Skip to Content
Merck
All Photos(1)

Documents

477516

Sigma-Aldrich

N-Boc-2,5-dihydro-1H-pyrrole

96%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C9H15NO2
CAS Number:
73286-70-1
Molecular Weight:
169.22
MDL number:
MFCD01863512
UNSPSC Code:
12352100
PubChem Substance ID:
24871381
NACRES:
NA.22

Quality Level

100

Assay

96%

refractive index

n20/D 1.458 (lit.)

bp

208 °C (lit.)

density

0.981 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)OC(=O)N1CC=CC1

InChI

1S/C9H15NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-5H,6-7H2,1-3H3

InChI key

YEBDZDMYLQHGGZ-UHFFFAOYSA-N

General description

N-Boc-2,5-dihydro-1H-pyrrole, also known as tert-butyl 2,5-dihydro-1H-pyrrole-1-carboxylate, can be synthesized from N-boc-diallylamine.

Application

N-Boc-2,5-dihydro-1H-pyrrole (tert-Butyl 2,5-dihydro-1H-pyrrole-1-carboxylate) may be used in the preparation of tert-butyl 3-aryl-2,3-dihydro-1H-pyrrole-1-carboxylate.
Used in a synthesis of ß-aryl-GABA analogues by Heck arylation with arenediazonium salts.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

178.0 °F

Flash Point(C)

81.1 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of aryl pyrrolizidines from endocyclic enecarbamates. Novel applications of the Heck arylation of 3-pyrrolines using diazonium salts.
de Oca ACBM and Correia CRD.
ARKIVOC (Gainesville, FL, United States), 10, 390-403 (2003)
A Short and Efficient Synthesis of (S)-1-Boc-2, 5-dihydro-1H-pyrrole-2-carboxylic Acid.
Sturmer R, et al.
Synthesis, 1, 46-48 (2001)
Ariel L L Garcia et al.
The Journal of organic chemistry, 70(3), 1050-1053 (2005-01-29)
We report herein a new, practical, and economic synthesis of the phosphodiesterase inhibitor Rolipram on a multigram scale as well as the synthesis of new 4-aryl pyrrolidones and beta-aryl-gamma-amino butyric acids (GABA derivatives) employing an efficient Heck-Matsuda arylation of 3-pyrroline

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service