1,8-Diazabicyclo[5.4.0]undec-7-ene , 99% , 6674-22-2

Synonym(s):
1,8-Diazabicyclo[5.4.0]undec-7-ene;2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine;2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a]azepine;DBU

CAS NO.：6674-22-2

Empirical Formula: C9H16N2

Molecular Weight: 152.24

MDL number: MFCD00006930

EINECS: 229-713-7

PRODUCT 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)
• 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)

Description and Uses

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.

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.

Safety

• 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