디프로필아민

Dipropylamine

HCID 8902CAS 142-84-7

기본 정보

표준 SMILES
CCCNCCC
InChIKey
WEHWNAOGRSTTBQ-UHFFFAOYSA-N
분자식
C6H15N
평균 분자량
101.19 g/mol
단동위원소 질량
101.12044948

개요

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.

이름 및 식별자

우선 이름
Dipropylamine
IUPAC
N-propylpropan-1-amine
현지명
디프로필아민
영어명
Dipropylamine
분자식
C6H15N
분자량
101.19

이름 및 동의어

DIPROPYLAMINE142-84-7Di-n-propylaminen-Dipropylamine1-Propanamine, N-propyl-N-Propyl-1-propanamineRCRA waste number U110CCRIS 4805DTXSID2025185HSDB 2644EINECS 205-565-9N,N-Dipropylamine
이름 더 보기
다이프로필아민디프로필아민N-프로필-1-프로판아민다이-N-프로필아민n-디프로필아민DPADNPAN-Propylpropan-1-amine(n-C3H7)2NHDi-n-propyLDipropanamine
UN2383BRN 050597460P318IIRYAI3-24037DIPROPYLAMINE [HSDB]N-DIPROPYLAMINE [MI]DTXCID105185EC 205-565-9

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
1.7
극성 표면적
12 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
4
무거운 원자 수
7

실험 및 물리화학적 성질

Chemical Classes · 2건

Nitrogen Compounds -> Amines, Aliphatic

Flammable agents - 3rd degree

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

log Kow = 1.67

1.73

OdorAmmonia odor
Density · 6건

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

물리화학적 성질

녹는점
-63 °C · -63 °C
끓는 점
105 · 105-110 °C(lit.)
밀도
0.738 g/mL · 0.738 g/mL at 25 °C(lit.)
증기압
38 hPa · 38 hPa (20 °C)
굴절률
20 · n20/D 1.4049(lit.)
인화점
39 °F · 39 °F
화학적 성질 · 1건

Dipropylamine, like the other short chain aliphatic amines, is a very strong base, its reactivity being governed by the unshared electron pair on the nitrogen atom. It forms a hydrate with water. The amine also can react with inorganic or organic nitrites under acidic conditions and possibly by reaction with nitrogen oxides from the air to form the highly mutagenic and carcinogenic N-nitrosodipropylamine (ATSDR 1979; Olah et al; Scanlan 1983).

안전 및 규제

GHS 분류

GHS Classification · 6건

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)

유해성 정보

Regulatory Information · 5건

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 · 2건

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

· Flammable/combustible material.

Fire Potential · 2건

Forms explosive mixture with air.

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

Health Hazards · 2건

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.

안전 및 보호

Fire FightingExcerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:
Accidental Release Measures · 2건

· 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 · 2건

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 · 2건

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 · 2건

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

독성 정보

Interactions · 1건

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 · 4건

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 · 3건

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 · 1건

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).

규제 정보

RCRA Requirements · 1건

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 · 1건

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 · 1건

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).

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
JL9200000
ridadr
UN 2383
독성
LD50 orally in rats: 0.93 g/kg, H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 23, 95 (1962)
HS 번호
29211910

화학 및 산업

약리 정보

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.

용도 및 제조

Uses · 3건

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 · 2건

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

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

U.S. Production · 6건

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

응용 분야

일반 설명A 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.

제조 방법 · 1건

생산 방법Dipropylamine is manufactured by reaction of propanol and ammonia over a dehydration catalyst at high temperature and pressure (HSDB 1989). Alternatively, propanol and ammonia can be combined with hydrogen over a dehydrogenation catalyst. In each instance, the resulting mixture of primary, secondary, and tertiary amines can be separated by continuous distillation and extraction (Schweizer et al 1978). Dipropylamine is a natural component of vegetables, fish, fruits, and other foods (Mohri 1987) and of tobacco products (WHO 1987). It also is found in human urine (Audunsson 1988), waste water lagoons (Guzewich et al 1983) and in workplace air (Simon and Lemacon 1987). The toxic compound, N-nitrosodipropylamine, can be produced inadvertently by nitrosation of n-dipropylamine during various manufacturing processes that use the diamine (ATSDR 1989). The nitrosamine, therefore, occurs as an impurity in some dinitroaniline pesticides and rubber products. N-nitrosodipropylamine also is found in various foodstuffs including cheese, cured meats, cooked fish and alcoholic beverages, apparently by reaction of n-dipropylamine with the preservative sodium nitrite (ATSDR 1979; Gross and Newberne 1977; Scanlan 1983).

관련 반응

538건

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