Conditions | Yield |
---|---|
at 160℃; | 98% |
Conditions | Yield |
---|---|
With water; potassium hydroxide In ethanol at 90℃; for 18h; | 96% |
With dihydrogen peroxide; sodium hydroxide In water at 0℃; for 48h; Reflux; Inert atmosphere; | 83% |
With dihydrogen peroxide; sodium hydroxide In water Reflux; | 81% |
Conditions | Yield |
---|---|
With diethylzinc In toluene Ambient temperature; | 75% |
With hydrogenchloride |
Conditions | Yield |
---|---|
With (1,2-dimethoxyethane)dichloronickel(II); 2.9-dimethyl-1,10-phenanthroline; silver fluoride In N,N-dimethyl acetamide at 20℃; under 5171.62 Torr; for 24h; | A 7% B 21% |
diazomethane
cyclopropanecarboxylic acid chloride
cyclopropylacetic acid
Conditions | Yield |
---|---|
With diethyl ether Erwaermen des Reaktionsprodukts mit Ag2O in Methanol und mit wss. KOH; |
2-cyclopropylacetaldehyde
cyclopropylacetic acid
Conditions | Yield |
---|---|
With silver(l) oxide |
-triphenyl-phosphoran
cyclopropylacetic acid
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With 9-borabicyclo[3.3.1]nonane dimer; sodium methylate 1.) THF, r.t., 6 h; 2.) r.t., 12 h; Yield given. Multistep reaction; |
cyclopropylketene
cyclopropylacetic acid
Conditions | Yield |
---|---|
With water Rate constant; |
carbon dioxide
cyclopropylcarbinyl bromide
A
pent-4-enoic acid
B
cyclopropylacetic acid
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran at -120 - -30℃; Yield given. Yields of byproduct given; |
tetrachloromethane
Bis(cyclopropylacetyl) peroxide
A
carbon dioxide
B
cyclopropyl-acetic acid cyclopropylmethyl ester
C
cyclopropylacetic acid
1-cyclopropylethanol
A
cyclopropylacetic acid
B
cyclopropanecarboxylic acid
diethyl cyclopropylmalonate
cyclopropylacetic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aqueous NaOH View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: durch Dehydrierung an einem Kupfer-Silber-Katalysator 2: Ag2O View Scheme |
Conditions | Yield |
---|---|
With sulfuric acid In water; acetone | |
With sulfuric acid In water; acetone |
cyclopropylacetic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran 2: sulfuric acid / water; acetone View Scheme |
Conditions | Yield |
---|---|
Stage #1: Cyclopropylacetylene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: With 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 2h; Stage #3: With oxone In acetone at 50℃; for 12h; | 475.6 mg |
2-(2-cyclopropylethynyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
cyclopropylacetic acid
Conditions | Yield |
---|---|
With oxone||potassium monopersulfate triple salt; water In acetone at 50℃; for 12h; Inert atmosphere; | 475 mg |
cyclopropylacetic acid
7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan
Conditions | Yield |
---|---|
With trifluoroacetic anhydride at -20 - 20℃; | 100% |
1-(4-chloro-benzyl)-5-fluoro-2-phenoxymethyl-6-piperazin-1-yl-1H-benzoimidazole
cyclopropylacetic acid
Conditions | Yield |
---|---|
Stage #1: cyclopropylacetic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.0166667h; Stage #2: 1-(4-chloro-benzyl)-5-fluoro-2-phenoxymethyl-6-piperazin-1-yl-1H-benzoimidazole In N,N-dimethyl-formamide at 20℃; for 22h; | 100% |
[3-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)benzylamino]-acetic acid ethyl ester hydrochloride
cyclopropylacetic acid
{(2-cyclopropyl-acetyl)-[3-(4',5'-difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzyl]-amino}-acetic acid ethyl ester
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; | 100% |
cyclopropylacetic acid
cyclopropylacetyl chloride
Conditions | Yield |
---|---|
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 25℃; for 4h; | 99.6% |
With oxalyl dichloride In dichloromethane at 20℃; for 4h; | 98% |
With thionyl chloride In dichloromethane at 60℃; for 2h; | 90% |
methyl (2R,12Z,13aS,14aR,16aS)-6-amino-5,16-dioxo-2-[(5-pyridin-2-ylthieno[3,2-b]pyridin-7-yl)oxy]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylate
cyclopropylacetic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane for 15.5h; | 99% |
Conditions | Yield |
---|---|
Stage #1: C39H49BrN6O9S With hydrogenchloride In dioxanes at 20℃; for 1h; Stage #2: cyclopropylacetic acid With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; for 18h; | 99% |
cyclopropylacetic acid
4-bromo-N2-methylbenzene-1,2-diamine
6-bromo-2-(cyclopropylmethyl)-1-methyl-1H-benzimidazole
Conditions | Yield |
---|---|
Stage #1: cyclopropylacetic acid; 4-bromo-N2-methylbenzene-1,2-diamine 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 20℃; for 1h; Stage #2: With acetic acid at 80℃; for 1h; | 96% |
cyclopropylacetic acid
(R,E)-6-(benzyloxy)-1-(methoxymethoxy)hex-3-en-2-ol
(R,E)-6-(benzyloxy)-1-(methoxymethoxy)hex-3-en-2-yl 2-cyclopropylacetate
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 7.5h; Inert atmosphere; | 95.4% |
methyl (2R,6S,12Z,13aS,14aR,16aS)-6-amino-5,16-dioxo-2-[(2-pyridin-2-ylthieno[2,3-d]pyrimidin-4-yl)oxy]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylate
cyclopropylacetic acid
Conditions | Yield |
---|---|
Stage #1: methyl (2R,6S,12Z,13aS,14aR,16aS)-6-amino-5,16-dioxo-2-[(2-pyridin-2-ylthieno[2,3-d]pyrimidin-4-yl)oxy]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylate; cyclopropylacetic acid With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane for 15h; Stage #2: With citric acid In dichloromethane; ethyl acetate pH=4.5; | 95% |
2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride
cyclopropylacetic acid
Conditions | Yield |
---|---|
Stage #1: cyclopropylacetic acid With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2-chloro-5,6,7,8-tetrahydro[1,6]naphthyridine hydrochloride With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; | 95% |
cyclopropylacetic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Steglich Esterification; | 95% |
cyclopropylacetic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Steglich Esterification; | 94% |
cyclopropylacetic acid
N,O-dimethylhydroxylamine*hydrochloride
2-cyclopropyl-N-methoxy-N-methyl-acetamide
Conditions | Yield |
---|---|
Stage #1: cyclopropylacetic acid With 1,1'-carbonyldiimidazole In dichloromethane at 25℃; for 1h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 25℃; for 12h; | 93.96% |
Stage #1: cyclopropylacetic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane | 89% |
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 84% |
Conditions | Yield |
---|---|
Stage #1: cyclopropylacetic acid; aniline With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 93% |
With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate at 96 - 100℃; for 7h; chemoselective reaction; | 42% |
cyclopropylacetic acid
dimedone
2-(2-cyclopropylacetyl)-5,5-dimethylcyclohexane-1,3-dione
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 16.2h; | 92% |
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 25℃; for 14h; | 85% |
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 25℃; | 85% |
cyclopropylacetic acid
(2R,3R)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Steglich Esterification; | 92% |
cyclopropylacetic acid
(2S,3S)-2-azido-3-phenyl-3-hydroxypropionic acid methyl ester
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Steglich Esterification; | 92% |
cyclopropylacetic acid
(R)-tert-butyl 3-methylpiperazine-1-carboxylate
Conditions | Yield |
---|---|
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere; | 92% |
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h; | 92% |
Conditions | Yield |
---|---|
Stage #1: 1,2,3-Benzotriazole With thionyl chloride In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: cyclopropylacetic acid for 6h; Inert atmosphere; Cooling with ice; | 92% |
Stage #1: 1,2,3-Benzotriazole With thionyl chloride In dichloromethane at 20℃; for 0.5h; Stage #2: cyclopropylacetic acid In dichloromethane at 20℃; for 4h; | 91% |
cyclopropylacetic acid
N,O-dimethylhydroxylamine*hydrochloride
2-cyclopropyl-N-methoxy-N-methyl-acetamide
Conditions | Yield |
---|---|
Stage #1: cyclopropylacetic acid; 1,1'-carbonyldiimidazole In dichloromethane at 15 - 25℃; for 2h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 20 - 25℃; for 15h; | 90.5% |
cyclopropylacetic acid
methyl cyclopropylacetate
Conditions | Yield |
---|---|
With sulfuric acid In methanol | 90% |
Multi-step reaction with 2 steps 1: (COCl)2, DMF / benzene / 3 h / Ambient temperature 2: pyridine / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In diethyl ether at 20℃; for 5h; Inert atmosphere; | 90% |
methyl (2R,6S,12Z,13aS,14aR,16aS)-6-amino-5,16-dioxo-2-[(2-pyridin-2-ylthieno[3,2-d]pyrimidin-4-yl)oxy]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylate
cyclopropylacetic acid
Conditions | Yield |
---|---|
With dimethyl amine; triethylamine; HATU at 50℃; for 1.5h; | 89% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 89% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; | |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 90℃; Inert atmosphere; |
cyclopropylacetic acid
2-cyclopropyl-1-((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)ethanone
Conditions | Yield |
---|---|
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 16h; | 89% |
Conditions | Yield |
---|---|
With 1-hydroxy-7-aza-benzotriazole; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; | 87% |
dimethylenecyclourethane
cyclopropylacetic acid
3-(2-cyclopropylacetyl)oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: dimethylenecyclourethane; cyclopropylacetic acid With lithium chloride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: With pivaloyl chloride; triethylamine In tetrahydrofuran at 0 - 20℃; for 2.33333h; Inert atmosphere; | 87% |
The Cyclopropylacetic acid, with the CAS registry number 5239-82-7, is also known as Cyclopropyl acetic acid. This chemical's molecular formula is C5H8O2 and molecular weight is 100.12. What's more, its IUPAC name is called 2-Cyclopropylacetic acid. It should be stored in a cool, dry and well-ventilated place.
Physical properties about Cyclopropylacetic acid are: (1)ACD/LogP: 0.578; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.23; (4)ACD/LogD (pH 7.4): -2.03; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 7.57; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 37.3 Å2; (13)Index of Refraction: 1.491; (14)Molar Refractivity: 24.726 cm3; (15)Molar Volume: 85.437 cm3; (16)Surface Tension: 49.00 dyne/cm; (17)Density: 1.172 g/cm3; (18)Flash Point: 93.757 °C; (19)Enthalpy of Vaporization: 47.172 kJ/mol; (20)Boiling Point: 191.73 °C at 760 mmHg; (21)Vapour Pressure: 0.22 mmHg at 25 °C.
Preparation of Cyclopropylacetic acid: this chemical can be prepared by Cyclopropyl-acetonitrile. This reaction needs reagent 25percent aq. NaOH at temperature of 130-140 °C. The reaction time is 7 hours.
Uses of Cyclopropylacetic acid: it is used to produce other chemicals. For example, it can react with 1-Hydroxy-1H-pyridine-2-thione to get 1-{[(Cyclopropylmethyl)carbonyl]oxy}-2(1H)-pyridinethione. The reaction occurs with reagents p-(dimethylamino)pyridine, dicyclohexylcarbodiimide and solvent CH2Cl2 at ambient temperature. The yield is 45 %.
When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin or other mucous membranes and may destroy living tissue on contacting. What's more, it may cause burns. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes or skin, 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)CC1CC1
(2) InChI: InChI=1S/C5H8O2/c6-5(7)3-4-1-2-4/h4H,1-3H2,(H,6,7)
(3) InChIKey: KVVDRQDTODKIJD-UHFFFAOYSA-N
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