Name | Butyltriphenyl phosphonium chloride |
Synonyms | BTC butyl(triphenyl)phosphanium butyltriphenyl-phosphoniuchloride BUTYLTRIPHENYLPHOSPHONIUM CHLORIDE Butyltriphenylphosphonium chloride TRIPHENYLBUTYLPHOSPHONIUM CHLORIDE Butyltriphenyl phosphonium chloride Phosphonium, butyltriphenyl-, chloride (1-Butyl)triphenylphosphonium chloride |
CAS | 13371-17-0 |
EINECS | 236-443-3 |
InChI | InChI=1/C22H24P.ClH/c1-2-3-19-23(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22;/h4-18H,2-3,19H2,1H3;1H/q+1;/p-1 |
Molecular Formula | C22H24ClP |
Molar Mass | 354.85 |
Melting Point | 226-230°C(lit.) |
Flash Point | >270°C |
Water Solubility | soluble |
Solubility | soluble in Methanol |
Appearance | solid |
Color | White to Light yellow |
Storage Condition | Store below +30°C. |
Sensitive | Hygroscopic |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 2931 39 90 |
Hazard Class | 6.1 |
Toxicity | LD50 orally in Rabbit: 320 mg/kg |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Application | butyltriphenylphosphine chloride is a quaternary phosphonium salt containing a monoalkyltriphenyl substituent. Because there are three unpaired electrons, a pair of lone pair electrons and five empty 3d orbits on the phosphorus atom, Ph3P has the electric absorption property, it also makes quaternary phosphonium salt cation and F-have good binding ability, is conducive to the fluorination reaction, because of its good catalytic effect, high selectivity, high thermal stability, low toxicity, can be recycled, quaternary phosphonium salt phase transfer catalysts have been widely used in recent years. |
preparation | 7.86g(0.03mol) triphenylphosphine and 20ml of acetonitrile were added to a 0.06 ml three-necked flask equipped with a condenser tube. Under the protection of nitrogen, 8ml (mol) of bromobutane was added dropwise and stirred for 10H, after completion of the reaction , a homogeneous yellow oily liquid is obtained, which is cooled in the refrigerator. After white solid is precipitated out, the white solid is filtered out, and recrystallized from a mixed solution of B nitrile and ethyl acetate, suction filtration under reduced pressure and drying in a vacuum oven at 60 ° C. Gave 9.22g(0.026mol) of butyltriphenylphosphine chloride in a molar yield of 86.7%. |