Fenoxycarb

Base Information

• Chemical Name: Fenoxycarb
• CAS No.: 72490-01-8
• Deprecated CAS: 79127-80-3
• Molecular Formula: C₁₇H₁₉NO₄
• Molecular Weight: 301.342
• Hs Code.: 2922499917
• European Community (EC) Number: 276-696-7,683-267-1
• UN Number: 3077
• UNII: JEN0LSV1G9
• DSSTox Substance ID: DTXSID7032393
• Nikkaji Number: J296.319A
• Wikipedia: Fenoxycarb
• Wikidata: Q415472
• NCI Thesaurus Code: C163658
• Metabolomics Workbench ID: 53169
• ChEMBL ID: CHEMBL15780
• Mol file: 72490-01-8.mol

Synonyms:ethyl(2-(4-phenoxyphenoxy)ethyl)carbamate;fenoxycarb;Ro 13-5223

Chemical Property of Fenoxycarb

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 1.54E-08mmHg at 25°C
• Melting Point: 53-54oC
• Refractive Index: 1.547
• Boiling Point: 457.1 °C at 760 mmHg
• PKA: 12.13±0.46(Predicted)
• Flash Point: 230.2 °C
• PSA: 56.79000
• Density: 1.148 g/cm³
• LogP: 3.99470
• Solubility.: 4.6g/L in organic solvents at 20 ℃
• Water Solubility.: 6 mg/L ( at 20℃)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 301.13140809
• Heavy Atom Count: 22
• Complexity: 310
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Fenoxycarb ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Other Insecticides
• Canonical SMILES: CCOC(=O)NCCOC1=CC=C(C=C1)OC2=CC=CC=C2
• Description: Fenoxycarb is a non-neurotoxic carbamate insecticide that acts as an insect growth regulator via juvenile hormone-like activity. It inhibits terminal development of first instar and newly transformed second instar nymphs of Florida red scale (C. aonidum) when used at a concentration of 0.0125% AI. Fenoxycarb (5 and 10 mg AI/colony) reduces the colony size index of laboratory colonies of red imported fire ants (S. invicta) by 93.6 to 95.9% at 8 weeks post-treatment. It is toxic to D. magna (LC50 = 0.5 mg a.s./L) and fish including O. mykiss, L. macrochirus, C. carpio, I. punctatus, and C. variegatus (LC50s = 0.66-1.5 mg a.s./L), but is not toxic to rats (LD50 = >10,000 mg/kg). Fenoxycarb is also an antagonist of α4β40-, α4β2-, α3β4-, and α3β2-containing rat nicotinic acetylcholine receptors (nAChRs; IC50s = 3, 2.4, 1.8, and 7.6 μM, respectively) but not rat brain acetylcholinesterase (AChE; IC50 = >1,000 μM).
• Uses: Insecticide. Fenoxycarb is a carbamate insect growth regulator by preventing immature insects from reaching maturity by mimicking juvenile hormone.

Technology Process of Fenoxycarb

There total 2 articles about Fenoxycarb which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-N sodium hydroxide + 2-(chloroethyl)carbamic acid ethyl ester + 4-Phenoxyphenol (831-82-3) → fenoxycarb (79127-80-3,72490-01-8)

Guidance literature:

With potassium carbonate; In N-methyl-acetamide;

Reference yield:

→ fenoxycarb (79127-80-3,72490-01-8)

Guidance literature:

Reference yield: 84.0%

6-bromo-hexanoic acid ethyl ester (25542-62-5) + fenoxycarb (79127-80-3,72490-01-8) → ethyl N-[2-(4-phenoxyphenoxy)ethyl]-N-(5-ethoxycarbonylpentyl)carbamate (389796-15-0)

Guidance literature:

fenoxycarb; With sodium hydride; In N,N-dimethyl-formamide;

6-bromo-hexanoic acid ethyl ester; In N,N-dimethyl-formamide;

DOI:10.1021/jf0107050

upstream raw materials:

4-Phenoxyphenol

Downstream raw materials:

ethyl N-[2-(4-phenoxyphenoxy)ethyl]-N-(5-ethoxycarbonylpentyl)carbamate

ethyl N-[2-(4-phenoxyphenoxy)ethyl]-N-(5-carboxypentyl)carbamate

N-ethoxycarbonyl-N-2-(4-phenoxyphenoxy)-ethyl-oxamic acid methyl ester

Refernces

• 1、 -. "Method for exterminating termites". . . Retrieved 2008/06/13.
• 2、 -. "Insecticidal combination to control mammal fleas, in particular fleas on cats and dogs". . . Retrieved 2008/06/13.