59104-79-9

Basic information

• Product Name: 1,1-dibromoheptane
• Synonyms: 1,1-dibromoheptane
• CAS NO: 59104-79-9
• Molecular Formula: C₇H₁₄Br₂
• Molecular Weight: 257.99406
• Mol File: 59104-79-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 224.92°C (estimate)
• Flash Point: 95.6°C
• Appearance: /
• Density: 1.5944 (estimate)
• Vapor Pressure: 0.128mmHg at 25°C
• Refractive Index: 1.4980
• CAS DataBase Reference: 1,1-dibromoheptane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-dibromoheptane(59104-79-9)
• EPA Substance Registry System: 1,1-dibromoheptane(59104-79-9)

Safety Data

• Hazardous Substances Data: 59104-79-9(Hazardous Substances Data)

Usage

General Description

1,1-dibromoheptane, also known as symmetrical dibromoheptane, is a chemical compound with the formula C7H14Br2. It is a colorless liquid at room temperature with a pungent odor. 1,1-dibromoheptane is primarily used as a reagent in organic synthesis and is commonly employed in the preparation of various organic compounds. It is a versatile building block in the production of pharmaceuticals, agrochemicals, and other fine chemicals. 1,1-dibromoheptane is highly reactive and is known to be a strong alkylating agent, making it an important reagent in many chemical reactions such as nucleophilic substitution and cross-coupling reactions. Additionally, it is a useful intermediate in the preparation of surfactants, lubricants, and specialty chemicals. Due to its chemical properties and versatility, 1,1-dibromoheptane is an important compound in the field of organic chemistry.

InChI:InChI=1/C7H14Br2/c1-2-3-4-5-6-7(8)9/h7H,2-6H2,1H3

Upstream product

• 111-71-7 heptanal 
• 111-68-2 1-Heptylamine 

Downstream Products

• 89942-12-1 (E)/(Z)-1-bromo-1-heptene 
• 628-71-7 1-Heptyne 
• 141548-34-7 1,4,5-triphenyl-3-(7-bromoheptyl)imidazole-2-one 
• 141676-16-6 1,4,5-triphenyl-2-(7-bromoheptyloxy)imidazole 
• 141676-12-2 sodium 7-(1,4,5-triphenylimidazol-2-yloxy)heptanesulphonate 
• 1301263-96-6 rac-(3aR,6aS)-5-hexyl-2-phenyl-5-(1-phenylvinyl)-octahydro-cyclopenta[c]pyrrole 
• 1301263-79-5 C₂₂H₃₈O₂ 
• 1301264-04-9 2-hexylidene-2,3,3a,4,9,9a-hexahydro-1Hcyclopenta[b]naphthalene 
• 1301264-05-0 2-hexyl-3a,4,9,9a-tetrahydro-1Hcyclopenta[b]naphthalene 

Relevant articles and documents

Development of the First Low Nanomolar Liver Receptor Homolog-1 Agonist through Structure-guided Design

As a key regulator of metabolism and inflammation, the orphan nuclear hormone receptor, liver receptor homolog-1 (LRH-1), has potential as a therapeutic target for diabetes, nonalcoholic fatty liver disease, and inflammatory bowel diseases (IBD). Discovery of LRH-1 modulators has been difficult, in part due to the tendency for synthetic compounds to bind unpredictably within the lipophilic binding pocket. Using a structure-guided approach, we exploited a newly discovered polar interaction to lock agonists in a consistent orientation. This enabled the discovery of the first low nanomolar LRH-1 agonist, one hundred times more potent than the best previous modulator. We elucidate a novel mechanism of action that relies upon specific polar interactions deep in the LRH-1 binding pocket. In an organoid model of IBD, the new agonist increases expression of LRH-1-controlled steroidogenic genes and promotes anti-inflammatory gene expression changes. These studies constitute major progress in developing LRH-1 modulators with potential clinical utility.

Copper-Catalyzed Double C(sp3)-Si Coupling of Geminal Dibromides: Ionic-to-Radical Switch in the Reaction Mechanism

A method for converting geminal dibromides into 1,1-disilylated alkanes is reported. The reaction is promoted by a copper(I) catalyst generated in situ from CuBr·SMe2 as a precatalyst and 4,4′-di-tert-butyl-2,2′-bipyridine (dtbpy) as a ligand. A Si-B reagent is used as the silicon pronucleophile. It is shown that the two C(sp3)-Si bond-forming events differ in mechanism, with the first being ionic and the second being radical.