tert-butyl 2,5-dihydro-1H-pyrrole-1-carboxylate

• ChemBase ID: 63277
• Molecular Formular: C9H15NO2
• Molecular Mass: 169.2209
• Monoisotopic Mass: 169.11027873
• SMILES: N1(C(=O)OC(C)(C)C)CC=CC1
• Canonical SMILES: O=C(N1CC=CC1)OC(C)(C)C
• InChI: InChI=1S/C9H15NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-5H,6-7H2,1-3H3
• InChIKey: YEBDZDMYLQHGGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2,5-dihydro-1H-pyrrole-1-carboxylate
• IUPAC Traditional name: tert-butyl 2,5-dihydropyrrole-1-carboxylate
• Synonyms: tert-Butyl 2,5-Dihydropyrrole-1-carboxylate; 3-Pyrroline, N-BOC protected; 1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole; 2,5-Dihydro-1H-pyrrole, N-BOC protected; tert-Butyl 2,5-dihydro-1H-pyrrole-1-carboxylate; N-Boc-2,5-dihydro-1H-pyrrole; tert-butyl 2,5-dihydro-1H-pyrrole-1-carboxylate; N-Boc-2,5-dihydro-1H-pyrrole; N-Boc-3-pyrroline; 2,5-二氢-1H-吡咯-1-羧酸叔丁酯; N-Boc-2,5-二氢-1H-吡咯; N-Boc-3-吡咯啉

Database IDs

• CAS Number: 73286-70-1
• MDL Number: MFCD01863512
• PubChem SID: 24871381; 162029016
• PubChem CID: 5148195

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.4460053
• LogD (pH = 7.4): 1.4460053
• Log P: 1.4460053
• Molar Refractivity: 48.0381 cm^3
• Polarizability: 18.243229 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 208 °C(lit.); 208°C; 208°C
• Flash Point: 177.8 °F; 81 °C; 81°C; 81°C(178°F)
• Density: 0.981; 0.981 g/mL at 25 °C(lit.)
• Refractive Index: 1.458; 1.4580; n20/D 1.458(lit.)
• Hydrophobicity(logP): 2.025

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: >95%; 95%; 96%; 97%
• Empirical Formula (Hill Notation): C9H15NO2

DETAILS

Sigma Aldrich - 477516

Application
Used in a synthesis of β-aryl-GABA analogues by Heck arylation with arenediazonium salts.1
Used to synthesize aryl pyrrolizidines.
Packaging
1, 5 g in glass bottle