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1,8-Diazabicyclo[5.4.0]undec-7-ene

1,8-Diazabicyclo[5.4.0]undec-7-ene
1,8-Diazabicyclo[5.4.0]undec-7-ene structure
CAS No.
6674-22-2
Chemical Name:
1,8-Diazabicyclo[5.4.0]undec-7-ene
Synonyms
DBU;Is a;Polycat DBU;U-CAT SA 851;POLYCAT(R) 18;POLYCAT(R) 48;Lupragen N700;1,8-DiazabicycL;LUPRAGEN(R) N 700;Pyrimido[1,2-a]azep
CBNumber:
CB6368038
Molecular Formula:
C9H16N2
Formula Weight:
152.24
MOL File:
6674-22-2.mol

1,8-Diazabicyclo[5.4.0]undec-7-ene 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
PH
12.8 (10g/l, H2O, 20℃)
Odor
Unpleasant
PH Range
12.8 at 10 g/l at 20 °C
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)
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) 
GHS02,GHS08,GHS06,GHS05,GHS07
Signal word  Danger
Hazard statements  H302+H312-H290-H301-H314-H412-H225-H302-H335-H351-H318-H402
Precautionary statements  P273-P280-P301+P310-P305+P351+P338-P310-P210-P260-P370+P378-P403+P235-P260h-P301+P330+P331-P303+P361+P353-P501a-P264-P270-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P405-P501
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
34
Autoignition Temperature 260 °C
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29339930
Toxicity LD50 orally in Rabbit: 215 - 681 mg/kg

1,8-Diazabicyclo[5.4.0]undec-7-ene price More Price(62)

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 25 mL $26.55 2021-12-16 Buy
Sigma-Aldrich 139009 1,8-Diazabicyclo[5.4.0]undec-7-ene 98% 6674-22-2 25g $29.6 2021-12-16 Buy
Sigma-Aldrich 33482 1,8-Diazabicyclo[5.4.0]undec-7-ene puriss., ≥99.0% (GC) 6674-22-2 50 mL $59.1 2021-12-16 Buy
Sigma-Aldrich 8.03282 1,8-Diazabicyclo[5.4.0]undec-7-ene for synthesis 6674-22-2 100 mL $75.48 2021-12-16 Buy
Sigma-Aldrich 33482 1,8-Diazabicyclo[5.4.0]undec-7-ene puriss., ≥99.0% (GC) 6674-22-2 250 mL $179 2021-12-16 Buy

1,8-Diazabicyclo[5.4.0]undec-7-ene Chemical Properties,Uses,Production

Description

1,8-Diazabicyclo[5.4.0]undec-7-ene 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

Uses

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) may be used:
  1. as catalyst for carboxylic acid esterification with dimethyl carbonate
  2. in the synthesis of duocarmycin and CC-1065 analogs
  3. as catalyst in aza-Michael addition and Knovenegal condensation reaction
  4. 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)
  5. in a new synthesis of the ABCD ring system of Camptothecin
  6. 1,8-Diazabicyclo[5.4.0]undec-7-ene 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.
  7. Used in a new synthesis of the ABCD ring system of Camptothecin.

Uses

1,8-Diazabicyclo[5.4.0]undec-7-ene 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

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

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.]

1,8-Diazabicyclo[5.4.0]undec-7-ene Preparation Products And Raw materials

Raw materials

Preparation Products


1,8-Diazabicyclo[5.4.0]undec-7-ene Suppliers

Global( 484)Suppliers
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ATK CHEMICAL COMPANY LIMITED
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Hefei TNJ Chemical Industry Co.,Ltd.
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View Lastest Price from 1,8-Diazabicyclo[5.4.0]undec-7-ene manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-01-26 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
2022-01-23 1,8-Diazabicyclo[5.4.0]Undec-7-Ene
6674-22-2
US $10.00 / Kg/Bag 1Kg/Bag 99% 20 Tons Hebei Zhanyao Biotechnology Co. Ltd
2022-01-06 1,8-Diazabicyclo[5.4.0]undec-7-ene
6674-22-2
US $25.00 / KG 1KG 99% 2t XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD

1,8-Diazabicyclo[5.4.0]undec-7-ene Spectrum


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