ジイソブチルアミン

Diisobutylamine

HCID 8085CAS 110-96-3

基本情報

標準SMILES
CC(C)CNCC(C)C
InChIKey
NJBCRXCAPCODGX-UHFFFAOYSA-N
分子式
C8H19N
平均分子量
129.24 g/mol
単同位体質量
129.15174961

概要

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.

名称と識別子

優先名称
Diisobutylamine
IUPAC
2-methyl-N-(2-methylpropyl)propan-1-amine
現地名
ジイソブチルアミン
英語名
Diisobutylamine
分子式
C8H19N
分子量
129.24

名称と別名

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
名称をさらに表示
ジイソブチルアミン2-メチル-N-(2-メチルプロピル)-1-プロパンアミン1,1'-イミノビス(2-メチルプロパン)ビス(2-メチルプロピル)アミンジ(β-メチルプロピル)アミンジ-ISO-ブチルアミンDIBADiisobutylaminAURORA KA-7633amine,diisobutylDi-n-isobutylaMineDiisobutylamine,99%diisobutylamine dibaLABOTEST-BB LTBB000475
CCRIS 6232DTXSID5025079DI-ISO-BUTYLAMINEBRN 1209251AI3-15330T18Y0A819SDTXCID205079N-isobutyl-2-methylpropan-1-amine

データベース識別子

CAS
110-96-3
PubChem CID
8085
DTXSID
DTXSID5025079
ChEMBL
CHEMBL3187581
UNII
T18Y0A819S
EC Number
203-819-3
Nikkaji
J43.435C

物性

構造計算による物性

XLogP
2.5
極性表面積
12 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
4
重原子数
9

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Amines, Aliphatic

Corrosives

SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP · 2 件

2.63

2.67

OdorAmine odor
Density · 4 件

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

物理化学的性質

融点
-77 °C · -77 °C (lit.)
沸点
137 · 137-139 °C (lit.)
比重(密度)
0.74 g/mL · 0.74 g/mL at 25 °C (lit.)
屈折率
20 · n20/D 1.4081(lit.)
闪点
85 °F · 85 °F
貯蔵温度
Flammables area
化学的性質 · 1 件

化学的特性The chemical reactivity of diisobutylamine is similar to other aliphatic amines and is governed by the unshared electron pair on the nitrogen atom. It is a strong base tending to form salts with acids. As with other secondary amines, diisobutylamine can be nitrosated, especially under acidic conditions, by nitrite ion or by nitrogen oxides from the air to form the carcinogenic and mutagenic N-nitrosodiisobutylamine (Olah et al 1975).

安全と法規制

GHS分類

GHS Classification · 6 件

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]

危険有害性情報

Regulatory Information · 4 件

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 件

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 件

FLAMMABLE, MODERATE FIRE RISK

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

Health Hazards · 2 件

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 件

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]

安全と保護具

Fire Fighting · 2 件

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 件

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 件

· 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 件

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).

毒性情報

Environmental Fate · 3 件

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 件

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.

安全データ

F
34
wgk
1
tsca
TSCA listed
rtecs
TX1750000
ridadr
UN 2361
hs_code
29211990

化学と産業

用途と製造

Uses · 2 件

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
応用分野 · 4 件

用途医薬品、塩素化炭化水素の安定剤

用途樹脂原料、殺虫剤

使用Diisobutylamine 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).

一般的な説明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.

調製方法 · 1 件

Diisobutylamine can be produced by the reaction of ammonia and butanol over a dehydration catalyst at high temperature and pressure (Hawley 1977). Alternatively, ammonia, butanol, and hydrogen can be passed over a dehydrogenation catalyst. In 1976, 18,000 tons of diisobutylamine were produced (Schweizer et al 1978). Diisobutylamine is also naturally present in foods and soil. As with other secondary amines, diisobutylamine can be nitrosated to form the highly toxic (Olah 1975) N-nitrosodiisobutylamine (Guttenplan 1987; Vlasenko et al 1981; Spiegeholder et al 1978). Thus, nitrosation of commercial preparations of diisobutylamine occurs on standing, presumably by reaction with nitrogen oxides in the air (Spiegelhalder et al 1978) and N-nitrosodiisobutylamine has been found in various fishery products (Kawabata et al 1974) and other foods (Osborne 1972; Telling 1972).

関連反応

111 件

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