Bromessigsäure

Bromoacetic Acid

HCID 6227CAS 79-08-3

Grundinformationen

Standard-SMILES
O=C(O)CBr
InChIKey
KDPAWGWELVVRCH-UHFFFAOYSA-N
Summenformel
C2H3BrO2
Durchschnittliche Molmasse
138,95 g/mol
Monoisotopische Masse
137,93164

Namen und Bezeichner

Bevorzugter Name
Bromoacetic Acid
IUPAC
2-bromoacetic acid
Lokaler Name
Bromessigsäure
Englischer Name
Bromoacetic acid
Summenformel
C2H3BrO2
Molmasse
138.95

Namen und Synonyme

BROMOACETIC ACID2-Bromoacetic acid79-08-3Acetic acid, bromo-Monobromoacetic acidBromoethanoic acidTo NTUBromoacetate ionAcide bromacetique2-Bromoacetyl Group2-bromoethanoic acidMonobromessigsaeure
Weitere Namen anzeigen
bromoaceticBromoacetic acid in ethyleneglycol, ca. 10% BrCH2CO2H, 35% glycol balance estertontuCH2BrCOOH
Kyselina bromoctovaalpha-Bromoacetic acidBromo-acetic acidBromoacetic acid, solidDTXSID7021495Carboxymethyl bromideNSC-1412B3HS32431

Datenbank-Bezeichner

CAS
79-08-3
PubChem CID
6227
DTXSID
DTXSID7021495
ChEMBL
CHEMBL60851
UNII
2B3HS32431
EC Number
201-175-8
Nikkaji
J1.492C

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,4
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
1
Schwere Atome
5

Experimentelle und physikochemische Eigenschaften

LogP · 2 Einträge

0.41

log Kow = 0.41

DensityDensity: 1.9335 at 50 °C
Color/Form · 2 Einträge

Hexagonal or rhomboidal hygroscopic crystals

Colorless, deliquescent crystals

Solubility · 5 Einträge

1750000

In water, 6.36X10+5 mg/L at 25 °C

Miscible with water

Miscible with ethanol, ether; soluble in acetone, benzene; slightly soluble in chloroform

Soluble in methanol

CorrosivityStrong irritant to skin and tissues
Flash Point113 °C (235 °F) - closed cup

Physikochemische Eigenschaften

Schmelzpunkt
46 · 46-49 °C
Siedepunkt
208 °C · 208 °C(lit.)
Dichte
1 · 1
Dampfdruck
1 mm · 1 mm Hg @ 550C
Brechungsindex
1.4804 · 1.4804 (estimate)
Flammpunkt
110 °C · >110°C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral];H311: Toxic in contact with skin [Danger Acute toxicity, dermal];H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H317: May cause an allergic skin reaction [Warning Sensitization, Skin];H331: Toxic if inhaled [Danger Acute toxicity, inhalation];H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P260, P261, P262, P264, P270, P271, P272, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P333+P317, P361+P364, P362+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Acetic acid, bromo-

Status: Active Update: 22-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/13566

Bromoacetic acid: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT Label · 2 Einträge

Corrosive

Corrosive

Fire Hazards · 4 Einträge

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:;Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapors may travel to source of ignition and flash back. Corrosives in contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. (ERG, 2024)

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:;Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.). Vapors may travel to source of ignition and flash back. Corrosives in contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. (ERG, 2024)

· Combustible material: may burn but does not ignite readily.;· Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff.;· When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapors may travel to source of ignition and flash back.;· Corrosives in contact with metals may evolve flammable hydrogen gas.;· Containers may explode when heated or if contaminated with water.

· Combustible material: may burn but does not ignite readily.;· Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff.;· When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapors may travel to source of ignition and flash back.;· Corrosives in contact with metals may evolve flammable hydrogen gas.;· Containers may explode when heated or if contaminated with water.

Health Hazards · 4 Einträge

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:;TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air may release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. (ERG, 2024)

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:;TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air may release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. (ERG, 2024)

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.;· Contact with molten substance may cause severe burns to skin and eyes.;· Reaction with water or moist air may release toxic, corrosive or flammable gases.;· Reaction with water may generate much heat that will increase the concentration of fumes in the air.;· Fire will produce irritating, corrosive and/or toxic gases.;· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.;· Contact with molten substance may cause severe burns to skin and eyes.;· Reaction with water or moist air may release toxic, corrosive or flammable gases.;· Reaction with water may generate much heat that will increase the concentration of fumes in the air.;· Fire will produce irritating, corrosive and/or toxic gases.;· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.

Hazards Summary · 1 Eintrag

Causes somnolence, rigidity, and respiratory depression in oral lethal-dose studies of rats; [RTECS] Corrosive; [Merck Index] Causes irritation and burns to skin and mucous membranes; [HSDB] Causes burns; May cause skin sensitization; Toxic by ingestion, inhalation, and skin absorption; [ECHA REACH Registrations] Causes burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract; May cause respiratory sensitization; Toxic by inhalation; Highly toxic by ingestion and skin absorption; Targets the kidney and liver; [Sigma-Aldrich MSDS] See Chloroacetic acid.

DOT ID and Guide · 2 Einträge

1938 156

3425 156

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:;Note: Most foams will react with the material and release corrosive/toxic gases. CAUTION: For Acetyl bromide (UN1716), use CO2 or dry chemical only.;SMALL FIRE: CO2, dry chemical, dry sand, alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. FOR CHLOROSILANES, DO NOT USE WATER; use alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Avoid aiming straight or solid streams directly onto the product.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:;Note: Most foams will react with the material and release corrosive/toxic gases. CAUTION: For Acetyl bromide (UN1716), use CO2 or dry chemical only.;SMALL FIRE: CO2, dry chemical, dry sand, alcohol-resistant foam.;LARGE FIRE: Water spray, fog or alcohol-resistant foam. FOR CHLOROSILANES, DO NOT USE WATER; use alcohol-resistant foam. If it can be done safely, move undamaged containers away from the area around the fire. Avoid aiming straight or solid streams directly onto the product.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)

Accidental Release Measures · 4 Einträge

· 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.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.;· Stop leak if you can do it without risk.;· A vapor-suppressing foam may be used to reduce vapors.;· FOR CHLOROSILANES, use alcohol-resistant foam to reduce vapors.;· DO NOT GET WATER on spilled substance or inside containers.;· Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material.;· Prevent entry into waterways, sewers, basements or confined areas.;Small Spill;· Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain.;· Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal.

· 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.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.;· Stop leak if you can do it without risk.;· A vapor-suppressing foam may be used to reduce vapors.;· FOR CHLOROSILANES, use alcohol-resistant foam to reduce vapors.;· DO NOT GET WATER on spilled substance or inside containers.;· Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material.;· Prevent entry into waterways, sewers, basements or confined areas.;Small Spill;· Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain.;· Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal.

First Aid · 4 Einträge

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:;Refer to the "General First Aid" section. Specific First Aid: For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required. Removal of solidified molten material from skin requires medical assistance. (ERG, 2024)

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:;Refer to the "General First Aid" section. Specific First Aid: For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required. Removal of solidified molten material from skin requires medical assistance. (ERG, 2024)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

Exposure Control and Personal Protection · 2 Einträge

· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

Fire Fighting Procedures · 4 Einträge

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

If material on fire or involved in fire: Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. /Bromoacetic acid, solid/

If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.). Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. /Bromoacetic acid, solution or bromoacetic acid/

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Hygroscopic. Air sensitive. Light sensitive. Handle and store under inert gas.

Toxikologische Informationen

Treatment · 1 Eintrag

EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.

Health Effects · 1 Eintrag

Bromoacetic acid is a strong lachrymator. Animal studies have also indicated that bromoacetic acid is a teratogen (a developmental toxin) leading to soft tissue malformations in fetuses at doses of 100 mg/kg/day. Bromoacetic acid is also a mutagen and a cytotoxic agent.

Ecotoxicity Values · 5 Einträge

EC50; Species: Scenedesmus subspicatus (Green algae) log growth phase; Conditions: freshwater, static, 24 °C, pH 8.0-9.3; Concentration: 340 ug/L for 48 hr; Effect: decreased population biomass /formulated product/

EC50; Species: Scenedesmus subspicatus (Green algae) log growth phase; Conditions: freshwater, static, 24 °C, pH 8.0-9.3; Concentration: 200 ug/L for 72 hr; Effect: decreased population biomass /formulated product/

EC50; Species: Scenedesmus subspicatus (Green algae) log growth phase; Conditions: freshwater, static, 24 °C, pH 8.0-9.3; Concentration: 220 ug/L for 96 hr; Effect: decreased population biomass /formulated product/

EC50; Species: Scenedesmus subspicatus (Green algae) log growth phase; Conditions: freshwater, static, 24 °C, pH 8.0-9.3; Concentration: 2300 ug/L for 48 hr; Effect: decreased population, general population changes /formulated product/

For more Ecotoxicity Values (Complete) data for Bromoacetic acid (7 total), please visit the HSDB record page.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2.4(SRC), determined from a log Kow of 0.41(2) and a regression-derived equation(3), indicates that bromoacetic acid is expected to have very high mobility in soil(SRC). The pKa of bromoacetic acid is 2.89(4), indicating that this compound will exist almost entirely in the anion form in the environment and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization from moist soil is not expected because the compound exists as an anion and anions do not volatilize. Bromoacetic acid is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.119 mm Hg at 25 °C(6). Using the OECD Closed Bottle Test and unacclimated activated sludge, bromoacetic acid was not biodegraded(7). However, bromoacetic acid, present at 2 mg/L, reached 82% of its theoretical BOD using a preacclimatized inoculum derived from a Zahn-Wellens test and the OECD Closed Bottle Test(7), suggesting that biodegradation is not an important environmental fate process in soil unless under specific conditions(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2.4(SRC), determined from a log Kow of 0.41(2) and a regression-derived equation(3), indicates that bromoacetic acid is not expected to adsorb to suspended solids and sediment(SRC). A pKa of 2.89(4) indicates bromoacetic acid will exist almost entirely in the anion form at pH values of 5 to 9 and, therefore, volatilization from water surfaces is not expected to be an important fate process(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Bromoacetic acid exposed to moisture is readily hydrolyzed to glycolic acid(6). Using the OECD Closed Bottle Test and unacclimated activated sludge, bromoacetic acid was not biodegraded(7). However, bromoacetic acid, present at 2 mg/L, reached 82% of its theoretical BOD using a preacclimatized inoculum derived from a Zahn-Wellens test and the OECD Closed Bottle Test(7), suggesting that biodegradation is not an important environmental fate process in water unless under specific conditions(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bromoacetic acid, which has a vapor pressure of 0.119 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase bromoacetic 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 22 days(SRC), calculated from its rate constant of 7.2X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Bromoacetic acid does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsDermatotoxin - Skin burns.;Lacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.;Skin Sensitizer - An agent that can induce an allergic reaction in the skin.
Exposure RoutesOral (L626) ; inhalation (L626) ; dermal (L626)

Regulatorische Informationen

Regulatory Information · 4 Einträge

Chemical: Acetic acid, bromo-

Status: Active Update: 22-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/13566

Bromoacetic acid: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Federal Drinking Water Standards · 1 Eintrag

The maximum contaminant level for haloacetic acids (five) (HAA5) is 0.060 mg/L. /Haloacetic acids (five) (HAA5) mean the sum of the concentrations in milligrams per liter of the haloacetic acid compounds (monochloroacetic acid, dichloroacetic acid, trichloroacetic acid, monobromoacetic acid, and dibromoacetic acid), rounded to two significant figures after addition./

Sicherheitsdaten

F
3-19-23
wgk
2
tsca
TSCA listed
ridadr
UN 3425 8/PG II (BROMOACETIC ACID, SOLID)
hs_code
29159000
RTECS-Nr.
AF5950000

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

... The metabolism of bromoacetaldehyde and bromoacetic acid has been investigated; N-acetyl-S-(carboxymethyl)cysteine had been shown to be a common urinary metabolite. An oxidative metabolic pathway is proposed for 2-bromoethanol, via bromoacetaldehyde and bromoacetic acid, to N-acetyl-S-(carboxymethyl)cysteine.

Verwendung und Herstellung

Uses · 6 Einträge

Used to induce fruit for citrus fruit harvesting; [CAMEO] Used in organic syntheses; [HSDB] Used to make fine chemicals and as a biocide (cleaning products, disinfectants, and pest control products); [ECHA REACH Registrations]

Using Disinfectants or Biocides [Category: Clean]

For bromoacetic acid (USEPA/OPP Pesticide Code: 008702) there are 0 labels match. /SRP: Not registered for current use in the USA, but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Organic synthesis, abscission of citrus fruit in harvesting.

Esters of bromoacetic acid are the reagents of choice in the Reformatsky reaction, which is used to prepare beta-hydroxy acids or alpha,beta-unsaturated acids.

... Used in many chemical processes as starting materials or as reaction intermediates.

U.S. ProductionProduction volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7317]
Methods of Manufacturing · 3 Einträge

Bromoacetic acid can be prepared by the bromination of acetic acid in the presence of acetic anhydride and a trace of pyridine, by the Hell-Volhard-Zelinsky bromination catalyzed by phosphorus, and by direct bromination of acetic acid at high temperatures or with hydrogen chloride as catalyst. Other methods of preparation include treatment of chloroacetic acid with hydrobromic acid at elevated temperatures, oxidation of ethylene bromide with fuming nitric acid, hydrolysis of dibromovinyl ether, and air oxidation of bromoacetylene in ethanol.

By heating acetic acid and bromine.

Bromoacetic acid /is/ ... usually prepared by the well-known Hell-Volhard-Zelinski reaction in which the alpha-hydrogens of the carboxylic acid are replaced by bromine. A catalyst, such as a phosphorus trihalide, is necessary to convert the acid to the acid halide, the actual reaction intermediate. If the acid chloride or bromide is available as a starting material, no catalyst is needed and only one equivalent of bromine is required versus the two equivalents necessary when the carboxylic acid is the starting material. The resulting bromoacetyl halide can either be hydrolyzed or esterified to produce bromoacetic acid or its esters.

General Manufacturing Information · 3 Einträge

Acetic acid, 2-bromo-: ACTIVE

Haloacetic acids (five) (HAA5) mean the sum of the concentrations in milligrams per liter of the haloacetic acid compounds (monochloroacetic acid, dichloroacetic acid, trichloroacetic acid, monobromoacetic acid, and dibromoacetic acid), rounded to two significant figures after addition. /Haloacetic Acids (five) (HAA5)/

Haloacetic acids ... are chemical byproducts of chlorination and chloramination of drinking water. /Haloacetates/

Anwendungen · 1 Eintrag

VerwendenBromoacetic acid is used in organic synthesis and as an alkylating agent. It is also used as a biochemical for proteomics research. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, dyes and agrochemicals.

Darstellung · 1 Eintrag

synthetischeBromoacetic acid is commonly prepared via α-bromination of acetic acid with bromine under dehydrating conditions provided by acetic anhydride. Pyridine may be employed as a solvent and acid scavenger. The overall stoichiometric equation is: CH₃COOH + Br₂ → BrCH₂COOH + HBr

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