ethylbis(propan-2-yl)amine

• ChemBase ID: 74412
• Molecular Formular: C8H19N
• Molecular Mass: 129.24316
• Monoisotopic Mass: 129.15174961
• SMILES: N(CC)(C(C)C)C(C)C
• Canonical SMILES: CCN(C(C)C)C(C)C
• InChI: InChI=1S/C8H19N/c1-6-9(7(2)3)8(4)5/h7-8H,6H2,1-5H3
• InChIKey: JGFZNNIVVJXRND-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethylbis(propan-2-yl)amine
• IUPAC Traditional name: N,N-diisopropylethylamine
• Synonyms: Hünigs base; N-Ethyldiisopropylamine; N,N-Diisopropylethylamine; N-Ethyldiisopropylamine; N,N-Diisopropylethyl amine; N-Ethyldiisopropylamine; DIPEA; Ethyldiisopropylamine; N,N-DIISOPROPYLETHYLAMINE; Diisopropylethylamine; Hunig's base; `Hünig's base'; ‘Hünig’s base’; N,N-Diisopropylethylamine; Hünig’s base; N-Ethyldiisopropylamine solution; DIEA; N-Ethyl-N-isopropylpropan-2-amine; N,N-二异丙基乙胺; Hünigs 碱; N-乙基二异丙基胺; N-乙基二异丙胺; 二异丙基乙胺; N,N-二异丙基乙胺; Hünig 碱; N-乙基二异丙胺 溶液

Database IDs

• CAS Number: 7087-68-5
• EC Number: 230-392-0
• MDL Number: MFCD00008868
• Beilstein Number: 605301; 4124745
• PubChem SID: 24872698; 162039331; 24845480; 24879087; 24864178; 24885522
• PubChem CID: 81531
• Chemspider ID: 73565
• MeSH Name: N,N-diisopropylethylamine
• Wikipedia Title: N,N-Diisopropylethylamine

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -1.3996065
• LogD (pH = 7.4): -1.0124657
• Log P: 2.0937433
• Molar Refractivity: 43.0715 cm^3
• Polarizability: 17.036163 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: APHA: <20; Colorless liquid
• Melting Point: < -50°C; <-50 °C(lit.); -273.15 - -50°C; -46°C; -50°C
• Boiling Point: 126.55°C (399.7K); 126-127°C; 126-127°C; 126-128 °C(lit.); 127 °C(lit.)
• Flash Point: 10 °C; 10°C; 10.6°C; 23 °C; 50 °F; 73.4 °F; 8°C(46°F)
• Density: 0.742 g mL^-1; 0.742 g/ml; 0.742 g/mL at 25 °C(lit.); 0.747; 0.755 g/mL at 20 °C; 0.755 g/mL at 20 °C(lit.); 0.757 g/mL at 25 °C(lit.)
• Refractive Index: 1.4135; 1.414; n20/D 1.414; n20/D 1.414(lit.); n20/D 1.454
• Vapor Pressure: 31 mmHg ( 37.7 °C); 4.1 kPa (at 37.70 °C)
• Odor: Fishy, ammoniacal

Safety Information

• Storage Condition: 2-8°C, Desiccate
• Storage Warning: Highly Flammable/Corrosive/Harmful
• European Hazard Symbols: Corrosive (C); Flammable (F); Toxic (T); X
• UN Number: 2733; 2734; UN2733
• German water hazard class: 2
• Hazard Class: 3; 8
• Packing Group: 2; II
• Australian Hazchem: 3WE
• Risk Statements: 11-22-34-52/53; 61-10-22-34-37-52/53; R:11-34; r11, r22, r34, r52/53
• Safety Statements: 16-26-36/37/39-45-60; 16-26-36/37/39-45-61; 53-26-36/37/39-45-61; S:9-16-26-36/37/39; s16, s26, s36/37/39
• EU Classification: FC
• EU Hazard Identification Number: 8A
• Emergency Response Guidebook(ERG) Number: 132
• TSCA Listed: 是
• GHS Pictograms: GHS corrosion; GHS flame; GHS skull and crossbones; GHS02; GHS05; GHS06; GHS08
• GHS Signal Word: DANGER; Danger
• LD50: 200–500 mg kg^-1 (oral, rat)
• Explode Limits: 0.7–6.3%
• GHS Hazard statements: 225, 301, 314, 412; H225-H301-H314-H318-H402-H412; H225-H301-H314-H412; H226-H301-H314-H335-H360D-H412
• GHS Precautionary statements: 210, 273, 280, 301+310, 305+351+338, 310; P201-P261-P273-P280-P301 + P310-P305 + P351 + P338; P210-P273-P280-P301 + P310-P305 + P351 + P338-P310; P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2733 3/PG 2; UN 2734 8/PG 2

Product Information

• Purity: ≥98.0%; ≥98.0% (GC); ≥99%; 98%; 99%; 99.5%
• Concentration: ~2 M in 1-methyl-2-pyrrolidinone
• Grade: BASF quality; biotech. grade; for peptide synthesis; produced by BASF; purum; ReagentPlus®
• Impurities: <0.050% water; ≤0.2% water (KFT); ≤0.5% water
• Purified By: redistillation
• Linear Formula: [(CH3)2CH]2NC2H5; CH3CH2N[CH(CH3)2]2
• Empirical Formula (Hill Notation): C8H19N

DETAILS

MP Biomedicals - 02150915

1 ml = approx. 0.74 gm
Peptide and protein sequencing reagent.

MP Biomedicals - 05206050

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 67994

Packaging
1 L in glass bottle
250 mL in glass bottle

Sigma Aldrich - 550043

Packaging
100, 500 mL in glass bottle
2 L in glass bottle
Legal Information
Product of Arkema Inc.
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 496219

Packaging
100, 500 mL in Sure/Seal™
2 L in Sure/Seal™

Sigma Aldrich - D125806

Packaging
10 L in comp drum
100, 500 mL in glass bottle
2.5 L in glass bottle
Application
Proton scavenger used in peptide coupling,1 enolboration,2 Pd(0)-catalyzed alkoxycarbonylation of allyl phosphates and acetates,3 and as a catalyst in vinyl sulfone synthesis.4
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 387649

Packaging
1 L in Sure/Seal™
100 mL in Sure/Seal™

REFERENCES

• Hindered non-nucleophilic base with high proton affinity: Chem. Ber., 91, 380 (1958).
• Useful base in peptide coupling reactions: J. Am. Chem. Soc., 91, 6488 (1969). See Appendix 6.
• For use in the introduction of TBDMS protecting groups, see tert-Butyldimethylchlorosilane, A13064. Used in preparation of silyl enol ethers from both aldehydes and ketones: Helv. Chim. Acta, 60, 1801 (1977).
• Has been recommended as a base for the Horner-Wadsworth-Emmons olefination reaction, where the reagents contain groups sensitive to base-catalyzed epimerization or condensation. The reaction is carried out in the presence of LiCl, and gives high (E):(Z) ratios: Tetrahedron Lett., 25, 2183 (1984).