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Diamidafos

Diamidafos structure

Diamidafos 

structure
  • CAS No:

    1754-58-1

  • Formula:

    C8H13N2O2P

  • Chemical Name:

    Diamidafos

  • Synonyms:

    Phosphorodiamidic acid,N,N′-dimethyl-,phenyl ester;Nellite;O-Phenyl-N,N′-dimethyl-phosphorodiamidate;Dowco 169;Diamidfos;Diamidafos;Diamidaphos

  • Categories:

    Organic Chemistry  >  Phosphines

Description

Diamidafos is a phosphorodiamide.

Diamidafos Basic Attributes

200.17500

200.17

217-144-7

8NX8P1GOF9

DTXSID6041846

WHITE CRYSTALLINE SOLID|Colorless solid

Characteristics

60.17000

2.39410

1.165g/cm3

101-103 °C

273.8ºC at 760 mmHg

119.4ºC

1.513

IN WATER 4%; SOL IN ACETONE, CHLOROFORM, METHANOL, METHYLENE CHLORIDE|INSOL IN NON-POLAR SOLVENTS|Water solubility ca. 30 g/L|Water solubility = 50,000 mg/L

0.0056mmHg at 25°C

ODORLESS

Slightly volatile

Safety Information

III

6.1(b)

UN 2783

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.

Slight skin irritant

Toxicity

LD50 Rat oral 200 mg/kg|LD50 Rabbit percutaneous <200 mg/kg|LD50 Rat oral 140 mg/kg

TERRESTRIAL FATE: LABELED NELLITE WAS APPLIED TO A FURROW IN WHICH COTTONSEED WAS PLANTED. ... SOIL EXTRACTS /SAMPLED OVER PERIOD OF 406 DAYS/ CONTAINED DIHYDROGEN PHENYLPHOSPHORIC ACID AND HYDROGEN PHENYL N-METHYLPHOSPHORAMIDATE.

32.36 L/kg

Drug Information

4. 4= Very toxic; Probable oral lethal dose (human) 50-500 mg/kg; between 1 teaspoon and 1 oz for 70 kg person (150 lb).

AFTER ADMIN OF (14)C-DIAMIDFOS TO RATS IN IV DOSES OF 1 AND 25 MG/KG, CLEARANCE OF (14)C ACTIVITY FROM PLASMA WAS BY AN APPARENT FIRST ORDER PROCESS WITH HALF-LIFE VALUES OF 2.94 AND 3.08 HR, RESPECTIVELY.|APPROX 84% OF ORAL OR IV DOSE OF DIAMIDAFOS IN SPRAGUE-DAWLEY RATS WAS EXCRETED IN URINE DURING FIRST 36 HR & APPROX 4% MORE OVER NEXT 36 HR.|/Nellite/ ... is readily absorbed from the gut ... also ... through intact skin ...

THE PHOSPHORODIAMIDATE, DIAMIDAFOS (PHENYL N,N'-DIMETHYLPHOSPHORODIAMIDATE), WAS RAPIDLY METABOLIZED BY THE RAT TO YIELD PRODUCTS OF OXIDATIVE ATTACK AT THE N-METHYL GROUP...& OF HYDROLYTIC ATTACK AT THE P-O BOND TO YIELD PHENOL (AS CONJUGATE). ANALYSIS OF MILK FOLLOWING DOSAGE...TO COW REVEALED...SAME METABOLITES.|When tobacco was treated with (14)C-diamidfos, in addition to unchanged diamidfos and unextractable material, phenyl beta-D-glucopyranoside and a glycoside of phenol were observed. In tobacco smoke, the major breakdown product was phenol.|URINE FROM SPRAGUE-DAWLEY RATS AFTER ORAL OR IV ADMIN OF DIAMIDAFOS CONTAINED PHENYL N-METHYL-PHOSPHORODIAMIDATE, PHENYL N-METHYL-N-FORMYL PHOSPHORODIAMIDATE, AND CONJUGATED PHENOL.

SLIGHT SKIN IRRITANT.|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. 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/

diamidafos

Diamidafos Use and Manufacturing

Methods of Manufacturing

Prepared by phosphorylating phenol with phosphorus oxychloride, followed by reaction with methylamine.

Uses

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."|A soil fumigant and nematocide /Former use/|Nematocide /Former use/

...90% WATER-SOLUBLE POWDER.

PRODUCT DISCONTINUED BY THE DOW CHEMICAL CO.

Computed Properties

Molecular Weight:200.17
XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:200.07146466
Monoisotopic Mass:200.07146466
Topological Polar Surface Area:50.4
Heavy Atom Count:13
Complexity:185
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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