16795-73-6

Basic information

• Product Name: 1,1-Dimethyl-2-(1-ethylpropylidene)hydrazine
• Synonyms: 1,1-Dimethyl-2-(1-ethylpropylidene)hydrazine;3-Pentanone dimethyl hydrazone
• CAS NO: 16795-73-6
• Molecular Formula: C₇H₁₆N₂
• Molecular Weight: 128.2153
• Mol File: 16795-73-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 159.9°Cat760mmHg
• Flash Point: 50.5°C
• Appearance: /
• Density: 0.81g/cm³
• Vapor Pressure: 2.45mmHg at 25°C
• Refractive Index: 1.436
• CAS DataBase Reference: 1,1-Dimethyl-2-(1-ethylpropylidene)hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dimethyl-2-(1-ethylpropylidene)hydrazine(16795-73-6)
• EPA Substance Registry System: 1,1-Dimethyl-2-(1-ethylpropylidene)hydrazine(16795-73-6)

Safety Data

• Hazardous Substances Data: 16795-73-6(Hazardous Substances Data)

Usage

Physical state

Liquid

Flammability

Highly flammable

Toxicity

Potentially toxic

Uses

Rocket fuel, pharmaceutical industry

Boiling point

69-72 degrees Celsius

Density

0.78-0.82 g/mL

Hazardous material

Yes

Safety precautions

Handle with extreme care and in accordance with proper safety regulations

InChI:InChI=1/C7H16N2/c1-5-7(6-2)8-9(3)4/h5-6H2,1-4H3

Upstream product

• 57-14-7 N,N-Dimethylhydrazine 
• 96-22-0 pentan-3-one 
• 62461-17-0 2-(butan-2-ylidene)-1,1-dimethylhydrazine 
• 74-88-4 methyl iodide 
• 13483-31-3 Acetone dimethylhydrazone 

Downstream Products

• 74016-21-0 (E)-4,7,11-Trimethyl-dodeca-6,10-dien-3-one 
• 6137-11-7 4-methyl-3-heptanone 
• 488821-54-1 rac-(4R,5R)-dihydro-5-ethyl-4-methyl-5-(2-propyl)-2(3H)-furanone 
• 488821-54-1 rac-(4R,5S)-dihydro-5-ethyl-4-methyl-5-(2-propyl)-2(3H)-furanone 
• 162490-88-2 endo-β-Sordidin 
• 162490-88-2 (+/-)-sordidin 
• 162490-88-2 exo-β-Sordidin 
• 162490-88-2 (+/-)-7-episordidin 
• 96-22-0 pentan-3-one 

Relevant articles and documents

Mechanistic Study and Development of Catalytic Reactions of Sm(II)

Samarium diiodide (SmI2) is one of the most widely used single-electron reductants available to organic chemists because it is effective in reducing and coupling a wide range of functional groups. Despite the broad utility and application of SmI2 in synthesis, the reagent is used in stoichiometric amounts and has a high molecular weight, resulting in a large amount of material being used for reactions requiring one or more equivalents of electrons. Although few approaches to develop catalytic reactions have been designed, they are not widely used or require specialized conditions. As a consequence, general solutions to develop catalytic reactions of Sm(II) remain elusive. Herein, we report mechanistic studies on catalytic reactions of Sm(II) employing a terminal magnesium reductant and trimethylsilyl chloride in concert with a noncoordinating proton donor source. Reactions using this approach permitted reductions with as little as 1 mol % Sm. Mechanistic studies provide strong evidence that during the reaction, SmI2 transforms into SmCl2, therefore broadening the scope of accessible reactions. Furthermore, this mechanistic approach enabled catalysis employing HMPA as a ligand, facilitating the development of catalytic Sm(II) 5-exo-trig ketyl olefin cyclization reactions. The initial work described herein will enable further development of both useful and user-friendly catalytic reactions, a long-standing, but elusive goal in Sm(II) chemistry.

Mechanistic study of samarium diiodide-HMPA initiated 5-exo-trig ketyl-olefin coupling: The role of HMPA in post-electron transfer steps

The mechanistic importance of HMPA and proton donors (methanol, 2-methyl-2-propanol, and 2,2,2-trifluoroethanol) on SmI2-initiated 5-exo-trig ketyl-olefin cyclizations has been examined using stopped-flow spectrophotometric studies. In the pres

Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddis flies

Glands of the 4th and 5th abdominal stemite of the caddis flies Potamophylax latipennis, Potamophylax cingulatus, and Glyphotaelius pellucidus contain (S)-4-methyl-3-heptanone (4a), (4S,6S)-4,6-dimethyl-3-octanone (4b), and (4S,6S)-4,6-dimethyl-3-nonanone (4c). As shown by gas chromatography coupled with electrophysiological recordings, these ketones elicit a strong response in the insects' antennae. The structural assignment of the compounds was achieved on the basis of mass spectra, enantioselective synthesis, and gas chromatography on a chiral stationary phase.