ホルムアニリド

Formanilide

HCID 7671CAS 103-70-8

基本情報

標準SMILES
O=CNc1ccccc1
InChIKey
DYDNPESBYVVLBO-UHFFFAOYSA-N
分子式
C7H7NO
平均分子量
121.14 g/mol
単同位体質量
121.05276384

概要

Formanilide is a white crystalline solid. (NTP, 1992)

名称と識別子

優先名称
Formanilide
IUPAC
N-phenylformamide
現地名
ホルムアニリド
英語名
FORMANILIDE
分子式
C7H7NO
分子量
121.14

名称と別名

FormanilideN-PHENYLFORMAMIDE103-70-8N-FormylanilinePhenyl formamideFormylanilineCarbanilaldehydeFormamidobenzeneAniline, N-formyl-DTXSID30253382805XEA9CLNSC-8862
名称をさらに表示
ホルムアニリドN-フェニルホルムアミドホルマニリドアニリノホルムアルデヒドN-ホルミルアニリン(フェニルアミノ)ホルムアルデヒドカルバニルアルデヒドAnilinoformaldehydeNSC 8862NSC 203239FormamilideFORMANILINE
DTXCID205338CHEBI:42416RefChem:830993203-136-0Formamide, N-phenyl-N-phenyl-formamidephenylformamideMFCD00003276

データベース識別子

CAS
103-70-8
PubChem CID
7671
DTXSID
DTXSID3025338
ChEMBL
CHEMBL1232659
ChEBI
CHEBI:42416
UNII
2805XEA9CL
EC Number
203-136-0
Nikkaji
J28.435A

物性

構造計算による物性

XLogP
1.2
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
9

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP · 2 件

log Kow= 1.15

1.2

Density · 2 件

1.144 at 68 °F (NTP, 1992) - Denser than water; will sink

1.186 @ 50 °C

Viscosity1.65 mN/s/m @ 20 °C
Color/FormWhite crystals

物理化学的性質

融点
46 · 46-48 °C(lit.)
沸点
166 °C14 · 166 °C14 mm Hg(lit.)
比重(密度)
1.144 g/mL · 1.144 g/mL at 25 °C(lit.)
屈折率
1.5908 · 1.5908 (estimate)
闪点
230 °F · >230 °F
貯蔵温度
2 · Sealed in dry,2-8°C

化学的性質

化学的特性white or light yellow crystals or powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 37.5% (3 of 8) of reports.

Warning

H302 (62.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 8 reports by companies from 3 notifications to the ECHA C&L Inventory.

危険有害性情報

Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Exposure to this chemical may cause cyanosis, headache, dizziness, confusion, decreased blood pressure, convulsions and coma. (NTP, 1992)
Hazards SummaryEmergency treatment: Symptomatic drug ingestion; [HSDB] Causes somnolence, muscle weakness, and respiratory stimulation in intravenous lethal-dose studies of dogs; [RTECS] May cause irritation; [Alfa Aesar MSDS] See N-Methylformamide.
Reactive GroupAmides and Imides
Reactivity Profile · 1 件

FORMANILIDE is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides 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 ReactionsThis chemical may be sensitive to prolonged exposure to air. (NTP, 1992). Soluble in water.

安全と保護具

Fire FightingFires involving this chemical can be controlled with a dry chemical, carbon dioxide, foam or Halon extinguisher. (NTP, 1992)
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 should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated 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.

Disposal Methods · 1 件

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.

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. (NTP, 1992)

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from an measured log Kow of 1.15(2) and a regression-derived equation(3), indicates that N- phenylformamide is expected to have high mobility in soil(SRC). Volatilization of N-phenylformamide from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.45X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(4). N-Phenylformamide is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.57X10-3 mm Hg(5). N-Phenylformamide, present at 20 mg/l in water, eliminated 100% of dissolved organic carbon in 4 weeks using the modified OECD screening test(6). Therefore, this compound may biodegrade in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a log Kow of 1.15(2) and a regression-derived equation(3), indicates that N-phenylformamide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 8.45X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 2(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). N-Phenylformamide is expected to undergo slow chemical hydrolysis(7). The hydrolysis half-life in water at 55 °C and pH 5-9 has been estimated to be on the order of 29-146 days(7). N-Phenylformamide, present at 20 mg/l, eliminated 100% of dissolved organic carbon in 4 weeks using the modified OECD screening test(8). Therefore, this compound is expected to biodegrade in the environment(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-phenylformamide, which has a vapor pressure of 3.57X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase N-phenylformamide 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 9 hours(SRC), calculated from its rate constant of 43X10-12 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3).

Effluent ConcentrationsN-Phenylformamide has been detected, but not quantified, in US wastewater treatment effluent(1).
Soil Adsorption/Mobility · 1 件

The Koc of N-phenylformamide is estimated as 100(SRC), using a log Kow of 1.15(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that N-phenylformamide is expected to have high mobility in soil(SRC).

Artificial Pollution Sources · 1 件

N-Phenylformamide's production and use as a feedstock for chemical synthesis(1) may result in its release to the environment through various waste streams(SRC). N-Phenylformamide's production and former use as an analgesic and antipyretic(2) may have resulted in its release to the environment through various waste streams(SRC). N-Phenylformamide has been detected, but not quantified, in US wastewater treatment effluent(3).

Environmental BiodegradationAEROBIC: In a modified OECD screening test with N-phenylformamide, present at 20 mg/l, 100% of dissolved organic carbon was removed in 4 weeks(1). Therefore, this compound is expected to biodegrade in the environment(SRC).
Environmental Bioconcentration · 1 件

An estimated BCF of 2 was calculated for N-phenylformamide(SRC), using a log Kow of 1.15(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).

安全データ

F
8
wgk
2
tsca
TSCA listed
rtecs
BY1780000
hs_code
29242990
risk_code
22

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

AGMENELLUM QUADRUPLICATUM STRAIN PR-6 & OSCILLATORIA SPECIES STRAIN JCM GROWN PHOTOAUTOTROPHICALLY IN PRESENCE OF ANILINE METABOLIZED ANILINE TO FORMANILIDE.

JERINA, DM, DALY, JW & WITKOP, B; BIOCHEMISTRY 10, (l971) YIELDS N-(P-HYDROXYPHENYL)FORMAMIDE IN LIVER: /FROM TABLE/

用途と製造

Uses · 4 件

Used for chemical synthesis and formerly as a local anesthetic, analgesic, and antipyretic; [HSDB]

Feedstock for chemical synthesis

Analgesic and antipyretic

MEDICATION

Methods of ManufacturingReview on methods of preparation: de Jonge et al, Rec Trav Chim 75, 5 (1956).
General Manufacturing InformationFormamide, N-phenyl-: ACTIVE
応用分野 · 3 件

用途有機合成原料。

使用Formanilide was used to study the zero electron kinetic energy(ZEKE) spectra of cis- and trans-formanilide. It was used to investigate the gas-phase structures of the two isomers of the trans-formanilide-water complex by two-colour (1+1′) resonance enhanced multiphoton ionisation (REMPI) and ZEKE spectroscopy.

一般的な説明White crystalline solid.

調製方法

純化方法Crystallise formanilide from Et2O (m 45.3o), Et2O/pet ether (m 46o), pet ether (m 47.6o), ligroin/xylene, or distil it preferably under reduced pressure. [Beilstein 12 H 230, 12 II 135, 12 III 453.]

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補足説明

定義ChEBI: A member of the class of formamides that is formamide in which one of the amino hydrogens is replaced by a phenyl group.

関連反応

75 件

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