Sec-Butylamine

log Kow = 0.74

0.74

0.74

Amine odor

Ammoniacal

0.721 at 68 °F (USCG, 1999) - Less dense than water; will float

0.724 at 20 °C/4 °C

Relative density (water = 1): 0.7

0.715-0.721

0.724 @ 20°C

Soluble (>=10 mg/ml) (NTP, 1992)

Soluble in water, alcohol, ether, acetone /2-Aminobutane (d) and (l)/; Sol in alcohol, ether, acetone /2-Aminobutane (dl)/

Miscible with most organic solvents

Miscible with ethanol, ether; very soluble in acetone

In water, 1.12X10+5 mg/L at 20 °C

112 mg/mL at 20 °C

15 °F (NTP, 1992)

-19 °C

-3 °F (-19 °C) (Closed cup)

-9 °C c.c.

146.3 °F at 760 mmHg (NTP, 1992)

63 °C

63 °C

63 °C

63 °C @760 [mm Hg]

-155 °F (NTP, 1992)

-104 °C

-104 °C

-104 °C

-104 °C

2.52 (NTP, 1992) - Heavier than air; will sink (Relative to Air)

2.52 (Air=1)

Relative vapor density (air = 1): 2.52

315.37 mmHg (USCG, 1999)

178.0 [mmHg]

178 mm Hg at 25 °C

Vapor pressure, kPa at 20 °C: 18

178 [mm Hg] @25 °C

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]；H302: Harmful if swallowed [Warning Acute toxicity, oral]；H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H332: Harmful if inhaled [Warning Acute toxicity, inhalation]；H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P370+P378, P391, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

Chemical: 2-Butanamine

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

2002/2076

Status: Active Update: 19-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/24799；Status: No longer Valid Update: 11-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24835

s-Butylamine: 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.)

Special Hazards of Combustion Products: Toxic oxides of nitrogen may be formed in fire.；Behavior in Fire: Vapor is heavier than air and may travel to a source of ignition and flash back. Containers may explode in fire. (USCG, 1999)

Highly flammable. Vapour/air mixtures are explosive.

Inhalation causes irritation or burns of the respiratory system; exposure to concentrated vapors can cause asphyxiation. Ingestion causes burns of mouth and stomach. Contact with eyes causes lachrymation, conjunctivitis, burns, corneal edema. Contact with skin causes irritation or burns, dermatitis. (USCG, 1999)

SEC-BUTYLAMINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

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. sec-Butylamine is produced, as an intermediate or a final product, by process units covered under this subpart.

Fire Extinguishing Agents Not to Be Used: Water may be ineffective.；Fire Extinguishing Agents: "Alcohol" foam, dry chemical, carbon dioxide (USCG, 1999)

Use water in large amounts, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

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. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.；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. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and volatile chemicals have a high risk of being aspirated into the victim's lungs during vomiting. Thus, the risk of increasing the medical problems by inducing vomiting of a volatile corrosive chemical is very high. 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. IMMEDIATELY transport the victim to a hospital. 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)

Alcohol foam, dry chemical, or carbon dioxide

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use "alcohol" foam, dry chemical or carbon dioxide. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Do not use water on material itself. If large quantities of combustibles are involved, use water in flooding quantities as spray and fog. Use water spray to knock-down vapors.

Evacuate and restrict persons not wearing protective equipment from area of spill or leak until cleanup is complete. Remove all ignition sources. Establish forced ventilation to keep levels below explosive limit. Absorb liquids in vermiculite, dry sand, earth, peat, carbon, or a similar material and deposit in sealed containers. It may be necessary to contain and dispose of this chemical as a hazardous waste. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Contact your Department of Environmental Protection or your regional office of the federal EPA for specific recommendations. If employees are required to clean-up spills, they must be properly trained and equipped. OSHA 1910.120(q) may be applicable. /Butyl Amines/

Store in refrigerator. Keep under an inert atmosphere for long-term storage. /Butyl Amines/

Ventilation required during use and storage.

Storage temp: ambient; Venting: Open (flame arrester).

Small spill: Use absorbent paper to pick up spilled material. Follow by washing surfaces well with soap and water. Seal all wastes in vapor-tight plastic bags for eventual disposal.

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, cement powder, or commercial sorbents.

Environmental considerations-water spill: Use natural barriers or oil spill control booms to limit spill travel. Remove trapped material with suction hoses.

Environmental considerations-air spill: Apply water spray or mist to knock down vapors.

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Controlled incineration; incinerator is equipped with a scrubber or thermal unit to reduce NOx emissions. /Butyl Amines/

/Absorb small spills with paper and/ burn the paper in a suitable location away from combustible materials. Large quantities can be reclaimed or collected & atomized in suitable combustion chamber equipped with appropriate effluent gas cleaning device. /N-BUTYLAMINE/

Evacuate danger area! Consult an expert! Personal protection: chemical protection suit including self-contained breathing apparatus. Remove all ignition sources. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

LC50 Leuciscus idus /Freshwater fish, Ide or Orfe/ 46-68 mg/L for 96 hr. /conditions of bioassay not specified/

EC50; Species: Tetrahymena pyriformis (Ciliate, Log growth phase); Conditions: static, 23 °C; Concentration: 25000 ug/L for 12 hr; Effect: general growth

EC50; Species: Tetrahymena pyriformis (Ciliate, Stationary Growth Phase); Conditions: static, 23 °C; Concentration: 25000 ug/L for 36 hr; Effect: general growth

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 60(SRC), determined from a log Kow of 0.74(2) and a regression-derived equation(3), indicates that sec-butylamine is expected to have high mobility in soil(SRC). The pKa of sec-butylamine is 10.56(4) indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of sec-butylamine from moist soil surfaces is not expected to be an important fate process given its cationic state(SRC). sec-Butylamine is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(6). In an aerobic screening study, sec-butylamine reached 70 percent of its theoretical BOD after 28 days(7) and in a separate study was identified as being amenable to anaerobic biodegradation(8).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 60(SRC), determined from a log Kow of 0.74(2) and a regression-derived equation(3), indicates that sec-butylamine is not expected to adsorb to suspended solids and sediment(SRC). A pKa of 10.56(4) indicates sec-butylamine will exist almost entirely in the cation form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). In an aerobic screening study, sec-butylamine reached 70 percent of its theoretical BOD after 28 days(8) and in a separate study was identified as being amenable to anaerobic biodegradation(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), sec-butylamine, which has a vapor pressure of 178 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase sec-butylamine 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 9 hours(SRC), calculated from its rate constant of 4.5X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). sec-Butylamine 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).

... Residues /of sec-butylamine from post-harvest treatments/ in citrus fruit (orange, tangarine, mandarin, grapefruit and lemon) ranged from 0.88-7.65 ug/g ... Pome fruit residues ranged from 2.75-11.6 ug/g, with pears (11.2-11.6 ug/g) having 3-4 times higher residues than apples (2.75-3.61 ug/g). Whole green or ripened Cavendish bananas contained residues ranging from 15.1-27.6 ug/g, with 2% or less of the residue being found in the pulp.

IDENTIFICATION: sec-Butylamine is a colorless liquid with an ammoniacal odor. It is miscible with water and most organic solvents. Formulated products include phosphate and carbonate salts. Mixed solutions are not stable beyond three days and concentrates or mixed solutions require protection from direct ight or extremes in temperatures. sec-Butylamine is a fungicide particularly effective for the control of fruit rotting fungi. ANIMAL STUDIES: Groups of dogs were administered this compound as the carbonate or acetate salt and data were recorded for heart rate, respiration, blood pressure and EEG apparatus. IV administration of either the acetate or carbonate resulted in elevated blood pressure, heart rate and respiration. Intragastric administration of larger doses resulted in similar responses. Groups of rats 20 males and 20 females were utilized in a two litter generation, four generation. The Fo parents were allowed to bear six additional litters. The F1b, 2b and3b litters were used as parents for the following generation and maintained for varying periods (162-202 days after weaning their respective litters). Reproduction indices, fertility index, sestation index, viability index and lactation index were normal. A reduction of growth was noted throughout the study at the high dietary level. Reproduction was unimpaired for any of the eight litters produced by the Fo generation. Groups of rabbits were fed sec-butylamine phosphate in the diet and subjected to a two generation, one litter per generation reproduction study. Mortality of several animals was evident at the high dose. Animals switched from the high dose to a lower dose had no effect on fertility, duration of gestation, delivery of live progeny or lactation indices in both generations examined. Growth of the progeny in the F1 generation was normal, while it was slightly depressed in the F2. There was no effect of butylamine acetate noted on survival of offspring in either generation. Groups of Dutch Bel

Cough. Laboured breathing. Sore throat. Shortness of breath.

Redness. Skin burns. Pain. Blisters.

Redness. Pain. Blurred vision. Severe deep burns.

Diarrhoea. Sore throat. Vomiting. Abdominal pain. Burning sensation. Shock or collapse.

The Koc of sec-butylamine is estimated as 60(SRC), using a log Kow of 0.74(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that sec-butylamine is expected to have high mobility in soil. The pKa of sec-butylamine is 10.56(4) indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5).

/SIGNS AND SYMPTOMS/ Inhalation causes irritation or burns of the respiratory system; Exposure to concentrated vapors can cause asphyxiation. Ingestion causes burns of mouth and stomach. Contact with eyes causes lacrimation, conjunctivitis, burns, corneal edema. Contact with skin causes irritation or burns, dermatitis.

/SIGNS AND SYMPTOMS/ Severe skin irritant. Causes second- and third-degree burns on short contact and is very injurious to the eyes.

/OTHER TOXICITY INFORMATION/ Since the amines are bases and may form strongly alkaline solutions, they can be damaging if splashed in the eye or if allowed to contaminate the skin. ... The lower aliphatic amines are normal constituents of body tissues, so that they occur in a large number of foods, particularly fish, to which they impart a characteristic odor. One area of concern at present is the possibility that some aliphatic amines may react with nitrate or nitrite in vivo to form nitroso compounds, many of which are known to be potent carcinogens in animals ... . /Aliphatic amines/

AEROBIC: sec-Butylamine was readily bio-oxidized in Warburg respirometer studies using aniline-acclimated activated sludge(1). In an aerobic screening test, a 100 ppm sec-butylamine concn, in the presence of activated sludge, reached >60 and 70 percent of its theoretical BOD after 10 and 28 days, respectively(2).

ANAEROBIC: After an acclimation period of 52 days, 66% utilization of sec-butylamine occurred by anaerobic bacteria acclimated to acetate culture(1). sec-Butylamine was identified as being amenable to anaerobic biodegradation(2).

Chemical: 2-Butanamine

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

2002/2076

Status: Active Update: 19-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/24799；Status: No longer Valid Update: 11-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24835

s-Butylamine: 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.)

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. sec-Butylamine is produced, as an intermediate or a final product, by process units covered under this subpart.

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 1000 lb or 454 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).

sec-Butylamine 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.

sec-Butylamine at 5 mM inhibited the oxidation of pyruvate by mitochondria isolated from hyphae of Penicillium digitatum ... sec-Butylamine did not interfere with oxidative phosphorylation, as evidenced by pyruvate dehydrogenase complex isolated from young hyphae of P digitatum that was inhibited strongly by 20 mM sec-butylamine, whereas other tricarboxylic acid cycle enzymes were only slightly affected at most. Inhibition of the pyruvate dehydrogenase complex by sec-butylamine was competitive with respect to pyruvate. ... /Authors propose/ ... that the pyruvate dehydrogenase complex is the primary site of the fungistatic action of sec-butylamine.

Used as a fungicide; [HSDB]

Farming (Pesticides) [Category: Industry]

For sec-butylamine (USEPA/OPP Pesticide Code: 4214) there are 0 label matches. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Food additive with reported use listed in the FDA EAFUS Database The EAFUS list of substances contains ingredients added directly to food that FDA has either approved as food additives or listed or affirmed as GRAS.

Agricultural fungistat /Former US/

Used as a post-harvest fungicide for citrus fruits. ... It effectively controls strains of Penicillium digitatum. /Former Use/

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5861]

This chemical is listed High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Condensation of methyl ethyl ketone with ammonia-hydrogen in the presence of Ni catalyst yield sec-butylamine

s-Butanol + ammonia (amine formation; coproduced with di-s-butylamine)

Formulated as concentrated aq solutions of the appropriate salts, usually acetate or phosphate or as the free amine, Butafume, 90%.

Grade: Pure

Frucote

Trade Names: Deccotane, Frucote, Tutane

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

2-Butanamine: ACTIVE

The WHO Recommended Classification of Pesticides by Hazard identifies butylamine (technical grade) as Class II: moderately hazardous; Main Use: fungicide, other than for seed treatment.

Taylor et al, US Patent 2,636,902 (1953 to Imperial Chemical Industries, Ltd); Thurston, US Patent 2,689,868 (1954 to American Cyanamid).

Aziridines are hydrogenated in the presence of typical hydrogenation catalysts to give alkyl amines.