Hydroprene
Title: Hydroprene
CAS Registry Number: 41096-46-2
CAS Name: (2E,4E)-3,7,11-Trimethyl-2,4-dodecadienoic acid ethyl ester
Additional Names: ethyl (2E,4E)-3,7,11-trimethyldodeca-2,4-dienoate
Manufacturers' Codes: OMS-1696; SHA-486300; ZR-512
Trademarks: Gencor (Zoecon); Gentrol (Wellmark)
Molecular Formula: C17H30O2
Molecular Weight: 266.42
Percent Composition: C 76.64%, H 11.35%, O 12.01%
Literature References: Juvenile hormone mimic. Prepn: C. A. Henrick, US 4021461 (1977 to Zoecon); idem et al., J. Agric. Food Chem. 21, 354 (1973); and insecticidal activity of enantiomers: idem et al., ibid. 26, 542 (1978). Effect on sweet potato weevil: G. M. Ram, A. C. Sekhar, Indian J. Comp. Anim. Physiol. 2, 87 (1991); cockroach: B. L. Reid, G. W. Bennett, J. Econ. Entomol. 87, 1537 (1994). Effect of (S)-enantiomer on cockroach: J. P. Edwards, J. E. Short, ibid. 86, 436 (1993). Review and use in food industries: M. Martinez, Cereal Foods World 38, 818-820 (1993).
Properties: bp0.03 95°. uv max (hexane): 262 nm (e 28300). LD50 orally in rats: >34000 mg/kg (Edwards).
Boiling point: bp0.03 95°
Absorption maximum: uv max (hexane): 262 nm (e 28300)
Toxicity data: LD50 orally in rats: >34000 mg/kg (Edwards)
 
Derivative Type: (S)-form
CAS Registry Number: 65733-18-8
Properties: bp0.05 80°. [a]D25 +2.9° (c = 0.020 in methanol).
Boiling point: bp0.05 80°
Optical Rotation: [a]D25 +2.9° (c = 0.020 in methanol)
 
Use: Insect growth regulator; insecticide.

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