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ChemicalBook > Product Catalog >Pharmaceutical intermediates >Heterocyclic compound >Pyridine compound >Pyridine derivatives >DBU

DBU

DBU Structure
CAS No.
6674-22-2
Chemical Name:
DBU
Synonyms
DBU;2,3,4,6,7,8,9,10-OCTAHYDROPYRIMIDO[1,2-A]AZEPINE;Diazabicycloundecene;1,5-DIAZABICYCLO(5,4,0)UNDEC-5-ENE;1,8-DIAZABICYCLO[5,4,0]-7-UNDECENE;Polycat DBU;1,8-DiazabicycL;1,8-DIAZABICYCLO(5,4,0)UNDECENE-7;1,8-Diazabicyclo(5.4.0)undec-7-en;1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE (DBU)
CBNumber:
CB6368038
Molecular Formula:
C9H16N2
Molecular Weight:
152.24
MOL File:
6674-22-2.mol
Modify Date:
2024/7/26 15:15:06
Request For Quotation

DBU Properties

Melting point -70 °C
Boiling point 80-83 °C0.6 mm Hg(lit.)
Density 1.019 g/mL at 20 °C(lit.)
vapor pressure 5.3 mm Hg ( 37.7 °C)
refractive index n20/D 1.523
Flash point >230 °F
storage temp. Store below +30°C.
solubility soluble
form Liquid
pka 13.28±0.20(Predicted)
color Clear colorless to light yellow
Odor Unpleasant
PH Range 12.8 at 10 g/l at 20 °C
PH 12.8 (10g/l, H2O, 20℃)
explosive limit 1.1-6.5%(V)
Water Solubility soluble
Sensitive Air Sensitive
BRN 508906
Stability Stable. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides.
InChIKey GQHTUMJGOHRCHB-UHFFFAOYSA-N
CAS DataBase Reference 6674-22-2(CAS DataBase Reference)
NIST Chemistry Reference 1,8-diazabicyclo [5.4.0]undec-7-ene(6674-22-2)
EPA Substance Registry System Pyrimido[1,2-a]azepine, 2,3,4,6,7,8,9,10-octahydro- (6674-22-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS06
Symbol(GHS) 
GHS05,GHS06
Signal word  Danger
Signal word  Danger
Hazard statements  H290-H301-H314-H412
Hazard statements  H290-H301-H314-H412
Precautionary statements  P234-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Precautionary statements  P234-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  C,F
Risk Statements  22-34-52/53-35-40-37-19-11-67
Safety Statements  26-36/37/39-45-61-27-16
RIDADR  UN 3267 8/PG 2
WGK Germany  2
F  34
Autoignition Temperature 260 °C
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29339930
Toxicity LD50 orally in Rabbit: 215 - 681 mg/kg
NFPA 704
1
3 0

DBU price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.03282 1,8-Diazabicyclo[5.4.0]undec-7-ene for synthesis 6674-22-2 25ML ₹4829.99 2022-06-14 Buy
Sigma-Aldrich(India) 8.03282 1,8-Diazabicyclo[5.4.0]undec-7-ene for synthesis 6674-22-2 100ML ₹19030.01 2022-06-14 Buy
Sigma-Aldrich(India) 8.03282 1,8-Diazabicyclo[5.4.0]undec-7-ene for synthesis 6674-22-2 2.5L ₹22360 2022-06-14 Buy
Sigma-Aldrich(India) 8.03282 1,8-Diazabicyclo[5.4.0]undec-7-ene for synthesis 6674-22-2 8032829050 ₹227660 2022-06-14 Buy
Sigma-Aldrich(India) 33482 1,8-Diazabicyclo[5.4.0]undec-7-ene puriss., ≥99.0% (GC) 6674-22-2 50ML ₹6419.23 2022-06-14 Buy
Product number Packaging Price Buy
8.03282 25ML ₹4829.99 Buy
8.03282 100ML ₹19030.01 Buy
8.03282 2.5L ₹22360 Buy
8.03282 8032829050 ₹227660 Buy
33482 50ML ₹6419.23 Buy

DBU Chemical Properties,Uses,Production

Description

DBU is a bicyclic amidine base. It is non-nucleophilic, sterically hindered, tertiary amine base in organic chemistry. It is reported to be superior to amine catalyst in Baylis-Hillman reaction.It promotes the methylation reaction of phenols, indoles and benzimidazoles with dimethyl carbonate under mild conditions.

Chemical Properties

Colorless to yellow liquid

Occurrence

Although all commercially available DBU is produced synthetically, it may also be isolated from the sea sponge Niphates digitalis.The biosynthesis of DBU has been proposed to begin with 1,6-hexanedial and 1,3-diaminopropane. 

Uses

DBU may be used:

  2. as catalyst for carboxylic acid esterification with dimethyl carbonate
  4. in the synthesis of duocarmycin and CC-1065 analogs
  6. as catalyst in aza-Michael addition and Knovenegal condensation reaction
  8. as base for dehalogenation of halogenated Diels-Alder adducts and the resulting activated 2,4-dienones were subjected to regio- and stereo-directed Michael additions, using Yamamoto′s reagent (CH3Cu · BF3)
  10. in a new synthesis of the ABCD ring system of Camptothecin
  12. DBU may be used as an catalyst for the dissolution and activation of cellulose by a reversible reaction of its hydroxyl groups with carbon dioxide. This dissolved cellulose system can be derivatized to form cellulose mixed esters.
  14. Used in a new synthesis of the ABCD ring system of Camptothecin.

Uses

DBU is used in organic synthesis as a catalyst, a complexing ligand, and a non-nucleophilic base. It is used as a protecting agent for the synthesis of cephalosporin and as a catalyst for polyurethane.

General Description

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Synthesis

The synthesis of DBU is as follows:As a base, sodium hydroxide was used at a concentration of 25% by weight and 2.3 times molar equivalent. A stirrer was placed in a 100 mL screw tube, and 11.5 g (50 mmol) of DBU hydrochloride, 8.5 g of toluene and 18.5 g (116 mmol) of 25% sodium hydroxide aqueous solution were charged at room temperature. It was placed on a magnetic stirrer and mixed for 1 hour with stirring. The mixture was separated with a 100 mL separatory funnel to obtain 18.8 g of the upper layer containing DBU and 18.4 g of the lower layer of the aqueous layer. The upper layer portion was analyzed by gas chromatography and contained 31.9% by weight of DBU, and the yield was 6.0 g (39.4 mmol) in a yield of 78.8%.

synthesis of DBU

Purification Methods

Fractionally distil DBU under vacuum. Also purify it by chromatography on Kieselgel and eluting with CHCl3/EtOH/25% aqueous NH3 (15:5:2) and checking by IR and MS. [Oediger et al. Chem Ber 99 2012 1962, Angew Chem, Int Ed Engl 6 76 1967, Guggisberg et al. Helv Chim Acta 61 1057 1978, Beilstein 23/5 V 271.]

DBU Preparation Products And Raw materials

Raw materials

Caprolactam

Preparation Products

2-Oxetanone 4H-AMINO-6-BROMO-2,3-DIHYDROTHIOCHROMEN-1,1-DIOXIDE 5-Phenyl-1,3-oxazole-4-carboxylic acid Fmoc-8-amino-3,6-dioxaoctanoic acid 1-Isoquinolinecarbonitrile
5-AMINOINDOLE HYDROCHLORIDE Di-tert-butyl dicarbonate 4-CYANOSTYRENE 4-NITROSTYRENE 6-Nitroindole
5-PHENYL-1,3-OXAZOLE-4-CARBONYL CHLORIDE (1R,2R)-N-BOC-1-AMINO-2-PHENYLCYCLOPROPANECARBOXYLIC ACID 6-Aminoindole 9-VINYLANTHRACENE METHYL PYRROLE-1-CARBOXYLATE
METSULFURON METHYL 3-ETHYLBENZOPHENONE N-Boc-N-methyl glycine methyl ester Propoxybenzene
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DBU Suppliers

Global( 697)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Mumbai, India 66 58 Inquiry
ANJI BIOSCIENCES +91-9000100077 +91-9000100077 Hyderabad, India 430 58 Inquiry
Alkyl Amines Chemicals Limited +91-91-22-24930710 +91-9075727921 Mumbai, India 65 58 Inquiry
JIVICHEM SYNTHESIS PVT LTD +91-7028392790 +91-7028392790 Maharashtra, India 337 58 Inquiry
SYNGENESIS CHEMSCIENCE PRIVATE LIMITED +91-9067779401 +91-9067779401 Maharashtra, India 58 58 Inquiry
JSK Chemicals +919879767970 Gujarat, India 3756 58 Inquiry
Dodhia Group +91-9619867345 +91-9619867345 Mumbai, India 129 58 Inquiry
BASF India Limited +91-2262785600 +91-2262785600 Maharashtra, India 209 58 Inquiry
Azole Rasayanas India Private Limited 91-40-29707735 Hyderabad, India 684 58 Inquiry
Pacific Agencies 08048372547Ext 801 Mumbai, India 135 58 Inquiry
Supplier Advantage
CLEARSYNTH LABS LTD. 58
ANJI BIOSCIENCES 58
Alkyl Amines Chemicals Limited 58
JIVICHEM SYNTHESIS PVT LTD 58
SYNGENESIS CHEMSCIENCE PRIVATE LIMITED 58
JSK Chemicals 58
Dodhia Group 58
BASF India Limited 58
Azole Rasayanas India Private Limited 58
Pacific Agencies 58

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DBU Spectrum

1,8-Diazabicyclo[5.4.0]undec-7-ene(6674-22-2)MS1,8-Diazabicyclo[5.4.0]undec-7-ene(6674-22-2)1HNMR1,8-Diazabicyclo[5.4.0]undec-7-ene(6674-22-2)13CNMR1,8-Diazabicyclo[5.4.0]undec-7-ene(6674-22-2)IR11,8-Diazabicyclo[5.4.0]undec-7-ene(6674-22-2)Raman

6674-22-2(DBU)Related Search:

Tosyl azide Hexamethylene Diisocyanate 1-NONENE DBU 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE, COMPOUND WITH 2-ETHYLHEXANOIC ACID (1:1),1,8-Diazabicyclo[5.4.0]undec-7-ene 2-ethylhexanoate
1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE, COMPOUND WITH PHENOL (1:1) 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE, COMPOUND WITH P-TOLUENESULFONIC ACID (1:1) 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE HYDROTRIBROMIDE BENZYL-DBU-CHLORIDE 6-(DIBUTYLAMINO)-1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE
PHTHALIMIDE 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE SALT 1,8-Diazabicyclo[5.4.0]undec-7-ene formaldehyde/phenol copolymer 8-Benzyl-1,8-diazabicyclo[5.4.0]undec-7-ene tetraphenylborate 1,8-Diazabicyclo[5.4.0]undec-7-ene, polymer-bound,DIAZABICYCLO[5.4.0]UNDEC-7-ENE, POLYMER-BOUND 1,8-DIAZABICYCLO[5.4.0] UNDEC-7-ENE (67.2.6)
DBU(1,8-Diazabicyclo[5,4,0]-undec-7-ene) 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE (POLYCAT DBU CATALYST) 1 8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE POLY&
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1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE (1,5-5) 1,8-DIAZEBICYCLO[5.4.0]UNDEC-7-ENE 1,8-Diazabicyclo[5.4.0]undecane-7-ene 1,8-Diazabicyclo(5 x 4 x 0)undec-7-ene Pyrimido[1,2-a]azep 1,8-Diazabicyclo[5.4.]undec-7-ene 1,8-Diazabicyclo[5.4.0]undec-7-ene, 98% 100GR 1,8-Diazabicyclo[5.4.0]undec-7-ene, 98% 500GR 1,8-Diazabicyclo[5.4.0]undec-7-ene, 98% 5GR 1,8-Diazabicyclo[5.4.0]undec-7-ene,2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU 8-Diazabicyclo[5.4.0]undec-7-ene (DBU) Lupragen N700 (Diazabicycloundecene) DBU 2,3,4,6,7,8,9,10-Octahydropyrimido[1,2-a]azepine 1,8-Diazabicyclo[5.4.0]undec-7-ene, 2,3,4,6,7,8,9,10-OctahydropyriMido[1,2-a]azepine 1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE FOR S 1,8- twoazabicyclo[5.4.0] eleven carbon-7- ene 1,8-Diazabicyclo[5.4.0]undec-7-ene puriss., >=99.0% (GC) 1,8-Diazabicyclo[5.4.0]-7-undecene, 98.0%(GC&T) Is a 1,8-Diazabicyclo[5.4.0]undec-7-ene solution 1 M in ethyl acetate 1,8-Diazabicyclo[5.4.0]undec-7-ene solution 1,5-Diaza(5,4,0)undec-5-ene 1,5-Diazabicyclo[5.4.0]-5-undecene 2,3,4,6,7,8,9,10-Octahydropyrimido(1,2-alpha)azepine 2-a]azepine,2,3,4,6,7,8,9,10-octahydro-pyrimido[ 2-a]azepine,2,3,4,6,7,8,9,10-octahydro-Pyrimido[1 Pyrimido[1,2-a]azepine,2,3,4,6,7,8,9,10-octahydro- 2,3,4,6,7,8,9,1-Octahydropyrimido[1,2-a]azepine 2,3,4,6,7,8,9,10-Octahydropyrimido[1,2-a]azepine, DBU 1,8-diazabicyclo[5,4,0]-undecen-(7) Dicyclo[5,4,0]-1,8-Diazole-7-Nonylene 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-A]Aze 1,8-Diazabicyclo[5,4,0]undec-7 1,8-Diaza-7-bicyclo[5.4.0]undecene. 2,3,4,6,7,8,9,10-OCTAHYDROPYRIMIDOL[1,2-A]AZEPINE 2,3,4,6,7,8,9,10-OCTA-HYDRO-PYRIMIDOL[1,2-ALPHA]AZEPINE LUPRAGEN(R) N 700 POLYCAT(R) 18 POLYCAT(R) 48 OCTAHYDROPYRIMIDO(1,2:A)AZEPINE 1,8-DIAZABICYCLO [5.4.0] UNDEC-7-ENE (AKA) DBU 1,8-Diazabicyclo5.4.0üundec-7-ene, 99% 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine, DBU U-CAT SA 851 1,8-Diazabicyclo[5.4.0]undec-7-ene ,98% Diazabicycloundecene (DBU) 1,8-Diazabicyclo[5.4.0]undec-7-ene, 1 M in ethyl acetate, J&KSeal 1,8-Diazabicyclo[5.4.0]undec-7-ene, 1 M in THF, J&KSeal Baloxavir Impurity 44 DBU (liquid) 1,8-Diazabicyclo[5.4.0]undec-7-ene o[5.4.0]-7-undecene Tofacitinib Impurity 164 Cycloisopropylidene malonate 1.0mol/l 1,8-Diazabicyclo[5.4.0]undec-7-ene Tetrahydrofuran Solution 1,8-Diazabicyclo[5.4.0]-7-undecene > DBU 1,8-Diazabicyclo[5.4.0]undec-7-ene,98% Lupragen N700