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(+)-cis-Phenothrin

CAT: 0572-TRC-P318100-100MGSize: 100 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-P318100-100MGSize:100 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
51186-88-0
Synonyms
(1R,3S)-2,2-Dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylic Acid (3-Phenoxyphenyl)methyl Ester; (1R-cis)-2,2-Dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylic Acid (3-Phenoxyphenyl)methyl Ester; (+)-cis-Fenothrin; (+)-cis-Phenothrin; 1R,cis-Phenothrin; 3-Phenoxybenzyl (+)-cis-Chrysanthemate;
Hazard Statement
Harmful if inhaled; UN number: UN3082; Packing Group: III
Purity
>95% (HPLC)
Smiles
O=C([C@@H]1[C@@H](C1(C)C)/C=C(C)\C)OCC2=CC(OC3=CC=CC=C3)=CC=C2
Molecular Formula
C23H26O3
Molecular Weight
350.45
Shipping Conditions
Room Temperature
Storage Conditions
+4°C

Chemical Information

d-cis-Phenothrin

Phenothrin, also called sumithrin, is a synthetic pyrethroid (type 1) that kills adult fleas and ticks. It has also been used to kill head lice in humans. d-phenothrin is used as a component of aerosol insecticides for domestic use. Phenothrin is often used with methoprene, an insect growth regulator that interrupts the insect's biological life cycle by killing the eggs. In 2005, the EPA required Hartz Mountain Industries to cancel uses of several flea and tick products containing phenothrin that were linked to a range of adverse reactions, including hair loss, salivation, tremors, and numerous deaths in cats and kittens. In the short term, the agreement called for new warning labels on the products. A pyrethroid is a synthetic chemical compound similar to the natural chemical pyrethrins produced by the flowers of pyrethrums (Chrysanthemum cinerariaefolium and C. coccineum). Pyrethroids are common in commercial products such as household insecticides and insect repellents. In the concentrations used in such products, they are generally harmless to human beings but can harm sensitive individuals. They are usually broken apart by sunlight and the atmosphere in one or two days, and do not significantly affect groundwater quality except for being toxic to fish. (L811, L865)

CAS Number51186-88-0
PubChem CID187827
IUPAC Nametrans-(3-phenoxyphenyl)methyl (1R,3S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
Molecular FormulaC23H26O3
Molecular Weight350.4
XLogP6.2
Topological Polar Surface Area35.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Heavy Atom Count26
Formal Charge0
Complexity512
SMILES
CC(=C[C@H]1[C@H](C1(C)C)C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C
InChI
InChI=1S/C23H26O3/c1-16(2)13-20-21(23(20,3)4)22(24)25-15-17-9-8-12-19(14-17)26-18-10-6-5-7-11-18/h5-14,20-21H,15H2,1-4H3/t20-,21-/m0/s1
InChIKey
SBNFWQZLDJGRLK-SFTDATJTSA-N
Chemical Structure
2D Structure
2D structure of d-cis-Phenothrin
CAS: 51186-88-0
CID: 187827
Formula: C23H26O3
MW: 350.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight350.4
XLogP36.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Exact Mass350.18819469
Monoisotopic Mass350.18819469
Topological Polar Surface Area35.5 Ų
Heavy Atom Count26
Formal Charge0
Complexity512
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes