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Merck

387649

N,N-Diisopropylethylamine

99.5%, liquid, purified by redistillation

Synonym(s):

N-Ethyldiisopropylamine, DIPEA, Ethyldiisopropylamine, ‘Hünig’s base’

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About This Item

Linear Formula:
[(CH3)2CH]2NC2H5
CAS Number:
Molecular Weight:
129.24
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
230-392-0
MDL number:

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Product Name

N,N-Diisopropylethylamine, purified by redistillation, 99.5%

InChI key

JGFZNNIVVJXRND-UHFFFAOYSA-N

InChI

1S/C8H19N/c1-6-9(7(2)3)8(4)5/h7-8H,6H2,1-5H3

SMILES string

CCN(C(C)C)C(C)C

vapor pressure

31 mmHg ( 37.7 °C)

assay

99.5%

form

liquid

purified by

redistillation

refractive index

n20/D 1.414 (lit.)

bp

127 °C (lit.)

mp

<−50 °C (lit.)

solubility

water: soluble 4.01 g/L at 20 °C

density

0.742 g/mL at 25 °C (lit.)

functional group

amine

Quality Level

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1 of 4

This Item
900690D125806496219
assay

99.5%

assay

99.5%

assay

≥99%

assay

99.5%

solubility

water: soluble 4.01 g/L at 20 °C

solubility

-

solubility

-

solubility

water: soluble 4.01 g/L at 20 °C

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

bp

127 °C (lit.)

bp

127 °C (lit.)

bp

127 °C (lit.)

bp

127 °C (lit.)

density

0.742 g/mL at 25 °C (lit.)

density

0.742 g/mL at 25 °C (lit.)

density

0.742 g/mL at 25 °C (lit.)

density

0.742 g/mL at 25 °C (lit.)

form

liquid

form

liquid

form

liquid

form

liquid

Application

N,N-diisopropylethylamine may be used in the following processes:
  • As an organic base in the synthesis of indenopyrones.[1]
  • As an activator for chiral iridium N, P ligand complexes which can be utilized in the hydrogenation of α,β-unsaturated nitriles.[2]
  • As a non-nucleophilic base for substitution reaction.[3]
  • As a starting material in the preparation of bis[1,2]dithiolo[1,4]thiazines and bis[1,2]dithiolopyrroles.[4]

General description

N,N-diisopropylethylamine is an aliphatic sterically hindered[5] amine.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

49.1 °F

flash_point_c

9.5 °C

ppe

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


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Asymmetric Hydrogenation of α, β-Unsaturated Nitriles with Base-Activated Iridium N, P Ligand Complexes.
Muller MA and Pfaltz A.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 126(33), 8812-8815 (2014)
Sequential Michael Addition and Enamine-Promoted Inverse Electron Demanding Diels-Alder Reaction upon 3-Vinyl-1,2,4-triazine Platforms.
Lorion M, et al.
Organic Letters (2015)
Selective Syntheses of Bis [1, 2] dithiolo [1, 4] thiazines and Bis [1, 2] dithiolopyrroles from Hunig's Base.
Rees CW, et al.
The Journal of Organic Chemistry, 63(7), 2189-2196 (1998)
Enantioselective N-heterocyclic carbene-catalyzed synthesis of indenopyrones.
Chen KQ, et al.
Organic & Biomolecular Chemistry (2015)
Facile and Gram-scale Synthesis of Metal-free Catalysts: Toward Realistic Applications for Fuel Cells.
Kim OH, et al.
Scientific Reports, 5 (2015)

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

      Helpful?

  3. Is your DIPEA purified by redistillation (item 387649) in a bottle with some type of sure seal?

    1 answer
    1. Yes, this product is purified by distillation and packaged in a Sure/Seal bottle.

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