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TCI

CAS 6674-22-2

1,8-Diazabicyclo[5.4.0]-7-undecene TCI D1270

1,8-Diazabicyclo[5.4.0]-7-undecene TCI D1270

Chemical Identity

Other names
DBU · DBU · 2,3,4,6,7,8,9,10-Octahydropyrimido[1,2-a]azepine
CAS No.
6674-22-2
PubChem
CID 81184·SID 87567805
Formula
C9H16N2
Molecular weight
152.24 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ChemSpider·ECHA·Wikipedia
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine
SMILES
C1CCC2=NCCCN2CC1
InChIKey
GQHTUMJGOHRCHB-UHFFFAOYSA-N
MDL
MDL00006930
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1,8-Diazabicyclo[5.4.0]-7-undecene is a chemical compound classified under heterocyclic compounds, widely utilized in chemical biology research. This compound plays a crucial role in laboratories where complex molecular structures and biological interactions are studied. It is particularly valuable in glycoscience, where it aids in the investigation of glycosylation processes and carbohydrate-based reactions. Its unique molecular architecture allows for precise interactions with biological molecules such as proteins and enzymes, making it an essential tool for advanced chemical research.

The compound's chemical properties, including its stability under controlled conditions and high reactivity in substitution and conjugation reactions, make it a preferred choice for researchers. Its ability to participate in specific chemical transformations enhances its utility in synthetic chemistry and molecular modification studies. The compound's sensitivity to moisture and air necessitates careful handling, but its reactivity and specificity make it a powerful reagent in specialized laboratory applications.

In Indonesian laboratories, 1,8-Diazabicyclo[5.4.0]-7-undecene is commonly used in research focused on molecular biology and chemical synthesis. Its role in glycoscience and biochemical studies makes it an important material for scientists working on complex molecular structures and functional group modifications. The compound's unique properties support a wide range of experimental approaches, contributing to advancements in chemical and biological research.

  • Glycoscience Research: This compound is ideal for studying carbohydrate-based reactions and glycosylation processes due to its ability to interact with biological molecules.
  • Molecular Modification Studies: Its reactivity and specificity make it suitable for modifying complex biological molecules and synthetic compounds.
  • Synthetic Chemistry Applications: The compound is used in the synthesis of complex organic structures, particularly in substitution and conjugation reactions.
  • Enzymatic Reaction Studies: Its interaction with enzymes and proteins makes it valuable for investigating biochemical pathways and catalytic mechanisms.
  • Structural Analysis in Biochemistry: The compound's unique molecular structure supports research into molecular recognition and interaction dynamics.

From the TCI brochure

  • Synthesis of arylphosphonic acid esters from aryl chlorides (used with T4322 catalyst, MeCN, r.t., blue LED 425 nm)

Brand TCI
CAS number 6674-22-2
Molecular formula —
Purity —
Category Chemistry > Chemical Biology > Glycoscience
Pack sizes —
Physical form —
Storage Store in a dry, cool place away from moisture and air exposure

This compound should be stored in a dry, cool environment to maintain its chemical stability and prevent degradation. It is recommended to use airtight containers to minimize exposure to moisture and air, which can affect its reactivity and purity. Due to its sensitivity, it should be handled in a controlled laboratory setting with proper ventilation. Always use appropriate personal protective equipment when working with this compound. Avoid direct contact with skin and eyes, and ensure that the workspace is free from potential contaminants. Regular monitoring of storage conditions is essential to ensure the compound remains suitable for research applications.

References cited in the TCI brochure

  1. Yuta Goto. Mono- and Bisphosphonylation of Aryl Chlorides via Phenothiazine Organophotoredox Catalysis Organic Letters, 2025. doi:10.1021/acs.orglett.5c04527
  2. Haru Ando. Strongly reducing helical phenothiazines as recyclable organophotoredox catalysts Chemical Communications, 2024. doi:10.1039/d4cc00904e
  3. Christopher K. Prier. Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis Chemical Reviews, 2013. doi:10.1021/cr300503r