57706-89-5

Basic information

• Product Name: (2E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate
• CAS NO: 57706-89-5
• Molecular Formula: C₁₇H₂₃NO₂
• Molecular Weight: 273.37
• Mol File: 57706-89-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 362.3°C at 760 mmHg
• Flash Point: 172.9°C
• Density: 1.034g/cm³
• Vapor Pressure: 1.95E-05mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: (2E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate(57706-89-5)
• EPA Substance Registry System: (2E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate(57706-89-5)

Safety Data

• Hazardous Substances Data: 57706-89-5(Hazardous Substances Data)

Usage

General Description

(2E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate is a chemical compound with the molecular formula C17H23NO2. It is a carbamate ester derivative of a phenylcarbamate and is commonly used as an insect repellent and a pesticide. The compound is known for its strong activity against a wide range of insects, including mosquitoes, ticks, and fleas. It is typically used in the form of sprays, lotions, and creams to protect against insect bites and diseases transmitted by insects. Additionally, it is considered to be relatively safe for use on human skin with minimal risk of toxicity or irritation when used as directed.

Upstream product

• 106-24-1 Geraniol 
• 103-71-9 phenyl isocyanate 

Downstream Products

• 122313-83-1 (6R,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate 
• 185759-00-6 C₁₇H₂₃NO₃ 
• 122313-79-5 (6S,2E)-6,7-dihydroxy-6,7-O-isopropylidene-3,7-dimethyl-2-octen-1-yl phenylcarbamate 
• 122313-80-8 (6R,2E)-6,7-epoxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate 
• 61262-94-0 (6S)-5,6-dihydroxy-5,6-O-isopropylidene-6-methylheptan-2-one 
• 61262-97-3 (4'S,2E)-3-methyl-5-(2',2',5',5'-tetramethyl-1',3'-dioxolan-4'-yl)-2-penten-1-ol 
• 136937-07-0 (6R,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate 
• 136937-06-9 (6S,2E)-6-Acetoxy-7-hydroxy-3,7-dimethyloct-2-en-1-yl N-Phenylcarbamate 
• 122405-39-4 racemic (2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate 
• 122313-77-3 (6S,2E)-6,7-dihydroxy-3,7-dimethyl-2-octen-1-yl phenylcarbamate 

Relevant articles and documents

Catalytic Olefin Hydroamidation Enabled by Proton-Coupled Electron Transfer

Here we report a ternary catalyst system for the intramolecular hydroamidation of unactivated olefins using simple N-aryl amide derivatives. Amide activation in these reactions occurs via concerted proton-coupled electron transfer (PCET) mediated by an excited state iridium complex and weak phosphate base to furnish a reactive amidyl radical that readily adds to pendant alkenes. A series of H-atom, electron, and proton transfer events with a thiophenol cocatalyst furnish the product and regenerate the active forms of the photocatalyst and base. Mechanistic studies indicate that the amide substrate can be selectively homolyzed via PCET in the presence of the thiophenol, despite a large difference in bond dissociation free energies between these functional groups.

Exceptionally active catalysts for the formation of carbamates from alcohols and isocyanates: Molybdenum(VI) dichloride dioxide and its DMF complex

Small amounts of MoO2Cl2 or MoO2Cl 2(DMF)2 catalyze carbamate formation from an alcohol and isocyanates: 0.1 mol% of the respective additive allow primary, secondary or tertiary alcohols to add to aliphatic or aromatic isocyanates of varied steric hindrance within 20 minutes at room temperature. Typically the corresponding carbamate resulted in 100% yield. Only particularly hindered substrates required 1.0 mol% of the catalyst while as little as 0.01% sufficed for the phenylcarbamoylation of menthol. Catalytic amounts of DMAP accelerate carbamate formation from certain alcohols and isocyanates, too. Georg Thieme Verlag Stuttgart · New York.

SYNTHESIS OF SPIRO ORTHO ESTERS, SPIRO ORTHO CARBONATES, AND INTERMEDIATES

Ortho esters and ortho carbonates can be produced by alkylating esters and carbonates with, for example, the hexafluorophosphate salt of a trialkyl oxonium ion. The spiro species are useful intermediates in the synthesis of complex organic molecules. Synt