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733857 Sigma-Aldrich

DL-α-Tocopherol methoxypolyethylene glycol succinate solution

Green Alternative

2 wt. % in H2O

Synonym: TPGS-750-M

DL-α-Tocopherol methoxypolyethylene glycol succinate solution 2 wt. % in H2O
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Certificate of Analysis (COA)
Specification Sheet
Bulletin (PDF)
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Properties

Related Categories 12 Principles Aligned Products, C-H Activation, Catalysis and Inorganic Chemistry, Chemical Synthesis, Designer Surfactants,
Quality Level   100
reaction suitability   reagent type: catalyst
reaction type: Bucherer Carbazole Synthesis
  reagent type: surfactant
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
concentration   2 wt. % in H2O
refractive index   n20/D 1.336
density   1.002 g/mL at 25 °C
storage temp.   room temp
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Description

General description

Learn More at the Professor and Product Portal of Professor Bruce Lipshutz.

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product TPGS-750-M is a lead surfactant for many transition metal-catalyzed cross-couplings and has been enhanced for catalytic efficiency. Find details here.

Application

On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors

Second generation amphiphile which forms micelles upon dissolution in water allowing a variety of cross-coupling reactions to take place in water instead of organic solvent.

Included among the possible reactions are:
• Olefin metathesis
• Pd-catalyzed cross coupling reactions including Heck, Suzuki-Miyaura, Sonogashira and Buchwald-Hartwig reactions
• C-H activation reactions

Second generation amphiphile for cross-coupling reactions in water

Packaging

10, 50, 100, 500 mL in glass bottle

Other Notes

Watch Professor Lipshutz talk about TPGS-750-M in this webinar:
From milligrams to kilograms: synthetic chemistry following nature′s lead

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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How to enter a Lot Number
View Sample COA
Protocols & Articles

Articles

Lipshutz Group – Products available at Aldrich from the Lipshutz Laboratory

From our library of Articles, Sigma-Aldrich presents Lipshutz Group – Products available at Aldrich from the Lipshutz Laboratory
Keywords: Addition reactions, Catalysis, Cross couplings, Environmental, Green chemistry, Ligands, Metathesis, Nucleophilic aromatic substitution, Olefin metathesis, Organic synthesis, Solvents, Substitutions

Polyethylene Glycol (PEG) Selection Guide

Poly(ethylene glycol) (PEG) is a synthetic, hydrophilic, biocompatible polymer with widespread use in biomedical and other applications. PEGs are synthesized using a ring-opening polymerization of et...
Keywords: Adhesion, Bacterial conjugations, Click chemistry, Molecular biology, PEGylations, Polymerization reactions, Ring-opening polymerization

Pressure-Temperature Calculator for Solvents

*Calculations provide estimated results based on Antoine's Coefficients and their associated temperature range values. Antoine's Coefficients were obtained from the National Institute of Standards an...

TPGS-750-M: Second-Generation Amphiphile for Organometallic Chemistry in Water at Room Temperature

Conducting transition metal-catalyzed cross-coupling chemistry in water instead of organic solvent has a number of potential benefits in terms of cost, environmental impact, safety, and impurity prof...
Keywords: Aminations, Catalysis, Coupling reactions, Cross couplings, Environmental, Ligands, Metathesis

Protocols

Amide Coupling Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, PAGE, Peptide synthesis, Purification, Solvents, Thin layer chromatography

Boxed reaction: Buchwald-Hartwig in Lipshutz Surfactant

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Aminations, Buchwald-Hartwig amination, Chromatography, Flash chromatography, Ligands

Buchwald Hartwig Amination Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, Ligands, Thin layer chromatography

Buchwald-Hartwig Amination Reaction in Water at Room Temperature using TPGS-750-M

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Aminations, Buchwald-Hartwig amination, Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Flash chromatography, Ligands

Heck Reaction in Water at Room Temperature using TPGS-750-M

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Flash chromatography, Heck Reaction

Miyaura Borylation Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, Thin layer chromatography

Negishi Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, Thin layer chromatography

Negishi Reaction in Water at Room Temperature using TPGS-750-M - Procedures, Precautions, Materials

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Flash chromatography

Olefin Metathesis Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, PAGE, Thin layer chromatography

Olefin Metathesis in Water at Room Temperature using TPGS-750-M - Precautions, Procedures

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Flash chromatography, Metathesis, Olefin metathesis

Sonogashira Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, Ligands, Thin layer chromatography

Sonogashira Reaction in Water at Room Temperature using TPGS-750-M

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Flash chromatography

Stille Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, Thin layer chromatography

Suzuki Cross-Coupling in Lipshutz Surfactant

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Evaporation, Flash chromatography

Suzuki Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, Thin layer chromatography

Suzuki-Miyaura Reaction in Water at Room Temperature using TPGS-750-M

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Evaporation, Flash chromatography

Trifluoromethylation Kit

Please consult the Safety Data Sheet for information regarding hazards and safe handling practices.
Keywords: Chromatography, Column chromatography, Gas chromatography, High performance liquid chromatography, Thin layer chromatography

Peer-Reviewed Papers
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