tributylphosphane

• ChemBase编号: 104726
• 分子式: C12H27P
• 平均质量: 202.316541
• 单一同位素质量: 202.18503749
• SMILES: CCCCP(CCCC)CCCC
• Canonical SMILES: CCCCP(CCCC)CCCC
• InChI: InChI=1S/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3
• InChIKey: TUQOTMZNTHZOKS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: tributylphosphane
• IUPAC传统名: tributylphosphine
• 别名: 三丁基膦 溶液; 三丁基膦; 三正丁基膦; 三丁基膦; Cytop® 340; Tributylphosphine solution; NSC 91700; P(n-Bu)3; TBP; Tri-n-butylphosphine; Tributylphosphine; Tributylphosphine; Tributylphosphane; TRI-n-BUTYLPHOSPHINE; Tris(trimethylsilyl)phosphane; Tributylphosphine

登记号

• CAS号: 998-40-3
• EC号: 213-651-2
• MDL号: MFCD00009462
• Beilstein号: 1738261
• PubChem SID: 24900248; 162092272; 24889415; 24900459
• PubChem CID: 13831
• 维基百科标题: Tributylphosphine

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 3.8171377
• LogD (pH = 7.4): 3.8240328
• Log P: 4.3595
• 摩尔折射率: 68.4258 cm^3
• 极化性: 25.590317 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Insoluble in water. Miscible with ether, methanol, ethanol and benzene; negligible in water; organic solvents such as heptane
• 外观: Colorless oily liquid; liquid; Liquid
• 熔点: -60.15°C (213K); -65°C
• 沸点: 150 °C/50 mmHg(lit.); 150°C; 239.85°C (513K); 240°C
• 闪点: >93°C(199°F); 117 °C; 186.8 °F; 37 °C; 37.2°C; 86 °C; 98.6 °F
• 自燃点: 168 °C; 200°C; 392 °F
• 密度: 0.81 g/ml; 0.81 g/mL at 25 °C(lit.); 0.82 g/ml; 0.820
• 折射率: 1.4620; n20/D 1.462(lit.); n20/D 1.463
• 蒸汽密度: 9 (vs air)
• 偶极距: ?
• 作为配体的用途: Acetylations; Addition Reactions; Stille Coupling

安全信息

• 保存条件: 2-8°C, Desiccate, Store Under Nitrogen
• 保存注意事项: Air & Moisture Sensitive
• RTECS编号: SZ3270000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); 易燃性(Flammable) (F); 环境危害性(Nature polluting) (N); 有毒(Toxic) (T); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 3254; UN3254
• 德国WGK号: 3
• 联合国危险货物等级: 4.2
• 联合国危险货物包装类别(PG): 1; I; Truck Only (Not for Export)
• 危险公开号: 17-21/22-34; 17-22-34-51/53; 61-36/37/38; R:22-27; R11 R17 R20/21/22 R34 R38
• 安全公开号: 17-26-36/37/39-43-45; 53-26-45; 7-17-26-36/37/39-45; S:36/37/39
• 欧盟危险货物分类: S1
• 欧盟危险识别号(EUHIN): 4.2
• 美国ERG指导号: 135
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06; GHS07; GHS08; GHS09
• GHS警示词: Danger
• 主要危害: Stench, Flammable, Corrosive
• NFPA704:
  

  3

  1

  2
• GHS危险声明: H226-H250-H302-H312-H314; H250-H252-H301-H314-H318-H411-H401; H314-H335-H360D
• GHS警示性声明: P201-P261-P280-P305 + P351 + P338-P310; P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P422A-P501A; P222-P231-P280-P305 + P351 + P338-P310-P422
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3254 4.2/PG 1

产品相关信息

• 纯度: ~85%; ≥90%; ≥93.5% (Tri-N-butylphosphine, GC); ≥97% (Tri-N-butylphospine + isomers); 94%; 95%; 97%; 99%
• 浓度: 200 mM (in N-methyl-2-pyrrolidinone)
• 级别: technical
• 杂质: <1% TBP oxide; 5% TBP isomers
• 线性分子式: [CH3(CH2)3]3P
• Empirical Formula (Hill Notation): C12H27P

详细说明

MP Biomedicals - 02156971

1 ml = approx. 0.81 g
NOT FOR EXPORT

Sigma Aldrich - T7567

Application
TBP is an uncharged reducing agent for disulfide bonds of cysteine residues. This reagent is ideally suited for preparation of protein samples prior to IEF and 2D electrophoresis. Reduction with TBP and subsequent alkylation with iodoacetamide improves resolution, allows greater sample loads, and therefore, improves visualization of low abundance proteins
包装
Sealed ampule of 0.5 mL

Sigma Aldrich - 90827

Application
1,4-addition catalyst; used with disulfides for the thioetherification of alcohols; acylation catalyst; used to prepare active esters.
Other Notes
该反应性膦可形成应力内酯而三苯基膦则无效1,2
包装
25, 100, 500 mL in Sure/Seal™

Sigma Aldrich - T49484

Application
1,4-addition catalyst; used with disulfides for the thioetherification of alcohols; acylation catalyst; used to prepare active esters.
包装
25 mL in Sure/Seal™
5 mL in glass bottle

Sigma Aldrich - 731374

包装
25, 100 g in Sure/Seal™
Application
Catalyst for:
• Domino reactions of activated conjugated dienes with β,γ-unsaturated-α-ketoesters1
• [3+2]-Cycloadditions2
• Umpolung addition reactions3
• Reductive carbonylation4
• Allylation reactions5

Sigma Aldrich - 247049

Application
1,4-addition catalyst; used with disulfides for the thioetherification of alcohols; acylation catalyst; used to prepare active esters.
与铂(II) 或铂(IV) 一起用于未活化的烯烃的分子间氢胺化反应。
包装
100, 500 g in Sure/Seal™

Sigma Aldrich - 42238

法律信息
Cytop 注册商标 Cytec Technology Corp.

参考文献

• A useful alternative to Triphenylphosphine, L02502 in many applications. Advantages include its greater reactivity and the water-solubility of the by-product phosphine oxide, simplifying its removal.
• In combination with phenyl isocyanate and a Pd catalyst, converts cinnamyl alcohol directly to a phosphorane, which reacts with aldehydes to give conjugated dienes: Chem. Lett., 1449 (1988):
  
• Can behave as a hypernucleophilic catalyst in acylation reactions, with similar results to 4-(Dimethylamino)pyridine, A13016: J. Am. Chem. Soc., 115, 3358 (1993).
• Effective catalyst for the Baylis-Hillman reaction with less tendency than the usual DABCO (1,4-Diazabicyclo[2.2.2]octane, A14003) to promote aldol type side reactions: J. Org. Chem., 62, 1521 (1997).
• For example of its use in Mitsunobu-type reactions, see Diisopropyl azodicarboxylate, L10386.