1,5-Diazabicyclo[4.3.0]non-5-ene

Description Reference

Product Name: 1,5-Diazabicyclo[4.3.0]non-5-ene
CAS No.: 3001-72-7
Chemical Name: 1,5-Diazabicyclo[4.3.0]non-5-ene
Synonyms: DBN;1,5-Diazabicyclo[4.3.0]non-5-ene,DBN;Diazabicyclononene;1,5-Diazabicyclonon-5-ene;1,5-DIAZABICYCLO[4.3.0]-5-NONENE;2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine;1,5-DiazabicycL;o[4.3.0]non-5-ene;Diazabicyclononene (DBN);L-CYSTEINE HCL MONO/ANHY
CBNumber: CB6322458
Molecular Formula: C7H12N2
Formula Weight: 124.18
MOL File: 3001-72-7.mol

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1,5-Diazabicyclo[4.3.0]non-5-ene Property

Boiling point:: 95-98 °C7.5 mm Hg(lit.)
Density: 1.005 g/mL at 25 °C(lit.)
refractive index: n20/D 1.519(lit.)
Flash point:: 202 °F
storage temp.: Store below +30°C.
solubility: soluble in Chloroform, Methanol
form: Liquid
pka: 13.42±0.20(Predicted)
color: Clear colorless to yellow
Water Solubility: soluble
Sensitive: Air Sensitive
BRN: 2417
InChIKey: SGUVLZREKBPKCE-UHFFFAOYSA-N
CAS DataBase Reference: 3001-72-7(CAS DataBase Reference)
NIST Chemistry Reference: 1,5-diazabicyclo[4.3.0]non-5-ene(3001-72-7)

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Safety

Hazard Codes: C
Risk Statements: 34
Safety Statements: 26-36/37/39-45
RIDADR: UN 3267 8/PG 2
WGK Germany: 3
F: 1-3-8-10
Hazard Note: Corrosive/Air Sensitive
HazardClass: 8
PackingGroup: II
HS Code: 29335995

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 8.03603
Product name: 1,5-Diazabicyclo[4.3.0]non-5-ene
Purity: for synthesis
Packaging: 25mL
Price: $74.1
Updated: 2024/03/01

Sigma-Aldrich

Product number: 8.03603
Product name: 1,5-Diazabicyclo[4.3.0]non-5-ene
Purity: for synthesis
Packaging: 100mL
Price: $255
Updated: 2024/03/01

Sigma-Aldrich

Product number: 136581
Product name: 1,5-Diazabicyclo[4.3.0]non-5-ene
Purity: 98%
Packaging: 5g
Price: $36.4
Updated: 2024/03/01

Sigma-Aldrich

Product number: 136581
Product name: 1,5-Diazabicyclo[4.3.0]non-5-ene
Purity: 98%
Packaging: 25g
Price: $92.8
Updated: 2024/03/01

TCI Chemical

Product number: D1313
Product name: 1,5-Diazabicyclo[4.3.0]-5-nonene
Purity: >98.0%(GC)
Packaging: 10mL
Price: $18
Updated: 2024/03/01

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1,5-Diazabicyclo[4.3.0]non-5-ene Chemical Properties,Usage,Production

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

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.

Uses

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.

Definition

ChEBI: 1,5-diazabicyclo[4.3.0]-non-5-ene is a pyrrolopyrimidine.

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.]

1,5-Diazabicyclo[4.3.0]non-5-ene Preparation Products And Raw materials

Raw materials

Sodium azide 3-Chloro-1-propanol 2-Pyrrolidinone Anisole Tosyl chloride 1,2-Dichloroethane Oxalyl chloride

Preparation Products

5-Dibenzosuberenone

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1,5-Diazabicyclo[4.3.0]non-5-ene Suppliers

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View Lastest Price from 1,5-Diazabicyclo[4.3.0]non-5-ene manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

Product: 1,5-Diazabicyclo[4.3.0]non-5-ene 3001-72-7
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20 ton
Release date: 2024-11-25

Jinan Finer Chemical Co., Ltd

Product: 1,5-Diazabicyclo[4.3.0]non-5-ene 3001-72-7
Price: US $0.00/KG
Min. Order: 1KG
Purity: ≥98%
Supply Ability: 100mt/year
Release date: 2021-11-09

Hebei Weibang Biotechnology Co., Ltd

Product: 1,5-Diazabicyclo[4.3.0]non-5-ene 3001-72-7
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2024-12-06

3001-72-7, 1,5-Diazabicyclo[4.3.0]non-5-eneRelated Search:

DBU 1-NONENE Dicyclopentadiene 1,2-Dimethyl-1,4,5,6-tetrahydropyrimidine N-METHYL-1,3-PROPANEDIAMINE Methyl hexanoate 1-(3-Aminopropyl)pyrrolidine Propionamidine hydrochloride 1-Methylpyrrolidine 3-Dimethylaminopropylamine N-Ethyl-1,3-propanediamine N-PROPYL-1,3-PROPANEDIAMINE N,N'-Diethyl-1,3-propanediamine BUTYRAMIDINE 1,3-Diaminopropane N-PROPYLETHYLIDENEAMINE 1,4,5,6-TETRAHYDROPYRIMIDINE 1,5-Diazabicyclo[4.3.0]non-5-ene

1,5-Diazabicyclo[4.3.0]non-5-ene,DBN

1,5-DIAZABICYCLO[4.3.0]NON-5-ENE FOR SYN

1,5-Diazabicyclo[4.3.0]non-5-ene purum, >=98.0% (GC)

DBN 1,5-Diazabicyclo[4.3.0]non-5-ene

2H,3H,4H,6H,7H,8H-Pyrrolo[1,2-a]pyrimidine

1,5-Diazabicyclo[4.3.0]non-5-ene≥ 99%(GC)

Diazabicyclononene (DBN)

1,5-DiazabicycL

o[4.3.0]non-5-ene

2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine

Pyrrolo[1,2-a]pyrimidine, 2,3,4,6,7,8-hexahydro-

PYRROLIDINO[1,2:A]1,4,5,6-TETRAHYDRO-PYRIMIDINE

1,5-DIAZABICYCLO[4.3.0]-5-NONENE

1,5-DIAZABICYCLO[4.3.0]NON-5-ENE

1,5-DIAZABICYCLO (4,3,0) NONENE-5

DBN

1,5-diazobicyclo[4.3.0]non-5-ene

1,5-Diazabicyclonon-5-ene

1,5-Diazabicyclo[4.3.0]non-5-ene 97%

1,5-Diazabicyclo[4.3.0]nonane-5-ene

Diazabicyclononene

1,5-Diazabicyclo[4.3.0]non-5-ene,98%

1,5-Diazabicyclo[4.3.0]non-5-ene ,96%

L-CYSTEINE HCL MONO/ANHY

1,5-Diazabicyclo4.3.0ünon-5-ene, 97%

1,5-Diazabicyclo[4.3.0]-5-nonene &gt

1,5-Diazobicyclo[4.3.0]non-5-en

1,5-Diazabicyclo[4,3,] non-5-ene

2,3,4,6,7,8-Hexahydropyrrolo[1,2-a]pyrimidine（DBN）

Diazabicyclononene、1,5-Diazabicyclo[4.3.0]non-5-ene、DBN

3001-72-7

C7H12N2

Synthetic Reagents

Organic Bases