496219

N,N-Diisopropylethylamine

99.5%, biotech. grade

• Synonym(s): N-Ethyldiisopropylamine, DIPEA, Ethyldiisopropylamine, ‘Hünig’s base’
• Linear Formula: [(CH₃)₂CH]₂NC₂H₅
• CAS Number: 7087-68-5
• Molecular Weight: 129.24
• EC Number: 230-392-0
• MDL number: MFCD00008868
• UNSPSC Code: 12352116
• PubChem Substance ID: 329757490
• NACRES: NA.21
• grade: biotech. grade
• assay: 99.5%
• application(s): peptide synthesis
• bp: 127 °C (lit.)
• vapor pressure: 31 mmHg ( 37.7 °C)

Properties

• grade: biotech. grade
• vapor pressure: 31 mmHg ( 37.7 °C)
• assay: 99.5%
• form: liquid
• impurities: <0.050% water
• color: APHA: <20
• refractive index: n20/D 1.414 (lit.)
• pH: 12.3 (20 °C)
• 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.)
• application(s): peptide synthesis
• SMILES string: CCN(C(C)C)C(C)C
• InChI: 1S/C8H19N/c1-6-9(7(2)3)8(4)5/h7-8H,6H2,1-5H3
• InChI key: JGFZNNIVVJXRND-UHFFFAOYSA-N

Description

General description

N, N-Diisopropylethylamine is a hindered non-nucleophilic amine base used in alkylation, aldol-like reactions, eliminations, and selective generation of enolates. It is widely used as a proton scavenger in organic synthesis. Due to its less nucleophilic nature, it produces less byproducts.

N, N-Diisopropylethylamine is a hindered non-nucleophilic amine base used in alkylation, aldol-like reactions, eliminations, and selective generation of enolates. It is widely used as a proton scavenger in organic synthesis. Due to its less nucleophilic nature, it produces less byproducts.

Application

N, N-Diisopropylethylamine can be used as a base:

• In the palladium (0)-catalyzed alkoxy carbonylation of allyl phosphates and acetate.
• In the selective enolate formation along with boryl triflates.
• In the C–N coupling of aryl halides with nitroarenes in the presence of nickel catalyst.

N,N-Diisopropylethylamine may be used in the synthesis of mannosylated ovalbumin peptides.

Safety Information

• pictograms: GHS02,GHS06,GHS05,GHS09
• signalword: Danger
• hcodes: H225,H302,H318,H331,H335,H411
• pcodes: P210 - P273 - P280 - P301 + P312 - P304 + P340 + P311 - P305 + P351 + P338
• 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_germany: WGK 2
• flash_point_f: 49.1 °F
• flash_point_c: 9.5 °C