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426288

Tetrabutylammonium bromide

ACS reagent grade, ≥98.0%, solid

Sustainability features

Synonym(s):

N,N,N-tributyl-1-butanaminium bromide, TBAB, TBABr, tetra-n-butylammonium bromide

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Size/SKUAvailabilityPrice
25 g
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$75.50
100 g
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$106.00
500 g
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$310.00
2.5 kg
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$990.00

About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(Br)
CAS Number:
Molecular Weight:
322.37
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
216-699-2
MDL number:
Beilstein/REAXYS Number:
3570983
Assay:
≥98.0%
Grade:
ACS reagent
Form:
solid

$75.50


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Product Name

Tetrabutylammonium bromide, ACS reagent, ≥98.0%

grade

ACS reagent

Quality Segment

assay

≥98.0%

form

solid

reaction suitability

core: ammonium, reaction type: phase-transfer, reagent type: organic catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product, Sustainability features

impurities

≤0.5% tributylamine hydrobromide, ≤0.5% tributylamine

mp

102-106 °C (lit.)

functional group

amine

greener alternative category

SMILES string

[Br-].CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.BrH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1

InChI key

JRMUNVKIHCOMHV-UHFFFAOYSA-M

General description

Tetrabutylammonium bromide (TBAB) is a quaternary ammonium compound. It is the most widely used phase transfer catalyst. Its interfacial properties have been studied in case of hydroxide initiated reactions. This may be applied in understanding the mechanism of phase transfer reactions. TBAB is reported to decrease retention time and remove peak tailing by acting as an ion pair reagent during the chromatographic analysis of quaternary ammonium compounds. In the molten state TBAB behaves like an ionic liquid which is a promising green alternative to organic solvents in organic synthesis. Its molar heat capacity, entropy and free energy function have been determined.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalysis. Click here for more information.

Application

Tetrabutylammonium bromide (TBAB) may be used in the molten state in the following processes:
  • Synthesis of (2S)-5-(3-phenyl-2-phthalimidylpropanoylamino)isophthalic acid.
  • Synthesis of alkyl-substituted pyrroles in the absence of catalyst and organic solvent.
  • Synthesis of dithioacetals from acetals by transthioacetalisation in a solvent free environment.
  • Synthesis of polyamides (PAs) by the polymerization of terephthalic acid and diisocyanates.
  • Catalyze the addition of thiols to conjugated alkenes.
  • Dehydrochlorination of poly(vinyl chloride).
Used with phosphorus pentoxide for greener deoxybromination.
Used with phosphorus pentoxide for greener deoxybromination.
Process for Producing Halogenated Heteroaryl Compounds

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193119462144241970
description

ACS reagent, ≥98.0%

description

ReagentPlus®, ≥99.0%

description

50 wt. % in H2O

description

≥99%

form

solid

form

powder, crystals or granules

form

liquid

form

powder

assay

≥98.0%

assay

≥99.0%

assay

-

assay

≥99%

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

100

grade

ACS reagent

grade

-

grade

-

grade

-

impurities

≤0.5% tributylamine, ≤0.5% tributylamine hydrobromide

impurities

-

impurities

-

impurities

-

mp

102-106 °C (lit.)

mp

102-106 °C (lit.)

mp

-

mp

100-101 °C (lit.)


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Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

WGK

WGK 3

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves



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Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Hi, what is the shelf life of this material?

    1 answer
    1. This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one year warranty from the date of shipment. For more information you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/life-science/quality-and-regulatory-management/quality-services.

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