: thionyl chloride / 1.5 h / Reflux 2: ammonia / methanol / 1 h / 40 °C View Scheme |
undecanedioic acid
(2S,4R)-1-[(2S)-2-azanyl-3,3-dimethylbutanoyl]-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]-4-oxidanylpyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0℃; for 6h; | 78% |
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide at 0 - 20℃; | 76% |
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 12h; Inert atmosphere; | 67% |
undecanedioic acid
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; Cooling with ice; | 76% |
Conditions | Yield |
---|---|
Stage #1: C21H25N7O With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 0.166667h; Cooling; Stage #2: undecanedioic acid In N,N-dimethyl-formamide for 0.166667h; Further stages; | 74% |
Conditions | Yield |
---|---|
With Aliquat 336; potassium carbonate In dichloromethane; water Ambient temperature; | 72% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 24h; Heating; | 70% |
Conditions | Yield |
---|---|
With dmap; 4-(dimethylamino)pyridine hydrochloride; dicyclohexyl-carbodiimide In chloroform for 14h; Heating; | 67% |
undecanedioic acid
(rac)-4-(4-fluoro-2-methoxyphenyl)-N-{3-[(S-methylsulfonimidoyl)methyl]phenyl}-1,3,5-triazin-2-amine
Conditions | Yield |
---|---|
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In N,N-dimethyl-formamide at 40℃; for 3h; | 55% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide at 20℃; for 2h; | 52% |
undecanedioic acid
Conditions | Yield |
---|---|
Stage #1: (6-(6-(4-methylpiperazin-1-yl)-1H-benzo[d]imidazol-2-yl)-1H-benzo[d]imidazol-2-yl)methylamine tetrahydrochloride; undecanedioic acid With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 20℃; Stage #3: With hydrogenchloride In methanol; water-d2 | 49.9% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 45% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 45% |
undecanedioic acid
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide at 0 - 20℃; for 4h; | 43% |
undecanedioic acid
indaconitine
8-O-(14-benzoylaconine) undecanedioate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 80℃; for 7h; | 34% |
undecanedioic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In tetrahydrofuran; dichloromethane at 0℃; for 2h; | 31% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 24℃; for 40h; Inert atmosphere; | 29% |
undecanedioic acid
(3E,5E,7E)-Deca-3,5,7-triene-1,10-diol
(4E,6E,8E)-1,12-Dioxa-cyclotricosa-4,6,8-triene-13,23-dione
Conditions | Yield |
---|---|
Heating; | 20% |
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dimethyl sulfoxide Ambient temperature; | 18% |
Conditions | Yield |
---|---|
With dmap; diisopropyl-carbodiimide In tetrahydrofuran at 20℃; for 91h; | 12% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 48h; Heating; | 8% |
undecanedioic acid
(2S,4R)-1-[(2S)-2-amino-3,3-dimethylbutanoyl]-4-hydroxy-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide hydrochloride
Conditions | Yield |
---|---|
Stage #1: undecanedioic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 0.5h; Inert atmosphere; Stage #2: (2S,4R)-1-[(2S)-2-amino-3,3-dimethylbutanoyl]-4-hydroxy-N-{[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl}pyrrolidine-2-carboxamide hydrochloride In N,N-dimethyl-formamide at 25℃; for 1.5h; Inert atmosphere; | 3.4% |
The Undecanedioic acid with the CAS number 1852-04-6 is also called 1,9-Nonanedicarboxylicacid. Its molecular formula is C11H20O4. The EINECS registry number is 217-440-6. This chemical belongs to the following product categories: (1)alpha,omega-Alkanedicarboxylic Acids; (2)alpha,omega-Bifunctional Alkanes; (3)Monofunctional & alpha,omega-Bifunctional Alkanes. It is white to light yellow powder.
The properties of the Undecanedioic acid are: (1)ACD/LogP: 2.39; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.8; (4)ACD/LogD (pH 7.4): -2.22; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 12.18; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 52.6 Å2; (13)Index of Refraction: 1.475; (14)Molar Refractivity: 56.13 cm3; (15)Molar Volume: 199.3 cm3; (16)Polarizability: 22.25×10-24cm3; (17)Surface Tension: 43.9 dyne/cm; (18)Enthalpy of Vaporization: 71.43 kJ/mol; (19)Vapour Pressure: 1.61×10-7 mmHg at 25°C.
Preparation: This chemical can be prepared by 11-hydroxy-undecanoic acid. This reaction needs reagent chromium trioxide and glacial acetic acid.
Uses: This chemical can react with deca-3,5,7-triene-1,10-diol to prepare 1,12-dioxa-cyclotricosa-4,6,8-triene-13,23-dione. This reaction needs heating. The yield is 20%.
While using this chemical, you should be very cautious. This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCCCCCCCCC(=O)O
(2)InChI: InChI=1/C11H20O4/c12-10(13)8-6-4-2-1-3-5-7-9-11(14)15/h1-9H2,(H,12,13)(H,14,15)
(3)InChIKey: LWBHHRRTOZQPDM-UHFFFAOYAZ
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