FORMETANATE HYDROCHLORIDE Chemical Properties

Melting point:

201℃ (decomposition)

Density 

1.3616 (rough estimate)

vapor pressure 

1.6 x 10^-6 Pa (25 °C)

refractive index 

1.5270 (estimate)

storage temp. 

0-6°C

solubility 

DMSO (Slightly), Methanol (Slightly), Water (Slightly)

pka

8.0 (base)

Water Solubility 

822,000 mg l^-1 (25 °C)

Stability:

Hygroscopic

EPA Substance Registry System

Formetanate hydrochloride (23422-53-9)

Safety Information

Hazard Codes 

T+,N

Risk Statements 

26/28-43-50/53

Safety Statements 

24-28-37/39-45-60-61

RIDADR 

2757

WGK Germany 

3

RTECS 

FC2514000

HazardClass 

6.1(a)

PackingGroup 

II

HS Code 

29252900

Hazardous Substances Data

23422-53-9(Hazardous Substances Data)

FORMETANATE HYDROCHLORIDE Usage And Synthesis

Description

Formetanate hydrochloride is a white oryellowish, crystalline solid or powder with a faint odor.Molecular weight=257.75; Freezing/Melting point 5200 C-202 C (decomposes). Hazard Identification (basedon NFPA-704 M Rating System): Health 3, Flammability 1,Reactivity 0. Highly soluble in water.

Chemical Properties

Formetanate hydrochloride is a white or yellowish, crystalline solid or powder with a faint odor.

Uses

Formetanate is an insecticide and acaricide with contact and stomach action. It is used to control spider mites and some insects (Diptera, Hemiptera and Thysanoptera) on ornamentals, fruit, vegetables and alfalfa.

General Description

White powder with a faint odor. Used as a plant insecticide, acaricide, and miticide.

Air & Water Reactions

Hydrolyzed at pH less than 4 [EPA, 1998].

Reactivity Profile

FORMETANATE HYDROCHLORIDE is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

Health Hazard

Extremely toxic to humans. Not absorbed through contact with skin. Inhalation or ingestion may cause poisoning. Inhibits cholinesterase activity so effects are in relation to action on nervous system and can result in death.

Fire Hazard

FORMETANATE HYDROCHLORIDE may burn but does not ignite readily. Container may explode in heat of fire. Hydrolyzed at pH less than 4

Agricultural Uses

Insecticide, Acaricide: Registered for use in the U.S. Not listed for use in EU countries. An insecticide used for thrips and true bug control on fruit crops.

Trade name

CARZOL®; CARZOL® SP; DICARZOL®; ENT 27566®; EP-332®; MORTON® EP332; NOR-AM® EP 332; SCHERING® 36056; SN 36056®

Safety Profile

Poison by ingestion and intraperitoneal routes. Mddly toxic by skin contact. When heated to decomposition it emits very toxic fumes of NOx and HCl.

Potential Exposure

A potential danger to those involved in the manufacture, formulation, and application of this plant insecticide, acaricide and miticide.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.

Metabolic pathway

Formetanate is hydrolysed rapidly in field and laboratory soils under aerobic and anaerobic conditions. It is metabolised by similar pathways in plants and animals. It is hydrolytically deaminated to produce a formyl derivative and subsequently hydrolysed at the carbamate ester to give a phenolic product. The phenol is deformylated to 3-aminophenol and acetylated to 3-acetamidophenol. Formetanate and most phase 1 metabolites are found conjugated. Its metabolism has been reviewed by Cool and Jankowski (1985), Fukuto (1972) and Kuhr and Dorough (1976).

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling and storage. Store in tightly closed containers in a cool, wellventilated area.

Shipping

UN2757 Carbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Degradation

Formetanate is hydrolysed rapidly under basic conditions. DT₅₀ values at pH 5, 7 and 9 (22 °C) are reported to be 65 days, 23 hours and 2 hours, respectively (PM). The photolysis of formetanate hydrochloride in solutions of distilled water at pH 3.1 and 7.1 or natural river water was studied. Samples were irradiated for 4 days by a high pressure Hg lamp immersed in the solutions. Light of wavelength <286 nm was filtered out. Analysis of solutions was by TLC, IR and MS. The carbamate moiety was more stable than the formamidine. Photolysis gave four products, viz. the formaminophenol (2), the 3-aminophenyl carbamate (3), the formamino compound (4) and 3-hydroxyphenyl methylcarbamate (5), a product of oxidative deamination of formetanate. Yields increased in the order given. The proposed pathways of photolysis of formetanate are given in Scheme 1 (Su and Zabick, 1972). Soil surface photolysis occurs with a DT₅₀ value of 16 hours (PM).

Incompatibilities

Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrideds and active metals. Contact with active metals or nitrides form flammable gas eous hydrogen. Incompatible with strongly oxidizing acids, peroxides, and hydroperoxides.

Waste Disposal

In accordance with 40CFR 165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by follow ing package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥kg/mo) must conform with EPA regulations gov erning storage, transportation, treatment, and waste disposal.

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