三叔丁基膦溶液

Name: 三<I>叔</I>丁基膦 溶液
Brand: ALDRICH

1.0 M in toluene

别名:

P(t-Bu)3, P(t-Bu)₃

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关于此项目

经验公式（希尔记法）:

C₁₂H₂₇P

化学文摘社编号:

13716-12-6

分子量:

202.32

NACRES:

NA.22

PubChem Substance ID:

24884097

UNSPSC Code:

12352128

MDL number:

MFCD00015006

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产品名称

三叔丁基膦溶液, 1.0 M in toluene

InChI

1S/C12H27P/c1-10(2,3)13(11(4,5)6)12(7,8)9/h1-9H3

SMILES string

CC(C)(C)P(C(C)(C)C)C(C)(C)C

InChI key

BWHDROKFUHTORW-UHFFFAOYSA-N

reaction suitability

reagent type: ligand
reaction type: Addition Reactions
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Sonogashira Coupling
reagent type: ligand
reaction type: Stille Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

concentration

1.0 M in toluene

density

0.861 g/mL at 25 °C

functional group

phosphine

Quality Level

100

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Application

三叔丁基膦是钯催化的偶联反应的一种合适配体，如：

Heck反应
Negishi交叉偶联
Stille反应
Sogogira反应

pictograms

GHS02,GHS08,GHS05,GHS07

signalword

Danger

hcodes

H225,H304,H314,H336,H361d,H373,H412

pcodes

P210 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3

target_organs

Central nervous system, Respiratory system

存储类别

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 3

flash_point_f

39.9 °F

flash_point_c

4.4 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

法规信息

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Pd (PhCN) 2Cl2/P (t-Bu) 3: a versatile catalyst for Sonogashira reactions of aryl bromides at room temperature.

Hundertmark T, et al.

Organic Letters, 2(12), 1729-1731 (2000)

Heck reactions in the presence of P (t-Bu) 3: Expanded scope and milder reaction conditions for the coupling of aryl chlorides.

Littke A F, et al.

The Journal of Organic Chemistry, 64(1), 10-11 (1999)

Pd/P (t-Bu) 3: a mild and general catalyst for Stille reactions of aryl chlorides and aryl bromides

Littke A F, et al.

Journal of the American Chemical Society, 124(22), 6343-6348 (2002)

The development of versatile methods for palladium-catalyzed coupling reactions of aryl electrophiles through the use of P(t-Bu)3 and PCy3 as ligands.

Gregory C Fu

Accounts of chemical research, 41(11), 1555-1564 (2008-10-25)

Metal-catalyzed coupling reactions of aryl electrophiles with organometallics and with olefins serve as unusually effective tools for forming new carbon-carbon bonds. By 1998, researchers had developed catalysts that achieved reactions of aryl iodides, bromides, and triflates. Nevertheless, many noteworthy challenges

The first general method for palladium-catalyzed Negishi cross-coupling of aryl and vinyl chlorides: use of commercially available Pd (P (t-Bu) 3) 2 as a catalyst

Dai C, et al.

Journal of the American Chemical Society, 123(12), 2719-2724 (2001)

三叔丁基膦溶液

1.0 M in toluene