bis(propan-2-yl)amine

• ChemBase ID: 75091
• Molecular Formular: C6H15N
• Molecular Mass: 101.19
• Monoisotopic Mass: 101.12044949
• SMILES: N(C(C)C)C(C)C
• Canonical SMILES: CC(NC(C)C)C
• InChI: InChI=1S/C6H15N/c1-5(2)7-6(3)4/h5-7H,1-4H3
• InChIKey: UAOMVDZJSHZZME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(propan-2-yl)amine
• IUPAC Traditional name: diisopropylamine
• Synonyms: DIPA; Bis(prop-2-yl)amine; N-(Prop-2-yl)propan-2-amine; Bis(isopropyl)amine 99%; N-(1-Methylethyl)-2-propanamine; DIISOPROPYLAMINE; Diisopropylamine; 二异丙胺

Database IDs

• CAS Number: 108-18-9
• EC Number: 203-558-5
• MDL Number: MFCD00008862
• Beilstein Number: 605284
• Merck Index: 143196
• PubChem SID: 24870705; 24864094; 24863920; 162040009
• PubChem CID: 7912
• Chemspider ID: 7624
• Unique Ingredient Identifier: BR9JLI40NO
• Wikipedia Title: Diisopropylamine

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -1.8835524
• LogD (pH = 7.4): -1.6228405
• Log P: 1.3538874
• Molar Refractivity: 33.0282 cm^3
• Polarizability: 13.342089 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colorless liquid
• Melting Point: -61 °C (-78 °F). Also reported as -96 °C (-140.8 °F).; -61 °C(lit.); -61°C; -61.00°C (212.15K); -61°C
• Boiling Point: 82.85 - 84.85°C (356 - 358 K); 83-84°C; 83-84°C; 84 °C (183 °F); 84 °C(lit.); 84°C
• Flash Point: 1.4 °F; -17 °C; -17°C; -6.1°C; -7°C(19°F)
• Auto Ignition Point: 315 °C; 316 °C (600 °F); 599 °F
• Density: 0.717 at 22 °C; 0.72 at 22 °C (water = 1) (16,17); 0.717 g/ml; 0.718; 0.722 g/mL at 25 °C(lit.); 0.772; 722 mg mL^-1
• Refractive Index: 1.3920; 1.392–1.393; n20/D 1.392; n20/D 1.392(lit.); n20/D 1.393
• Vapor Pressure: 50 mmHg ( 20 °C); 6.67 kPa (50 mm Hg), 8 kPa (60 mm Hg) (12), 9.33 kPa (70 mm Hg) (all reported at 20 deg); 6.7 kPa (at 20 °C)
• Vapor Density: 3.48 (air = 1); 3.5 (vs air)
• pKa: 40
• pKb: 54
• Odor: Fishy, ammoniacal
• Std enthalpy of combustion: -4.3363–-4.3313 MJ mol^-1
• Std enthalpy of formation: -173.6–-168.4 kJ mol^-1

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Highly Flammable/Corrosive/Harmful/Lachrymatory/Air Sensitive/Store under Argon
• RTECS: IM4025000
• European Hazard Symbols: Corrosive (C); Flammable (F); X
• UN Number: 1158; UN1158
• German water hazard class: 2
• Hazard Class: 3; 8
• Packing Group: 2; II
• Australian Hazchem: 3WE
• Risk Statements: 11-20/22-34; R:11-20/22-34; r11, r20/22, r34
• Safety Statements: 16-26-36/37/39-45; S:16-26-45-36/37/39; s1/2, s16, s26, s36/37/39
• EU Classification: FC
• EU Hazard Identification Number: 8A
• Emergency Response Guidebook(ERG) Number: 132
• TSCA Listed: 是
• EU Index: 612-129-00-5
• GHS Pictograms: GHS corrosion; GHS exclamation mark; GHS flame; GHS02; GHS05; GHS07
• GHS Signal Word: DANGER; Danger
• NFPA704:
  

  3

  2

  0
• LD50: >10 g kg^-1 (dermal, rabbit); 770 mg kg^-1 (oral, rat)
• Explode Limits: 1.1–8.5%; 8.5 %
• GHS Hazard statements: 225, 302, 314, 332; H225-H302 + H332-H314; H225-H302-H314-H332; H225-H314-H318-H302-H332
• GHS Precautionary statements: 210, 280, 305+351+338, 310; P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1158 3/PG 2

Product Information

• Purity: ≥98.0%; ≥98.0% (GC); ≥99%; ≥99.0% (GC); ≥99.5%; ≥99.5% (GC); 99%; 99.95%; 99+%
• Grade: analytical standard; puriss. p.a.; purum; SAJ first grade
• Impurities: ≤0.5% water
• Cation Traces: Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.5 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Purified By: redistillation
• Linear Formula: (CH3)2CHNHCH(CH3)2

DETAILS

MP Biomedicals - 02157754

1 ml = approx. 0.72 g
NOT FOR EXPORT

MP Biomedicals - 05202034

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 527947

Legal Information
Product of Arkema

Sigma Aldrich - 386464

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

Sigma Aldrich - 471224

Packaging
100, 500 mL in glass bottle
18 L in steel drum
2, 4×2, 2.5, 4×2.5 L in glass bottle

REFERENCES

• Precursor of the sterically-hindered strong base lithium diisopropylamide (LDA), which has a greater "kinetic-basicity" than some thermodynamically stronger bases, e.g. alkyllithiums, and therefore finds wide application in lithiation reactions. LDA is a particularly useful base for the preparation of carboxylic acid dianions and ester enolates. For a review, see: Synthesis, 521 (1982).
• LDA is generally prepared in situ by reaction of diisopropylamine with an alkyllithium; numerous examples in Org. Synth. Coll., 6, 7, 8, 9, and subsequent annual volumes. For discussion of methods for preparation, including Li metal in the presence of an aromatic hydrocarbon as electron-acceptor, see: Synthesis, 463 (1979); see also (Li in ether): Liebigs Ann. Chem., 1471 (1980).
• LDA cleaves 1,3-dithiolanes (ethylene dithioacetals) to the carbonyl compounds: Synthesis, 1087 (1982):
  
• 1,3-Dithianes are not cleaved under these conditions.