ChemicalBook > CAS DataBase List > Tetramethrin

Tetramethrin

Product Name
Tetramethrin
CAS No.
7696-12-0
Chemical Name
Tetramethrin
Synonyms
TTM;biwenan;PHTHALTHRIN;etramethrin;TetraMethirn;d-phthalthrin;tetramethrine;1-cyclohexene-1,2-dicarboximidomethyl-2,2-dimethyl-3-(2-dimethyl-1-propenyl)cy;Doom;sp1103
CBNumber
CB9420520
Molecular Formula
C19H25NO4
Formula Weight
331.41
MOL File
7696-12-0.mol
More
Less

Tetramethrin Property

Melting point:
60-80°C
Boiling point:
468.68°C (rough estimate)
Density 
d2020 1.108
vapor pressure 
0.94×10-3 Pa (30 °C)
refractive index 
nD21.5 1.5175
storage temp. 
Sealed in dry,2-8°C
solubility 
Soluble in DMSO
Water Solubility 
1.83 mg l-1 (25 °C)
pka
-2.55±0.20(Predicted)
Merck 
13,9296
BRN 
8807938
Stability:
Stable. Incompatible with strong oxidizing agents.
LogP
4.730
CAS DataBase Reference
7696-12-0(CAS DataBase Reference)
NIST Chemistry Reference
Tetramethrin(7696-12-0)
EPA Substance Registry System
Tetramethrin (7696-12-0)
More
Less

Safety

Hazard Codes 
Xn,N
Risk Statements 
20-50/53
Safety Statements 
24/25-61-60
RIDADR 
UN 2588
WGK Germany 
2
RTECS 
GZ1730000
HazardClass 
9
PackingGroup 
III
HS Code 
29251900
Hazardous Substances Data
7696-12-0(Hazardous Substances Data)
Toxicity
LD50 orally in mice: 1000 mg/kg (Kato)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H331Toxic if inhaled

H351Suspected of causing cancer

H371May cause damage to organs

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
45681
Product name
Tetramethrin
Purity
PESTANAL?, analytical standard
Packaging
250mg
Price
$104
Updated
2024/03/01
Sigma-Aldrich
Product number
CRM03054
Product name
Tetramethrin
Purity
mixture of isomers, certified reference material, TraceCERT?
Packaging
100MG
Price
$100
Updated
2022/05/15
TRC
Product number
T298690
Product name
Tetramethrin
Packaging
1g
Price
$135
Updated
2021/12/16
AK Scientific
Product number
M948
Product name
Tetramethrin
Packaging
1g
Price
$268
Updated
2021/12/16
AK Scientific
Product number
M948
Product name
Tetramethrin
Packaging
100mg
Price
$95
Updated
2021/12/16
More
Less

Tetramethrin Chemical Properties,Usage,Production

Description

Form: Colorless crystals with slight pyrethrum-like odor

Chemical Properties

white crystals or powder

Uses

Tetramethrin is used to control flies, wasps, cockroaches and other insects in public health, home and garden situations.

Uses

Tetramethrin is a synthetic pyrethroid pesticide used in large-scale commercial agricultural applications as well as in consumer products for domestic purposes.

Uses

Insecticide.

Definition

ChEBI: Tetramethrin is a phthalimide insecticide, a member of maleimides and a cyclopropanecarboxylate ester. It has a role as a pyrethroid ester insecticide. It is functionally related to a chrysanthemic acid.

General Description

Colorless crystals with slight odor. Non corrosive. Used as an insecticide.

Air & Water Reactions

Hydrolysis occurs with strong acid or base.

Reactivity Profile

A pyrethroid. Tetramethrin is an ester and nitrile. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Agricultural Uses

Insecticide: Tetramethrin is often formulated as an aerosol and used primarily for indoor pest control or in mosquito coils. It is also used in shampoos to control fleas and ticks on pets. It is often formulated with other insecticides and synergists. Not approved for use in EU countries. Registered for use in the U.S.

Trade name

FMC 9260®; ENT-27339; EVERCIDE INTERMEDIATE® 2265 (tetramethrin + fenvalerate); MULTICIDE®; NEO-PYNAMIN®; NEOPYNAMINE®; NEOPYNAMIN FORTE®; NIAGARA®-9260; NIA®- 9260; PHTHALTHRIN®; SP-1103; SUMITOMO® SP-1103

Metabolic pathway

Tetramethrin was the second synthetic pyrethroid to be produced commercially (1964). The compound has a rapid knock-down action and a reasonable killing activity which is enhanced by use with synergists. It is usually used with piperonyl butoxide and in the presence of other insecticides. It has two chiral centres, both in the acid group, and therefore is a 1 RS-cis-trans mixture. A(1R)-rich product containing cis- and trans-isomers in the ratio 20:80 is also used in public health; this is named dtetramethrin. The two products will not be distinguished here because metabolic studies have been performed with various combinations of isomers. Most published information relates to its mode of action in insects and its metabolism in rodents. This is a reflection of its limited outdoor and field use.

Degradation

Tetramethrin is a stable chemical but it is base labile and it is also sensitive to strong acids. It is hydrolysed to (1RS)-cis-trans-2,2-dimethyl-3-(2- methylprop-1-enyl)cyclopropanecarboxylic acid (chrysanthemic acid, 2) and tetrahydrophthalimide (4). It is oxidised by m-chloroperbenzoic acid to form epoxy-tetramethrin (5) which is ring-opened to the diol (6) in dilute aqueous acid (Smith and Casida, 1981). This reaction has been postulated as initiating the opening of the cyclopropane ring with the ultimate formation of CO 2 in biological systems (see below). Another biomimetic reaction of tetramethrin and its ester cleavage product 4 is Michael addition of thiols to the double bond. Glutathionyl-tetramethrin (7) is formed by incubation of the constituents in buffered aqueous methanol (Smith et al., 1982). Its formation on incubation with mouse liver microsomes is probably non-enzymatic. At the time of this discovery there appeared to be no equivalent reaction in vivo but the more recent discovery of sulfonate metabolites (see below) demonstrates its role.
The chrysanthemic acid esters are very sensitive to photodegradation, being subject to ring-opening initiated by the formation of epoxides such as 5 (Ruzo et al., 1982) as described under bioallethrin and phenothrin. Isomerisation was observed only in de-oxygenated benzene solution because photo-oxidative degradation predominated under most conditions. Many products were seen in oxygenated benzene solution and in a thin film in sunlight.
These chemical and photochemical reactions are summarised in Scheme 1.

Toxicity evaluation

Acute oral LD50 for rats: >5,000 mg/kg

Tetramethrin Preparation Products And Raw materials

Raw materials

1,2,3,6-Tetrahydrophthalic anhydride 1,6-Hexanediol Formaldehyde CHLOROETHANE Glycine ethyl ester hydrochloride Urea Tetrahydrophthalimide Phthalic acid Phosphorus trichloride Permethric acid 3,4,5,6-Tetrahydrophthalic anhydride Ethyl chrysanthemumate Chrysanthemoyl chloride

Preparation Products

Sanitary pesticide
More
Less

Tetramethrin Suppliers

Canada 2 China 216 France 2 Germany 2 India 3 Italy 1 Japan 2 Switzerland 1 United Kingdom 2 United States 23 Global 254
Guangzhou Astrazeneca Pharmaceutical Co. LTD
Tel
17074820606
Email
2921581865@qq.com
Country
China
ProdList
81
Advantage
58
Wuhamplov Biotechnology Co., LTD
Tel
00-18372743325 18372743325
Email
18372743325@163.cn
Country
China
ProdList
4927
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94837
Advantage
76
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9725
Advantage
55
T&W GROUP
Tel
021-61551611 13296011611
Fax
＋86 21-50676805
Email
contact@trustwe.com
Country
China
ProdList
9900
Advantage
58
Huge Rise International Limited
Tel
13905483216 Mr Tao
Fax
+86 (538) 698-1196
Email
taoanye@163.com
Country
China
ProdList
13
Advantage
59
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25014
Advantage
65
The future of Shanghai Industrial Co., Ltd.
Tel
021-61552785
Fax
021-55660885
Email
sales@shshiji.com
Country
China
ProdList
9552
Advantage
55
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3750
Advantage
55
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7854
Advantage
58
Shanghai JONLN Reagent Co., Ltd.
Tel
400-0066400 13621662912
Fax
021-55660885
Email
422131432@qq.com
Country
China
ProdList
9986
Advantage
55
TianJin Alta Scientific Co., Ltd.
Tel
022-65378550-8551
Fax
+86-022-2532-9655
Email
contact@altascientific.com
Country
China
ProdList
2773
Advantage
58
Mei Lan Industrial (Shanghai) Co., Ltd.
Tel
021-58958189
Fax
021-58957967
Email
wouchina@126.com
Country
China
ProdList
2671
Advantage
55
Hangzhou J&H Chemical Co., Ltd.
Tel
+86-571-87396432
Fax
0571-87396431
Email
sales@jhechem.com
Country
China
ProdList
10063
Advantage
53
Hubei Jusheng Technology Co.,Ltd
Tel
027-59599241 18871490274
Fax
027-59599241
Email
1400878000@qq.com
Country
China
ProdList
9955
Advantage
58
Chizhou Kailong Import and Export Trade Co., Ltd.
Tel
Fax
-
Email
xg01_gj@163.com
Country
China
ProdList
9503
Advantage
50
Quzhou Rundong Chemical (Technology) Co.
Tel
0570-8789886 18892685668
Fax
0570-8789985
Email
info@rundongchemical.com
Country
China
ProdList
3985
Advantage
60
Alta Scientific Co., Ltd.
Tel
022-6537-8550 15522853686
Fax
022-2532-9655
Email
sales@altasci.com.cn
Country
China
ProdList
4515
Advantage
55
Nanjing Vital Chemical Co., Ltd.
Tel
025-87193546 18652950785
Fax
025-87193546
Email
chemweiao@163.com
Country
China
ProdList
9030
Advantage
60
Nanjing XiLang Chemical Products Co., Ltd.
Tel
025-5276156 18936048580
Email
chemxilang@163.com
Country
China
ProdList
4004
Advantage
58
Raw material medicin reagent co.,Ltd
Tel
Email
sales@njromanme.com
Country
China
ProdList
4534
Advantage
58
Grader reagent
Tel
18221735425
Email
sales@xinpingchem.com
Country
China
ProdList
9951
Advantage
58
Shenzhen Simeiquan Biotechnology Co. Ltd
Tel
18126413629 0755-23311925 2355327053
Fax
0755-23311925
Email
abel@ycgmp.com
Country
China
ProdList
5115
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131980
Advantage
58
Shenzhen Sendi Biological Technology Co., Ltd.
Tel
18124570582 TEL：0755-23574479 2355327139
Fax
0755-23229476 QQ: 2355327139
Email
siliao02@yccreate.com
Country
China
ProdList
6120
Advantage
58
Guangzhou Kafen Biotech Co.,Ltd
Tel
18029243487 2355327168
Fax
020-31121510
Email
gy@yccreate.com
Country
China
ProdList
4753
Advantage
55
Taian Jiaye Biotechnology Co.Ltd
Tel
13127280945
Email
285424065@qq.com
Country
China
ProdList
9980
Advantage
55
Wuhan Netcom Electronic Commerce Limited
Tel
18064670521
Fax
0757-88210752
Email
2355935187@ycphar.com
Country
China
ProdList
4887
Advantage
58
Klong Industrial Co., Ltd
Tel
519-68231162 13961227312
Fax
0519-68231162
Email
info@klongchem.com
Country
China
ProdList
138
Advantage
58
Shenzhen Regent Biochemical Technology Co., Ltd.
Tel
0755-0755-85201366 18938635012
Fax
0755-85201366
Email
sales@regentsciences.com
Country
China
ProdList
9303
Advantage
58
Zhuhai JiaYi Biological Technology Co., Ltd.
Tel
18578209868 2355327026
Fax
18578209868 QQ：2355327026
Email
steroidbest@hotmail.com
Country
China
ProdList
6504
Advantage
58
Aikon International Limited
Tel
025-66113011 18112977050
Fax
02557626880
Email
sales01@aikonchem.com
Country
China
ProdList
16028
Advantage
58
Conier Chem & Pharma Limited
Tel
13368167990
Email
sales@conier.com
Country
China
ProdList
2809
Advantage
58
Foshan DaoQi Biological Co., Ltd.
Tel
18062666947
Fax
18062666959
Email
2355880548@qq.com
Country
China
ProdList
4229
Advantage
58
Hefei Yaogu Biological Technology Co., Ltd.
Tel
0086-0551-62993905
Fax
0086-0551-62993905
Email
info@hxygmall.com
Country
China
ProdList
3374
Advantage
58
Shanghai Jizhi Biochemical Technology Co. Ltd.
Tel
400-400-400-9004166 18616739031
Email
3007523370@qq.com
Country
China
ProdList
52712
Advantage
58
Beijing altar ink quality inspection technology co., LTD
Tel
010-52889049
Email
2250970673@qq.com
Country
CHINA
ProdList
1133
Advantage
58
Hubei Dibai Chemical Co., Ltd.
Tel
027-87058617 15872383390
Fax
027-87058617
Email
hbdibo@163.com
Country
China
ProdList
880
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 13028896684
Email
sales@rrkchem.com
Country
China
ProdList
56056
Advantage
58
Hebei Yanxi Chemical Co., Ltd.
Tel
+8617531190177
Email
peter@yan-xi.com
Country
China
ProdList
6011
Advantage
58
Henan Alfa Chemical Co., Ltd
Tel
+8618339805032
Email
alfa4@alfachem.cn
Country
China
ProdList
13037
Advantage
58
ANHUI WITOP BIOTECH CO., LTD
Tel
+8615255079626
Email
eric@witopchemical.com
Country
China
ProdList
23556
Advantage
58
Hefei TNJ Chemical Industry Co.,Ltd.
Tel
0551-65418671
Fax
0551-65418697
Email
sales@tnjchem.com
Country
China
ProdList
34571
Advantage
58
Hong Kong Tiansheng New Material Trading Co., Ltd
Tel
+8617320695765
Fax
17320695765
Email
zxx@hktiansheng.com
Country
China
ProdList
981
Advantage
58
Hubei Ipure Biology Co., Ltd
Tel
+8613367258412
Fax
18062427325
Email
ada@ipurechemical.com
Country
China
ProdList
10326
Advantage
58
Hebei Mojin Biotechnology Co., Ltd
Tel
+86-13288715578 +8613288715578
Email
sales@hbmojin.com
Country
China
ProdList
12465
Advantage
58
Dayang Chem (Hangzhou) Co.,Ltd.
Tel
571-88938639 +8617705817739
Fax
+86-571-88938652，+86-571- 88492614
Email
info@dycnchem.com
Country
CHINA
ProdList
52861
Advantage
58
Baoji Guokang Bio-Technology Co., Ltd.
Tel
0917-3909592 13892490616
Fax
09173909592
Email
gksales1@gk-bio.com
Country
China
ProdList
9327
Advantage
58
AFINE CHEMICALS LIMITED
Tel
+86-0571-85134551
Fax
008657185134895
Email
info@afinechem.com
Country
China
ProdList
15396
Advantage
58
More
Less

View Lastest Price from Tetramethrin manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Tetramethrin 7696-12-0
Price
US $65.00-20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-31
Hebei Duling International Trade Co. LTD
Product
Tetramethrin 7696-12-0
Price
US $9.90/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000kg
Release date
2022-10-17
Hubei Langyou International Trading Co., Ltd
Product
Tetramethrin 7696-12-0
Price
US $100.00/KG
Min. Order
1KG
Purity
95%
Supply Ability
10000 tons
Release date
2021-08-19

7696-12-0, TetramethrinRelated Search:

theta-Cypermethrin Tau-fluvalinate Dimethyl sulfoxide Dimethyl fumarate Dimefluthrin Dimethyl carbonate N,N-Dimethylacetamide Dimethyl ether ETHANE Dimethyl phthalate BETA-CYPERMETHRIN Permethrin N,N-Dimethylformamide Cyclohexene Cyhalothrin Fenvalerate Cyhalothrin Bifenthrin

  • 1-cyclohexene-1,2-dicarboximidomethyl-2,2-dimethyl-3-(2-dimethyl-1-propenyl)cy
  • 1-cyclohexene-1,2-dicarboximidomethyl-2,2-dimethyl-3-(2-methylpropenyl)cyclopr
  • 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylicacidesterwithn-(hydr
  • 2,3,4,5-tetrahydrophthalimidomethylchrysanthemate
  • 3,4,5,6,7-2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylicacid(1
  • 3,4,5,6-tetrahydrophthalimidomethyl(+-)-cis,trans-chrysanthemate
  • 3,4,5,6-Tetrahydrophthalimido-methyl(±)cis,trans-chrysanthemate
  • 3,4,5,6-tetrahydrophthalimidomethylcisandtransdlchrysanthemummonocarboxy
  • 3,4,5,6-tetrahydro-phthalimidomethylesterderdl-cis-trans-chrysanthemumsaeur
  • (1-cyclohexane-1,2-dicarboximido)methylchrysanthemumate
  • (1-cyclohexene-1,2-dicarboximido)methylchrysanthemumate
  • (1,3,4,5,6,7-hexahydro-1,3-dioxo-2h-isoindol-2-yl)methyl2,2-dimethyl-3-(2-me
  • TETRAMETHRIN 90
  • TETRAMETHRI
  • TETRAMETHRIN 97
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl ester
  • phthalthrin (jmaf)
  • tetramethrin (bsi,iso,ansi)
  • tetramethrin [(1r)-isomers]
  • 3,4,5,6-TETRAHYDROPHTHALIMIDOMETHYLCIS-CHRYSANTHEMATE
  • 3,4,5,6-TETRAHYDROPHTHALIMIDOMETHYLTRANS-CHRYSANTHEMATE
  • (1-CYCLOHEXENE-1,2-DICARBOXIMIDO)METHYL2,2-DIMETHYL-3-(2-.
  • Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-propenyl)-,(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-methyl ester
  • (1,3,4,5,6,7-Hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
  • (1-Cyclohexene-1,2-dicarboximido)methyl 2,2-dimethyl-3-(2-methylpropenyl)-cyclopropanecarboxylate
  • 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl ester
  • 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylic acid 1,3,4,5,6,7-hexahydro-1,3-dioxy-2H-isoindol-2-yl)methyl ester
  • 3，4，5，6-trtrahydrophthalimidomethyl-(±)cis,trans-chrysanthemate
  • TETRAMETHRIN, 100MG, NEAT
  • TETRAMETHRIN PESTANAL, 250 MG
  • Tetramethrin（mixture of isomers）
  • 2,2-dimethyl-3-(2-methylprop-1-enyl)-1-cyclopropanecarboxylic acid (1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl ester
  • biwenan
  • 7-hexahydro-1,3-dioxo-2h-isoindol-2-yl)methylester
  • bioneopynamin
  • cyclohex-1-ene-1,2-dicarboximidomethyl(1rs)-cis,trans-2,2-dimethyl-3-(2-methy
  • cyclohex-1-ene-1,2-dicarboximidomethyl(1rs)-cis,trans-chrysanthemate
  • Cyclopropanecarboxylicacid,2,2-dimethyl-3-(2-methyl-propenyl)-,(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-methylester
  • d-phthalthrin
  • ent27339
  • fmc-9260
  • hexahydro-1,3-dioxo-2h-isoindol-2-yl)methylester
  • insectol
  • l-prop-1-enyl)cyclopropanecarboxylate
  • multicide
  • n-(3,4,5,6-tetrahydrophthalimide)methyl-cis,trans-chrysanthemate
  • n-(3,4,5,6-tetrahydrophthalimido)-methyldl-cis-trans-chrysanthemate
  • n-(chrysanthemoxymethyl)-1-cyclohexene-1,2-dicarboximide
  • neopinamin
  • neopynaminforte
  • nia-9260
  • niagarania-9260
  • nsc190939
  • oxymethyl)-1-cyclohexene-1,2-dicarboximide
  • py-kill
  • sp1103
  • sp-1103
  • sp1103forte