8.03646

Diisopropylamine

for synthesis

• Synonym(s): Diisopropylamine, N,N-Diisopropylamine, Bis(1-methylethyl)amine
• Linear Formula: (CH₃)₂CHNHCH(CH₃)₂
• CAS Number: 108-18-9
• Molecular Weight: 101.19
• MDL number: MFCD00008862
• UNSPSC Code: 12352116
• EC Index Number: 203-558-5
• NACRES: NA.22
• Assay: ≥99% (GC)
• bp: 83-84 °C/1013 hPa
• vapor pressure: 93.33 hPa ( 20 °C)

Properties

• vapor pressure: 93.33 hPa ( 20 °C)
• Quality Level: 200
• Assay: ≥99% (GC)
• form: liquid
• autoignition temp.: 295 °C
• potency: 420 mg/kg LD₅₀, oral (Rat); 2900 mg/kg LD₅₀, skin (Rabbit)
• expl. lim.: 1.1-7.1 % (v/v)
• pH: 11.8 (20 °C, 6 g/L in H₂O)
• bp: 83-84 °C/1013 hPa
• mp: -70 °C
• transition temp: flash point -13.45 °C (DIN 51755 Part 1)
• density: 0.72 g/cm³ at 20 °C
• storage temp.: 2-30°C
• SMILES string: N(C(C)C)C(C)C
• InChI: 1S/C6H15N/c1-5(2)7-6(3)4/h5-7H,1-4H3
• InChI key: UAOMVDZJSHZZME-UHFFFAOYSA-N

Description

General description

Diisopropylamine (DIPA) is an aliphatic secondary amine commonly used as an organic base in chemical synthesis.

Application

Diisopropylamine can be used as:

• A reagent to synthesize furan, dihydrofuran, or butanolide derivatives by reacting with γ-ketothioesters.
• A catalyst to prepare aryl disulfides via oxidative coupling of aryl thiols in the presence of air as an oxidant.
• A base in Pd-catalyzed cross-coupling reactions such as Heck and Sonogashira reaction.

It can also be used as a starting material to prepare lithium diisopropylamide (LDA), a strong non-nucleophilic base widely used in organic synthesis for deprotonation reactions.

Safety Information

• Pictograms: GHS02,GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H225,H302,H314,H331,H335,H412
• Precautionary Statements: P210 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 7.8 °F - closed cup
• Flash Point(C): -13.45 °C - closed cup