Dipropylamine

HCID 8902CAS 142-84-7

Basic information

Standard SMILES
CCCNCCC
InChIKey
WEHWNAOGRSTTBQ-UHFFFAOYSA-N
Molecular formula
C6H15N
Average molar mass
101.19 g/mol
Monoisotopic mass
101.12044948

Overview

Dipropylamine appears as a clear colorless liquid with an ammonia-like odor. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.

Names & identifiers

Preferred name
Dipropylamine
IUPAC
N-propylpropan-1-amine
English name
Dipropylamine
Molecular formula
C6H15N
Molecular weight
101.19

Names & synonyms

DIPROPYLAMINE142-84-7Di-n-propylaminen-Dipropylamine1-Propanamine, N-propyl-N-Propyl-1-propanamineRCRA waste number U110CCRIS 4805DTXSID2025185HSDB 2644EINECS 205-565-9N,N-Dipropylamine
Show more names
DPADNPAN-Propylpropan-1-amine(n-C3H7)2NHDi-n-propyLDipropanamine
UN2383BRN 050597460P318IIRYAI3-24037DIPROPYLAMINE [HSDB]N-DIPROPYLAMINE [MI]DTXCID105185EC 205-565-9

Database identifiers

CAS
142-84-7
PubChem CID
8902
DTXSID
DTXSID2025185
ChEMBL
CHEMBL3185961
UNII
60P318IIRY
EC Number
205-565-9
Nikkaji
J2.547J

Properties

Computed structural properties

XLogP
1.7
Topological polar surface area
12 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
4
Heavy atoms
7

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Amines, Aliphatic

Flammable agents - 3rd degree

PFASPFAS -> Other/unspecified
SpringerMaterials PropertiesBoiling point
LogP · 2 items

log Kow = 1.67

1.73

OdorAmmonia odor
Density · 6 items

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

0.738 at 20 °C/4 °C

Bulk density = 6.1 lb/gal

Saturated liquid density= 46.010 lb/cu ft @ 70 °C

Saturated vapor density= 0.00771 lb/cu ft @ 70 °C

0.7400 @ 20°C

Physicochemical properties

Melting point
-63 °C · -63 °C
Boiling point
105 · 105-110 °C(lit.)
Density
0.738 g/mL · 0.738 g/mL at 25 °C(lit.)
vapor pressure
38 hPa · 38 hPa (20 °C)
refractive index
20 · n20/D 1.4049(lit.)
Flash point
39 °F · 39 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

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

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, 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-Propanamine, N-propyl-

1-Propanamine, N-propyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propanamine, N-propyl- 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: 05-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13819

1-Propanamine, N-propyl-: HSNO Approval: HSR001143 Approved with controls

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.)

Other Safety InformationIMAP assessments - Short chain (C2-3) alkyl amines: Human health tier II assessment
DOT LabelFlammable Liquid Corrosive
Fire Hazards · 2 items

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

· Flammable/combustible material.

Fire Potential · 2 items

Forms explosive mixture with air.

A very dangerous fire hazard when exposed to heat or flame.

Health Hazards · 2 items

Inhalation causes severe coughing and chest pain due to irritation of air passages; can-cause lung edema; may also cause headache, nausea, faintness, and anxiety. Ingestion causes irritation and burning of mouth and stomach. Contact with eyes causes severe irritation and edema of the cornea. Contact with skin causes severe irritation. (USCG, 1999)

· May cause toxic effects if inhaled or ingested.

Safety & protection

Fire FightingExcerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:
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:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 2 items

FOAM; DRY CHEMICAL; CARBON DIOXIDE. ... WATER MAY BE INEFFECTIVE.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. 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, dry chemical or carbon dioxide.

Storage Conditions · 2 items

Before entering a confined space where this chemical may be present, check to make sure that an explosive concentration does not exist. Store in Tightly closed containers in a cool, well-ventilated area. Metal containers involving the transfer of this chemical should be grounded and bonded. Where possible, automatically pump liquid from drums or other storage containers to process containers. Drums must be equipped with self-closing valves, pressure vacuum bungs, and flame arresters. Use only non-sparking tools and equipment, especially when opening and closing containers of this chemical. Sources of ignition such as smoking and open flames are prohibited where this chemical is used, handled, or stored in a manner that could create a potential fire or explosion hazard. Wherever this chemical is used, handled, manufactured, or stored, use explosion-proof electrical equipment and fittings.

Storage temp: ambient

Toxicology

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/

Ecotoxicity Values · 4 items

EC50 Daphnia magna straus /water flea/ 73 mg/L for 48 hr. /conditions of bioassay not specified/

EC50 Daphnia magna straus 76 mg/L for 24 hr. /conditions of bioassay not specified/

EC50 Scenedesmus subspicatus (Green algae) 5.4 mg/L/72 hr; Effect: cell multiplication inhibition /Conditions of bioassay not specified in source examined/

EC50 Scenedesmus subspicatus (Green algae) 2 mg/L/96 hr; Effect: cell multiplication inhibition /Conditions of bioassay not specified in source examined/

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 190(SRC), determined from a log Kow of 1.67(2) and a regression-derived equation(3), indicates that dipropylamine is expected to have moderate mobility in soil(SRC). The pKa of dipropylamine is 11(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 dipropylamine from moist soil surfaces is not expected to be an important fate process given its cationic state(SRC). Dipropylamine is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 20.1 mm Hg(6). Dipropylamine was determined to be biodegradable using the Japanese MITI test protocol(7), suggesting biodegradation may be an important fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 190(SRC), determined from a log Kow of 1.67(2) and a regression-derived equation(3), indicates that dipropylamine is expected to adsorb to suspended solids and sediment(SRC). A pKa of 11(4) indicates dipropylamine 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 4(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Dipropylamine was determined to be biodegradable using the Japanese MITI test protocol(8), suggesting biodegradation may be an important fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dipropylamine, which has a vapor pressure of 20.1 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dipropylamine 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 8.7X10-11 cu cm/molecule-sec at 25 °C that was derived using a structure estimation method(3). Dipropylamine 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).

Food Survey Values · 1 item

The following concns (in mg/kg) of dipropylamine were detected in various food products from W Germany: preserved broken beans, 1.0; preserved shelled peas, 0.1; preserved red cabbage, 0.1; paprika, 0.3; paprika brine, 2.0; cucumber, 0.1-1.4; pickled onions, 1.1; celery, 0.9; cheese, 8.4; brown bread, 0.4(1). Trace levels (<0.1 ppm) were detected in baked ham(2). Dipropylamine was identified, not quantified, in boiled beef(3). Dipropylamine was detected in baked ham at a concn of 0.007 ppm(4).

Adverse EffectsDermatotoxin - Skin burns.
Plant ConcentrationsLatakia tobacco leaf has been found to contain dipropylamine(1). Dipropylamine was identified as a naturally occurring compound (concn <0.1 ppm) in samples of American tobacco(2).

Regulatory information

RCRA Requirements · 1 item

U110; As stipulated in 40 CFR 261.33, when dipropylamine, 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).

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. 1-Propanamine, N-propyl- is included on this list.

CERCLA Reportable Quantities · 1 item

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).

Safety data

PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
JL9200000
ridadr
UN 2383
hs_code
29211910

Chemistry & industry

Pharmacology

Mechanism of ActionWhen administered ip to rats, dipropylamine was a moderate inhibitor of liver monoamine oxidase activity. Possible relations between effects of alkylamines on MAO activity and changes in serotonin metabolism discussed.
Metabolism/MetabolitesDipropylimine is a known human metabolite of NDPA.

Uses & manufacturing

Uses · 3 items

Used as a chemical intermediate; [HSDB]

...Required principally as a starting material for the synthesis of herbicides, e.g. trifluralin, oryzalin, EPTC, and vernolate

Intermediate

U.S. Imports · 2 items

(1972) 3.70X10+8 GRAMS (& OTHER ALKYLAMINES)

(1975) 5.45X10+9 (INCL OTHER ALKYLAMINES)

U.S. Production · 6 items

2023: 8,500,000 - <25,000,000 lb

(1972) 7.6X10+9 GRAMS

(1974) 1.11X10+10 GRAMS

(1981) 26,439X10+3 lb

(1984) 1.86X10+10 g

For more U.S. Production (Complete) data for DIPROPYLAMINE (6 total), please visit the HSDB record page.

Consumer UsesIntermediate
Industry UsesIntermediate
Methods of ManufacturingREACTION OF N-PROPANOL AND AMMONIA OVER A DEHYDRATING CATALYST SUCH AS ALUMINA AT HIGH TEMPS AND PRESSURES
Applications · 3 items

DescriptionDipropylamine is a colorless, water-white liquid with a strong ammonia-like odor. Molecularweight= 101.22; Boiling point = 110℃; Freezing/Meltingpoint = 263℃; Vapor pressure= 29.8 mmHg at 25℃;Flash point = 17℃; Autoignition temperature= 299℃.Hazard Identification (based on NFPA-704 M RatingSystem): Health 3, Flammability 4, Reactivity 1. Insolublein water

Usesn-Dipropylamine is a useful reagent for the preparation of perylene derivatives for photosensitive fluorescent resins.

General DescriptionA clear colorless liquid with an ammonia-like odor. Flash point 30°F. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.

Related reactions

538 records

Linked notes

Loading…