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Merck
CN

655325

Tri-tert-butylphosphine solution

1.0 M in toluene

Synonym(s):

P(t-Bu)3, P(t-Bu)3

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About This Item

Empirical Formula (Hill Notation):
C12H27P
CAS Number:
Molecular Weight:
202.32
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352128
MDL number:
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Quality Level

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

SMILES string

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

InChI

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

InChI key

BWHDROKFUHTORW-UHFFFAOYSA-N

Application

Tri-tert-butylphosphine is a suitable ligand for palladium-catalyzed coupling reactions such as:
  • Heck Reactions
  • Negishi cross-coupling
  • Stille reactions
  • Sonogashira reactions



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signalword

Danger

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

Storage Class

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

Regulatory Information

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Related Content

Phosphine Ligand Application Guide


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)
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 (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)



Global Trade Item Number

SKUGTIN
655325-50ML04061838128577
655325-10ML04061838128560
655325-25ML04061837768125