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Home > Encyclopedia > 2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropionate

2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropionate

2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropionate structure

2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropionate 

structure
  • CAS No:

    136-25-4

  • Formula:

    C11H9Cl5O3

  • Chemical Name:

    2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropionate

  • Synonyms:

    Propanoic acid,2,2-dichloro-,2-(2,4,5-trichlorophenoxy)ethyl ester;Propionic acid,2,2-dichloro-,2-(2,4,5-trichlorophenoxy)ethyl ester;Baron;2,2-Dichloropropionic acid 2-(2,4,5-trichlorophenoxy)ethyl ester;Erbon;Novon;2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropionate;Pentanate;2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropanoate

  • Categories:

    Agrochemicals  >  Insecticides

Description

Solid. Insoluble in water; soluble in most organic solvents.


Erbon is an aromatic ether. It has a role as a phenoxy herbicide.

2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropionate Basic Attributes

366.45

366.45

8E6R86856G

DTXSID3037543

WHITE SOLID|CRYSTALS

29159000

Characteristics

35.5

4.76260

1.47 g/cm3 @ Temp: 20 °C

49-50 °C

161-164 °C

157.1ºC

1.5550 (estimate)

SOL IN ACETONE, ALCOHOL, KEROSENE, XYLENE; INSOL IN WATER

DO NOT EXPOSE TO HIGH TEMP & DO NOT STORE AT TEMP ABOVE 90 DEG F.

LOW

Oral-Rat LD50: 1000 mg/kg; Oral-Mouse LD50: 912 mg/kg

Combustion produces toxic chloride gas

DARK BROWN SOLID /TECHNICAL GRADE/

Nonflammable

NONCORROSIVE TO SPRAY EQUIPMENT

Safety Information

22-51/53

61

Xn,N

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

TWO YR OR LONGER WHEN PROPERLY STORED.

P264, P270, P273, P301+P312, P330, P391, P501

H302

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.|Mix erbon with a flammable solvent then spray the soln into an incinerator equipped with afterburner and scrubber. Recommendable method: Incineration.

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P301+P312, P330, P391, and P501

Causes irritation on contact with skin and eyes.

Toxicity

moderately toxic

TERRESTRIAL FATE: ERBON IS NOT READILY LEACHED UNDER MODERATE RAINFALL CONDITIONS NORMALLY & DOES NOT NORMALLY MOVE LATERALLY OFF THE TREATED SITES. ... RESIDUAL EFFECTS ARE LONG LASTING. THE CMPD CAN GIVE SEASON-LONG VEGETATION CONTROL.

ERBON HAS A VERY LOW VOLATILITY AND DOES NOT CREATE A HAZARD FROM A VOLATILITY STANDPOINT. HIGH TEMPERATURES CAUSE IT TO DECOMPOSE.

Drug Information

EXPTL USE: OF 13 PESTICIDES TESTED, ERBON WAS 1 OF 7 WHICH WERE MOST EFFECTIVE IN INHIBITING EPIDERMOPHYTON & A CULTURE OF FUNGI PARASITIC ON HAIR.

3. 3= MODERATELY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 0.5-5 G/KG, BETWEEN 1 TEASPOON & 1 OZ FOR 70 KG PERSON (150 LB).

ERBON IS ABSORBED BY BOTH FOLIAGE & ROOTS. AS IT IS PERSISTENT IN THE SOIL, ITS MAJOR EFFECT ON PERENNIAL BROADLEAVED WEEDS RESULTS FROM ROOT UPTAKE. FOLLOWING ABSORPTION, THE CMPD IS EFFECTIVELY TRANSLOCATED TO GROWING POINTS.

In sheep Erbon is rapidly hydrolyzed to 2-(2,4,5-trichlorophenoxy)ethanol and oxidized to 2,4,5-T.

1. BATHE & SHAMPOO WITH SOAP & WATER TO REMOVE CHEMICALS FROM SKIN & HAIR. INDIVIDUALS WITH CHRONIC SKIN DISEASE OR KNOWN SENSITIVITY TO CHEMICALS SHOULD EITHER AVOID USING HERBICIDES OR TAKE EXTRAORDINARY MEASURES TO AVOID CONTACT. 2. FLUSH...CHEMICALS FROM EYES WITH COPIOUS AMOUNTS OF CLEAN WATER FOR 10-15 MINUTES. 3. IF SYMPTOMS OF ILLNESS OCCUR DURING OR FOLLOWING INHALATION OF SPRAY, REMOVE VICTIM FROM CONTACT...FOR AT LEAST 2 DAYS. ALLOW SUBSEQUENT CONTACT WITH CHLOROPHENOXY COMPOUNDS ONLY IF EFFECTIVE RESPIRATORY PROTECTION IS PRACTICED. /CHLOROPHENOXY COMPOUNDS/|4. IF...INGESTED, SPONTANEOUS EMESIS USUALLY OCCURS. ORDINARILY, THIS EMPTIES THE STOMACH AS EFFECTIVELY AS INTUBATION & LAVAGE. IF VIGOROUS EMESIS HAS NOT OCCURRED & IF VICTIM IS FULLY ALERT, INDUCE EMESIS WITH SYRUP OF IPECAC (ADULTS 12 YEARS & OLDER, 30 ML; CHILDREN UNDER 12 YEARS, 15 ML), FOLLOWED BY 1-2 GLASSES OF WATER. FOLLOWING EMESIS, ADMIN....ACTIVATED CHARCOAL /PRC- 30 G ACTIVATED CHARCOAL IN 3-4 OZ OF WATER (CHILDREN), 100 G IN 8-10 OZ OF WATER (ADULTS)/...TO LIMIT ABSORPTION OF HERBICIDE REMAINING IN GUT. /CHLOROPHENOXY COMPOUNDS/|5. IF CONSCIOUSNESS LEVEL IS DEPRESSED...EVACUATE STOMACH BY INTUBATION, ASPIRATION, & LAVAGE /PRC- WATER IN CHILDREN & ISOTONIC SALINE IN ADULTS/. BECAUSE PETROLEUM DISTILLATES ARE COMMONLY INCLUDED IN CHLOROPHENOXY FORMULATIONS, GASTRIC INTUBATION INCURS A RISK OF HYDROCARBON PNEUMONITIS FROM ASPIRATION. FOR THIS REASON: A. IF VICTIM IS UNCONSCIOUS OR OBTUNDED & FACILITIES ARE AT HAND, INSERT ENDOTRACHEAL TUBE (CUFFED, IF AVAILABLE) PRIOR TO GASTRIC INTUBATION. B. KEEP VICTIM'S HEAD BELOW LEVEL OF STOMACH DURING INTUBATION & LAVAGE (TRENDELENBURG, OR LEFT LATERAL DECUBITUS, WITH HEAD OF TABLE TIPPED DOWNWARD). KEEP VICTIM'S HEAD TURNED TO LEFT. C. ASPIRATE PHARYNX AS REGULARLY AS POSSIBLE TO REMOVE GAGGED OR VOMITED STOMACH CONTENTS. /CHLOROPHENOXY COMPOUNDS/|5. AFTER ASPIRATION OF GASTRIC CONTENTS & WASHING OF STOMACH, INSTILL...ACTIVATED CHARCOAL.../PRC- 30 G ACTIVATED CHARCOAL IN 3-4 OZ OF WATER (CHILDREN), 100 G IN 8-10 OZ OF WATER (ADULTS)/ TO LIMIT ABSORPTION OF REMAINING TOXICANT. DO NOT INSTILL MILK, CREAM, OR OTHER MATERIALS CONTAINING VEGETABLE OR ANIMAL FATS, AS THESE ARE LIKELY TO ENHANCE ABSORPTION. 6. IF BOWEL MOVEMENT HAS NOT OCCURRED IN 4 HOURS & PATIENT IS FULLY CONSCIOUS, GIVE SODIUM SULFATE, 0.25 G/KG, AS CATHARTIC. MAGNESIUM SULFATE & CITRATE, IN COMPARABLE DOSAGES, ARE EQUALLY SUITABLE IF RENAL FUNCTION IS ADEQUATE. RETAINED MAGNESIUM MAY DEPRESS CNS FUNCTION. /CHLOROPHENOXY COMPOUNDS/|7. IN SEVERE POISONINGS BY VERY LARGE AMOUNTS OF INGESTED CHLOROPHENOXY ACIDS, FORCED ALKALINE DIURESIS MAY SAVE VICTIM'S LIFE. ASSESS SERUM ELECTROLYTE CONCENTRATIONS, & SERUM & URINE PH. IF METABOLIC ACIDOSIS IS PRESENT, INFUSE SOLUTIONS OF SODIUM BICARBONATE AT RATES SUFFICIENT TO KEEP THE URINE DISTINCTLY ALKALINE, CONTINUING UNTIL PLASMA CONCENTRATIONS OF CHLOROPHENOXY COMPOUNDS ARE LESS THAN ABOUT 10 UG/ML. /CHLOROPHENOXY COMPOUNDS/

2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropionate Use and Manufacturing

Methods of Manufacturing

BRUST, SEINKBEIL, US PATENT 2,754,324 (1956 TO DOW)

Uses

Herbicide.

...INTRODUCED, IN 1955, BY THE DOW CHEMICAL CO UNDER TRADE MARKS OF "BARON" &, IN GREAT BRITAIN, "ERBON", UNDER PROTECTION OF USP 2,754,324. MADE BY THE ESTERIFICATION OF DALAPON WITH 2-(2,4,5-TRICHLOROPHENOXY)ETHANOL...|EBRON PRODUCT DISCONTINUED BY THE DOW CHEMICAL CO.|FORMULATION IS COMPATIBLE WITH HARD WATER & MOST HERBICIDES.|ERBON HAS A BROAD SPECTRUM OF ACTIVITY BECAUSE THE 2,4,5-TRICHLOROPHENOXYETHANOL FRAGMENT IS TOXIC TO BROAD-LEAVED PLANTS & THE 2,2-DICHLOROPROPIONIC ACID FRAGMENT IS SPECIFICALLY TOXIC TO GRASSES.

FOR PRODUCT ANALYSIS SEE PETERS ED ET AL; ANALYT CHEM 24: 710 (1952)...FOR RESIDUE ANALYSIS SEE AGAZZI EJ ET AL; ANALYT CHEM 25: 237 (1953).|A SIMPLE & RAPID METHOD USING FLAME IONIZATION DETECTION & A COLUMN PACKED WITH 5% SILICONE UCW 98 ON CHROMOSORB W (HP), IS DESCRIBED FOR DETERMINATION OF ERBON IN HERBICIDE FORMULATIONS.

Computed Properties

Molecular Weight:366.4
XLogP3:5.2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:6
Exact Mass:365.896482
Monoisotopic Mass:363.899433
Topological Polar Surface Area:35.5
Heavy Atom Count:19
Complexity:313
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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