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DBU

DBU Structure
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
MDL Number:
MFCD00006930
MOL File:
6674-22-2.mol
Last updated:2024-11-20 17:10:30
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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)
Viscosity 10.1mm2/s
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)
FDA UNII H1ILJ6IBUX
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)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06
Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
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(55)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.03282 1,8-Diazabicyclo[5.4.0]undec-7-ene for synthesis 6674-22-2 25mL $35.9 2024-03-01 Buy
Sigma-Aldrich 8.03282 1,8-Diazabicyclo[5.4.0]undec-7-ene for synthesis 6674-22-2 100mL $102 2024-03-01 Buy
Sigma-Aldrich 8.03282 1,8-Diazabicyclo[5.4.0]undec-7-ene for synthesis 6674-22-2 2.5L $300 2024-03-01 Buy
Sigma-Aldrich 33482 1,8-Diazabicyclo[5.4.0]undec-7-ene puriss., ≥99.0% (GC) 6674-22-2 50mL $71.7 2024-03-01 Buy
Sigma-Aldrich 33482 1,8-Diazabicyclo[5.4.0]undec-7-ene puriss., ≥99.0% (GC) 6674-22-2 250ML $208 2024-03-01 Buy
Product number Packaging Price Buy
8.03282 25mL $35.9 Buy
8.03282 100mL $102 Buy
8.03282 2.5L $300 Buy
33482 50mL $71.7 Buy
33482 250ML $208 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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Flammability and Explosibility

Non flammable

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 synthesis

24566-95-8
6674-22-2
Synthesis of DBU from N-(3-Aminopropyl)-EPSILON-caprolactam

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( 705)Suppliers
Supplier Tel Email Country ProdList Advantage
CD Chemical Group Limited 		+8615986615575 info@codchem.com China 20342 58
Xiamen AmoyChem Co., Ltd
+86-86-5926051114 +8618959220845 sales@amoychem.com China 6383 58
Nanjing Sinoda Biological Technology Co., Ltd
+8613401983379 sales@njmcn.cn CHINA 74 58
Shandong Believe Chemical PTE.LTD
+86-18553607090 +8618553607090 1093908296@qq.com China 1667 58
Hebei Weibang Biotechnology Co., Ltd 		+8615531157085 abby@weibangbio.com China 8810 58
Hebei Chuanghai Biotechnology Co,.LTD 		+86-13131129325 sales1@chuanghaibio.com China 5892 58
Zibo Hangyu Biotechnology Development Co., Ltd 		+86-0533-2185556 +8617865335152 Mandy@hangyubiotech.com China 10986 58
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 20286 58
Shandong Juchuang Chemical Co., LTD 		+undefined15030412209 admin@juchuangchem.com China 387 58
airuikechemical co., ltd. 		+undefined86-15315557071 sales02@sdzhonghuimaterial.com China 983 58
Supplier Advantage
CD Chemical Group Limited 		58
Xiamen AmoyChem Co., Ltd
58
Nanjing Sinoda Biological Technology Co., Ltd
58
Shandong Believe Chemical PTE.LTD
58
Hebei Weibang Biotechnology Co., Ltd 		58
Hebei Chuanghai Biotechnology Co,.LTD 		58
Zibo Hangyu Biotechnology Development Co., Ltd 		58
Henan Fengda Chemical Co., Ltd 		58
Shandong Juchuang Chemical Co., LTD 		58
airuikechemical co., ltd. 		58

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View Lastest Price from DBU manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,8-Diazabicyclo[5.4.0]undec-7-ene pictures 2024-11-28 1,8-Diazabicyclo[5.4.0]undec-7-ene
6674-22-2
 US $0.00 / Kg/Drum 1KG 99% 500mt Jinan Finer Chemical Co., Ltd
DBU pictures 2024-11-28 DBU
6674-22-2
 US $40.00 / kg 1kg 99% 5000kg/Week Hebei Zhuanglai Chemical Trading Co.,Ltd
DBU pictures 2024-11-27 DBU
6674-22-2
 US $0.00 / KG 25KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
  • DBU pictures
  • DBU
    6674-22-2
  • US $40.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • DBU pictures
  • DBU
    6674-22-2
  • US $0.00 / KG
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD

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
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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