Di Methyl Phthalate (DMP) CAS No.131-11-3  

Dimethyl Phthalate (DMP), which has a molecular formula of (C2H3O2)2C6H4, is an organic compound that manifests itself as a colorless liquid and is soluble in some organic solvents. It is most frequently used as an insect repellent, as it helps keep both flies and mosquitos away. It is also used in plastics found in children’s toys, and can be used as rocket propellant. In addition, Dimethyl Phthalate is used as a fragrance in personal care products and other cosmetics.

Di Methyl Phthalate (DMP) CAS No.131-11-3

DiMethyl phthalate plasticizer is a good plasticizer for various types of acetate plastics. DiMethyl Phthalate (DMP) has other applications as insect and mosquito repellant, carrier for catalysts, used in the manufacturing of organic peroxides.

The possibilities of Dimethyl phthalate

Dimethyl phthalate (DMP) is an organic compound. It is a clear, colourless oily substance, soluble in organic solvents.

Protective Clothing

Skin: No recommendation is made specifying the need for personal protective equipment for the body.

Eyes: Wear appropriate eye protection to prevent eye contact.

Wash skin: No recommendation is made specifying the need for washing the substance from the skin (either immediately or at the end of the work shift).

Remove: No recommendation is made specifying the need for removing clothing that becomes wet or contaminated.

Change: No recommendation is made specifying the need for the worker to change clothing after the work shift. (NIOSH, 2016)

DuPont Tychem® Suit Fabrics

No information available.

First Aid

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.

INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.

INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Dimethyl phthalate

Dimethyl phthalate esters is a broad-spectrum, highly effective insect repellent, it is colorless to pale yellow transparent liquid, is an effective insect repellent ingredient in toilet water, it has a good repellent effect on flies, lice, ants, mosquitoes, cockroaches, midges, gadfly, flat fleas, sand fleas, sand midges, sandflies, cicadas; its repellent effect lasts for a long time, and it can be used in different climatic conditions . Under the conditions of using, it’s chemical stable, displaying both high thermal stability and high resistance to sweat. It has good compatibility with common cosmetic and pharmaceutical agents, can be made of solutions, emulsions, pastes, coating agents, gel, aerosol, mosquito coils, micro-capsules and other special repellent agents, and also can be added to other products or materials (such as toilet water), so that product displays the repellent effect as well. Compared with standard mosquito repellent agent and mosquito repellent gel, it is less toxic, and less irritating, with longer repellent time and other notable features, is a repellent gel replacement.

The above information is edited by the chemicalbook of Tian Ye.

Toxicity

Dimethyl phthalate displays no toxicity or side effects on the skin and mucous membranes, non-allergic and non-skin-permeable etc., it is very safe to use, it is noted that people with sensitive skin may cause skin allergies reaction if repellent ester component is excessive absorbed .

Chemical Properties

Colorless oily liquid with a slightly aromatic fragrance. Immiscibility with ethanol, ethyl ether , soluble in organic solvents such as benzene, acetone, insoluble in water and mineral oil.

Uses

1. It is used as a plasticizer for cellulose acetate, polyvinyl fluoride coating repellent agents and solvents.

2. Dimethyl Phthalate is rodenticide rat poison, rat finished, chlorine mouse ketone intermediates, it is also an important solvent.

3. The product is a plasticizer for variety of resin having a very strong dissolving power, is compatible with a variety of cellulose resin, rubber, vinyl resin. It displays good film-forming character, adhesion and water resistance. It is usually used with diethyl phthalate in cellulose acetate film, varnish, transparent paper and molding powder production . A small amount of the product is used in nitrocellulose production. The product can also be used as a nitrile rubber plasticizers, with good resistance to cold products. The product can be mixed with other plasticizers. It can overcome the high volatility , low-temperature crystallization and other shortcomings. The products are also used as DEET oil (crude oil) and DDT solvents. The product is also used as gas chromatography stationary phase.

Production method

Esterified under normal pressure with an excess amount of the anhydride (4-fold) in methanol, excess methanol was refluxed with water, DMP was obtained from the reaction. The 600kg anhydride, 450kg methanol 90-95 ', 1050ml concentrated sulfuric acid were added into the reaction pot successively, heated to reflux for 24h. After completion of the reaction, methanol recovery, then neutralized with sodium carbonate, washed with water, and then distilled to obtain the finished product. Industrial grade product dimethyl phthalate purity of ≥99%. Material consumption fixed: anhydride 750kg/t, methanol 445kg/t.

Category

Flammable liquid

Toxicity grading

Low toxicity

Acute toxicity

Oral-rat LD50: 6800 mg/kg; Oral-Mouse LD50: 6800 mg/kg

Irritation data

Eye-rabbit 119 mg

Flammability hazard characteristics

In the case of fire, high temperature, strong oxidants, it is combustible; combustion exhaust irritating smoke.

Storage feature

It should be stored in a complete package with care; warehouse ventilation, away from obvious flame, heat, and oxidants.

Extinguishing agents

Foam, carbon dioxide, dry powder, sand, water mist.

Professional Standards

TLV-TWA 5 mg/m³; STEL 10 mg/m3

Description

Phthalates are plasticizers, and increase the flexibility of plastics. They are also found in deodorant formulations, perfumes, emollients and insect repellents.

Chemical Properties

colourless oily liquid

Chemical Properties

Dimethyl phthalate occurs as a colorless, or faintly colored, odorless, viscous, oily liquid.

Physical properties

Clear, colorless, odorless, moderately viscous, oily liquid

History

Screened during World War II, this repellent is exceptionally effective against A. aegypti, lasting 196 d on cloth. Tests have been run against the newer pests A. albopictus and A. aegypti, including five repellents containing DEET (test standard), a controlled release formulation containing DEET, two dosages of DEET in ethanol, and Avon Skin-So- Soft. On the skin, the repellent chemicals provide significant protection from biting; however, A. albopictus is more sensitive to repellents than A. aegypti.

Uses

Dimethyl phthalate is used as an insect repellant. It has also been employed as a solvent for cellulose acetate.

Uses

Insect repellant.

Uses

It is used as insect repellent.

Uses

Dimethyl Phalate is the methyl ester of phthalic acid. Dimethyl phthalate is an ectoparasiticide and has many other uses, including in solid rocket propellants, plastics, and insect repellents.

Uses

Solvent and plasticizer for cellulose acetate and cellulose acetate-butyrate compositions. Insect repellent for personal protection against biting insects.

Production Methods

Dimethyl phthalate is produced industrially from phthalic anhydride and methanol.

Synthesis Reference(s)

Chemistry Letters, 7, p. 649, 1978

The Journal of Organic Chemistry, 35, p. 3205, 1970

Tetrahedron Letters, 37, p. 6375, 1996 DOI: 10.1016/0040-4039(96)01351-2

General Description

A water-white liquid without significant odor. Denser than water and insoluble in water. Hence sinks in water. Flash point 300°F. Eye contact may produce severe irritation and direct skin contact may produce mild irritation. Used in the manufacture of a variety of products including plastics, insect repellents, safety glass, and lacquer coatings.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Dimethyl phthalate reacts with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction with caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides. Can generate electrostatic charges by swirling or pouring [Handling Chemicals Safely, 1980. p. 250].

Health Hazard

Symptoms unlikely from any exposure.

Health Hazard

The acute toxicity of dimethyl phthalate intest animals was found to be very low.Ingestion may produce irritation of the gas trointestinal tract, somnolence, hypotension,and coma. The oral LD50 value in miceis 6800 mg/kg. Animal studies have shownthat administration of this compound causeddevelopmental toxicity, having effects on fer tility. Maternal toxicity in Sprague-Dawleyrats was observed at a dietary treatmentlevel of 5% (Field 1989). There was noeffect on average litter size, fetal bodyweight, or the incidence of skeletal or vis ceral malformations.

Fire Hazard

Dimethyl phthalate is combustible.

Pharmaceutical Applications

Dimethyl phthalate is used in pharmaceutical applications as a solvent and plasticizer for film-coatings such as hydroxypropyl methylcellulose, cellulose acetate and cellulose acetate–butyrate mixtures.

In addition to a number of industrial applications, dimethyl phthalate is also widely used as an insect repellent with topical preparations typically applied as a 40% cream or lotion; it has also been applied as a tent fabric treatment.

Contact allergens

Phthalates are plasticizers and increase the flexibility of plastics. They are also found in deodorant formulations, perfumes, emollients, and insect repellents.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Mldly toxic by inhalation. Experimental teratogenic and reproductive effects. Mutation data reported. An eye irritant. A pesticide and insect repellent. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Safety

In pharmaceutical applications, dimethyl phthalate is used in film coating and as a topically applied insect repellent.Acute exposure to the eyes and mucous membranes can cause irritation, although dimethyl phthalate is considered less irritant than diethyl phthalate. Inhalation of dimethyl phthalate can cause irritation of the respiratory tract; oral ingestion can cause a burning sensation in the mouth, vomiting, and diarrhea. Owing to the low water solubility and relatively high lipid solubility, dimethyl phthalate may accumulate in body tissues after chronic exposure, which may cause central nervous system depression.

Although some animal studies have suggested that high concentrations of dimethyl phthalate may be teratogenic or cause mutagenic effects with bacteria,(5,6) other studies have shown no adverse effects.(7) There are no confirmed reports of human reproductive or developmental effects, and the compound is not generally regarded as a carcinogenic material.

LD50 (chicken, oral): 8.5g/kg

LD50 (guinea pig, oral): 2.4g/kg

LD50 (mouse, IP): 1.38g/kg

LD50 (mouse, oral): 6.8g/kg

LD50 (rabbit, oral): 4.40g/kg

LD50 (rat, IP): 3.38g/kg

LD50 (rat, oral): 6.80g/kg

Source

May leach from plastic products (e.g., tubing, containers) used in laboratories during chemical analysis of aqueous samples.

Environmental Fate

Biological. In anaerobic sludge, degradation occurred as follows: monomethyl phthalate to phthalic acid to protocatechuic acid followed by ring cleavage and mineralization (Shelton et al., 1984). In a static-culture-?ask screening test, dimethyl phthalate showed significant biodegradation with rapid adaptation. The ester (5 and 10 mg/L) was statically incubated in the dark at 25°C with yeast extract and settled domestic wastewater inoculum. After 7 days, 100% biodegrada-tion was achieved (Tabak et al., 1981).

Photolytic. An aqueous solution containing titanium dioxide and subjected to UV light (λ >290 nm) yielded mono- and dihydroxyphthalates as intermediates (Hustert and Moza, 1988).

Chemical/Physical. Hydrolyzes in water forming phthalic acid and methyl alcohol (Wolfe et al., 1980).

storage

Dimethyl phthalate is sensitive to prolonged exposure to light and it should therefore be stored in a cool, dark, dry, well-ventilated area that is protected from physical damage, and isolated from incompatible substances. Containers of dimethyl phthalate may be hazardous when empty as they may retain product residues such as vapors and liquids. There is a slight fire hazard when exposed to heat, and above the flash point explosive vapor–air mixtures may be formed.Carbon dioxide and carbon monoxide are released when dimethyl phthalate is heated to decomposition. Solutions of dimethyl phthalate in acetone, dimethyl sulfoxide, ethanol (95%), and water are stable for 24 hours under normal laboratory conditions.

Incompatibilities

Dimethyl phthalate is incompatible with strong acids or bases, nitrates, and strong oxidizing agents. As with other phthalates, contact with plastics should be avoided.

Regulatory Status

Dimethyl phthalate is included in a number of topical pharmaceutical formulations. Included in the FDA Inactive Ingredients Database (oral tablets, sustained action). As from 1992, dimethyl phthalate is no longer registered for use as a pesticide in California.

Industrial uses of Dimethyl phthalate

Intermediate used in the production of:

Solvent for peroxides (MEK-P)

Solvent for peroxides to enable safe use in the manufacturing of UPR

Plasticisers for cellulose acetate

Rubber, resins and lacquers

Solid rocket propellants

Insect repellent for mosquitoes and flies

Hair sprays

PVC films and acrylic sheets, fiberglass-reinforced plastics

DIMETHYL PHTHALATE (DMP) CAS NO. 131-11-3

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