N-イソプロピルアニリン

N-Isopropylaniline

HCID 13032

基本情報

CAS
768-52-5
標準SMILES
CC(C)Nc1ccccc1
InChIKey
FRCFWPVMFJMNDP-UHFFFAOYSA-N
分子式
C9H13N
平均分子量
135.21 g/mol
単同位体質量
135.10479942

概要

N-isopropylaniline is a clear brown liquid. (NTP, 1992)

名称と識別子

優先名称
N-Isopropylaniline
IUPAC
N-propan-2-ylaniline
現地名
N-イソプロピルアニリン
英語名
N-Isopropylaniline
分子式
C9H13N
分子量
135.21

名称と別名

N-ISOPROPYLANILINE768-52-5IsopropylanilineBenzenamine, N-(1-methylethyl)-Aniline, N-isopropyl-N-PhenylisopropylamineN-isopropyl anilineDTXSID7025479N-IPAI7Y9616F3RDTXCID005479N-(1-Methylethyl)-benzenamine
名称をさらに表示
N-イソプロピルアニリンイソプロピルフェニルアミンN-(1-メチルエチル)ベンゼンアミンN-フェニルプロパン-2-アミンイソプロピルアニリンNイソプロピルアニリンN‐イソプロピルアニリン標準品N-イソプロピルアニリン標準品N-IsopropylaniISO-PROPYLANILINEN-isopropylanilinN-isopropy anilinen-isopropyl-anilinN-isoproyl anilineTIMTEC-BB SBB007921
RefChem:163621CHEBI:21742212-196-7N-propan-2-ylanilineN-Isopropylaniline-d6isopropylphenylaminePhenylisopropylamineMFCD00026347

データベース識別子

CAS
768-52-5
PubChem CID
13032
DTXSID
DTXSID7025479
ChEMBL
CHEMBL1529910
UNII
I7Y9616F3R
EC Number
212-196-7
Nikkaji
J150.019H

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
2
重原子数
10

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Amines, Aromatic

Flammable agents - 2nd degree

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
OdorSweet, aromatic odor.
Density · 5 件

0.93 at 60 °F (NIOSH, 2024) - Less dense than water; will float

0.9526 g/cu cm

Density (at 25 °C): 0.93 g/cm³

0.93 at 60 °F

(60 °F): 0.93

Color/Form · 2 件

Yellowish liquid

Clear, yellowish liquid.

Solubility · 3 件

less than 0.1 mg/mL at 70 °F (NTP, 1992)

Sol in alcohol, ether, acetone, benzene

Solubility in water: insoluble

物理化学的性質

融点
-32 °C · -32°C
沸点
55 °C0.3 · 55 °C0.3 mm Hg(lit.)
比重(密度)
0.934 g/mL · 0.934 g/mL at 25 °C(lit.)
屈折率
20 · n20/D 1.539(lit.)
闪点
185 °F · 185 °F
貯蔵温度
Keep in dark place,Inert atmosphere,Room temperature

化学的性質

化学的特性Clear light yellow liquid

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 82 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H227: Combustible liquid [Warning Flammable liquids]

危険有害性情報

Regulatory Information · 2 件

Chemical: Benzenamine, N-(1-methylethyl)-

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 LabelPoison
Fire Hazards · 2 件

This chemical is combustible. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 82 °C explosive vapour/air mixtures may be formed.

Health HazardsExcerpt from NIOSH Pocket Guide for N-Isopropylaniline:
Hazards SummaryLike aniline and N,N-dimethylaniline, N-isopropylaniline can cause methemoglobinemia after skin and inhalation exposure in the workplace. [ACGIH] Can induce methemoglobinemia; May cause skin sensitization; [ICSC]
Reactive GroupAmines, Aromatic

安全と保護具

Fire Fighting · 2 件

Fires involving this compound should be controlled with a dry chemical, carbon dioxide or halon extinguisher. (NTP, 1992)

Use powder, foam, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest. Administration of oxygen may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer immediately for medical attention.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.

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 procedures)

Safe StorageSeparated from food and feedstuffs. Keep in a well-ventilated room.
Exposure Control and Personal ProtectionBiological Exposure Indices (BEI) [ACGIH] - Methemoglobin in blood = 1.5% of hemoglobin during or at end of shift. [ACGIH]
Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

毒性情報

Target OrgansEyes, skin, respiratory system, blood, cardiovascular system, liver, kidneys
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 566(SRC), determined from an estimated log Kow of 2.53(2) and a regression-derived equation(3), indicates that N-isopropylaniline is expected to have low mobility in soil(SRC). A pKa value of 5.3(4) suggests that N-isopropylaniline will partially exist in the protonated form in moist soils and the protonated form of N-isopropylaniline is expected to bind strongly to soil surfaces(SRC). Volatilization of N-isopropylaniline from moist soil surfaces is expected to be an important fate process for the neutral species(SRC) given an estimated Henry's Law constant of 7.4X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(5). N-Isopropylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.44 mm Hg(SRC), determined from a fragment constant method(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 566(SRC), determined from an estimated log Kow of 2.53(2) and a regression-derived equation(3), indicates that N-isopropylaniline is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 7.4X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4 and 47 days, respectively(SRC). A pKa of 5.3(5) suggests that N-isopropylaniline will partially exist in the protonated form in aqueous environments and the protonated form of N-isopropylaniline is not expected to volatilize from water. According to a classification scheme(6), an estimated BCF of 17(SRC), from an estimated log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-isopropylaniline, which has an estimated vapor pressure of 0.44 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N-isopropylaniline 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 6 hours(SRC), calculated from its estimated rate constant of 6.1X10-11 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3).

Food Survey ValuesN-Isopropylaniline was detected in onions grown in Canada after application of propachlor at concns of 0.01-1.2 mg/kg(1).
Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as primary toxic effect.
Exposure Routes · 2 件

The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.

inhalation, skin absorption, ingestion, skin and/or eye contact

Signs and Symptoms · 5 件

Blue lips, fingernails and skin. Dizziness. Headache. Laboured breathing.

MAY BE ABSORBED! See Inhalation.

Redness. Pain.

Nausea. Further see Inhalation.

irritation eyes, skin; headache, lassitude (weakness, exhaustion), dizziness; cyanosis; ataxia; dyspnea (breathing difficulty) on effort; tachycardia; methemoglobinemia

法規制情報

TSCA Requirements · 2 件

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329.

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. N-Isopropylaniline is included on this list.

安全データ

OEB
B
OEL
TWA: 2 ppm (10 mg/m3) [skin]
wgk
3
tsca
TSCA listed
rtecs
BY4190000
ridadr
2810

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

THE N-ISOPROPYLANILINE METABOLITES AFTER IP INJECTION OF (14)C-LABELED N-ISOPROPYLANILINE-HCL WERE ANALYZED CHROMATOGRAPHICALLY IN COMBINED URINE SAMPLES FROM FOUR RATS EVERY 24 HR FOR A TOTAL OF 96 HR. 24 HR URINE SAMPLES CONTAINED NO METABOLITES. 4-HYDROXY-N-ISOPROPYLANILINE & P-AMINOPHENOL CONSTITUTING THE MAJOR & MINOR METABOLITE WITH 61 & 8, RESPECTIVELY. N-PHENYL-2-AMINOPROPIONIC ACID, A TRACE METABOLITE, REPRESENTED LESS THAN 1 OF THE TOTAL RADIOACTIVITY.

用途と製造

Uses · 2 件

Used in synthesis of dyes for acrylic fibers and other chemicals; [ACGIH]

Dyeing acrylic fibers; chem intermediate

General Manufacturing Information · 2 件

Benzenamine, N-(1-methylethyl)-: ACTIVE

N-Isopropylaniline is also a metabolite of the microbial degradation of the herbicide propachlor.

応用分野 · 4 件

用途合成中間体

用途有機合成原料。

使用N-Isopropylaniline is a microbial metabolite of Propachlor (P757300), an acylanilide herbicide that is used to maintain crop protection from weeds. Propachlor is also known to induce Glutathione (G597951)-dependent cytotoxicity and sister chromatid exchanges in human cells.

一般的な説明N-isopropylaniline is a clear brown liquid. (NTP, 1992)

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