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3001-72-7

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  • 1,5-Diazabicyclo [4.3.0]non-5-ene CAS 3001-72-7 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine CAS no 3001-72-7 1,5-DiazabicycL Diazabicyclononene (DBN)

    Cas No: 3001-72-7

  • USD $ 3.5-5.0 / Kiloliter

  • 5 Kiloliter

  • 3000 Metric Ton/Month

  • Chemwill Asia Co., Ltd.
  • Contact Supplier

3001-72-7 Usage

Description

1,5-Diazabicyclo [4.3.0]non-5-ene is a amidine base used in organic synthesis. It is employed for dehydrohalogenation reactions as well as base-catalyzed rearrangements. It can also be used as the nucleophilic catalyst for the Friedel-Crafts acylation of pyrroles and indoles2. Further, it is used as a resin curing agent and polyurethane catalyst.

Reference

Taylor, James E., et al. "Friedel?Crafts Acylation of Pyrroles and Indoles using 1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) as a Nucleophilic Catalyst." Cheminform 42.13(2015):5740.

Chemical Properties

clear colorless to yellowish liquid

Uses

Different sources of media describe the Uses of 3001-72-7 differently. You can refer to the following data:
1. 1,5-Diazabicyclo[4.3.0]non-5-ene is employed for dehydrohalogenation reactions and base-catalyzed rearrangements in organic synthesis. It is an amidine base used in organic synthesis. Further, it is used as a resin curing agent and polyurethane catalyst.
2. 1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) is an amidine base commonly used in the base-mediated eliminations, condensations, esterifications, isomerizations, carboxylations and carbonylations.It is used in the preparation of supertetrahedral chalcogenide clusters and single crystals of polymer-chalcogenide composites.It also acts as a catalyst for the regioselective Friedel-Crafts C-acylation of pyrroles.

Purification Methods

Distil DBN from BaO. It forms a hydroiodide on addition of 47% HI; dry it and dissolve it in MeCN, evaporate and repeat; recrystallise from EtOH, dry at 25o/1mm for 5hours, then at 80o/0.03mm for 12hours and store and dispense it in a dry box, m 154-156o [Jaeger et al. J Am Chem Soc 101 717 1979]. The methiodide is recrystallised from CHCl3/Et2O, m 248-250o, and hydrogen fumarate has m 159-160o and is crystallised from iso-PrOH [Rokach et al. J Med Chem 22 237 1979, Oediger et al. Chem Ber 99 2012 1966, Reppe et al. Justus Liebigs Ann Chem 596 210 1955]. [Beilstein 23/5 V 239.]

Check Digit Verification of cas no

The CAS Registry Mumber 3001-72-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,0 and 1 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3001-72:
(6*3)+(5*0)+(4*0)+(3*1)+(2*7)+(1*2)=37
37 % 10 = 7
So 3001-72-7 is a valid CAS Registry Number.
InChI:InChI=1/C9H12N2/c10-11-8-4-2-6-9(11)5-1-3-7(8)9/h1-6H2

3001-72-7 Well-known Company Product Price

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  • TCI America

  • (D1313)  1,5-Diazabicyclo[4.3.0]-5-nonene  >98.0%(GC)

  • 3001-72-7

  • 10mL

  • 350.00CNY

  • Detail
  • TCI America

  • (D1313)  1,5-Diazabicyclo[4.3.0]-5-nonene  >98.0%(GC)

  • 3001-72-7

  • 25mL

  • 650.00CNY

  • Detail
  • TCI America

  • (D1313)  1,5-Diazabicyclo[4.3.0]-5-nonene  >98.0%(GC)

  • 3001-72-7

  • 250mL

  • 3,250.00CNY

  • Detail
  • Alfa Aesar

  • (A13437)  1,5-Diazabicyclo[4.3.0]non-5-ene, 98%   

  • 3001-72-7

  • 5g

  • 114.0CNY

  • Detail
  • Alfa Aesar

  • (A13437)  1,5-Diazabicyclo[4.3.0]non-5-ene, 98%   

  • 3001-72-7

  • 25g

  • 307.0CNY

  • Detail
  • Alfa Aesar

  • (A13437)  1,5-Diazabicyclo[4.3.0]non-5-ene, 98%   

  • 3001-72-7

  • 100g

  • 1095.0CNY

  • Detail
  • Sigma-Aldrich

  • (33471)  1,5-Diazabicyclo[4.3.0]non-5-ene  purum, ≥98.0% (GC)

  • 3001-72-7

  • 33471-25ML

  • 845.91CNY

  • Detail
  • Sigma-Aldrich

  • (33471)  1,5-Diazabicyclo[4.3.0]non-5-ene  purum, ≥98.0% (GC)

  • 3001-72-7

  • 33471-100ML

  • 2,652.39CNY

  • Detail
  • Sigma-Aldrich

  • (33471)  1,5-Diazabicyclo[4.3.0]non-5-ene  purum, ≥98.0% (GC)

  • 3001-72-7

  • 33471-500ML

  • 11,805.30CNY

  • Detail
  • Aldrich

  • (136581)  1,5-Diazabicyclo[4.3.0]non-5-ene  98%

  • 3001-72-7

  • 136581-5G

  • 205.92CNY

  • Detail
  • Aldrich

  • (136581)  1,5-Diazabicyclo[4.3.0]non-5-ene  98%

  • 3001-72-7

  • 136581-25G

  • 548.73CNY

  • Detail
  • Aldrich

  • (136581)  1,5-Diazabicyclo[4.3.0]non-5-ene  98%

  • 3001-72-7

  • 136581-100G

  • 2,652.39CNY

  • Detail

3001-72-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidine

1.2 Other means of identification

Product number -
Other names 2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3001-72-7 SDS

3001-72-7Relevant articles and documents

Synthesis of squalamine utilizing a readily accessible spermidine equivalent

Zhang,Rao,Jones,Shao,Feibush,McGuigan,Tzodikov,Feibush,Sharkansky,Snyder,Mallis,Sarkahian,Wilder,Turse,Kinney,Kjeersgaard,Michalak

, p. 8599 - 8603 (1998)

-

RESIST COMPOSITION CONTAINING NOVEL SULFONIUM COMPOUND, PATTERN-FORMING METHOD USING THE RESIST COMPOSITION, AND NOVEL SULFONIUM COMPOUND

-

, (2009/03/07)

A resist composition includes (A) a compound represented by the following formula (I): wherein each of R1 to R13 independently represents a hydrogen atom or a substituent, provided that at least one of R1 to R13 is a substituent containing an alcoholic hydroxyl group; Z represents a single bond or a divalent linking group; and X? represents an anion containing a proton acceptor functional group.

An Efficient Synthesis of Bicyclic Amidines by Intramolecular Cyclization

Kumagai, Naoya,Matsunaga, Shigeki,Shibasaki, Masakatsu

, p. 478 - 482 (2007/10/03)

A real step-saver! In a one-step procedure for the synthesis of bicyclic amidines, the azido group is used directly as the nucleophile in the ring-forming reaction. Many functionalized and chiral bicyclic amidines were synthesized in good yield under mild reaction conditions.

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