HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Compound

Dibutylamine

HCID 8148
New noteNew reactionRequest quotes
Print preview

Completing data — refresh the page later to see the latest

Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
111-92-2
Standard SMILES
CCCCNCCCC
InChIKey
JQVDAXLFBXTEQA-UHFFFAOYSA-N
Molecular formula
C8H19N
Average molar mass
129.24 g/mol
Monoisotopic mass
129.15174961

Overview

Di-n-butylamine appears as a yellow-colored liquid with a amine-like odor. Denser than water. Very corrosive, may burn skin, eyes, and mucous membranes. Flash point 125 °F. Combustible. Produce toxic oxides of nitrogen when burned. Used to make other chemicals.

Names & identifiers

Preferred name
Dibutylamine
IUPAC
N-butylbutan-1-amine
English name
Dibutylamine
Molecular formula
C8H19N
Molecular weight
129.24

Names & synonyms

DIBUTYLAMINE111-92-2Di-n-butylamineN-Butyl-1-butanamine1-Butanamine, N-butyl-Dibutilaminan-DibutylamineAI3-15329AI3-52649DTXSID70249522194M2LA21DTXCID504952
Show more names
DNBAn,n-dibutylamineDibutylaminDibuthylamine(n-C4H9)2NH
RefChem:586542203-921-8N-butylbutan-1-amineDi-(n-butyl)amineDIBUTYL-AMINEdi-Normal-butylamineMFCD00009429UN2248

Database identifiers

CAS
111-92-2
PubChem CID
8148
DTXSID
DTXSID7024952
ChEMBL
CHEMBL3184528
UNII
2194M2LA21
EC Number
203-921-8
Nikkaji
J2.886J

Properties

Computed structural propertiesFilling in

XLogP
2.8
Topological polar surface area
12 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
6
Heavy atoms
9
Formal charge
0
Complexity
37.8

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Amines, Aliphatic

Corrosives

SpringerMaterials Properties15N nuclear magnetic resonance spectrum
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
LogP · 3 items

log Kow= 2.83

2.83

2.68

OdorAMMONIA-LIKE ODOR
Density · 5 items

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

0.7601 @ 20 °C/4 °C

Density (at 20 °C): 0.76 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.01

0.7613 @ 20°C

Color/Form · 2 items

Liquid

Colorless

Solubility · 5 items

Soluble (NTP, 1992)

Sol in alcohol

Very sol in ether and ethanol; sol in acetone

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P361+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P361+P364, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 5 items

Chemical: 1-Butanamine, N-butyl-

1-Butanamine, N-butyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butanamine, N-butyl- 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: 01-07-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/13527

1-Butanamine, N-butyl-: 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 LabelCorrosive Flammable Liquid
Fire Hazards · 3 items

Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires. (USCG, 1999)

Chemistry & industry

Pharmacology

Absorption, Distribution and ExcretionAMINES ARE WELL ABSORBED FROM GUT & RESPIRATORY TRACT. /ALIPHATIC AMINES/

Uses & manufacturing

Uses · 2 items

Used as a corrosion inhibitor and chemical intermediate; [HSDB]

Corrosion inhibitor; intermediate for emulsifiers, rubber accelerators, dyes, insecticides, flotation agent, inhibitor for butadiene

U.S. Exports(1972) 1.87X10+9 GRAMS (INCL OTHER ALKYLAMINES)
U.S. Imports(1972) 3.7X10+8 GRAMS (INCL OTHER ALKYLAMINES)
U.S. Production · 5 items

2023: 10,000,000 - <50,000,000 lb

(1972) 1.7X10+9 GRAMS

(1975) PROBABLY GREATER THAN 9.08X10+5 GRAMS

(1981) 6,279X10+3 lb

(1985) 4,141X10+3 lb

Consumer UsesAnti-adhesive/cohesive
Industry UsesChemical reaction regulator
Methods of Manufacturing · 2 items

By reaction of butanol or butyl chloride with ammonia

From butyl bromide & ammonia with separation of the mono-, di-, & tributylamines formed.

Formulations/PreparationsGrade: technical
Household ProductsInformation on 1 consumer products that contain Dibutylamine in the following categories is provided:
Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

Related reactions

347 records
New reaction record
HRID 4727 reaction equation
HRID 4727As solventuspto-grants-1988_02
HRID 4728 reaction equation
HRID 4728As reactantuspto-grants-1988_02
HRID 4729 reaction equation
HRID 4729As solventuspto-grants-1988_02
HRID 4730 reaction equation
HRID 4730As reactantuspto-grants-1988_02
HRID 14368 reaction equation
HRID 14368As reactantuspto-grants-2010_06
HRID 15620 reaction equation
HRID 15620As catalystuspto-grants-2010_06
HRID 15621 reaction equation
HRID 15621As reactantuspto-grants-2010_06
HRID 15622 reaction equation
HRID 15622As reactantuspto-grants-2010_06
Page 1 of 44

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
New noteNew reactionRequest quotes

3500 mg/l in water @ 25 °C

Solubility in water, g/100ml: 0.35 (slightly soluble)

Flash Point · 5 items

125 °F (NTP, 1992)

57 °C

57 °C (open cup)

51.6 °C (open cup)

47 °C

Boiling Point · 4 items

318 to 320 °F at 760 mmHg (NTP, 1992)

159-160 °C

159 °C

159.6 °C @760 [mm Hg]

Decomposition · 2 items

When heated to decomp it emits toxic fumes of /nitrogen oxides/.

Products of decomposition include carbon monoxide, carbon dioxide, hydrocarbons, & oxides of nitrogen as well as amine vapors.

Melting Point · 4 items

-76 to -74 °F (NTP, 1992)

-60 to -59 °C

-59 °C

-61.9 °C

Physicochemical properties

Melting point
62 °C · −62 °C(lit.)
Boiling point
159 °C · 159 °C(lit.)
Density
0.767 g/mL · 0.767 g/mL at 25 °C(lit.)
vapor density
4.46 · 4.46 (vs air)
vapor pressure
1.9 mm · 1.9 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.417(lit.)
Flash point
106 °F · 106 °F
storage temp.
30 °C · Store below +30°C.
solubility
3.8 g/L · water: soluble3.8g/L at 20°C
pka
11.25 · 11.25(at 21℃)
form
Liquid
color
White
PH
11.1 · 11.1 (1g/l, H2O, 20℃)
Odor
Weak ammonia.
explosive limit
0.6 · 0.6-6.8%(V)
Water Solubility
4.05 g/L · 4.05 g/L (25 ºC)
Specific Heat Capacity
2.27 J/ · Cp(liquid): 2.27 J/(g·K), at 25℃
Merck
14 · 14,3032
BRN
506001 · 506001
Henry's Law Constant
1.3 · 1.3×10-1 mol/(m3Pa) at 25℃, Brockbank (2013)
Dielectric constant
3 · 3.0(20℃)
Stability
Stable. Combustible. Incompatible with strong oxidizing agents, most common metals, strong acids. Vapours may flow over surfaces to a distant source of ignition. Can form explosive mixtures with air.
InChI
1S/C8H19N/c1-3-5-7-9-8-6-4-2/h9H,3-8H2,1-2H3
InChIKey
JQVDAXLFBXTEQA-UHFFFAOYSA-N
SMILES
CCCCNCCCC
LogP
2.1 at · 2.1 at 23℃
CAS DataBase Reference
111 · 111-92-2(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
2194 M2LA21 · 2194M2LA21
NIST Chemistry Reference
1 · 1-Butanamine, N-butyl-(111-92-2)
EPA Substance Registry System
Dibutylamine (111-92-2)
UNSPSC Code
12352116 · 12352116
NACRES
22 · NA.22
Symbol(GHS)
2 · GHS02,GHS05,GHS06,GHS08
Signal word
Danger
Hazard statements
330 · H330-H301+H311-H314-H370-H401-H226
Precautionary statements
501 · P501-P273-P270-P240-P260-P210-P233-P243-P241-P242-P271-P264-P280-P284-P370+P378-P308+P311-P361+P364-P303+P361+P353-P301+P330+P331-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Xn,T
Risk Statements
10 · 10-20/21/22-35-23-21/22
Safety Statements
45 · 45-36/37/39-28A-26-23
RIDADR
2248 · UN 2248
WGK Germany
1 · 1
RTECS
7780000 · HR7780000
F
10 · 10
Autoignition Temperature
594 °F · 594 °F
TSCA
TSCA listed
HS Code
2921 · 2921 19 99
HazardClass
8 · 8
PackingGroup
II
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
2 InhalationAcute · Acute Tox. 2 InhalationAcute Tox. 3 DermalAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1A
Hazardous Substances Data
111 · 111-92-2(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in rats: 550 mg/kg (Smyth)
REACH Registrations
Active
Limited Quantities
1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

· Flammable/combustible material.

Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 47 °C explosive vapour/air mixtures may be formed. Risk of fire and explosion on contact with strong acids or strong oxidizing agents.

Fire PotentialFLAMMABLE LIQUID WHEN EXPOSED TO HEAT OR FLAME ... .
Health Hazards · 2 items

Inhalation causes irritation of nose, throat, and lungs; coughing; nausea; headache. Ingestion causes irritation of mouth and stomach. Contact with eyes causes irritation. Contact with skin causes irritation and dermatitis. (USCG, 1999)

· May cause toxic effects if inhaled or ingested.

Hazards SummaryCorrosive to skin; [Quick CPC] Causes severe burns to the eyes and skin; High inhalation exposure can cause pulmonary edema; [HSDB] A corrosive substance that can cause pulmonary edema; [ICSC]
DOT ID and Guide2248 132
Reactive GroupAmines, Phosphines, and Pyridines
UN ClassificationUN Hazard Class: 8; UN Subsidiary Risks: 3; UN Pack Group: II
TSCA Requirements · 1 item

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Dibutylamine is included on this list.

Reactivity Profile · 1 item

DI-N-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.

Chemical Dangers · 1 item

Decomposes on burning. This produces toxic fumes including nitrogen oxides. The substance is a strong base. Reacts violently with strong oxidants. This generates fire and explosion hazard. Attacks some metals and some plastics. Solutions in water slowly etch glass.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

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

First Aid Measures · 4 items

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.

Wear protective gloves when administering first aid. Remove contaminated clothes. Rinse skin with plenty of water or shower for at least 15 minutes. Refer immediately for medical attention .

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.

Rinse mouth. Give nothing to drink. Do NOT induce vomiting. Refer immediately for medical attention.

Accidental Release Measures · 2 items

· 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 · 2 items

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:

Safe StorageFireproof. Store only in original container. Separated from strong oxidants, strong acids and food and feedstuffs. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Exposure Control and Personal Protection · 2 items

· Wear positive pressure self-contained breathing apparatus (SCBA).

173.0 [ppm]

Fire Fighting Procedures · 2 items

Use water spray, dry chemical, foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool.

USE WATER SPRAY, DRY CHEM, "ALCOHOL" FOAM, OR CARBON DIOXIDE. USE WATER SPRAY TO KEEP FIRE-EXPOSED CONTAINERS COOL. IF LEAK OR SPILL HAS NOT IGNITED, USE WATER SPRAY TO DISPERSE VAPORS & TO PROTECT MEN ATTEMPTING TO STOP LEAK. WATER SPRAY MAY BE USED TO FLUSH SPILLS AWAY FROM EXPOSURES.

Storage ConditionsSeparate from oxidizing materials, acids, and sources of halogens. Store in a cool, dry, well-ventilated location. Outside or detached storage is peferred.
Nonfire Spill ResponseExcerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage Disposal · 1 item

Remove all ignition sources. Personal protection: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Cover the spilled material with inert absorbent or sand. Then store and dispose of according to local regulations. Wash away remainder with plenty of water.

Preventive Measures · 2 items

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Toxicology

Body BurdenDibutylamine was found in the expired air of 6.5% of a sample of 54 carefully selected normal, healthy, nonsmoking adults who resided in urban areas(1). The geometric mean concn level was 0.218 ng/l(1).
Interactions · 1 item

Nitrite ... is used as a food additive in meats and smoked fish. Some fish, vegetables, and fruit juices contain secondary amines. The acidic environment of the stomach facilitates a chemical reaction between nitrite and secondary amines, leading to the formation of carcinogenic nitrosamines. /Secondary amines/

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 825(SRC) for the unprotonated form from a log Kow of 2.83(2) and a regression derived equation(3) indicates that dibutylamine is expected to have low mobility in soil(SRC). A pKa value of 11.39(4) indicates that the protonated form of dibutylamine will be the dominant species in moist soil surfaces and cations generally adsorb strongly to soils. Volatilization of dibutylamine from moist soil surfaces is not expected to be an important fate process since the cation is not expected to volatilize. The potential for volatilization of dibutylamine from dry soil surfaces may exist(SRC) based upon a vapor pressure of 2.59 mm Hg at 25 °C(5). 94-97% of the theoretical BOD was achieved for dibutylamine using an activated sludge inoculum during a 4 week incubation period(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 825(SRC) from a log Kow of 2.83(2) and a regression derived equation(3) indicates that dibutylamine is expected to adsorb to suspended solids and sediment in water(SRC). A pKa value of 11.39(4) indicates that the protonated form of dibutylamine will be the predominant species in water. Volatilization from water surfaces is not expected to be important fate process(SRC) since the protonated form will not volatilize at environmental pH. According to a classification scheme(5), an estimated BCF of 30(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). In a screening study, dibutylamine completely degraded within 14 days at 10 ppm with both an activated sludge and freshwater sediment inoculum(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dibutylamine, which has a vapor pressure of 2.59 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dibutylamine 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 4 hours(SRC), from its rate constant of 8.98X10-11 cu cm/molecule-sec at 25 °C(3). Dibutylamine is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum(SRC).

Food Survey Values · 2 items

... Amines from decomposing fish have been suspected as a cause of keratitis. ... /Amines/

Dibutylamine was detected in pepperoni at a concn of 3.4 ppm(1). An average dibutylamine concn of 10 ppb was found in 3 samples of cod roe; however, it was not detected in samples of fish sausage, baked ham, spinach, or miso(2).

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesSerious local effects by all routes of exposure.
Signs and Symptoms · 4 items

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

Redness. Pain. Serious skin burns.

Redness. Pain. Blurred vision. Severe burns.

Burns in mouth and throat. Burning sensation behind the breastbone. Abdominal pain. Vomiting. Shock or collapse.

Effluent Concentrations · 1 item

In a comprehensive survey of wastewater from 4000 industrial and publicly owned treatment works (POTWs) sponsored by the Effluent Guidelines Division of the U.S. EPA, dibutylamine was identified in discharges of the following industrial category (frequency of occurrence, median concn in ppb): iron and steel mfg (4; 170.4), plastics and synthetics (1; 89.1), electronics (1; 6723.3)(1). Dibutylamine was reported to be released from effluent of sewage treatment plants(2).

ICSC Environmental DataThe substance is toxic to aquatic organisms.
Soil Adsorption/Mobility · 1 item

The Koc of dibutylamine was estimated as 825(SRC), using a log Kow of 2.83(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that dibutylamine is expected to have low mobility in soil(SRC). The pKa of dibutylamine is 11.73(4), indicating that the protonated form will be the predominant species in moist soils and cations are expected to adsorb strongly to soil surfaces.

TSCA Test Submissions · 4 items

Acute inhalation toxicity was evaluated in groups of 5 male and 5 female Sprague-Dawley albino rats exposed to dibutylamine at actual concentrations of 0.76, 1.08, 1.18, 1.39 or 3.91 mg/l of air for 4 hours. Mortality was observed in 2 animals in the 0.76 mg/l dose group, 4 in the 1.18 mg/l dose group, and all 10 in both the 1.39 and 3.91 mg/l dose groups. The LC50 value was calculated to be 1.15 mg/l (standard error of 0.095 mg/l) by the log probit method of Miller and Tainter. Clinical observations included excessive salivation, lacrimation, gasping, convulsions, abnormal breathing, ataxia, lethargy, rales, and staining of the urogenital area. Gross necropsy revealed lung congestion in decedents.

The inhibition of nonspecific esterase activity, and/or inhibition of aromatic amino acid esterase activity, and/or potential effects on specific cellular functions (phagocytosis, immunoglobin G synthesis, and inflammatory and immune mediator release) were evaluated with organic chemicals added to human peripheral blood monocytes. Di-n-butylamine stimulated monocyte alpha- naphthyl acetate esterase activity by 104% at a concentration of 1 mM, and 116% at 0.25 mM and stimulated monocyte aromatic amino acid esterase activity by 103% at 250 uM. Only the low-dose value for alpha-naphthyl acetate esterase stimulation was considered to be statistically significant.

The dermal sensitization potential of di-n-butylamine (CAS # 111-92-2) was evaluated in 10 CF1(BR) mice inducted with 3 daily 0.1 ml topical applications of a 0.1% (v/v in ethanol) test solution to clipped abdomens. A group of 10 mice likewise inducted over 3 days with 0.1 ml dermal applications of 0.5% (w/v) DNCB served as the positive control. Challenge and rechallenge were administered 7 and 14 days later in .01 ml dermal applications of a 25% (v/v) solution to both dorsal and ventral surfaces of the left and right ears respectively of inducted test mice. The thickness of treated left ears relative to that of solvent control (ethanol) right ears indicated the degree of sensitization. One animal challenged with di-n-butylamine exhibited a positive sensitization response (20% increase in ear thickness over control) at 48-hour evaluation only. None of either test or irritation control groups had responded to challenge by the 24-hour evaluation and none responded to rechallenge. Conversely, 60% and 50% positive response in the DCNB-inducted and challenged groups at 24-hour and 48-hour evaluations, respectively, confirmed the validity of the test system.

The clastogenic potential of di-n-butylamine (CAS # 111-92-2) was evaluated by incidence of micronucleated polychromatic erythrocytes in bone marrow of Harlan Sprague-Dawley ICR mice (20/sex/group) administered single oral gavage doses at 55, 110, or 220 mg/kg bodyweight. Mortality occurred among high-dose males (3/20) and females (1/20), and lethargy was observed in both males and females of all treatment groups. While treated mice exhibited slight reductions in polychromatic erythrocytes to erythrocyte ratios (up to 19%) relative to vehicle control (corn oil) animals, there was no significant increase in micronucleated polychromatic erythrocytes at 24, 48 or 72-hour post-treatment examination in either male or female treated mice when compared to controls.

Natural Pollution Sources · 1 item

There is some indication that dibutylamine may occur naturally in some soils(1) and food items(2). Amines are produced by microbial processes in decaying organic matter and dibutylamine's emission from sewage treatment plants(3) suggests that it may also be a product of microbial metabolism(SRC).

Regulatory information

TSCA Requirements · 1 item

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Dibutylamine is included on this list.

Safety data

F
10
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
HR7780000
ridadr
UN 2248
hs_code
2921 19 99
Toxicity
LD50 orally in rats: 550 mg/kg (Smyth)
risk_code
10-20/21/22-35-23-21/22
Signal word
Danger
Symbol(GHS)
GHS02,GHS05,GHS06,GHS08
hazard_code
Xn,T
safety_code
45-36/37/39-28A-26-23
hazard_class
8
Storage Class
3 - Flammable liquids
packing_group
II
Hazard statements
H330-H301+H311-H314-H370-H401-H226
Limited Quantities
1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 2 InhalationAcute Tox. 3 DermalAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Skin Corr. 1A
Autoignition Temperature
594 °F
Precautionary statements
P501-P273-P270-P240-P260-P210-P233-P243-P241-P242-P271-P264-P280-P284-P370+P378-P308+P311-P361+P364-P303+P361+P353-P301+P330+P331-P301+P310+P330-P304+P340+P310-P305+P351+P338+P310-P403+P233-P403+P235-P405
Hazardous Substances Data
111-92-2(Hazardous Substances Data)
General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

1-Butanamine, N-butyl-: ACTIVE

Applications · 4 items

DescriptionDibutylamine is a colorless liquid with anodor of ammonia. Molecular weight = 129.28; Boilingpoint = 159-161℃; Freezing/Melting point = - 61.9 to259℃; Flash point = 42-47℃; Autoignitiontemperature = 260℃. Explosive Limits: LEL = 1.1%;UEL—unknown. Hazard Identification (based on NFPA704 M Rating System): Health 3, Flammability 2,Reactivity 0. Slightly soluble in water.

UsesDibutylamine is a secondary dialkylamine. It is a versatile intermediate with a variety of applications.Dibutylamine is extensively used in palladium-catalyzed cross-coupling with aryl halides to synthesize arylamines, popularly known as Buchwald–Hartwig amination.It can be used in the oxone-mediated annulation of 2-aminobenzamides and 1,2-diaminobenzenes to synthesize 2,3-dihydroquinazolin-4(1H)-ones and 1H-benzimidazoles, respectively.It can also be used in the one-pot multicomponent reactions to synthesize tetra- and penta-substituted polyfunctional dihydropyrroles.Dibutylamine was employed as organocatalyst during the synthesis of 2-amino-3-cyano-4H-chromen-4-ylphosphonates via Knoevenagel, Pinner and phospha-Michael reactions. Di-n-butylamine (Dibutylamine) may be used to investigate the performance of a dry sampler, with an impregnated denuder in series with a glass fibre filter for airborne isocyanates. It was used in the preparation of 1M dibutylammonium phosphate buffer.

UsesDibutylamine was employed as organocatalyst during the synthesis of 2-amino-3-cyano-4H-chromen-4-ylphosphonates via Knoevenagel, Pinner and phospha-Michael reactions. Di-n-butylamine (Dibutylamine) may be used to investigate the performance of a dry sampler, with an impregnated denuder in series with a glass fibre filter for airborne isocyanates. It was used in the preparation of 1M dibutylammonium phosphate buffer.

General DescriptionDibutylamine appears as a yellow-colored liquid with a amine-like odor. Denser than water. Very corrosive, may burn skin, eyes, and mucous membranes. Flash point 125 °F. Combustible. Produce toxic oxides of nitrogen when burned. Used to make other chemicals.

Upstream & downstream products

Upstream raw materials

Bentonite,calcium baseCalcium cyanamideValeronitrile4-Chlorobenzaldehyde1-BromobutaneTributylamineButylamineFlow Cell1-ButanolAmmonia

Downstream products

2-EthylacrylaldehydeN,N-Di-n-butylacetamide6-bromo-3,4-dihydro-3-nitro-2H-chromeneCarbosulfanNickel dibutyldithiocarbamateTributylamineBis(dibutylamino)disulfide2-(Dibutylamino)ethanolButylamineZinc dibutyldithiocarbamate2-(Methoxymethyl)-2-propenalN,N-Dibutyl-1,3-propanediamineN,N-dibutyl-2-chloro-AcetamideN,N-Di-n-butylethylenediamineMethylphosphonic acidDibutylureaN,N-Dibutyl-1,3-propanediamine