Chemical Name | Tetrakis(triphenylphosphine)palladium |
Alfabeta Name | TETRAKISTRIPHENYLPHOSPHINEPALLADIUM 0(()) |
Synonym |
Tetrakis(triphenylphosphine)palladium
{LY} Tetrakis(triphenylphosphine)palladium
{} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {} {} {} {} {} {} {} {} {
{} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tetrakis(triphenylphosphine)palladium
{} {} {} {} {} {} {} {} |
Beilstein Registry Number | 6704828 |
EC Number | 238-086-9 |
PubChem Substance ID | 11979704 |
Reaxys-RN | 6704828 |
Chemical Name Translation | 四(三苯基膦)钯 |
LabNetwork Molecule ID | LN00117687 |
MDL Number | MFCD00010012 |
CAS Number | 14221-01-3 |
InChI | InChI=1S/4C18H15P.Pd/c4*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h4*1-15H; |
Canonical SMILES | C=1C=CC(=CC1)[P](C=2C=CC=CC2)(C=3C=CC=CC3)[Pd]([P](C=4C=CC=CC4)(C=5C=CC=CC5)C=6C=CC=CC6)([P](C=7C=CC=CC7)(C=8C=CC=CC8)C=9C=CC=CC9)[P](C=%10C=CC=CC%10)(C=%11C=CC=CC%11)C=%12C=CC=CC%12 |
Warnings |
MOISTURE SENSITIVE, STORED UNDER ARGON |
WGK Germany | 3 |
Personal Protective Equipment |
dust mask type N95 (US), Eyeshields, Gloves
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
Safety Statements | |
- S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
- S22 Do not breathe dust 不要吸入粉尘;
- S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
- S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
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Risk Statements | |
- R53 May cause long-term adverse effects in the aquatic environment 对水生环境有长期的有害作用
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
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Storage condition |
-20°C, protect from light, stored under nitrogen
{LY} -20°C, protect from light, stored under nitrogen
2-8℃充氩避光密闭保存
Air Sensitive
{} {LY} -20°C, protect from light, stored under nitrogen
{} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen
{} {} {} {} {} {} {} {} {} {} {} {} {LY} -20 |
Signal word |
Warning |
GHS Symbol
Precautionary statements | |
- P281 Use personal protective equipment as required. 使用所需的个人防护装备。
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Hazard statements | |
- H351 Suspected of causing cancer 怀疑致癌
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Hazard Codes |
Xn |
A high-yielding catalyst used in coupling reactions.
{ALF} Acyl halides can be coupled with organometallic reagents to give ketones, e.g. organozinc halides: Tetrahedron Lett., 24, 5181 (1983); Org. Synth. Coll., 8, 274 (1993), organotin reagents: Org. Synth. Coll., 8, 268 (1993), or arylboronic acids: Tetrahedron Lett., 40, 3109 (1999).
{ALF} Allylic esters, halides, etc. form organopalladium intermediates equivalent to allyl cations and react with various nucleophiles, e.g. amines: J. Am. Chem. Soc., 98, 8516 (1976); J. Org. Chem., 44, 3451 (1979); Tetrahedron Lett., 24, 2745 (1983); Org. Synth. Coll., 8, 13 (1993). For stereoselective introduction of an amino group using sodium azide, see: J. Org. Chem., 54, 3292 (1989).
{ALD} Beilstein:16(4)954
{ALF} Catalyst for a variety of carbonylation reactions. Aryl, vinyl, benzylic and allylic halides with CO (1-3 atm) in the presence of Bu3SnH give aldehydes: J. Am. Chem. Soc., 105, 7175 (1983); 108, 452 (1986). For carbonylative intramolecular cyclization of aminomethyl vinyl triflates to ɑß-unsaturated lactams, see: Tetrahedron, 51, 5585 (1995):
{ALF} Homogeneous catalyst for a wide variety of organometallic coupling reactions.
{ALF} Numerous methods have been developed for the synthesis of unsymmetrical biaryls, many of wh
{uni_hamburg} Short: III/35C4
{ALF} The conversion of aryl halides or triflates to benzonitriles can be much improved by the use of the catalyst in combination with Zn(CN)2 in DMF or NaCN/CuI (cat) in acetonitrile, giving good yields at lower temperatures than the classical Rosenmund-von Braun method (see Copper(I)­ cyanide, 12135): Tetrahedron Lett., 39, 2907 (1998); J. Org. Chem., 63, 8224 (1998). Vinyl bromides or iodides with KCN/18-crown-6 give acrylonitriles in high yield with retention of configuration: Tetrahedron Lett., 4429 (1977). Vinyl triflates with LiCN can also be used: J. Chem. Soc., Chem. Commun., 756 (1989). For a review of palladium- and copper-catalyzed cyanation reactions, see: Eur. J. Inorg. Chem., 3513 (2004).