ChemicalBook > CAS DataBase List > Isoprothiolane

Isoprothiolane

Product Name
Isoprothiolane
CAS No.
50512-35-1
Chemical Name
Isoprothiolane
Synonyms
IPT;Propanedioicacid,1,3-dithiolan-2-ylidene-,bis(1-methylethyl)ester;fuji1;nkk100;Fuji 1;ISORAN;VIFUSI;NNF-109;NKK 100;ss11946
CBNumber
CB8119935
Molecular Formula
C12H18O4S2
Formula Weight
290.4
MOL File
50512-35-1.mol
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Isoprothiolane Property

Melting point:
54°C
Boiling point:
402.48°C (rough estimate)
Density 
1.3402 (rough estimate)
vapor pressure 
1.9 Pa (25 °C)
refractive index 
1.4950 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
Water Solubility 
54 mg l-1 (25 °C)
BRN 
2128528
CAS DataBase Reference
50512-35-1(CAS DataBase Reference)
NIST Chemistry Reference
Propanedioic acid, 1,3-dithiolan-2-ylidene-, bis(1-methylethyl) ester(50512-35-1)
EPA Substance Registry System
Propanedioic acid, 1,3-dithiolan-2-ylidene-, bis(1-methylethyl) ester (50512-35-1)
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Safety

Hazard Codes 
Xn,N
Risk Statements 
22-51/53
Safety Statements 
61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HS Code 
29341000
Toxicity
LD50 oral in rabbit: 2320mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
76547
Product name
Isoprothiolane
Purity
PESTANAL?, analytical standard
Packaging
50mg
Price
$129
Updated
2024/03/01
Adipogen Life Sciences
Product number
CDX-I0048-M500
Product name
Isoprothiolane
Purity
≥98%(HPLC)
Packaging
500mg
Price
$141
Updated
2021/12/16
AK Scientific
Product number
J10825
Product name
Isoprothiolane
Packaging
100mg
Price
$151.7
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PST0000104
Product name
ISOPROTHIOLANE
Purity
95.00%
Packaging
250MG
Price
$721.88
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PST0000104
Product name
ISOPROTHIOLANE
Purity
95.00%
Packaging
2.5G
Price
$1815
Updated
2021/12/16
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Isoprothiolane Chemical Properties,Usage,Production

Uses

Isoprothiolane is a dithiolane pesticide. Isoprothiolane is commonly used in agriculture as a fungicide to control planthoppers and blast disease in rice plants.

Uses

Isoprothiolane is a fungicide that is used to control rice blast (Pyriculuriu aryzae), rice stem rot and Fusarium leaf spot on rice. It also reduces the plant-hopper population on rice.

Definition

ChEBI: Isoprothiolane is a malonate ester that is diisopropyl malonate in which the two methylene hydrogens at position 2 are replaced by a 1,3-dithiolan-2-ylidene group. An insecticide and fungicide used to control a range of diseases including Pyricularia oryzae, Helminthosporium sigmoideum and Fusarium nivale. It has a role as an insecticide, an environmental contaminant, a phospholipid biosynthesis inhibitor and an antifungal agrochemical. It is a malonate ester, a member of dithiolanes and an isopropyl ester. It is functionally related to a malonic acid. It derives from a hydride of a 1,3-dithiolane.

Hazard

Moderately toxic by ingestion.

Metabolic pathway

Isoprothiolane is easily oxidized by rat liver 9000 g supernatant to produce its racemic sulfoxide in this process, NADPH is an effective cofactor but NADH is not. The liver microsomes, however, preferentially form its (?+)-isomer in an enantiomeric excess of 38-43%. The sulfoxidation of isoprothiolane by rice plants proceeds too slowly to determine the metabolites. Both isoprothiolane (+?)- and (-)- sulfoxides undergo rapid racemization by rat cytosol (105 000 g supernatant) or rice plants, accompanied with reduction to isoprothiolane.

Degradation

Half-lives of isoprothiolane in river water were greater than 50 days (Hayakawa et. al., 1992). The compound is decomposed slowly in deionised water under UV light or sunlight. In rice paddy water, photodegradation was greatly accelerated by the presence of natural organic constituents (Chou and Eto, 1980; Eto et al., 1979). Isoprothiolane was placed on a silica gel TLC plate and irradiated at 10 cm distance with a 10 W lamp emitting mainly at 254 nm. Isoprothiolane photodegraded rapidly (half-life about 3 hours). Five products were detected. Proposed pathways of photodegradation are shown in Scheme 1 and involved cleavage of the dithiolane ring, ester hydrolysis, decarboxylation and the formation of dimeric heterocyclic compounds. The identities of oxalic acid (2), dithiolanylidenemalonic acid (3), dithiolanylideneacetic acid (4), 2,4- bis[bis(isopropoxycarbonyl)methylene]-1,3-dithietane (5), 3,5-bis[bis(isopropoxycarbonyl) methylene]-1,2,4-trithiolane (6) and elemental sulfur were confirmed. Isoprothiolane degraded more rapidly on sand than on a glass plate (Chou and Eto, 1980).

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View Lastest Price from Isoprothiolane manufacturers

Career Henan Chemical Co
Product
Isoprothiolane 50512-35-1
Price
US $1.00/KG
Min. Order
1KG
Purity
98%HPLC
Supply Ability
10 tons/month
Release date
2020-01-07

50512-35-1, IsoprothiolaneRelated Search:


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  • Propanedioicacid,1,3-dithiolan-2-ylidene-,bis(1-methylethyl)ester
  • SS 11946
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  • 1,3-dithiolan-2-ylidene-propanedioicacibis(1-methylethyl)ester
  • Isoprothiolane Solution, 1000ppm
  • 2-(1,3-dithiolan-2-ylidene)propanedioic acid dipropan-2-yl ester
  • Diisopropyl 2-(1,3-dithiolan-2-ylidene)malonate
  • di-Isopropyl1,3-dithiolan-2-ylidenemalonate
  • Diisopropyl1,3-dithiolan-2-ylidenemalonate
  • di-isopropyl1,3-dithiolane-2-ylidenemalonate
  • diisopropyl-2(1,3-dithiolan-2-ylidene)malonate
  • Fudiolan
  • Fuji 1
  • ISOPROTHIOLANE
  • ISORAN
  • DI-ISOPROPYL 1,3-DITHIOLAN-2-YLINDENE MALONATE
  • IPT
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  • FUJI-ONE(R)
  • Bis(1-methylethyl) 1,3-dithiolan-2-ylidenepropanedioate
  • VIFUSI
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  • Isoprothiolane Standard
  • isoprothiolane (bsi,jmaf,draft e-iso,draft f-iso)
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  • 50512-35-1
  • C12H18O4S2
  • FUNGICIDE