ChemicalBook CAS DataBase List 28434-00-6

28434-00-6

Name	S-Bioallethrin
CAS	28434-00-6
EINECS(EC#)	249-013-5
Molecular Formula	C19H26O3
MDL Number	MFCD00167397
Molecular Weight	302.41
MOL File	28434-00-6.mol

Synonyms

ESBIOL ru16121 Allthrin ESBIOL(R) ai3-29024 esbiothirn D-ALLETHRIN PYRESYN(TM) waspkillerii BIOALLETHRIN d-t-allethrin esbioallethrin S-BIOALLETHRIN ESDEPALLETHRINE (+)-trans-allethrin trans-(+)-allethrin s-trans-bioallethrin D-TRANS BIOALLETHRIN esbiolconcentrate90% (+)-trans-(S)-allethrin S-BIOALLETHRIN, 250MG, NEAT bioallethrin(non-specificname) d-allethrolonechrysanthemumate S-Bioallethrin @100 μg/mL in MeOH S-Bioallethrin Solution, 1000ppm d-allethroloned-trans-chrysanthemate d-allethronyld-trans-chrysanthemumate d-allylrethronyld-trans-chrysanthemate ESBIOL PESTANAL, 250 MG (S-BIOALLETHRINE (+)-allethronyl(+)-trans-chrysanthemumate D-TRANS-CHRYSANTHEMUM-MONOCARBOXYLIC ACID ESTER S-Bioallethrin solution in Acetonitrile, 100μg/mL D-2-ALLYL-4-HYDROXY-3-METHYL-2-CYCLOPENTENE-1-ONE rwith(+)-2-allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one (S)-3-Allyl-2-methyl-4-oxocyclopent-2-enyl (1R)-trans-chrysanthemate (1s)-3-allyl-2-methyl-4-oxocyclopent-2-enyl-(1r)-trans-chrysanthemate D-TRANS-2,2-DIMETHYL-3[2-METHYLPROPENYL] CYCLOPROPANECARBOXYLIC ACID ESTER 2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylicaci(+)-(e)-cyclopropanecarboxylicacieste D-2-ALLYL-4-HYDROXY-3-METHYL-2-CYCLOPENTENE-1-ONE, D-TRANS CHRYSANTHEMUMMONOCARBOXYLIC ACID ESTER (S)-3-ALLYL-2-METHYL-4-OXOCYCLOPENT-2-ENYL-(1R,3R)-2,2-DIMETHYL3-(METHYLPROP-1-ENYL)CYCLOPROPANE CARBOXYLATE 2-Methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate S-3-ALLYL-2-METHYL-4-OXOCYCLOPENT-2-ENYL-(1R,3R)-2,2-DIMETHYL-3-(2-METHYL PROP-1-ENYL)CYCLOPROPANE CARBOXYLATE 3-Allyl-2-methyl-4-oxocyclopent-2-en-1-yl [1R-[1α(S*),3β]]-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate (RS)-3-ALLYL-2-METHYL-4-OXOCYCLOPENT-2-ENYL (1RS,3RS:1RS,3SR)-2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)CYCLOPROPANECARBOXYLATE (1R)-2,2-Dimethyl-3α-(2-methyl-1-propenyl)cyclopropanecarboxylic acid (1S)-3-allyl-2-methyl-4-oxo-2-cyclopenten-1-yl ester 3-allyl-2-methyl-4-oxocyclopent-2-en-1-yl [1R-[1alpha(S*),3beta]]-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYL-1-PROPENYL)-2-METHYL-4-OXO-3-(2-PROPENYL)2-CYCLOPENTEN-1-YL ESTER, (1R) 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate,(1R-(1A(S*),3B))- CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3(2-METHYL-1-PROPENYL)-2-METHYL-4OXO-3-(2-PROPENYL)-2-CYCLOPENTEN-1-YL ESTER, (1R,3R) DL-2-ALLYL-4-HYDROXY-3-METHYL-2-CYCLOPENTENE-1-ONE, D-TRANS-2,2-DIMETHYL-3[2-METHYL-PROPENYL]-CYCLOPROPANECARBOXYLIC ACID ESTER 3-Allyl-2-methyl-4-oxocyclopent-2-en-1-yl [1R-[1-alpha(S*),3-beta]]-2,2-dimethyl-3-(2-Methylprop-1-enyl)cyclopropanecarboxylate Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1S)-2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl ester, (1R,3R)- Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (1S)-2-methyl-4-oxo-3-(2-propen-1-yl)-2-cyclopenten-1-yl ester, (1R,3R)-

Chemical Properties

Boiling point	140°C (13.33 Pa)
density	1.02
refractive index	1.4200 (estimate)
Fp	120 °C
storage temp.	2-8°C
solubility	DMSO : 100 mg/mL (330.68 mM; Need ultrasonic)
form	neat
color	Light yellow to yellow
Water Solubility	insoluble
Stability:	Light Sensitive, Temperature Sensitive
InChI	InChI=1S/C19H26O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h7,9,14,16-17H,1,8,10H2,2-6H3/t14-,16+,17+/m1/s1
InChIKey	ZCVAOQKBXKSDMS-PVAVHDDUSA-N
SMILES	[C@@H]1(C(O[C@H]2CC(=O)C(CC=C)=C2C)=O)[C@@H](/C=C(/C)\C)C1(C)C
EPA Substance Registry System	Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1- propenyl)-, (1S)-2-methyl-4-oxo-3-(2-propenyl)- 2-cyclopenten-1-yl ester, (1R,3R)-(28434-00-6)

Safety Data

Hazard Codes	Xn,N
Risk Statements	20/22-50/53 less more
Safety Statements	36-60-61 less more
RIDADR	UN3082 9/PG 3
WGK Germany	3
RTECS	GZ1472000
HazardClass	6.1
PackingGroup	III
Toxicity	chicken,LD50,oral,> 5gm/kg (5000mg/kg),Pesticide Manual. Vol. 9, Pg. 78, 1991. less more

Raw materials And Preparation Products

Hazard Information

Chemical Properties

S-Bioallethrin is a yellow liquid. It is miscible with most organic solvents. S-Bioallethrin is the ester of the (1R, trans)-acid with (1S)-allethrolone. S-bioallethrin is a synthetic pyrethroid with fast knock-down activity against household pest insects. It is several times as effective as allethrin against flying and crawling insects. It is used in public health applications against mosquitoes, houseflies and cockroaches.

Uses

S-Bioallethrin, by far the most potent constituent of allethrin, is a contact insecticide with rapid knockdown effect. Its effectiveness is enhanced by the addition of a synergist such as piperonyl butoxide or MGK 264 in pesticide formulations. It is used in aerosols, coils or sprays indoors against flying and crawling insects.

Definition

ChEBI: (+)-trans-(S)-allethrin is a (+)-trans-allethrin. It is an enantiomer of a (-)-trans-(R)-allethrin.

Production Methods

S-bioallethrin is produced by adapting the standard allethrin manufacturing route to deliver the biologically active S-enantiomer with high optical purity. Commercial processes begin with assembly of the chrysanthemic acid moiety from cyclopropane based precursors, followed by preparation of the allethrolone alcohol fragment through controlled allylic oxidation and rearrangement chemistry. The two components are then coupled via esterification, but with an added stereochemical control step: manufacturers either use enantioselective synthesis of the chrysanthemate portion or resolve a racemic intermediate to isolate the S-configured acid before ester formation. Final purification yields a stable technical grade ester suitable for formulation.

General Description

Clear to amber viscous liquid. A synthetic insecticide structurally similar to pyrethrin.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

ALLETHRIN is incompatible with alkalis.

Mechanism of action

Non-systemic, contact and stomach action with a rapid knock-down effect. Sodium channel modulator.

storage

Store at -20°C

Pesticide Type

Insecticide

Material Safety Data Sheet(MSDS)

Supplier

Wellman Pharmaceutical Group Limited

Telephone15807197853 18971451745

Websitehttps://www.4008081911.com

J & K SCIENTIFIC LTD.

Telephone18210857532 18210857532

Websitehttps://www.jkchemical.com

Sichuan Kulinan Technology Co., Ltd

Telephone400-1166-196 18981987031

Websitehttp://www.hx-r.com/

Chengdu Ai Keda Chemical Technology Co., Ltd.

Telephone4008-755-333 18080918076

Websitehttp://www.aikeshiji.com

Shanghai T&W Pharmaceutical Co., Ltd.

Telephone+86 21 61551611

Websitehttp://www.trustwe.com

Nanjing Sunlida Biological Technology Co., Ltd.

Telephone025-57798810 18652991625

Website

TargetMol Chemicals Inc.

Telephone021-021-33632979 15002134094

Websitehttps://www.targetmol.cn/

Shanghai JONLN Reagent Co., Ltd.

Telephone400-0066400 13621662912

Websitehttp://www.jonln.com

TianJin Alta Scientific Co., Ltd.

Telephone022-65378550-8551

Websitehttp://www.altascientific.cn

Alta Scientific Co., Ltd.

Telephone022-6537-8550 15522853686

Websitehttp://www.altascientific.cn

Shanghai Xilong Biochemical Technology Co., Ltd.

Telephone021-52907766-8042

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList19329/0_EN.htm

Shanghai YuanYe Biotechnology Co., Ltd.

Telephone 15026964105

Websitehttps://www.shyuanye.com

Raw material medicin reagent co.,Ltd

Telephone

Websitehttp://www.njromanme.com

Shenzhen Sendi Biological Technology Co., Ltd.

Telephone18124570582 TEL：0755-23574479 2355327139

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList19933/0_EN.htm

Hubei widely chemical technology Co., Ltd.

Telephone17771478861 13419635609

Websitehttp://www.wislmanbio.com

Wuhan Wsem Biological Co., Ltd.

Telephone027-83778876; 13667159345

Websitehttp://wsem.com.cn

Shenzhen Regent Biochemical Technology Co., Ltd.

Telephone0755-85201366 18938635012

Websitehttp://www.regentsciences.com/

Hubei widely chemical technology Co., Ltd.

Telephone186-02735115 18602735115

Websitehttp://www.hbwidely.cn

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