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| CAS No.: | 161596-47-0 |
|---|---|
| Name: | (S)-(+)-GLYCIDYL PHTHALIMIDE |
| Article Data: | 31 |
| Molecular Structure: | |
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|
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| Formula: | C11H9NO3 |
| Molecular Weight: | 203.197 |
| Synonyms: | 1H-Isoindole-1,3(2H)-dione,2-(oxiranylmethyl)-, (S)-;1H-Isoindole-1,3(2H)-dione, 2-[(2S)-oxiranylmethyl]-(9CI);(S)-2-(Oxiran-2-ylmethyl)-1H-isoindole-1,3(2H)-dione;(S)-N-(2,3-Epoxypropan-1-yl)phthalimide;N-((2S)-Oxiran-2-ylmethyl)phthalimide;N-(S)-Glycidylphthalimide; |
| EINECS: | 1308068-626-2 |
| Density: | 1.446 g/cm3 |
| Melting Point: | 102 °C |
| Boiling Point: | 347.4 °C at 760 mmHg |
| Flash Point: | 163.9 °C |
| Hazard Symbols: |
 Xi
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| Risk Codes: | 41 |
| Safety: | 26-39 |
| PSA: | 49.91000 |
| LogP: | 0.61930 |
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- 148857-42-5
2-((S)-3-chloro-2-hydroxypropyl)isoindoline-1,3-dione
- 161596-47-0
(S)-N-glycidylphthalimide
| Conditions | Yield |
|---|---|
| With sodium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Reflux; Green chemistry; | 94% |
| With sodium carbonate In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Reflux; | 89% |
| With potassium phosphate In 1,2-dichloro-ethane at 80℃; for 14h; Product distribution / selectivity; | n/a |
- 40137-25-5
1H-isoindole-1,3(2H)-dione, 2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]
- 161596-47-0
(S)-N-glycidylphthalimide
| Conditions | Yield |
|---|---|
| Stage #1: 1H-isoindole-1,3(2H)-dione, 2-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl] With hydrogen bromide In 1,2-dichloro-ethane at 10 - 15℃; for 4h; Stage #2: With sodium methylate In methanol at 0 - 15℃; for 3h; | 93.6% |
| Multi-step reaction with 4 steps 1: hydrogenchloride / water / 2 h / 60 - 67 °C / Industrial scale 2: pyridinium p-toluenesulfonate / toluene / 0.25 h / 30 - 50 °C / Industrial scale 3: chloro-trimethyl-silane / toluene / 2.5 h / 30 °C 4: sodium methylate / methanol / 20 h / 30 °C View Scheme | |
| Multi-step reaction with 4 steps 1: hydrogenchloride / water / 2 h / 60 - 67 °C / Industrial scale 2: pyridinium p-toluenesulfonate / toluene / 3 h / Dean-Stark; Reflux; Industrial scale 3: N-Bromosuccinimide / 1,2-dichloro-ethane / 1.33 h / 12 - 22 °C / Industrial scale 4: sodium methylate / toluene; methanol / 5.17 h / 9 - 22 °C / Industrial scale View Scheme |
| Conditions | Yield |
|---|---|
| With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; | 91% |
| With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; | 91% |
| With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20 - 25℃; for 18h; | 80% |
| Conditions | Yield |
|---|---|
| With benzyltrimethylammonium chloride In isopropyl alcohol at 40℃; for 22h; | 90% |
| With potassium tert-butylate; benzyltrimethylammonium chloride; sodium carbonate In tetrahydrofuran at 50℃; for 39h; | 81% |
| With benzyltrimethylammonium chloride; sodium hydrogencarbonate In isopropyl alcohol at 20℃; for 25h; | 80% |
- 161596-47-0
(S)-N-glycidylphthalimide
| Conditions | Yield |
|---|---|
| Stage #1: C15H17NO4 With hydrogenchloride In dichloromethane; water at 10 - 15℃; for 4h; Stage #2: With sodium methylate In methanol at 0 - 15℃; for 3h; Reagent/catalyst; | 89.7% |
- 161596-47-0
(S)-N-glycidylphthalimide
| Conditions | Yield |
|---|---|
| Stage #1: C17H21NO4 With hydrogen iodide In chloroform at 10 - 15℃; for 4h; Stage #2: With sodium ethanolate In ethanol at 0 - 15℃; for 3h; | 85.9% |
| Conditions | Yield |
|---|---|
| With benzyltrimethylammonium chloride In isopropyl alcohol at 10℃; for 46h; | 83% |
| With benzyltrimethylammonium chloride In tetrahydrofuran at 50℃; for 44h; | 74% |
| With benzyltrimethylammonium chloride In methanol at 20℃; for 15h; | 68% |
- 136918-14-4
phthalimide
- 51594-55-9
(R)-(-)-epichlorohydrin
A
- 161596-47-0
(S)-N-glycidylphthalimide
B
- 148857-42-5
2-((S)-3-chloro-2-hydroxypropyl)isoindoline-1,3-dione
| Conditions | Yield |
|---|---|
| With potassium fluoride on basic alumina In 2-methyltetrahydrofuran for 3h; Inert atmosphere; Reflux; stereospecific reaction; | A 10% B 83% |
| Conditions | Yield |
|---|---|
| at 70℃; for 1h; Temperature; | 83% |
| With N-benzyl-N,N,N-triethylammonium chloride; potassium iodide In isopropyl alcohol at 28℃; for 72h; Reagent/catalyst; Temperature; Solvent; | 88.1 g |
- 161596-47-0
(S)-N-glycidylphthalimide
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol; toluene at 9 - 22℃; for 5.16667h; Industrial scale; | 80.8% |
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Specification
The (S)-2-Oxiranylmethyl-isoindole-1,3-dione is an organic compound with the formula C11H9NO3. The systematic name of this chemical is 2-(oxiran-2-ylmethyl)-1H-isoindole-1,3(2H)-dione . With the CAS registry number 161596-47-0, it is also named as 1H-Isoindole-1,3(2H)-dione, 2-(oxiranylmethyl)-. The product's categories are N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Phthalimides; Oxiranes; Simple 3-Membered Ring Compounds.
Physical properties about (S)-2-Oxiranylmethyl-isoindole-1,3-dione are: (1)ACD/LogP: 1.60; (2)ACD/LogD (pH 5.5): 1.6; (3)ACD/LogD (pH 7.4): 1.6; (4)ACD/BCF (pH 5.5): 9.76; (5)ACD/BCF (pH 7.4): 9.76; (6)ACD/KOC (pH 5.5): 177.71; (7)ACD/KOC (pH 7.4): 177.71; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 49.91 Å2; (11)Index of Refraction: 1.648; (12)Molar Refractivity: 51.16 cm3; (13)Molar Volume: 140.4 cm3; (14)Polarizability: 20.28×10-24cm3; (15)Surface Tension: 64.5 dyne/cm; (16)Density: 1.446 g/cm3; (17)Flash Point: 163.9 °C; (18)Enthalpy of Vaporization: 59.17 kJ/mol; (19)Boiling Point: 347.4 °C at 760 mmHg; (20)Vapour Pressure: 5.38E-05 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is risk of serious damage to eyes. When you are using it, wear eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C1c3c(C(=O)N1CC2OC2)cccc3
(2)InChI: InChI=1/C11H9NO3/c13-10-8-3-1-2-4-9(8)11(14)12(10)5-7-6-15-7/h1-4,7H,5-6H2
(3)InChIKey: DUILGEYLVHGSEE-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C11H9NO3/c13-10-8-3-1-2-4-9(8)11(14)12(10)5-7-6-15-7/h1-4,7H,5-6H2
(5)Std. InChIKey: DUILGEYLVHGSEE-UHFFFAOYSA-N
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