o-アセトトルイジン

N-acetyl-o-toluidine

HCID 8443CAS 120-66-1

基本情報

標準SMILES
CC(=O)Nc1ccccc1C
InChIKey
BPEXTIMJLDWDTL-UHFFFAOYSA-N
分子式
C9H11NO
平均分子量
149.19 g/mol
単同位体質量
149.08406397

概要

O-acetotoluidide appears as colorless crystals. Insoluble in water. (NTP, 1992)

名称と識別子

優先名称
N-acetyl-o-toluidine
IUPAC
N-(2-methylphenyl)acetamide
現地名
o-アセトトルイジン
英語名
2-Methylacetanilide
分子式
C9H11NO
分子量
149.19

名称と別名

120-66-1o-AcetotoluidideN-(2-Methylphenyl)acetamide2'-Methylacetanilideo-AcetotoluideN-ACETYL-O-TOLUIDINEo-MethylacetanilideAcetyl-o-toluidineN-o-TolylacetamideAcetamide, N-(2-methylphenyl)-N-Acetyl-2-toluidineN-Acetyl-o-toludine
名称をさらに表示
o-アセトトルイジンN-(o-トリル)アセトアミド2-アセチルアミノトルエンN-o-トリルアセトアミドN-(o-メチルフェニル)アセトアミドN-アセチル-o-トルイジンo-アセトトルイドo-メチルアセトアニリドo-アセトトルイジドN-アセチル-2-メチルアニリンN-(2-メチルフェニル)アセトアミド2'-メチルアセトアニリド2-アセトトルイジンo-メチルアセトアニリ2-MethylacetanilineAcet-o-toluidideO-TOLYLACETAMIDEO-ACETOTOLUIDINE2-ACETOTOLUIDINE2-ACETAMIDOTOLUENE
2`-MethylacetanilideN-Acetoxy-2-toluidineNSC 3365CCRIS 1237DTXSID1024413HSDB 4256EINECS 204-414-4AI3-03946

データベース識別子

CAS
120-66-1
PubChem CID
8443
DTXSID
DTXSID1024413
ChEMBL
CHEMBL1568309
ChEBI
CHEBI:189137
UNII
425I3L2A81
EC Number
204-414-4
Nikkaji
J5.330I

物性

構造計算による物性

XLogP
0.9
極性表面積
29.1 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
1
重原子数
11

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Other Aromatics (Nitrogen)

Dye

SpringerMaterials PropertiesBoiling point
Density · 2 件

1.168 (NTP, 1992) - Denser than water; will sink

1.168 @ 15 °C

Color/Form · 2 件

CRYSTALS

COLORLESS

Solubility · 4 件

Insoluble (NTP, 1992)

SLIGHTLY SOL IN WATER; SOL IN ALC, CHLOROFORM, ETHER

SOL IN BENZENE, GLACIAL ACETIC ACID

INSOL IN HOT WATER

Boiling Point · 2 件

565 °F at 760 mmHg (NTP, 1992)

296 °C

物理化学的性質

融点
109 · 109-112 °C
沸点
296 °C · 296 °C
比重(密度)
1.16 · 1.16
屈折率
1.5279 · 1.5279 (estimate)
闪点
296 °C · 296°C
貯蔵温度
Sealed in dry,Room Temperature

化学的性質

化学的特性WHITE TO OFF-WHITE CRYSTALLINE POWDER

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

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

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, 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 543 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationChemical: Acetamide, N-(2-methylphenyl)-
Health HazardsACUTE/CHRONIC HAZARDS: Toxic. Hazardous decomposition products. (NTP, 1992)
Hazards SummaryEnlarged livers with severe hydropic swelling and fatty changes observed in rats at high doses (44-fold excess molar dose); [HSDB] A skin and strong eye irritant; [Alfa Aesar MSDS]
Reactive GroupAmides and Imides
Reactivity Profile · 1 件

O-ACETOTOLUIDIDE is an amide. Amides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Air and Water ReactionsWater insoluble.

安全と保護具

First Aid · 1 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.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, 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 alcohol followed by washing with a strong 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.

Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter.

毒性情報

InteractionsO-ACETOTOLUIDIDE WAS, AMONG ISOMERS, THAT PREVENTED DEATH OF RATS DUE TO TOXICITY OF 300 PPM OF N-2-FLUORENYLACETAMIDE.
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Non-Human Toxicity ExcerptsA 44-FOLD MOLAR EXCESS DOSE OF O-ACETOTOLUIDIDE PRODUCED IN RATS ENLARGED LIVERS WITH MARKED HYDROPIC SWELLING & FATTY CHANGES.

安全データ

tsca
TSCA listed
rtecs
AN2900000
毒性
mma-sat 1 mg/plate NTPTB* JAN 82
hs_code
29242990
risk_code
36/37/38-22
hazard_code
Xn

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

YIELDS N-ACETYLANTHRANILIC ACID IN RABBIT; BRAY, HG, & THORPE, WV, BIOCHEM J, 43, 211 (1948). /FROM TABLE/

FOLLOWING SINGLE DOSE (400 MG/KG SUBCUTANEOUS) OF O-(METHYL-(14)C)TOLUIDINE TO MALE F344 RAS, N-ACETYL-O-TOLUIDINE WAS PRODUCED AS A METABOLITE.

Absorption, Distribution and ExcretionAFTER 48 HR FOLLOWING SC INJECTION OF 400 MG/KG OF O-(METHYL-(14)C)TOLUIDINE TO MALE RATS, 83.9% APPEARED IN URINE, 3.3% IN FECES & 1.4% WAS EXHALED.

用途と製造

Uses · 2 件

Used to make dyes; [HSDB]

CHEM INT FOR DYES, EG, C.I. SULFUR YELLOW 12

U.S. Exports · 2 件

(1977) No Data

(1979) No Data

U.S. Imports · 2 件

(1977) No Data

(1979) No Data

U.S. Production · 2 件

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Methods of ManufacturingREACTION OF GLACIAL ACETIC ACID WITH O-TOLUIDINE
Formulations/PreparationsGRADE: TECHNICAL.

応用分野

使用o-Methylacetanilide is a substituted acetanilide that is used as precursor for various pharmaceuticals including their intermediates.

一般的な説明Colorless crystals. Insoluble in water.

調製方法

純化方法Crystallise the toluidide from hot H2O (solubility 1g/210mL), EtOH or aqueous EtOH. UV: max 230 and 280nm (EtOH). [Beilstein 12 H 792, 12 I 376, 12 II 439, 12 III 1853, 12 IV 1755.]

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関連反応

16 件

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