1,5-DIAZABICYCLO-[4,3,0]-NON-5-ENE

PRODUCT IDENTIFICATION
CAS NO.

3001-72-7

1,5-DIAZABICYCLO-[4,3,0]-NON-5-ENE
EINECS NO. 221-087-3
FORMULA C7H12N2
MOL WT.

124.18

H.S. CODE

2933.59

TOXICITY

 
SYNONYMS

2,3,4,6,7,8-Hexahydropyrrolo-[1,2-alpha]-pyrimidine; DBN;

1,5-Diazobicyclo[4.3.0]non-5-en (German); 1,5-diazobiciclo[4.3.0]non-5-eno (Spanish); 1,5-diazobicyclo[4.3.0]non-5-ene (French);
SMILES  

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE

clear to yellowish liquid 

MELTING POINT

 
BOILING POINT 95 - 98 C
SPECIFIC GRAVITY 1.03

SOLUBILITY IN WATER

soluble
pH 12.5 - 13.5 (1% sol.)
VAPOR DENSITY 4.28

NFPA RATINGS

 

REFRACTIVE INDEX

 
FLASH POINT

94 C
STABILITY Stable under ordinary conditions

APPLICATIONS
DBN is used as an intermediate for pharmaceuticals, dyestuffs, plastic additives and other organic products. It, tertiary amine compound, is used as a catalyst for polyurethane. It has strong catalyst effect for the reactions of alicyclic and aliphatic isocyanates which are less active than aromatic isocyanates. It is used as a dehydrohalogenation agent and a curing agent for epoxy. DBN is an amidine compound which has amidino functional group, -HN=CNH2. As a prefix (amidino-). The prefix amido- is for the presence of the radical -NH2 along with the radical CO. Diamidine is a molecule that has two amidine groups. Diminazene (CAS #: 536-71-0) is an example. Diminazene aceturate is used as  a veterinary antibacterial and antiprotozoal.

Amidines and guanidines, the compound NH=C(NH2)2, are strongly basic reagents. Bases activation of deprotonation is the first step in the synthesis. The strength of basicity, nucleophilicity, steric hindrance or solubility are the factors to select reagents for the best results in the chemical reactions such as alkylation, tautomerization, dehydrohalogenation, michael-addition, esterification, saponification, acylation, silylations, aldol-condensation, eliminations, and cyclization. The order of basicity strength of some amines are; TBD > MTBD > DBU > DBN > TMG > Quinuclidine > TMP, Pempidine > Triethylamine > TED > Tributylamine > Collidine > Lutidine

  • TBD: 1,5,7-Triazabicyclo(4.4.0)dec-5-ene; 1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a] pyrimidine, CAS #: 5807-14-7
  • MTBD :7-Methyl-1,5,7-triazabicyclo(4.4.0)dec-5-ene;1,3,4,6,7,8-Hexahydro-1- methyl-2H-pyrimido [1,2-a]pyrimidine, CAS #: 84030-20-6
  • DBU: 1,8-Diazabicyclo[5.4.0]undec-7-ene; 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a] azepine, CAS #: 6674-22-2
  • DBN: 1,5-Diazabicyclo[4.3.0]non-5-ene, CAS #: 3001-72-7
  • TMG: 1,1,3,3-Tetramethylguanidine; N,N,N',N'-Tetramethylguanidine, CAS #: 80-70-6
  • Quinuclidine: 1-Azabicyclo[2.2.2]octane, CAS #: 100-76-5
  • TMP: 2,2,6,6-Tetramethylpiperidine, CAS #: 768-66-1
  • Pempidine: 1,2,2,6,6-Pentamethylpiperidine, CAS #: 79-55-0
  • TED: 1,4-Diazabicyclo[2.2.2]octan; Triethylenediamine, CAS #: 280-57-9
  • Collidine: Trimethylpyridine, CAS #: 108-75-8 (2,4,6- Isomer)
  • Lutidine: Dimethylpyridine, CAS #: 108-48-5 (2,6- Isomer)
SALES SPECIFICATION

APPEARANCE

clear to yellowish liquid   
PURITY (GLC)

98.0% min

WATER

1.0% max
TRANSPORTATION
PACKING 200kgs in Drum
HAZARD CLASS 8 (Packing Group: II)
UN NO. 1760
OTHER INFORMATION