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Aspon

HCID 18609
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
3244-90-4
Standard SMILES
CCCOP(=S)(OCCC)OP(=S)(OCCC)OCCC
InChIKey
IIDFEIDMIKSJSV-UHFFFAOYSA-N
Molecular formula
C12H28O5P2S2
Average molar mass
378.4 g/mol
Monoisotopic mass
378.08534033

Names & identifiers

Preferred name
Aspon
IUPAC
dipropoxyphosphinothioyloxy-dipropoxy-sulfanylidene-λ5-phosphane
English name
ASPON (TM)
Molecular formula
C12H28O5P2S2
Molecular weight
378.43

Names & synonyms

ASPON3244-90-4Stauffer asp-51Tetra-n-propyl dithiopyrophosphateO,O,O,O-Tetrapropyl dithiopyrophosphateASP 51Caswell No. 845ATetrapropyldithiodifosfatTetrapropyl dithiopyrophosphateENT 16,894Tetrapropyl thiodiphosphateNSC 2550
Show more names
a42e8573ASP-51NSC2550NSC-2550ent16,894ASPON (TM)staufferasp-51
E 8573HSDB 1776Tetrapropyldithiodifosfat [Czech]Thiopyrophosphoric acid, tetrapropyl esterTetrapropyl thiopyrophosphateEINECS 221-817-0UNII-PC55IL137PEPA Pesticide Chemical Code 079101

Database identifiers

CAS
3244-90-4
PubChem CID
18609
DTXSID
DTXSID6032510
UNII
PC55IL137P
EC Number
221-817-0
Nikkaji
J7.697J

Properties

Computed structural properties

XLogP
6
Topological polar surface area
110 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
7
Rotatable bonds
14
Heavy atoms
21
Formal charge
0
Complexity
299

Experimental & physicochemical properties

Pesticides · 2 items

Pesticides -> Organophosphate Insecticides

Pesticide (Aspon) -> USDA PDB

OdorTechnical product (93-96% pure) has a faint aromatic odor.
DensityDensity at 20 °C/20 °C = 1.119-1.123 (Technical product, 93-96% pure)
Color/FormTechnical product (93-96% pure) is a straw to amber-colored liquid.
Solubility · 3 items

FP: BELOW 5 °C; SPARINGLY SOL IN LIGHT PETROLEUM; MISCIBLE WITH MOST ORGANIC SOLVENTS /TECHNICAL PRODUCT/

Solubility in water at 20 °C is 30 mg/l water (Technical product, 93-96% pure).

Miscible with acetone, ethanol, kerosene, 4-methylpentan-2-one, xylene (Technical product, 93-96% pure)

CorrosivityCorrosive to steel (Technical product, 93-96% pure)
Flash Point · 2 items

149 °C

149 °C (OPEN CUP) /TECHNICAL PRODUCT/

Boiling Point170 °C at l.0 mm Hg (Technical product, 93-96% pure)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)

Warning

H302+H312 (92.9%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]

P264, P270, P273, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)

Hazard information

Hazards Summary · 1 item

Depressed cholinesterase activity in 90-day feeding study of rats at doses below lethal levels; Showed no evidence of mutagenicity; [HSDB] Effects in high-dose animal studies include convulsions and inhibition of true cholinesterase; [RTECS] The average of two baseline respective cholinesterase activity determinations three days apart, with no exposures to enzyme inhibiting pesticides for at least 30 days, is recommended for each worker prior to exposure to cholinesterase inhibitors because of large inter-individual differences in published baseline values. To be established at least once a year. Removal from workplace exposures is recommended until the cholinesterase activity returns to within 20% of baseline. [TLVs and BEIs]

FIFRA Requirements · 1 item

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Aspon is found on List A, which contains most food use pesticides and consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA, as amended in 1988. Case No: 0019; Pesticide type: Insecticide; Registration Standard Date: 09/01/80; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): Aspon; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Chemistry & industry

Pharmacology

Mechanism of ActionPARATHION & ITS RELATIVES ARE KNOWN TO INHIBIT ENZYME CHOLINESTERASE IN ALL PARTS OF THE BODY BY PHOSPHORYLATING THE ACTIVE SITE. /PARATHION/

Uses & manufacturing

Uses · 6 items

Used as insecticide and acaricide to protect lawns and turf; [HSDB]

Cancelled--no longer registered as a pesticide for use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

INSECTICIDE /FORMER USE/

ACARICIDE /FORMER USE/

U.S. Exports · 2 items

(1972) No Data

(1975) No Data

U.S. Imports · 2 items

(1972) No Data

(1975) No Data

U.S. Production(1974) 2.27X10+8 G (CONSUMPTION)
Consumption PatternsESSENTIALLY 100% AS AN INSECTICIDE FOR SOD WEBWORMS & CINCHBUGS ON LAWN & TURF
Methods of ManufacturingREACTION OF O,O-DI-N-PROPYL PHOSPHOROCHLORIDOTHIOATE WITH WATER, IN THE PRESENCE OF PYRIDINE
Formulations/Preparations · 4 items

'ASPON', EMULSIFIABLE CONCENTRATE (480 G ACTIVE INGREDIENT/L); GRANULES (50 G/KG).

WETTABLE POWDER (25%); EMULSIFIABLE CONCENTRATE (85%), (6 LB/GAL)...

Technical product is 93-96% pure.

'Aspon E', EC(240 or 720 g a.i./l); 'Aspon 5GA', 'Aspon 25G', Aspon 25G', GR(50 or 250 g/kg)

General Manufacturing Information · 3 items

/IT IS/...PROTECTED BY US PATENT 2663722.

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Vapor Pressure · 2 items

0.0000107 [mmHg]

The vapor pressure at 25 °C is 13 mPa (Technical product, 93- 96% pure)

Refractive IndexIndex of refraction is 1.471 at 21 °C/D (Technical product, 93-96% pure).
Physical DescriptionStraw to amber-colored liquid; [HSDB] Amber liquid; [MSDSonline]
Stability/Shelf LifeSTABLE WITH INSIGNIFICANT HYDROLYSIS IN WATER AT ROOM TEMP; STABLE FOR AT LEAST 24 HR @ 100 °C, BUT DECOMP, WITHOUT EXPLOSIVE HAZARD @ 149 °C; DISCOLORATION & PHYSICAL CHANGES MAY OCCUR ON PROLONGED CONTACT WITH METAL /TECHNICAL/

Physicochemical properties

Melting point
-44.9 °C · -44.9°C
Boiling point
381.6 · 381.6±25.0 °C(Predicted)
Density
1.12 · 1.1200
Flash point
149 °C · 149 °C
form
liquid
Henry's Law Constant
6.1 · 6.1×100 mol/(m3Pa) at 25℃, Ebert et al. (2023)
FDA UNII
55 IL137P · PC55IL137P
EPA Substance Registry System
Tetrapropyl dithiopyrophosphate (3244-90-4)
Symbol(GHS)
7 · GHS07,GHS09
Signal word
Warning
Hazard statements
302 · H302-H312-H410
Precautionary statements
264 · P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501-P273-P391-P501
Hazard Codes
Xn,N
Risk Statements
21 · 21/22-50/53
Safety Statements
36 · 36/37-60-61
RIDADR
3018 · 3018
RTECS
4550000 · XN4550000
HazardClass
6.1 · 6.1(b)
PackingGroup
III
Hazardous Substances Data
3244 · 3244-90-4(Hazardous Substances Data)
Toxicity
50 for · Acute oral LD50 for rats 450 mg/kg (RTECS, 1985).
Hazard Classes and Categories · 3 items

Acute Tox. 4 (100%)

Acute toxicity - category 4

Acute Tox. 4 *

Safety & protection

Exposure Control and Personal Protection · 1 item

Biological Exposure Indices (BEI) [ACGIH] - Acetylcholinesterase activity in red blood cells = 70% of individual's baseline; Butylcholinesterase activity in serum or plasma = 60% of individual's baseline; Sample at end of shift; [TLVs and BEIs]

Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicology

Adverse EffectsOther Poison - Organophosphate
Human Toxicity Excerpts · 2 items

SYMPTOMATOLOGY: 1. NAUSEA...VOMITING, ABDOMINAL CRAMPS, DIARRHEA, EXCESSIVE SALIVATION... 2. HEADACHE, GIDDINESS, VERTIGO & WEAKNESS. 3. RHINORRHEA & SENSATION OF TIGHTNESS IN CHEST ARE COMMON IN INHALATION EXPOSURE. 4. BLURRING OR DIMNESS OF VISION, MIOSIS... TEARING, CILIARY MUSCLE SPASM, LOSS OF ACCOMMODATION & OCULAR PAIN... MYDRIASIS...SOMETIMES SEEN...PROBABLY DUE TO SYMPATHO-ADRENAL DISCHARGE. 5. LOSS OF MUSCLE COORDINATION, SLURRING OF SPEECH, FASCICULATIONS & TWITCHING OF MUSCLES (PARTICULARLY OF TONGUE & EYELIDS), & GENERALIZED PROFOUND WEAKNESS. 6. MENTAL CONFUSION, DISORIENTATION & DROWSINESS. /PARATHION/

SYMPTOMATOLOGY: 7. DIFFICULTY IN BREATHING, EXCESSIVE SECRETION OF SALIVA & OF RESP TRACT MUCUS, ORONASAL FROTHING, CYANOSIS, PULMONARY RALES & RHONCHI & HYPERTENSION, (PRESUMABLY DUE TO ASPHYXIA). 8. RANDOM JERKY MOVEMENTS, INCONTINENCE, CONVULSIONS, & COMA. 9. DEATH PRIMARILY DUE TO RESP ARREST ARISING FROM FAILURE OF RESP CENTER, PARALYSIS OF RESP MUSCLES, INTENSE BRONCHOCONSTRICTION OR ALL THREE. /PARATHION/

Non-Human Toxicity Excerpts · 3 items

IN 90-DAY FEEDING TRIALS AT SUBLETHAL RATES RATS SHOWED DEPRESSION OF RED BLOOD CELL CHOLINESTERASE.

REPORTED TO BE ANTICHOLINESTERASE OF LOW MAMMALIAN TOXICITY. ...GROWTH OF RATS GIVEN /ORALLY/ 25 MG/KG DAILY IS INHIBITED.

FOURTEEN PESTICIDES INCL ASPON WERE EVALUATED FOR MUTAGENIC POTENTIAL. THE MICROBIAL ASSAY SYSTEMS USED WERE THE HISTIDINE REVERSE MUTATION SYSTEM IN 5 STRAINS OF SALMONELLA TYPHIMURIUM (TA1535, TA1537, TA1538, TA98, & TA100), THE TRYPOTPHAN MUTATION SYSTEM IN ESCHERICHIA COLI WP2, & THE MITOTIC RECOMBINATION ASSAYS IN SACCHAROMYCES CEREVISIAE D3. A MAMMALIAN METABOLIC ACTIVATION SYSTEM USING LIVER OF RATS THAT HAD BEEN TREATED WITH AROCLOR 1254 WAS USED IN ALL ASSAYS. ASPON WAS NONMUTAGENIC. RESULTS OF OTHER CHEMICALS ARE GIVEN.

Regulatory information

FIFRA Requirements · 1 item

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Aspon is found on List A, which contains most food use pesticides and consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA, as amended in 1988. Case No: 0019; Pesticide type: Insecticide; Registration Standard Date: 09/01/80; Case Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): Aspon; AI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

Safety data

rtecs
XN4550000
ridadr
3018
Toxicity
Acute oral LD50 for rats 450 mg/kg (RTECS, 1985).
risk_code
21/22-50/53
Signal word
Warning
Symbol(GHS)
GHS07,GHS09
hazard_code
Xn,N
safety_code
36/37-60-61
hazard_class
6.1(b)
packing_group
III
Hazard statements
H302-H312-H410
Precautionary statements
P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501-P273-P391-P501
Hazardous Substances Data
3244-90-4(Hazardous Substances Data)

COMPATIBLE WITH COMMONLY-USED PEST CONTROL MATERIALS. CONSIDERABLE CONTACT & FUMIGANT INSECTICIDAL PROPERTY, ESPECIALLY AGAINST APHIDS--SOME RESIDUAL ACTIVITY. ACTIVE AGAINST CINCH BUGS, BLISSUS SPECIES, IN EASTERN USA. RECOMMENDED FOR USE ON TURF. NO PHYTOXICITY REPORTED AT INSECTICIDAL CONCENTRATIONS.

Aspon's registration has been cancelled

Applications · 3 items

DescriptionAspon is an obsolete organophosphate insecticide that was used on turf. It has a moderate aqueous solubility and is highly volatile. Little else is known about its environmental fate and behaviour. There is little published data regarding its ecotoxicity. Aspon is moderately toxic to mammals if ingested. It is an acetyl cholinesterase inhibitor and a neurotoxin.

UsesASPON (TM) is an organophosphorus, nonsystemic insecticide used to control chinch bugs in lawns

UsesInsecticide, acaricide.

Suppliers15 total

武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
上海毕楷科技有限公司18516304666 · [email protected]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
爆牛贸易重庆有限公司+86-023-6139-8061 +86-86-13650506873 · [email protected]
陕西缔都医药化工有限公司029-029-029-81148696 18161915376 · [email protected]
上海安谱实验科技股份有限公司18502138905 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]