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Erbon

HCID 8686
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
136-25-4
Standard SMILES
CC(Cl)(Cl)C(=O)OCCOc1cc(Cl)c(Cl)cc1Cl
InChIKey
KMHZPJNVPCAUMN-UHFFFAOYSA-N
Molecular formula
C11H9Cl5O3
Average molar mass
366.4 g/mol
Monoisotopic mass
363.899433

Overview

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

Names & identifiers

Preferred name
Erbon
IUPAC
2-(2,4,5-trichlorophenoxy)ethyl 2,2-dichloropropanoate
English name
ERBON
Molecular formula
C11H9Cl5O3
Molecular weight
366.45

Names & synonyms

ERBON136-25-4Erbon [ANSI]2-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropanoateCaswell No. 4252-(2,4,5-Trichlorophenoxy)ethyl 2,2-dichloropropionateErbon [ANSI:ISO]HSDB 1707EPA Pesticide Chemical Code 028701BRN 3405672UNII-8E6R86856GERBON [HSDB]
Show more names
ErbnBaronNovonNovegeNatrimErbon-Rerbn[qr]baron[qr]novon[qr]
ERBON [ISO]8E6R86856GDTXSID30375432,2-Dichloropropanoic acid 2-(2,4,5-trichlorophenoxy)ethyl ester2,2-Dichloropropionic acid, 2-(2,4,5-trichlorophenoxy)ethyl ester4-06-00-00966 (Beilstein Handbook Reference)Erbon (ANSI)Erbon (ANSI:ISO)

Database identifiers

CAS
136-25-4
PubChem CID
8686
DTXSID
DTXSID3037543
ChEMBL
CHEMBL1875565
ChEBI
CHEBI:82197
UNII
8E6R86856G
Nikkaji
J5.619G

Properties

Computed structural properties

XLogP
5.2
Topological polar surface area
35.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
6
Heavy atoms
19
Formal charge
0
Complexity
313

Experimental & physicochemical properties

PesticidesPesticides -> Herbicides, Chlorophenoxy
Density · 2 items

1.47 @ 20 °C/20 °C

DENSITY: 1.55 @ 50 °C/4 °C

Color/Form · 2 items

WHITE SOLID

CRYSTALS

SolubilitySOL IN ACETONE, ALCOHOL, KEROSENE, XYLENE; INSOL IN WATER
CorrosivityNONCORROSIVE TO SPRAY EQUIPMENT
Boiling Point161-164 °C
Melting Point49-50 °C
Vapor Pressure · 2 items

0.00000549 [mmHg]

LOW

Physical DescriptionWhite solid; Technical product: Dark brown solid; [HSDB]
Stability/Shelf Life · 2 items

STABLE TO UV LIGHT

TWO YR OR LONGER WHEN PROPERLY STORED.

Other Experimental PropertiesDARK BROWN SOLID /TECHNICAL GRADE/

Physicochemical properties

Melting point
49 · 49-50°
Boiling point
0.5 · bp0.5 161-164°
Density
450 · d450 1.55
refractive index
1.555 · 1.5550 (estimate)
InChI
InChI=1S/C11H9Cl5O3/c1-11(15,16)10(17)19-3-2-18-9-5-7(13)6(12)4-8(9)14/h4-5H,2-3H2,1H3
InChIKey
KMHZPJNVPCAUMN-UHFFFAOYSA-N
SMILES
C(OCCOC1=CC(Cl)=C(Cl)C=C1Cl)(=O)C(Cl)(Cl)C
EWG's Food Scores
1 · 1
FDA UNII
8 E6R86856G · 8E6R86856G
EPA Substance Registry System
Erbon (136-25-4)
Symbol(GHS)
7 · GHS07,GHS09
Signal word
Warning
Hazard statements
302 · H302-H411
Precautionary statements
264 · P264-P270-P301+P312-P330-P501
Hazard Codes
Xn,N
Risk Statements
22 · 22-51/53
Safety Statements
61 · 61
HS Code
29159000 · 29159000
Hazardous Substances Data
136 · 136-25-4(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in rats: 1120 mg/kg (Bailey, White)

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, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Warning

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

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Hazard information

Hazards Summary · 1 item

A strong skin and eye irritant; [Hawley] A skin and eye irritant; Rapidly hydrolyzed in sheep to 2-(2,4,5-trichlorophenoxy)ethanol and oxidized to 2,4,5-T; [HSDB] Chlorophenoxy herbicides are possibly carcinogenic to humans (Group 2B); [IARC] See 2,4,5T.

Flammable LimitsNonflammable
Hazard Classes and Categories · 2 items

Acute toxicity - category 4

Acute Tox. 4 *

Skin, Eye, and Respiratory IrritationsCauses irritation on contact with skin and eyes.

Safety & protection

Storage ConditionsDO NOT EXPOSE TO HIGH TEMP & DO NOT STORE AT TEMP ABOVE 90 °F.
Disposal Methods · 2 items

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.

Toxicology

Environmental FateTERRESTRIAL 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.
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Environmental Biodegradation...SUBJECT TO A MODERATE-TO-SLOW RATE OF MICROBIAL BREAKDOWN IN THE SOIL.
Volatilization from Water/SoilERBON HAS A VERY LOW VOLATILITY AND DOES NOT CREATE A HAZARD FROM A VOLATILITY STANDPOINT. HIGH TEMPERATURES CAUSE IT TO DECOMPOSE.
Non-Human Toxicity Excerpts · 3 items

FASTING RATS BECAME DISTINCTLY POIKILOTHERMIC FOR PERIOD AS LONG AS 7 HR AFTER SC INJECTION (200-300 MG/KG)... IN A COLD ENVIRONMENT THE METABOLIC RATE ROSE ONLY SLIGHTLY & DEEP BODY TEMP FELL. ...HYPERMETABOLISM & HYPERTHERMIA...OCCURRED WHEN INJECTED RATS WERE KEPT IN A WARM ROOM (35 °C); APPARENTLY THE DEATH OF THESE ANIMALS WAS DUE TO HYPERPYREXIA. /2,4,5-T/

WHEN APPLIED TO SKIN OF RATS DAILY FOR 3 WK IN 1-3% SOLN, ERBON DID NOT IRRITATE SKIN OR APPARENTLY AFFECT BODY WT OR PERIPHERAL BLOOD COMPOSITION.

THE TLM (LC50) VALUES OF 33 PESTICIDES FOR CYPRINUS CARPIO, ORYZIAS LATIPES, MISGURNUS ANGUILLICAUDATUS, DAPHNIA PULEX, D CARINATA, MOINA MACROCOPA, INDOPLANORBIS EXUSTUS & CIPANGOPALUDINA MALLEATA ARE GIVEN.

Antidote and Emergency Treatment · 5 items

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/

Safety data

hs_code
29159000
Toxicity
LD50 orally in rats: 1120 mg/kg (Bailey, White)
risk_code
22-51/53
Signal word
Warning
Symbol(GHS)
GHS07,GHS09
hazard_code
Xn,N
safety_code
61
Hazard statements
H302-H411
Precautionary statements
P264-P270-P301+P312-P330-P501
Hazardous Substances Data
136-25-4(Hazardous Substances Data)

Chemistry & industry

Pharmacology

Metabolism/MetabolitesIn sheep Erbon is rapidly hydrolyzed to 2-(2,4,5-trichlorophenoxy)ethanol and oxidized to 2,4,5-T.
Absorption, Distribution and ExcretionERBON 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.

Uses & manufacturing

Uses · 4 items

Used as non-selective herbicide; Discontinued by Dow Chemical sometime before 1984; [HSDB]

Farming (Pesticides) [Category: Industry]

NON-SELECTIVE, TRANSLOCATABLE HERBICIDE

MEDICATION

Methods of ManufacturingBRUST, SEINKBEIL, US PATENT 2,754,324 (1956 TO DOW)
General Manufacturing Information · 4 items

...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.

Applications

UsesHerbicide.

Suppliers13 total

湖北万得化工有限公司15377098680 15377098680 · [email protected]
上海艾梯西生物科技有限公司18721763493 · [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]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
湖北达豪化工有限公司027-59106191 13986034860 · [email protected]
爆牛贸易重庆有限公司+86-023-6139-8061 +86-86-13650506873 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
上海安谱实验科技股份有限公司18502138905 · [email protected]
上海杰股生物科技有限公司021-51698675 · [email protected]
上海智溯科生物科技有限公司021-58056897 15399714481 · [email protected]
天门恒昌化工有限公司027-59322316 15172518801 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]

Additional notes

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

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes