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Diisobutylamin

Diisobutylamine

HCID 8085
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Grundinformationen

CAS
110-96-3
Standard-SMILES
CC(C)CNCC(C)C
InChIKey
NJBCRXCAPCODGX-UHFFFAOYSA-N
Summenformel
C8H19N
Durchschnittliche Molmasse
129,24 g/mol
Monoisotopische Masse
129,15174961

Überblick

Diisobutylamine appears as a clear colorless liquid with an ammonia-like odor. Insoluble in water and less dense than water. Hence floats on water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.

Namen und Bezeichner

Bevorzugter Name
Diisobutylamine
IUPAC
2-methyl-N-(2-methylpropyl)propan-1-amine
Lokaler Name
Diisobutylamin
Englischer Name
Diisobutylamine
Summenformel
C8H19N
Molmasse
129.24

Namen und Synonyme

Diisobutylaminebis(2-methylpropyl)amineAmine, diisobutyl-1-Propanamine, 2-methyl-N-(2-methylpropyl)-di-isobutylamineN,N-BIS(2-METHYLPROPYL)AMINEDi(-2-methylpropyl)amineHSDB 5543EINECS 203-819-3UN2361UNII-T18Y0A819S(i-C4H9)2NH
Weitere Namen anzeigen
DIBADiisobutylaminAURORA KA-7633amine,diisobutylDi-n-isobutylaMineDiisobutylamine,99%diisobutylamine dibaLABOTEST-BB LTBB000475
CCRIS 6232DTXSID5025079DI-ISO-BUTYLAMINEBRN 1209251AI3-15330T18Y0A819SDTXCID205079N-isobutyl-2-methylpropan-1-amine

Datenbank-Bezeichner

CAS
110-96-3
PubChem CID
8085
DTXSID
DTXSID5025079
ChEMBL
CHEMBL3187581

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,5
Polarare Oberfläche (TPSA)
12 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
4
Schwere Atome
9
Formalladung
0
Komplexität
49,6

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Nitrogen Compounds -> Amines, Aliphatic

Corrosives

SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP · 2 Einträge

2.63

2.67

OdorAmine odor
Density · 4 Einträge

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

0.745 @ 20 °C

Relative density (water = 1): 0.75 (20 °C)

0.745 @ 20°C

Color/FormWater-white liquid
Solubility · 4 Einträge

Slightly soluble (NTP, 1992)

Sol in ethanol, ether, acetone, benzene

In water, 2,200 mg/l @ 25 °C.

Solubility in water, g/100ml at 25 °C: 0.22 (slightly soluble)

Flash Point · 3 Einträge

85 °F (NTP, 1992)

29 °C (85 °F) (CLOSED CUP)

29 °C c.c.

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

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

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, 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+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 166 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 1-Propanamine, 2-methyl-N-(2-methylpropyl)-

Status: Active Update: 25-08-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/26625

1-Propanamine, 2-methyl-N-(2-methylpropyl)-: HSNO Approval: HSR001251 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.)

DOT LabelFlammable Liquid Corrosive
Fire Hazards · 3 Einträge

Special Hazards of Combustion Products: May contain toxic NOx fumes.

· Flammable/combustible material.

Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 29 °C explosive vapour/air mixtures may be formed. Risk of fire and explosion on contact with strong oxidizing agents.

Fire Potential · 2 Einträge

FLAMMABLE, MODERATE FIRE RISK

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

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used as an intermediate; [Hawley] Used to make agrochemicals and other organic chemicals; [CHEMINFO]

As an intermediate

General Manufacturing Information1-Propanamine, 2-methyl-N-(2-methylpropyl)-: ACTIVE

Anwendungen

VerwendenDiisobutylamine was used to study the effect of achiral amine on hydrogenation of ethyl pyruvate over cinchonidine-Pt/Al2O3 catalyst system. Diisobutylamine is the principal starting material for the herbicide Butylate (Zeneca).

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

6-Hydroxymelatonin2-Chloro-N,N-bis(2-methylpropyl)acetamide1,3-Benzenediol, 5-[bis(2-methylpropyl)amino]-DiisobutylnitroamineN-Methyl diisobutylaminebenzenesulfonamide, 4-amino-N,N-bis(2-methylpropyl)-Butyl-diisobutyl-amine

Zugehörige Reaktionen

111
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 9246
HRID 9246als Eduktuspto-grants-2006_08
Reaktionsgleichung von HRID 27377
HRID 27377als Eduktuspto-grants-1980_09
Reaktionsgleichung von HRID 51078
HRID 51078als Katalysatoruspto-grants-2004_03
Reaktionsgleichung von HRID 56143
HRID 56143als Eduktuspto-grants-2016_09
Reaktionsgleichung von HRID 105997
HRID 105997als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 126630
HRID 126630als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 157221
HRID 157221als EduktTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
Reaktionsgleichung von HRID 161988
HRID 161988als EduktTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
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UNII
T18Y0A819S
EC Number
203-819-3
Nikkaji
J43.435C
Boiling Point · 4 Einträge

282 to 284 °F at 760 mmHg (NTP, 1992)

139.6 °C

139 °C

139 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits toxic fumes of nitroxides.
Melting Point · 4 Einträge

-100.3 °F (NTP, 1992)

-73.5 °C

-74 °C

-70 °C

Vapor Density · 2 Einträge

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

Relative vapor density (air = 1): 4.5

Physikochemische Eigenschaften

Schmelzpunkt
-77 °C · -77 °C (lit.)
Siedepunkt
137 · 137-139 °C (lit.)
Dichte
0.74 g/mL · 0.74 g/mL at 25 °C (lit.)
Brechungsindex
20 · n20/D 1.4081(lit.)
Flammpunkt
85 °F · 85 °F
storage temp.
Flammables area
Löslichkeit
insoluble to slightly soluble in water; soluble in ethanol, methanol, ethyl ether, ethyl acetate, acetone, benzene, aromatic and aliphatic hydrocarbons, fixed oils, mineral oil, oleic and stearic acids
pka
11.07 · 11.07±0.28(Predicted)
Aggregatzustand
Liquid
Farbe
Clear
Geruch (Odor)
amine odor
Wasserlöslichkeit
5 g/L · 5 g/L (20 ºC)
BRN
1209251 · 1209251
Henry's Law Constant
1.8 · 1.8×10-2 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Dielectric constant
2.7 · 2.7(22℃)
InChI
1S/C8H19N/c1-7(2)5-9-6-8(3)4/h7-9H,5-6H2,1-4H3
InChIKey
NJBCRXCAPCODGX-UHFFFAOYSA-N
SMILES
CC(C)CNCC(C)C
LogP
2.383 · 2.383 (est)
CAS Datenbank
110 · 110-96-3(CAS DataBase Reference)
NIST chemische Informationen
1 · 1-Propanamine, 2-methyl-N-(2-methylpropyl)-(110-96-3)
EPA chemische Informationen
Diisobutylamine (110-96-3)
Health Hazards · 2 Einträge

Inhalation of high concentrations of vapor will cause irritation of the respiratory tract and the lungs. Contact with liquid may result in severe skin and eye irritation. Exposure to concentrated vapors may result in corneal edema. Poisonous if swallowed. (USCG, 1999)

· May cause toxic effects if inhaled or ingested.

Hazards Summary · 1 Eintrag

A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause pulmonary edema; Can be absorbed through skin; [ICSC] Not mutagenic in five strains of Salmonella typhimurium; Emergency treatment: Corrosives-alkaline; [HSDB] Sensitive to heat and air; A severe skin and eye irritant; A respiratory tract irritant; [CAMEO] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation of high concentrations may cause pulmonary edema; May be absorbed through skin; [CHEMINFO]

DOT ID and Guide2361 132
Reactive GroupAmines, Phosphines, and Pyridines
UN ClassificationUN Hazard Class: 3; UN Subsidiary Risks: 8; UN Pack Group: III
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 Eintrag

DIISOBUTYLAMINE can react vigorously with oxidizing materials (NTP, 1992). 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 Eintrag

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

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

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 Einträge

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 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.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 Einträge

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. Separated from food and feedstuffs, strong oxidants and strong acids. Store only in original container. Store in an area without drain or sewer access.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 2 Einträge

Alcohol foam. Water may be ineffective.

To fight fire, use alcohol foam, carbon dioxide, dry chemical.

Nonfire Spill ResponseExcerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:
Disposal Methods · 1 Eintrag

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 Eintrag

Remove all ignition sources. Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. 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. Wash away remainder with plenty of water.

Isolation and Evacuation · 2 Einträge

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

Immediate precautionary measure

Eye PreventionWear face shield or eye protection in combination with breathing protection.

Toxikologische Informationen

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 640(SRC) from an estimated log Kow of 2.63(2) and a regression derived equation(3) indicates that diisobutylamine is expected to have low mobility in soil(SRC). A pKa value of 10.91(4) indicates that the protonated form of diisobutylamine will be the dominant species in moist soil surfaces and cations generally adsorb strongly to soils. Volatilization of diisobutylamine from moist soil surfaces is not expected to be an important fate process since the cation will not volatilize. Diisobutylamine may volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 7.27 mm Hg at 25 °C(5). 63 to 87% of the theoretical BOD was achieved for diisobutylamine using activated sludges over a 4 week incubation period(6), which suggests that biodegradation in soil is expected to be important(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 640(SRC) from an estimated log Kow of 2.63(2) and a regression derived equation(3) indicates that diisobutylamine is expected to adsorb to suspended solids and sediment in water(SRC). A pKa value of 10.91(4) indicates that the protonated form of diisobutylamine will be the predominant species in water. Volatilization from water surfaces is not expected to be an important fate process(SRC) since the protonated form will not volatilize. According to a classification scheme(5), an estimated BCF of 21(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 63 to 87% of the theoretical BOD was achieved for diisobutylamine using activated sludges over a 4 week incubation period(7), which suggests that biodegradation in water is expected to be important(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), diisobutylamine, which has a vapor pressure of 7.27 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase diisobutylamine 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 9X10-11 cu cm/molecule-sec at 25 °C(3). Diisobutylamine is not expected to directly photolyze due to the lack of absorption in the environmental UV spectrum(SRC).

Food Survey ValuesDiisobutylamine was detected in miso at a concn of 0.007 ppm(1).
Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesSerious local effects by all routes of exposure.
Signs and Symptoms · 4 Einträge

Cough. Sore throat. Burning sensation behind the breastbone. Shortness of breath. Laboured breathing.

Redness. Pain. Serious skin burns.

Redness. Pain. Severe burns. Blurred vision.

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

ICSC Environmental DataThe substance is harmful to aquatic organisms.
Soil Adsorption/Mobility · 1 Eintrag

The Koc of diisobutylamine was estimated as 640(SRC), using an estimated log Kow of 2.63(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that diisobutylamine is expected to have low mobility in soil(SRC). The pKa of diisobutylamine is 10.91(4), indicating that the protonated form will be the predominant species in moist soils and cations are expected to adsorb strongly to soil surfaces.

Artificial Pollution SourcesDiisobutylamine's production and use as a chemical intermediate(1), may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation63 to 87% of the theoretical BOD was achieved for diisobutylamine using activated sludges over a 4 week incubation period(1).
Environmental Bioconcentration · 1 Eintrag

An estimated BCF of 21 was calculated for diisobutylamine(SRC), using an estimated log Kow of 2.63(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 Eintrag

With a pKa of 10.91(1), diisobutylamine will exist predominantly in its protonated form in the environment and the protonated form of diisobutylamine will not volatilize from water or moist soil surfaces(2). Diisobutylamine may volatilize from dry soil surfaces(SRC) based on its vapor pressure of 7.27 mm Hg at 25 °C(3).

Non-Human Toxicity Excerpts · 2 Einträge

MORTALITY RATE OF 75 PPM INHALED BY RATS FOR 4 HR WAS 4/6; NO DEATHS OCCURRED WHEN INHALING SATURATED VAPOR FOR 50 MIN. /FROM TABLE/

Diisobutylamine was found to be negative when tested for mutagenicity using the Salmonella/ microsome preincubation assay, using the standard protocol approved by the National Toxicology Program (NTP). Diisobutylamine was tested in as many as 5 Salmonella typhimurium strains (TA1535, TA1537, TA97, TA98, and TA100) in the presence and absence of rat and hamster liver S-9, at doses of 0.100, 0.333, 1.000, 3.333, and 10.000 mg/plate. The highest ineffective dose tested in any S. typhimurium strain was 10.000 mg/plate.

Sicherheitsdaten

F
34
wgk
1
tsca
TSCA listed
ridadr
UN 2361
hs_code
29211990
RTECS-Nr.
TX1750000
risk_code
10-22-34-52/53
hazard_code
C
safety_code
26-36/37/39-45-25-16-61
hazard_class
3
packing_group
III
Speicherklasse
3 - Flammable liquids
Giftige Stoffe Daten
110-96-3(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 3 OralAquatic Chronic 3Eye Dam. 1Flam. Liq. 3Skin Corr. 1B