Palladium(II) acetate 乙酸钯(Ⅱ)

CAS 3375-31-3 MFCD00012453

化学结构图

3375-31-3
SMILES: CC(=O)O[Pd]OC(C)=O

化学属性

Mol. FormulaPd(OCOCH3)2
Mol. Weight224.51
Melting Point205°C
TSCAYes
SolubilitySoluble as monomer in glacial acetic acid or as trimer in benzene
Density0.984
Appearance 棕色结晶粉末,溶于苯、甲苯,不溶于醚和醇,避光冷藏保存

别名和识别编码

Chemical NamePalladium(II) acetate
Synonym Palladium (II) acetate {LY} Palladium (II) acetate {} {LY} Palladium (II) acetate {} {} {LY} Palladium (II) acetate {} {} {} {LY} Palladium (II) acetate {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {} {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Palladium (II) acetate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Palladium
Beilstein Registry Number6086766
PubChem Substance ID167845
CAS Number3375-31-3
EC Number222-164-4
MDL NumberMFCD00012453
Reaxys-RN3375313
Merck Number6991
Chemical Name Translation乙酸钯(Ⅱ)
LabNetwork Molecule IDLN00193292
InChIInChI=1S/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2
Canonical SMILESC[Pd]C.O=C=O.O=C=O
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分类

  • {SNA} Catalysis, C-H Activation,
  • {uni_hamburg} no charge; carboxylate; 3fragments; ionic
  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Homogeneous Pd Catalysts, Mi
  • {SNA} C-H Activation, Catalysis and Inorganic Chemistry, Catalysts, Chemical Synthesis, Homogeneous Pd Catalysts, Palladium
  • {SNA} C-H Activation,
  • {SNA} Catalysis, Catalysis and Inorgan

产品应用

  • A catalyst for intramolecular coupling.

相关文献及参考

  • For a brief feature on uses of palladium acetate in synthesis, see: Synlett, 329 (2006).
  • For the Heck-type reaction of arenediazonium salts with alkenes, see p-Anisidine, A10946.
  • Use in an improved "Wacker" oxidation of terminal alkenes to 2-alkanones, with p-Benzoquinone, A13162, as the co-oxidant, gives rates up to 50 times higher than earlier procedures: J. Org. Chem., 55, 2924 (1990).
  • Use in an improved "Wacker" oxidation of terminal alkenes to 2-alkanones, with p-Benzoquinone, A13162, as the co-oxidant, gives rates up to 50 times higher than earlier procedures: J. O
  • Also catalyzes the allylic acetoxylation of cycloalkenes: Org. Synth. Coll., 8, 137 (1993).
  • Widely used as catalyst, in the presence of a phosphine ligand and a base, in the Heck (or Mizoroki-Heck) reaction, for coupling of aryl or vinyl halides with alkenes. Reviews: Org. React., 27, 345 (1982); Acc. Chem. Res., 12, 146 (1979); 28, 2 (1995); Angew. Chem. Int. Ed., 33, 2379 (1994); Chem. Rev., 100, 3009 (2000). In many reactions, e.g. the arylation of ɑß-unsaturated esters, Tri(o-tolyl)­phosphine, A12093 is superior to triphenylphosphine: J. Org. Chem., 43, 2952 (1978).
  • For catalysis of the efficient "ligandless" Suzuki cross-coupling of arylboronic acids with aryl iodides, see: J. Org. Chem., 59, 5034 (1994); Org. Synth., 75, 61 (1997).
  • In the presence of TBAB, catalyzes direct homocoupling of aryl halides: Tetrahedron Lett., 39, 2559 (1998).
  • o-Allylic or o-vinylic phenols undergo phosphine-free Pd-catalyzed cross-coupling with vinylic halides and triflates, giving dihydrobenzopyrans and dihydrobenzofurans respectively: Tetrahedron Lett., 39, 237 (1998):
  • Use in a

安全信息

Precautionary statements
  • P305+P351+P338+P310
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P301+P330+P331
  • P337+P313
WGK Germany2
GHS Symbol
Signal word Danger
Hazard statements
  • H351 Suspected of causing cancer 怀疑致癌
  • H318 Causes serious eye damage 严重伤害眼睛
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H361d Suspected of damaging the unborn child 怀疑对未出生婴儿造成伤害
  • H303 May be harmfully swallowed 吞食可能有害
Hazard Codes C 8 Xn Xi Xi,Xn
RTECSAJ1900000
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Safety Statements
  • 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;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S24 Avoid contact with skin 避免皮肤接触;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
  • S39 Wear eye/face protection 戴眼睛/面孔保护装置;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
Risk Statements
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R53 May cause long-term adverse effects in the aquatic environment 对水生环境有长期的有害作用
  • R35 Causes severe burns 会导致严重灼伤
  • 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
Packing GroupⅢ
UN Number
Storage condition 2-8°C, protect from light, stored under nitrogen {LY} 2-8°C, protect from light, stored under nitrogen Store at R.T. {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2100 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - dyspnea
   Gastrointestinal - ulceration or bleeding from stomach
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 51(12),88,1986

其他信息

  • 用途一:1. 催化剂,有效催化烯烃芳香化(Heck reaction)2. 交叉耦合反应催化。
  • 不溶于水,溶于醋酸,甲苯。在乙醇溶液中会缓慢分解。
  • MOL 文件:3375-31-3.mol
  • 醋酸钯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30270860 乙酸钯 1g 230元 2011/04/16 A1424 乙酸钯(Ⅱ) Palladium(II) Acetate 1G 380元 2011/04/16 A1424 乙酸钯(Ⅱ) Palladium(II) Acetate 5G 1600元
  • MSDS 信息:Palladium diacetate(3375-31-3).msds
  • Alfa Aesar:乙酸钯(II),三聚体,Pd45.9-48.4% Palladium(II) acetate, trimer, Pd 45.9-48.4%(3375-31-3)
  • TCI Shanghai:乙酸钯(Ⅱ) Palladium(II) Acetate,>;98.0%(T)(3375-31-3)
  • F:10-23
  • Sigma Aldrich:3375-31-3(sigmaaldrich)
  • 图谱信息:醋酸钯(3375-31-3)红外图谱(IR1) 醋酸钯(3375-31-3)红外图谱(IR2)
  • 海关编码:28439090
  • 敏感性:Hygroscopic
  • 下游产品:(S)-7,7'-双[二(3,5-二甲基苯基羟亚磷基))-1,1'-螺二氢茚 --> (R)-7,7'-二联苯羟亚膦-1,1'-螺旋菌 --> 佛手苷内酯 --> (S)-7,7'-双(二苯基磷酰)-1,1'-螺二氢茚 --> (S)-7,7'-双[二(对甲基苯基羟亚磷基))-1,1'-螺二氢茚 --> 4-(2-酮酸-1-苯并咪唑)哌啶 --> 二苯基乙炔 --> C-(3,4-二氢-2H-苯并[1,4]嗪-3-基)-甲胺 --> (R)-2-羟基-4-苯基丁酸乙酯 --> 3-氨基联苯 --> 5-羧基-异二氢吲哚 --> 5-氰基-2,3-二氢-1H-吲哚 --> 6-羧基二氢吲哚 --> 二氢吲哚-6-甲酸乙酯 --> 3-苯基苯甲基胺 --> 1-(4-吡啶基)哌嗪 --> 2-羟基-4,6-二氨基嘧啶 --> 1H-吲哚-6-甲酸乙酯 --> 4-氨基联苯酚酯 --> N,N'-二苯基-N,N'-(1-萘基)-1,1'-联苯-4,4'-二胺 --> 1-乙酰基-5-氨基二氢吲哚 --> 5-苯基噻吩-2-羧酸 --> 5-苯基-2-噻吩甲醛 --> 4-氨基苯硼酸频哪醇酯 --> 5-甲基吲哚 --> 3-苯基吡唑 --> 乙酸烯丙酯
  • 存储注意事项:氮气保护;空气敏感
  • 检测方法:T
  • 上游原料:乙酸 --> 水合肼 --> 氯化钯 --> 甲酸钠
  • Catalyst for an intramolecular coupling of aryl bromides with alcohols giving 1,3-oxazepines. Preparation of cyclic ureas via palladium-catalyzed intramolecular cyclization.
  • Acros Organics:乙酸钯 Palladium(II) acetate, 47.5% Pd(3375-31-3)
  • TSCA:Yes

系列性分类