Grundinformationen
- Standard-SMILES
O=CO- InChIKey
BDAGIHXWWSANSR-UHFFFAOYSA-N- Summenformel
- CH2O2
- Durchschnittliche Molmasse
- 46,025 g/mol
- Monoisotopische Masse
- 46,0054793
Überblick
Formic acid appears as a colorless liquid with a pungent odor. Flash point 156 °F. Density 10.2 lb / gal. Corrosive to metals and tissue.
Namen und Bezeichner
- Bevorzugter Name
- Formic Acid
- IUPAC
- formic acid
- Lokaler Name
- Ameisensure
- Englischer Name
- Formic acid
- Summenformel
- CH2O2
- Molmasse
- 46.03
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
64-18-6- PubChem CID
- 284
- DTXSID
DTXSID2024115- ChEMBL
CHEMBL116736- ChEBI
CHEBI:30751- UNII
- 0YIW783RG1
- EC Number
- 200-579-1
- Nikkaji
- J1.402H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,2
- Polarare Oberfläche (TPSA)
- 37,3 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 3
- Formalladung
- 0
- Komplexität
- 10,3
Experimentelle und physikochemische Eigenschaften
Chemical Classes
Other Classes -> Organic Acids
Corrosives
Cosmetics
Cosmetic ingredients (Formic Acid) -> CIR (Cosmetic Ingredient Review)
Preservative
Pesticides
Pesticide -> EPA IRIS
Insecticides
Active substance -> EU Pesticides database: Not approved
LogP
log Kow = -0.54
-0.54
-0.54
Density
1.22 at 68 °F (USCG, 1999) - Denser than water; will sink
1.220 at 20 °C/4 °C
Bulk density 10.16 lb/gal at 20 °C
Relative density of the vapor/air mixture at 20 °C (air = 1): 1.03
Relative density (water = 1): 1.2 (20 °C)
1.2
Viscosity
1.607 mPas at 25 °C
1.5 mm²/s
Color/Form
Colorless fuming liquid
Colorless liquid [Note: Often used in an aqueous solution]
Physikochemische Eigenschaften
- Schmelzpunkt
- 8.2 · 8.2-8.4 °C (lit.)
- Siedepunkt
- 100 · 100-101 °C (lit.)
- Dichte
- 1.22 g/mL · 1.22 g/mL at 25 °C (lit.)
- Dampfdichte
- 1.03 · 1.03 (vs air)
- Dampfdruck
- 52 mm · 52 mm Hg ( 37 °C)
- Brechungsindex
- 20 · n20/D 1.377
- FEMA
- 2487 · 2487 | FORMIC ACID
- Flammpunkt
- 133 °F · 133 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 2 O: · H2O: soluble1g/10 mL, clear, colorless
- pka
- 3.75 · 3.75(at 20℃)
- Aggregatzustand
- Liquid
- Wichte
- 1.216 · 1.216 (20℃/20℃)
- Farbe
- 15 · APHA: ≤15
- PH
- 3.47 · 3.47(1 mM solution);2.91(10 mM solution);2.38(100 mM solution);
- Geruch (Odor)
- 0.1 % · at 0.10 % in water. pungent vinegar formyl
- Geruchsart
- acetic
- Biologische Quelle
- synthetic
- Explosionsgrenze
- 12 · 12-38%(V)
- Wasserlöslichkeit
- MISCIBLE
- Spezifische Wärmekapazität
- 2.15 J/ · Cp(liquid): 2.15 J/(g·K), at 25℃
- Merck
- 14 · 14,4241
- JECFA Number
- 79 · 79
- BRN
- 1209246 · 1209246
- Henry's Law Constant
- 25 °C: · At 25 °C: 95.2, 75.1, 39.3, 10.7, and 3.17 at pH values of 1.35, 3.09, 4.05, 4.99, and 6.21, respectively (Hakuta et al., 1977)
- Dielectric constant
- 58 · 58.0(16℃)
- Stabilität
- Stable. Substances to be avoided include strong bases, strong oxidizing agents and powdered metals, furfuryl alcohol. Combustible. Hygroscopic. Pressure may build up in tightly closed bottles, so bottles should be opened carefully and vented periodically.
- Major Application
- sample preparation
- Kosmetik-Inhaltsstoffe Funktionen
- PRESERVATIVEpH ADJUSTERSFRAGRANCE
- InChI
- 1S/CH2O2/c2-1-3/h1H,(H,2,3)
- InChIKey
- BDAGIHXWWSANSR-UHFFFAOYSA-N
- SMILES
- OC=O
- LogP
- -0.54 · -0.540
- CAS Datenbank
- 64 · 64-18-6(CAS DataBase Reference)
- NIST chemische Informationen
- Formic acid(64-18-6)
- EPA chemische Informationen
- Formic acid (64-18-6)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H226: Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P234, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P370+P378, P390, P403+P233, P403+P235, P405, P406, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for < 0.1% (1 of 3384) of reports.
Danger
H226 (21.1%): Flammable liquid and vapor [Warning Flammable liquids]
Gefahrenhinweise
Regulatory Information
Chemical: Formic acid
Regulation (EC) No 178/2002 (amended)
Regulation (EC) No 1831/2003 (amended)
Formic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Formic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 01-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15127
Formic acid with more than 85% acid by mass: HSNO Approval: HSR000979 Approved with controls
Fire Hazards
Special Hazards of Combustion Products: Toxic vapor generated in fires (USCG, 1999)
· Combustible material: may burn but does not ignite readily.
· Combustible material: may burn but does not ignite readily.
Flammable. Above 45 °C explosive vapour/air mixtures may be formed. Heating will cause rise in pressure with risk of bursting. Risk of fire and explosion on contact with incompatible substances. See Chemical Dangers.
Health Hazards
Liquid causes skin and eye burns. Vapors are irritating and painful to breath. Vapor exposure may cause nausea and vomiting. (USCG, 1999)
· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.
· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.
DOT ID and Guide
1779 153
3412 153
1779 153
FDA Requirements
Formic acid is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.
The food additive, formic acid, may be safely used in accordance with the following conditions: (a) The additive is used as a preservative in hay crop silage in an amount not to exceed 2.25 percent of the silage on a dry weight basis or 0.45 percent when direct cut, as follows: (1) The top foot of silage stored should not contain formic acid and (2) Silage should not be fed to livestock within 4 weeks of treatment. (b) The additive is used or intended for use as a feed acidifying agent, to lower the pH, in complete swine feeds at levels not to exceed 1.2 percent of the complete feed. (1) The additive consists of not less than 85 percent formic acid (CAS 64-18-6). (2) The additive meets the following specifications: (i) Free methyl alcohol not to exceed 1,000 parts per million (ppm); (ii) Methyl formate not to exceed 1,000 ppm; and (iii) Moisture not to exceed 15 percent.
Indirect food substance additives affirmed as generally recognized as safe. (a) Formic acid (CH2O2, CAS Reg. No. 64-18-6) is also referred to as methanoic acid or hydrogen carboxylic acid. It occurs naturally in some insects and is contained in the free acid state in a number of plants. Formic acid is prepared by the reaction of sodium formate with sulfuric acid and is isolated by distillation. (b) Formic acid is used as a constituent of paper and paperboard used for food packaging. (c) The ingredient is used at levels not to exceed good manufacturing practice in accordance with part 186.1(b)(1). (d) Prior sanctions for formic acid different from the uses established in this section do not exist or have been waived.
Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: formic acid is included in pediculicide drug products.
Special Reports
DHHS/NTP; NTP Technical Report on Toxicity Studies of Formic Acid Administered by Inhalation to F344/N Rats and B6C3F1 Mice NTP Tox 19 (1992)[Available from, as of April 4, 2003: http://ntp.niehs.nih.gov/ntp/htdocs/ST_rpts/tox019.pdf]
A review of the metabolism of methanol and formic acid.[Liesivuori J, Savolainen H; Pharm Toxicol 69 (3): 157-63 (1991)]
Restani P, Galli CL; CRC Crit Rev Toxicol 21 (5): 315-28 (1991). Oral toxicity of formaldehyde and its derivatives are reviewed, /including metabolic products such as formic acid/.
Schramm A et al; Anaesthesiol Reanim 16 (4): 259-65 (1991). A review of the methanol metabolites formaldehyde and formic acid concerning central nervous system and ocular symptoms.
EPA/Office of Pollution prevention and toxics; High production Volume (HPV) Challenge program's Robust summaries and Test Plans.[Availible form, as of July 12, 2005: http://www.epa.gov/hpv/pubs/hpvrstp.htm]
Sicherheit und Schutzausrüstung
Fire Fighting
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest. Half-upright position. Refer immediately for medical attention.
Wear protective gloves when administering first aid. Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer immediately for medical attention.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. Refer immediately for medical attention.
Give nothing to drink. Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
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.
General First Aid:
General First Aid:
(General first aid procedures)
Safe Storage
Fireproof. Store only in original container. Well closed. Separated from strong oxidants, strong bases, strong acids and food and feedstuffs. See Chemical Dangers. Keep in a well-ventilated room. Store in an area without drain or sewer access.
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).
· Wear positive pressure self-contained breathing apparatus (SCBA).
5.0 [ppm]
Fire Fighting Procedures
Use water spray, dry chemical, "alcohol resistant" foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool.
If material on fire or involved in fire: Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, carbon dioxide or dry chemical. Use water spray to knock-down vapors.
Storage Conditions
Store in a dry, well-ventilated place. Separate from oxidizing materials and alkaline substances.
Protect against physical damage. Store in a cool, dry, well-ventilated location. Outdoors or detached storage is preferred.
Separated from strong oxidants, strong bases, strong acids, and food and feedstuffs. Well closed. Keep in a well-ventilated room.
Store indoors, in original container, out of direct sunlight, in a cool, dry, and well-ventilated area away from sulphuric acid, oxidizing agents, and sources of ignition and away from the reach of children. Avoid heat, sparks, and open flames. Do not eat, drink or smoke in areas of use or storage. Use caution when opening the container, especially in warm weather, i.e.: open outdoors and stay upwind. Keep separate to prevent cross-contamination of other pesticides, fertilizer, food, or feed. /Mite-Away Quick Strips/
Cleanup Methods
Spill or leak procedures: Use water spray to cool and disperse vapors and protect personnel. Control runoff and isolate discharged material for proper disposal. Neutralize spill and washings with soda ash or lime.
Environmental considerations--land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./. Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash or cement powder. Neutralize with agricultural lime ... crushed limestone (CaCO3) or sodium bicarbonate (NaHCO3).
Environmental considerations--water spill: Neutralize with agricultural lime (CaO), crushed limestone (CaCO3) or sodium bicarbonate (NaHCO3). Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates.
Environmental considerations--air spill: Apply water spray or mist to knock down vapors. Vapor knockdown water is corrosive or toxic and should be diked for containment.
Disposal Methods
Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U123, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.
A good candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds. A good candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A good candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.
SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.
The following wastewater treatment technologies have been investigated for formic acid: biological treatment.
For more Disposal Methods (Complete) data for FORMIC ACID (7 total), please visit the HSDB record page.
Toxikologische Informationen
Body Burden
After the inhalation of methanol (40-160 ppm) and formic acid (2-5.5 ppm), 10 employees in the formic acid filling plant and in the production of urea formaldehyde resin showed formic acid concentrations of 21.2-118 mg/g creatinine in the urine 16 hr after exposure.
Ecotoxicity Values
LC50; Species: Daphnia magna (Water flea); Concentration: 34 mg/L for 24 hr /Conditions of bioassay not specified in source examined/
LC50; Species: Daphnia magna (Water flea); Concentration: 34 mg/L for 48 hr /Conditions of bioassay not specified in source examined/
EC50; Species: Daphnia magna (Water flea); Conditions: static, 22 °C, pH 7.0-8.2; Concentration: 151.2 mg/L for 48 hr; Effect: immobilization
LC50; Species: Lepomis macrochirus (Bluegill); Concentration: 175 mg/L for 24 hr /Conditions of bioassay not specified in source examined/
For more Ecotoxicity Values (Complete) data for FORMIC ACID (12 total), please visit the HSDB record page.
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a log Kow of -0.54(2) and a regression-derived equation(3), indicates that formic acid is expected to have very high mobility in soil(SRC). The pKa of formic acid is 3.75(4), indicating that this compound will primarily exist in anion form in the environment and anions generally do not adsorb more strongly to organic carbon and clay than their neutral counterparts(5). Volatilization of formic acid from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 1.67X10-7 atm-cu m/mole(6). Formic acid is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 42.6 mm Hg(7). Theoretical BOD values ranging from 4.3% to 77.6% after 5 days using sewage and activated sludge inocula(8-13) indicate that biodegradation may be an important environmental fate process in soil(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a log Kow of -0.54(2) and a regression-derived equation(3), indicates that formic acid is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 1.67X10-7 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 150 and 1100 days, respectively(SRC). The pKa of formic acid is 3.8(5), indicating that this compound will primarily exist in anion form in the environment and anions generally do not adsorb more strongly to organic carbon and clay than their neutral counterparts(6). According to a classification scheme(7), an estimated BCF of 3.2(SRC), from its log Kow -0.54(2) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Theoretical BOD values ranging from 4.3% to 77.6% after 5 days using sewage, activated sludge, fresh water, and synthetic sea water inocula(9-15) indicate that biodegradation may be an important environmental fate process in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), formic acid, which has a vapor pressure of 42.6 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase formic acid is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 36 days(SRC), calculated from its rate constant of 4.5X10-13 cu cm/molecule-sec at 25 °C(3). Formic acid does not absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
Food Survey Values
Formic acid is a natural constituent of some fruits, nuts, and dairy products(1). Fruit wine, desert wine, and brandies contain formic acid(2). Formic acid concentrations in wine and brandies produced from apples, pears, plums, and apricots ranged from 2.7-87 mg/L(2). Formic acid has been identified as a meat volatile(3).
Exposure Routes
The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.
inhalation, ingestion, skin and/or eye contact
Toxicity Summary
The CIR Expert Panel concluded that formic acid and sodium formate are safe in the present practices of use and concentration in cosmetics, as described in this safety assessment, when formulated to be non-irritating.
Safe for use in cosmetics, with qualifications
Ecotoxicity Excerpts
/OTHER TERRESTRIAL SPECIES/ Two formic acid autumnal treatments, gel packets (BeeVar formulation) and impregnated paperwick (Liebig-Dispenser), were tested in apiary... . The total amount of formic acid administered per hive during all the treatment period was approximately 200 g for either treatment. A significantly higher adult bee mortality was recorded in the Liebig-Dispenser-treated hives compared with the BeeVar-treated group. On the contrary, BeeVar treatment produced an interruption of brood reared, whereas the extension of the sealed brood area of the Liebig-Dispenser-treated hives was not significantly different from that of the control hives. Neither queen mortality nor robbing activity was observed due to the treatments. Formic acid residues in honey collected in the nest were 3,855 +/- 2,061 and 3,030 +/- 1,624 mg/kg for the BeeVar- and the Liebig-Dispenser-treated hives, respectively. After 21 days from the end of the treatment, the residues fell to 1,261 +/- 1,054 and 794 +/- 518 mg/kg for the honey sampled from the BeeVar and Liebig-Dispenser groups, respectively.
Signs and Symptoms
Sore throat. Cough. Burning sensation. Shortness of breath. Laboured breathing. Unconsciousness. Symptoms may be delayed.
Pain. Blisters. Serious skin burns.
Redness. Blurred vision. Pain. Severe burns.
Burns in mouth and throat. Sore throat. Abdominal cramps. Ulceration in the mouth.
irritation eyes; skin, throat; skin burns, dermatitis; lacrimation (discharge of tears); rhinorrhea (discharge of thin nasal mucus); cough, dyspnea (breathing difficulty); nausea
Regulatorische Informationen
FDA Requirements
Formic acid is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.
The food additive, formic acid, may be safely used in accordance with the following conditions: (a) The additive is used as a preservative in hay crop silage in an amount not to exceed 2.25 percent of the silage on a dry weight basis or 0.45 percent when direct cut, as follows: (1) The top foot of silage stored should not contain formic acid and (2) Silage should not be fed to livestock within 4 weeks of treatment. (b) The additive is used or intended for use as a feed acidifying agent, to lower the pH, in complete swine feeds at levels not to exceed 1.2 percent of the complete feed. (1) The additive consists of not less than 85 percent formic acid (CAS 64-18-6). (2) The additive meets the following specifications: (i) Free methyl alcohol not to exceed 1,000 parts per million (ppm); (ii) Methyl formate not to exceed 1,000 ppm; and (iii) Moisture not to exceed 15 percent.
Indirect food substance additives affirmed as generally recognized as safe. (a) Formic acid (CH2O2, CAS Reg. No. 64-18-6) is also referred to as methanoic acid or hydrogen carboxylic acid. It occurs naturally in some insects and is contained in the free acid state in a number of plants. Formic acid is prepared by the reaction of sodium formate with sulfuric acid and is isolated by distillation. (b) Formic acid is used as a constituent of paper and paperboard used for food packaging. (c) The ingredient is used at levels not to exceed good manufacturing practice in accordance with part 186.1(b)(1). (d) Prior sanctions for formic acid different from the uses established in this section do not exist or have been waived.
Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: formic acid is included in pediculicide drug products.
RCRA Requirements
U123; As stipulated in 40 CFR 261.33, when formic acid, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).
Atmospheric Standards
This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Formic acid is produced, as an intermediate or final product, by process units covered under this subpart.
CERCLA Reportable Quantities
Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
Clean Water Act Requirements
Formic acid is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.
Sicherheitsdaten
- F
- 10
- OEB
- B
- OEL
- TWA: 5 ppm (9 mg/m3)
- wgk
- 2
- IDLA
- 30 ppm
- tsca
- TSCA listed
- ridadr
- UN 3412 8/PG II (FORMIC ACID with not less than 10 % but not more than 85 % acid by mass)
- hs_code
- 29151100
- RTECS-Nr.
- LP8925000
- risk_code
- 23/24/25-34-40-43-35-36/38-10
- Toxizität
- LD50 in mice (mg/kg): 1100 orally; 145 i.v. (Malorny)
- hazard_code
- T,C,Xi
- safety_code
- 36/37-45-26-23-36/37/39
- hazard_class
- 8
- packing_group
- II
- Speicherklasse
- 3 - Flammable liquids
- Giftige Stoffe Daten
- 64-18-6(Hazardous Substances Data)
- Hazard Classifications
- Acute Tox. 3 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1A
- Selbstentzündungstemperatur
- 1004 °F
Chemie und Industrie
Pharmakologische Informationen
Mechanism of Action
Formic acid is an inhibitor of the mitochondrial cytochrome oxidase causing histotoxic hypoxia. The most significant acid load results from the hypoxic metabolism. Urinary acidification is affected by formic acid.
Formic acid is a mitochondrial toxin, and exerts effects primarily in areas (such as the retina or basal ganglia) that poorly tolerate an interruption in the energy supplied by oxidative phosphorylation.
Biological Half-Life
... Mean half-life of serum formate was 2.6 hr, when methanol metabolism was assumed blocked by fomepizole and no folinic acid was given. ... /formate/
The biologic half-life /of formic acid/ is between 15 minutes and 1 hour.
Metabolism/Metabolites
Formate is a normal constituent of intermediary metabolism ... /of formic acid/. Formate is metabolized in the rat primarily via the one carbon pool, but in some circumstances the catalase-peroxidative pathway may serve as an alternative route of oxidation. Oxidation occurs in a variety of organs and tissues, including liver, lung, and erythrocytes, the end products being carbon dioxide and water.
Enzyme pathways involved in detoxification of hydrogen peroxide, formaldehyde, and formic acid, which are produced as a consequence of oxidative demethylation by the cytochrome P-450 system, were examined in isolated hepatocytes from phenobarbital pretreated rats. The formaldehyde produced during oxidative demethylation in isolated hepatocytes is rapidly oxidized to formic acid. Depletion of cellular reduced glutathione by pretreatment of rats with diethylmaleate decreases the rate of formic acid production, and therefore, it appears that formaldehyde produced by oxidative demethylation is oxidized by formaldehyde dehydrogenase, an enzyme which requires but does not consume reduced glutathione. Because of the rapid nonenzymatic reaction of formaldehyde with reduced glutathione, this enzyme system may be viewed as essential to prevent the loss of reduced glutathione due to S-hydroxymethylglutathione formation. Reduced glutathione concentration in isolated hepatocytes decreased rapidly following addition of substrates undergoing oxidative demethylation. Addition of other cytochrome P-450 substrates which do not undergo demethylation did not result in such a dramatic oxidation of reduced glutathione. Formic acid, produced during oxidative demethylation acts as a substrate for the peroxidatic mode of catalase, but also binds to catalase as an anionic ligand. This binding decreases the catalase concentration detectable by cyanide titration and therefore appears to inhibit the catalytic reaction mode.
The major part of the absorbed formic acid is metabolized in the liver, but partially also in the intestinal mucosa, lungs, kidneys and spleen. Formic acid is oxidized in relation to folate and according to a catalase-peroxidative mechanism. Formic acid is metabolized into CO2 considerably more slowly in primates than in rats. The species sensitivity to methanol intoxication (metabolic acidosis caused by formic acid) is possibly dependent on the tetrahydrofolate concentration.
Formic acid was excreted in the urine of rabbits during inhalation of methyl alcohol ... .
For more Metabolism/Metabolites (Complete) data for FORMIC ACID (8 total), please visit the HSDB record page.
Absorption, Distribution and Excretion
Formic acid is readily metabolized and eliminated by the body.
Formic acid is absorbed from the gastrointestinal tract, via the lungs and the intact skin. The absorbed substance is degraded to carbon dioxide (CO2) and water and is partially excreted unchanged in the urine.
The dose-dependent elimination of formate was investigated in the rat using both in vitro and in vivo systems. The in situ perfused liver was used to define the kinetics of hepatic metabolism and obtain initial in vitro estimates of the hepatic metabolism parameters. Formate was eliminated from the perfused rat liver following the Michaelis-Menten kinetics. Estimates of the Michaelis-Menten parameters obtained from the perfused liver studies were used in a two-compartment pharmacokinetic model of the dose-dependent elimination of formate in vivo. A good fit of the model to the observed in vivo data was obtained. Initial estimates of the Michaelis-Menten parameters, Vmax and Km, obtained from the perfused liver model, were within 40% of the final fitted values of these parameters in the in vivo model.
Some formic acid may be excreted unchanged, the amt depending on the species, dose, and route of admin.
During hemodialysis in a methanol poisoned patient, formate elimination followed first order kinetics with a plasma half-life of 165 min. The mean dialyzer (1.6 at 59 mL) clearance of formate was 148 mL/min at a blood flow of 215 mL/min. Distribution volume was 0.5 L/kg. Formate is more effectively removed by hemodialysis than methanol. /Formate/
For more Absorption, Distribution and Excretion (Complete) data for FORMIC ACID (7 total), please visit the HSDB record page.
Verwendung und Herstellung
Uses
CIR ingredient: Formic Acid
Used in electroplating, brewing, and mirror silvering; also used in the dyeing and finishing of textiles, paper, and leather; [ACGIH]
Electroplating [Category: Plate]
Smoking cigarettes [Category: Food & Drugs]
Both oil base and water base fracturing fluids are being used in the fracturing industry. Water base, which includes alcohol-water mixtures and low strength acids, make up the majority of treating fluids. The common chemicals added to these fluids are polymers for viscosity development, crosslinkers for viscosity enhancement, pH control chemicals, gel breakers for polymer degradation following the treatment, surfactants, clay stabilizers, alcohol, bactericides, fluid loss additives and friction reducer. /Hydraulic fracturing/
Hydraulic fracturing uses a specially blended liquid which is pumped into a well under extreme pressure causing cracks in rock formations underground. These cracks in the rock then allow oil and natural gas to flow, increasing resource production. ... Chemical Name: Formic acid; Chemical Purpose: Prevents the corrosion of the pipe; Product Function: Corrosion inhibitor.
Impurities
Specifications of technical grade of formic acid (max): < 0.8 wt% acetic acid; < 20 ppm chlorides; < 5 ppm heavy metals; < 3 ppm iron; & < 10 ppm sulfates. Commercial grade have the same specifications but contain no acetic acid. Pharmaceutical grade: 0.4% acetic acid; 0.5% water; 5% toluene; 5% chlorides; 5% heavy metals; 3% iron; 10% sulfates. /From table/
U.S. Exports
(1984) 2.76X10+9 G
(1987) 196,921 LB
U.S. Imports
(1972) 8.59X10+7 GRAMS
(1975) 2.28X10+6 GRAMS
(1984) 1.26X10+10 G
(1986) 13,096,852 LB
U.S. Production
2023: 50,000,000 - <100,000,000 lb
(1972) 2.13X10+10 GRAMS
(1974) 2.84X10+10 GRAMS
The U.S. market for formic acid is relatively small (ca 30,000 ton/yr) by world standards.
(1986) >50 million - 100 million pounds
For more U.S. Production (Complete) data for FORMIC ACID (12 total), please visit the HSDB record page.
Consumption Patterns
55% USED IN TEXTILE DYEING AND FINISHING; 15% AS AN INT FOR FORMATES; 10% IN LEATHER TANNING; AND 20% IN MISC APPLICATIONS (1965)
TEXTILE DYEING AND FINISHING, 21 PERCENT; PHARMACEUTICALS, 20 PERCENT; RUBBER INTERMEDIATE, 16 PERCENT; LEATHER AND TANNING TREATMENT, 15 PERCENT; CATALYSTS, 12 PERCENT; MISCELLANEOUS (INCLUDING OIL WELL ACIDIZING), 18 PERCENT (1985)
Methods of Manufacturing
Synthesis of formic acid by hydrolysis of methyl formate is based on a two-stage process: in the first stage, methanol is carbonylated with carbon monoxide; in the second stage, methyl formate is hydrolyzed to formic acid and methanol.
Formic acid is produced as a byproduct in the liquid-phase oxidation of hydrocarbons to acetic acid. In the United States, butane is used as the hydrocarbon, and ca. 50 kg of formic acid is produced per ton of acetic acid. In Europe, the oxidation of naphtha is preferred, and up to 250 kg of formic acid is produced per ton of acetic acid in this process.
Hydrolysis of Formamide: ... Formic acid is produced this way in a threestage process. In the first stage, methanol is carbonylated to yield methyl formate. ... In the second stage, formamide is produced by ammonolysis of ethyl formate. ... In the third stage, sulfuric acid is used to hydrolyze formamide to formic acid and ammonium sulfate. ... The residual formic acid is distilled so that dry, pure ammonium sulfate is produced at the kiln end. The yield of formic acid exceeds 90%.
The reaction of sodium formate or calcium formate with strong mineral acids, such as sulfuric and nitric acids, is the oldest known process for producing formic acid commercially. If formates or sodium hydroxide are available cheaply or occur as byproducts in other processes, formic acid can still be produced economically in this manner.
(1) By treatment of sodium formate and sodium acid formate with sulfuric acid at low temperatures and distilling in vacuo; (2) by acid hydrolysis of methyl formate; (3) as a by-product in the manufacture of acetaldehyde and formaldehyde.
Formulations/Preparations
Grade: Technical: 85%; 90%; CP; FCC.
Formic acid is marketed in concentrations of 85, 90, 95, 98, and >99 wt%. The impurity content depends on the production process.
Grades: 89-91% for 90% grade; > 98% for technical grade; > 99.5% for pharmaceutical grade. /From table/
For-mite (Mann Lake Limited), Formic acid 65.9%.
Mite-away Quick Strips (Nod Apiary Products USA Inc), Formic acid 46.7%.
Use Classification
EPA Safer Chemical Functional Use Classes -> Preservatives and Antioxidants;Processing Aids and Additives
Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENTFood Additives -> PRESERVATIVE -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Cosmetics -> Preservative
Anwendungen
BeschreibungFormic acid is a clear, colorless liquid with a pungent odor. Formic acid was first isolated from certain ants and was named after the Latin formica, meaning ant. It is made by the action of sulfuric acid on sodium formate, which is produced from carbon monoxide and sodium hydroxide. It is also produced as a by-product in the manufacture of other chemicals such as acetic acid. It can be anticipated that use of formic acid will continuously increase as it replaces inorganic acids and has a potential role in new energy technology. Formic acid toxicity is of a special interest as the acid is the toxic metabolite of methanol.
OccurrenceWidespread in a large variety of plants; reported identifed in Cistus labdanum and the oil of Artemisia trans- iliensis; also found among the constituents of petit grain lemon and bitter orange essential oil; reported found in strawberry aroma Reported found in apple, sweet cherry, papaya, pear, raspberry, strawberry, peas, cheeses, breads, yogurt, milk, cream, buttermilk, raw fsh, cognac, rum, whiskey, cider, white wine, tea, coffee and roasted chicory root
HistoryFormic acid is taken from the Latin word forant, formica. Naturalists had observed the acrid vapor from ant hills for hundreds of years. One of the earliest descriptions of formic acid was reported in an extract of a letter written from John Wray (1627–1705) to the publisher of Philosophical Transactions published in 1670. Wray’s letter reported on “uncommon Observations and Experiments made with an Acid Juyce to be Found in Ants” and noted the acid was previously obtained by Samuel Fisher from the dry distillation of wood ants. Formic acid is found in stinging insects, plants, unripe fruit, foods, and muscle tissue. Jns Jacob Berzelius (1779–1848) characterized formic acid in the early 19th century, and it wasfirst synthesized from hydrocyanic acid by Joseph Louis Gay-Lussac (1778–1850) at about the same time. A number of synthetic preparations of formic acid were found in the first half of the 19th century. Marcellin Berthelot (1827–1907) discovered a popular synthesis using oxalic acid and glycerin in 1856; he and several other chemists from his period found syntheses of formic acid by heating carbon monoxide in alkaline solutions.
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Ergänzende Hinweise
DefinitionChEBI: Formic acid is the simplest carboxylic acid, containing a single carbon. Occurs naturally in various sources including the venom of bee and ant stings, and is a useful organic synthetic reagent. Principally used as a preservative and antibacterial agent in livestock feed. Induces severe metabolic acidosis and ocular injury in human subjects. It has a role as an antibacterial agent, a protic solvent, a metabolite, a solvent and an astringent. It is a conjugate acid of a formate.
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