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| CAS No.: | 2304-30-5 |
|---|---|
| Name: | Tetrabutylphosphonium chloride |
| Article Data: | 10 |
| Molecular Structure: | |
|
|
|
| Formula: | C16H36ClP |
| Molecular Weight: | 294.889 |
| Synonyms: | Phosphonium,tetrabutyl-, chloride (8CI,9CI);Tetrabutylphosphonium chloride (7CI);Cyphos443P;Cyphos 443T;Cyphos IL 164;Hishicolin PX 4C;Tetra-n-butylphosphoniumchloride; |
| EINECS: | 218-964-8 |
| Density: | 0.978[at 20℃] |
| Melting Point: | 62-66 °C |
| Boiling Point: | 344.8℃[at 101 325 Pa] |
| Flash Point: | 4°C (39°F) |
| Appearance: | clear to yellowish liquid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 22-24-34 |
| Safety: | 26-36/37/39-45 |
| Transport Information: | UN 2928 |
| PSA: | 13.59000 |
| LogP: | 3.20840 |
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| Conditions | Yield |
|---|---|
| In diethyl ether Reflux; | 89% |
| at 115℃; for 72h; | |
| at 50 - 95℃; for 192h; Inert atmosphere; | |
| at 105℃; for 72h; |
| Conditions | Yield |
|---|---|
| Stage #1: butyl magnesium bromide; tri-n-butylchlorophosphonium chloride In tetrahydrofuran; dichloromethane at 0℃; for 0.75h; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether; water for 0.166667h; | 80% |
- 14518-69-5
tetra-n-butylphosphonium hydroxide
- 2304-30-5
tetra-n-butylphosphonium chloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water | |
| With hydrogenchloride In water | |
| With hydrogenchloride In water |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: oxalyl dichloride / 1 h / 20 °C / Inert atmosphere 2.1: dichloromethane; tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere 2.2: 0.17 h View Scheme |
| Conditions | Yield |
|---|---|
| With tributylphosphine In (2)H8-toluene at 220℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube; |
| Conditions | Yield |
|---|---|
| In methanol; water Equilibrium constant; |
- 2304-30-5
tetra-n-butylphosphonium chloride
| Conditions | Yield |
|---|---|
| With potassium hydrogen bifluoride In dichloromethane for 0.5h; Ambient temperature; | 100% |
- 2304-30-5
tetra-n-butylphosphonium chloride
| Conditions | Yield |
|---|---|
| In diethyl ether; toluene at 20℃; for 0.5h; | 100% |
- 63995-75-5
sodium 3-(diphenylphosphanyl)benzenesulfonate
- 2304-30-5
tetra-n-butylphosphonium chloride
- 1384498-21-8
tetrabutylphosphonium diphenyl(3-sulfonatophenyl)phosphine
| Conditions | Yield |
|---|---|
| In dichloromethane; water | 99% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water; toluene at 70℃; | 98% |
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Specification
The IUPAC name of Tetra-N-butylphosphonium chloride is tetrabutylphosphanium chloride. With the CAS registry number 2304-30-5, it is also named as Phosphonium, tetrabutyl-, chloride. The product's product categories are Phosphonium Salts; Phosphonium Compounds; Greener Alternatives: Catalysis; Phase Transfer Catalysts; Phosphonium Salts. Besides, it is clear to yellowish liquid.
The other characteristics of this product can be summarized as: (1)H-Bond Donor: 0; (2)H-Bond Acceptor: 1; (3)Rotatable Bond Count: 12; (4)Exact Mass: 294.224315; (5)MonoIsotopic Mass: 294.224315; (6)Topological Polar Surface Area: 0; (7)Heavy Atom Count: 18; (8)Complexity: 116; (9)Melting Point: 62-66 °C; (10)EINECS: 218-964-8.
Uses of Tetra-N-butylphosphonium chloride: it can be used for producing C16H36P(1+)*2FH*F(1-).
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This reaction needs aq. KHF2 and CH2Cl2 at ambient temperature for 30 min. The yield is 100 %.
When you are using this chemical, please be cautious about it as the following: it is harmful if swallowed and toxic in contact with skin. It also may cause burns. Please wear suitable protective clothing, gloves and eye/face protection when use it. Moreover, in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
(1)SMILES:[Cl-].CCCC[P+](CCCC)(CCCC)CCCC
(2)InChI:InChI=1/C16H36P.ClH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
(3)InChIKey:IBWGNZVCJVLSHB-REWHXWOFAC
(4)Std. InChI:InChI=1S/C16H36P.ClH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
(5)Std. InChIKey:IBWGNZVCJVLSHB-UHFFFAOYSA-M
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intravenous | 32mg/kg (32mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03140, | |
| rabbit | LD50 | oral | 325mg/kg (325mg/kg) | Toxicology. Vol. 24, Pg. 245, 1982. | |
| rabbit | LD50 | skin | 121mg/kg (121mg/kg) | Office of Toxic Substances Report. Vol. FYI-OTS-1178-0020, | |
| rat | LC50 | inhalation | > 3mg/m3/1H (3mg/m3) | Toxicology. Vol. 24, Pg. 245, 1982. | |
| rat | LD50 | oral | 916mg/kg (916mg/kg) | Toxicology. Vol. 24, Pg. 245, 1982. |