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Cas Database |
| Name |
4,5-Dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide |
EINECS | 211-901-5 |
| CAS No. | 707-61-9 | Density | 1.11 g/cm3 |
| PSA | 26.88000 | LogP | 2.98250 |
| Solubility | N/A | Melting Point |
58-62ºC |
| Formula | C11H13 O P | Boiling Point | 150 ºC.15 mm Hg(lit.) |
| Molecular Weight | 192.197 | Flash Point | 113 ºC |
| Transport Information | N/A | Appearance | N/A |
| Safety | Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of POx. | Risk Codes | R20/21/22;R36/37/38;R40 |
| Molecular Structure |
|
Hazard Symbols |
|
| Synonyms |
2-Phospholene,3-methyl-1-phenyl-, 1-oxide (7CI,8CI);1-Oxo-1-phenyl-3-methyl-2-phospholene;1-Oxo-3-methyl-1-phenyl-2-phospholene;1-Phenyl-3-methyl-2-phospholene 1-oxide;2,3-Dihydro-4-methyl-1-phenyl-1H-phosphole 1-oxide;3-Methyl-1-phenyl-2-phospholene 1-oxide;NSC 107634;4 ,5-Dihydro-3-methyl-1-phenylphosphole 1-oxide; |
Article Data | 22 |
4,5-Dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide Synthetic route
| Conditions | Yield |
|---|---|
| With 2,6-di-tert-butyl-4-methyl-phenol In chloroform at 65℃; for 24h; Inert atmosphere; Sealed tube; Large scale; | 99.1% |
| McCormack reaction; | 68% |
| With 2,6-di-tert-butyl-4-methyl-phenol In toluene at 59 - 86℃; for 24h; Temperature; Inert atmosphere; | 5.204 g |
- 7564-51-4
2,5-dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide
- 707-61-9
3-Methyl-1-phenyl-2-phospholene 1-oxide
| Conditions | Yield |
|---|---|
| With methanesulfonic acid at 50℃; for 60h; Reagent/catalyst; Temperature; | 81% |
| Multi-step reaction with 3 steps 1: oxalyl dichloride / dichloromethane / 0.25 h / 0 °C / Schlenk technique; Inert atmosphere 2: 72 h / 26 °C / Inert atmosphere; Schlenk technique 3: water / 24 h / 26 °C View Scheme | |
| With methanesulfonic acid at 50℃; for 60h; | |
| Multi-step reaction with 3 steps 1: oxalyl dichloride / dichloromethane / 0.5 h / 0 °C 2: dichloromethane / 48 h / 50 °C / Sealed tube 3: water View Scheme | |
| Multi-step reaction with 3 steps 1: oxalyl dichloride / dichloromethane / 0.25 h / 0 °C / Inert atmosphere; Sealed tube 2: chloroform / 48 h / 80 °C 3: water / chloroform / 0.5 h / 0 °C View Scheme |
- 824-72-6
P,P-dichlorophenylphosphine oxide
- 78-79-5
isoprene
- 707-61-9
3-Methyl-1-phenyl-2-phospholene 1-oxide
| Conditions | Yield |
|---|---|
| at 20℃; for 504000h; | 79% |
| for 168h; Ambient temperature; | 56% |
- 17154-12-0
1-chloro-3-methyl-1-phenyl-2-phospholenium salt
- 707-61-9
3-Methyl-1-phenyl-2-phospholene 1-oxide
| Conditions | Yield |
|---|---|
| With water at 26℃; for 24h; | 71% |
| With water In chloroform | 64 g |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 20℃; for 6h; | 60% |
| Conditions | Yield |
|---|---|
| 46% | |
| Multi-step reaction with 2 steps 1: 336 h / 20 °C 2: water / chloroform View Scheme |
- 30540-42-2
3-methyl-1-phenylphosphole
A
- 7564-51-4
2,5-dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide
B
- 707-61-9
3-Methyl-1-phenyl-2-phospholene 1-oxide
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water 1.) CD2Cl2, 2 days, 0 deg C, 2.) CD2Cl2, 30 min; Multistep reaction. Title compound not separated from byproducts; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: SOCl2 / 24 h / 20 °C 2: 60 percent / tetrahydrofuran / 6 h / 20 °C View Scheme |
- 104629-24-5
1-chloro-3-methyl-1-phenyl-3-phospholenium chloride
- 707-61-9
3-Methyl-1-phenyl-2-phospholene 1-oxide
| Conditions | Yield |
|---|---|
| With water In chloroform at 0℃; | |
| Multi-step reaction with 2 steps 1: chloroform / 48 h / 80 °C 2: water / chloroform / 0.5 h / 0 °C View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 336 h / 20 °C 2: water / chloroform View Scheme |
4,5-Dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide Chemical Properties
Molecular Structure of 3-Methyl-1-phenyl-2-phospholene 1-oxide (707-61-9):
EINECS: 211-901-5
IUPAC Name: 3-Methyl-1-phenyl-1λ5-phosphacyclopent-2-ene 1-oxide
Molecular Formula: C11H13OP
Molecular Weight: 192.194081 g/mol
XLogP3-AA: 1.3
H-Bond Donor: 0
H-Bond Acceptor: 1
Canonical SMILES: CC1=CP(=O)(CC1)C2=CC=CC=C2
InChI: InChI=1S/C11H13OP/c1-10-7-8-13(12,9-10)11-5-3-2-4-6-11/h2-6,9H,7-8H2,1H3
InChIKey: YMKWWHFRGALXLE-UHFFFAOYSA-N
Index of Refraction: 1.541
Molar Refractivity: 54.28 cm3
Molar Volume: 172.6 cm3
Surface Tension: 38.3 dyne/cm
Density: 1.11 g/cm3
Flash Point: 176.5 °C
Enthalpy of Vaporization: 59.06 kJ/mol
Boiling Point: 368.2 °C at 760 mmHg
Vapour Pressure: 2.75E-05 mmHg at 25 °C
Melting Point: 58-62 °C
Water Solubility: mg/L at 25 °C
Refractive Index: n20/D 1.5707(lit.)
Sensitive: Hygroscopic
BRN: 0609223
4,5-Dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide Toxicity Data With Reference
| 1. | ipr-mus LD50:840 mg/kg | DANKAS Doklady Akademii Nauk S.S.S.R. 160 (1965),826. |
4,5-Dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide Consensus Reports
Reported in EPA TSCA Inventory.
4,5-Dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide Safety Profile
Safety Information of 3-Methyl-1-phenyl-2-phospholene 1-oxide (707-61-9):
Hazard Codes: Xn .gif){kind=small}
Risk Statements: 20/21/22-36/37/38-40
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
40: Limited evidence of a carcinogenic effect
Safety Statements: 26-28-36/37/39-45
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
WGK Germany: 3
RTECS: SZ6105100
Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of POx.
4,5-Dihydro-3-methyl-1-phenyl-1H-phosphole 1-oxide Specification
3-Methyl-1-phenyl-2-phospholene 1-oxide (707-61-9) is also known as 2,3-Dihydro-4-methyl-1-phenyl-1H-phosphole, 1-oxide ; 2-Phospholene, 3-methyl-1-phenyl-, 1-oxide ; NSC 107634 ; 1H-Phosphole, 2,3-dihydro-4-methyl-1-phenyl-, 1-oxide ; 2,3-Dihydro-4-methyl-1-phenyl-1H-phosphole 1-oxide with appearance of white to yellow crystals. It is incompatible with strong oxidizing agents. When heated to decomposition, it yields Carbon monoxide , oxides of phosphorus , Carbon dioxide .
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