ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /化合物

N,N-ジエチル-1,4-フェニレンジアミン

N,N-Diethyl-p-phenylenediamine

HCID 7120
ノートを作成反応を作成見積依頼を出す
印刷プレビュー

データを補完しています。しばらくしてからページを更新すると最新の内容を表示できます

基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
93-05-0
標準SMILES
CCN(CC)c1ccc(N)cc1
InChIKey
QNGVNLMMEQUVQK-UHFFFAOYSA-N
分子式
C10H16N2
平均分子量
164.25 g/mol
単同位体質量
164.13134851

概要

Reddish brown or black liquid. (NTP, 1992)

名称と識別子

優先名称
N,N-Diethyl-p-phenylenediamine
IUPAC
4-N,4-N-diethylbenzene-1,4-diamine
現地名
N,N-ジエチル-1,4-フェニレンジアミン
英語名
N,N-Diethyl-1,4-phenylenediamine
分子式
C10H16N2
分子量
164.25

名称と別名

93-05-0N,N-DIETHYL-P-PHENYLENEDIAMINEN,N-Diethyl-1,4-phenylenediamine4-Amino-N,N-diethylaniline4-(Diethylamino)anilinep-(Diethylamino)anilinep-Amino-N,N-diethylanilineN,N-Diethyl-4-aminoanilineDiethylaminoanilineN,N-Diethyl-1,4-benzenediamineDTXSID20250581,4-Benzenediamine, N1,N1-diethyl-
名称をさらに表示
N,N-ジエチル-1,4-フェニレンジアミンN,N-ジエチル-p-フェニレンジアミン4-アミノ-N,N-ジエチルアニリンp-(ジエチルアミノ)アニリンN,N-ジエチル-1,4-ベンゼンジアミンp-アミノ-N,N-ジエチルアニリン4-(ジエチルアミノ)アニリン1-(ジエチルアミノ)-4-ベンゼンアミンN,N-ジエチルベンゼン-1,4-ジアミンp-アミノジエチルアニリンN,N-ジエチル-パラ-フェニレンジアミンN,N‐ジエチル‐P‐フェニレンジアミンジエチル-P-フェニレンジアミン溶液 【残留塩素用】DPDN1,N1-diethylbenzene-1,4-diamineHept-1-yn-3-ol1,4-Benzenediamine, N,N-diethyl-DPYD4-DiethylaminoanilineDiethyl-p-phenylenediamineDHPDHASE
p-Phenylenediamine, N,N-diethyl-Diethyl-para-phenylenediaminepara-AminodiethylanilineN,N-Diethyl 4-phenylenediamine0QQA4DFV2JN,N-Diethyl-para-phenylenediamineDTXCID205058NSC-147488

データベース識別子

CAS
93-05-0
PubChem CID
7120
DTXSID
DTXSID2025058
ChEMBL
CHEMBL1452158
UNII
0QQA4DFV2J
EC Number
202-214-1
Nikkaji
J28.419J

物性

構造計算による物性補完中

XLogP
2.2
極性表面積
29.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
3
重原子数
12
形式電荷
0
複雑度
113

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
Density · 2 件

0.988 (NTP, 1992) - Less dense than water; will float

0.988

Color/Form · 2 件

Liquid

Pale yellow liquid

Solubility · 3 件

less than 1 mg/mL at 66 °F (NTP, 1992)

Insol in water; sol in alcohol and ether

Very soluble in benzene

Flash Pointgreater than 230 °F (NTP, 1992)
Boiling Point · 2 件

500 to 504 °F at 760 mmHg (NTP, 1992)

260-262 °C

Melting Point79 to 82 °F (NTP, 1992)
Vapor Pressure0.00298 [mmHg]
Refractive IndexIndex of refraction: 1.5710 @ 20 °C/D
Physical Description · 2 件

Reddish brown or black liquid. (NTP, 1992)

Pale yellow liquid; [HSDB] Reddish-brown or black liquid; [CAMEO] Pale yellow liquid; Turns dark brown on exposure to light and air; [CHEMINFO] Clear very deep brown liquid; [MSDSonline]

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P260, P264, P270, P280, P301+P316, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P264, P270, P280, P301+P316, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 3 件

Chemical: 1,4-Benzenediamine, N,N-diethyl-

Status: Active Update: 02-06-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/7727

4-Amino-N,N-diethylaniline: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Chemicals with limited data availability that may be used in hair dyes overseas: Human health tier II assessment
DOT LabelPoison
Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include skin irritation, dermatitis, and hemorrhaging.
Hazards Summary · 1 件

May cause allergic dermatitis, irritation, and hemorrhage on skin contact; May induce methemoglobinemia; [HSDB] A severe eye irritant, based on animal studies; May cause skin sensitization after prolonged contact, based on a related compound; [CHEMINFO] Can cause burns; [eChemPortal: ESIS] A severe eye irritant; Causes general anesthesia, convulsions, and cyanosis in dermal lethal-dose study of rabbits; Causes convulsions in oral lethal-dose study of cats; [RTECS] Causes burns; Toxic if ingested; May be harmful if absorbed through skin; [Aldrich MSDS]

化学と産業

薬理情報

Metabolism/MetabolitesAN AZOTOBACTER VINELANDII ELECTRON TRANSPORT-ACTIVE 0 R3 FRACTION RAPIDLY OXIDIZED N,N-DIETHYL-P-PHENYLENEDIAMINE.
Absorption, Distribution and ExcretionFOLLOWING IN VIVO APPLICATION OF 1-(14)C-LABELED 4-AMINO-N,N-DIETHYLANILINE TO GUINEA PIG SKIN, BINDING TO EPIDERMAL PROTEINS WAS DEMONSTRATED, ALTHOUGH IT WAS RELATIVELY LABILE, & NO HAPTEN-AMINO ACID ADDUCT COULD BE ISOLATED.

用途と製造

Uses · 4 件

Used as a dye intermediate and in diazo copying processes; [Hawley] Used as an antioxidant/antiozonant, as a developing agent in color photography, and in organic synthesis; [CHEMINFO]

Photographic Processing [Category: Other]

Dye intermediate; source of diazonium compd in diazo copying process

Color photography /Hydrochloride/

Methods of Manufacturing · 2 件

Treatment of diethylaniline with nitrous acid and subsequent reduction.

Reduction of p-nitro-N,N-dimethylaniline

General Manufacturing Information1,4-Benzenediamine, N1,N1-diethyl-: ACTIVE
応用分野 · 3 件

用途染料中間体

使用Dye intermediate, source of diazonium compounds in diazo copying process.

一般的な説明Reddish brown or black liquid.

上流・下流製品情報

上流原料

Nitro塩化ナトリウム

関連反応

45 件
反応記録を作成
HRID 16125 の反応式
HRID 16125反応物としてuspto-grants-2010_06
HRID 16127 の反応式
HRID 16127反応物としてuspto-grants-2010_06
HRID 16129 の反応式
HRID 16129反応物としてuspto-grants-2010_06
HRID 153920 の反応式
HRID 153920反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 162938 の反応式
HRID 162938反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 193408 の反応式
HRID 193408反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 244525 の反応式
HRID 244525反応物としてuspto-grants-2014_02
HRID 268251 の反応式
HRID 268251反応物としてuspto-grants-1976_03
1 / 6 ページ

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
Dissociation ConstantspKa= 7.96 (conjugate acid)
Other Experimental PropertiesColorless needles; soluble in water, alcohol; insoluble in ether /Hydrochloride/

物理化学的性質

融点
19 · 19-21 °C(lit.)
沸点
115 · 115-116 °C5 mm Hg(lit.)
比重(密度)
0.988 g/mL · 0.988 g/mL at 25 °C(lit.)
屈折率
20 · n20/D 1.571(lit.)
闪点
230 °F · >230 °F
貯蔵温度
2 · Keep in dark place,Sealed in dry,2-8°C
溶解性
水:不溶
外見
液体または低融点固体
酸解離定数(Pka)
8.21 · 8.21±0.32(Predicted)
色
クリアイエローブラウン~ダークブラウン
由来生物
rabbit
水溶解度
0.1 g/100 · <0.1 g/100 mL で 19 ºC
BRN
879361 · 879361
Henry's Law Constant
1.9 · 1.9×102 mol/(m3Pa) at 25℃, HSDB (2015)
安定性
安定性 空気と光に敏感。強酸化剤、強酸とは相容れない。
InChI
1S/C10H16N2/c1-3-12(4-2)10-7-5-9(11)6-8-10/h5-8H,3-4,11H2,1-2H3
InChIKey
QNGVNLMMEQUVQK-UHFFFAOYSA-N
SMILES
CCN(CC)c1ccc(N)cc1
CAS データベース
93 · 93-05-0(CAS DataBase Reference)
NISTの化学物質情報
1 · 1,4-Benzenediamine, N,N-diethyl-(93-05-0)
EPAの化学物質情報
N,N-Diethyl-p-phenylenediamine (93-05-0)

化学的性質

化学的特性dark brown to black solid or liquid, depending upon room temperature

Reactive GroupAmines, Aromatic
Reactivity Profile · 1 件

N,N-DIETHYL-P-PHENYLENEDIAMINE 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.

Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 4 件

Acute Tox. 3 (100%)

Acute toxicity - category 3

Acute toxicity (Oral) - Category 3

Acute Tox. 3 *

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide 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 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.

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.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
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 470(SRC), determined from a structure estimation method(2), indicates that the non-protonated form of N,N-diethyl-p-phenylenediamine is expected to have moderate mobility in soil(SRC). Volatilization of N,N-diethyl-p-phenylenediamine from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.3X10-8 atm-cu m/mole(3), using a fragment constant estimation method(3). A pKa of 7.96(5) indicates N,N-diethyl-p-phenylenediamine will exist primarily in the protonated form at pH values of 5 to 9.Cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts. N,N-Diethyl-p-phenylenediamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.0X10-3 mm Hg(SRC), determined from a fragment constant method(4).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 470(SRC), determined from an estimation method(2), indicates that the non-protonated form of N,N-diethyl-p-phenylenediamine is 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 5.3X10-8 atm-cu m/mole(4), developed using a fragment constant estimation method(4). A pKa of 7.96(5) indicates N,N-diethyl-p-phenylenediamine will exist primarily in the ionized form at pH values of 5 to 9. According to a classification scheme(6), an estimated BCF of 11(SRC), from an estimated log Kow of 2.2(7),and a regression-derived equation(8), 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,N-diethyl-p-phenylenediamine, which has an estimated vapor pressure of 3.0X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the vapor-phase in the ambient atmosphere. Vapor-phase N,N-diethyl-p-phenylenediamine 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 2 hours(SRC), calculated from its rate constant of 2.2X10-10 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3). N,N-Diethyl-p-phenylenediamine absorbs light in the environmental spectrum and has the potential for direct photolysis(4).

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc for N,N-diethyl-p-phenylenediamine can be estimated to be 470(SRC). According to a classification scheme(2), this estimated Koc value suggests that the non-protonated form of N,N-diethyl-p-phenylenediamine is expected to have moderate mobility in soil. The pKa of N,N-diethyl-p-phenylenediamine is 7.96(3), indicating that this compound will exist in the cation form. Cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts. Volatilization from moist soil surfaces is not expected to be an important fate process because the cation is not expected to volatilize(SRC).

Artificial Pollution SourcesN,N-Diethyl-p-phenylenediamine's production and use as a dye(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1 件

An estimated BCF of 11 was calculated for N,N-diethyl-p-phenylenediamine(SRC), using an estimated log Kow of 2.2(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 件

The Henry's Law constant for N,N-diethyl-p-phenylenediamine is estimated as 5.3X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that N,N-diethyl-p-phenylenediamine is expected to be essentially nonvolatile from water surfaces(2). N,N-Diethyl-p-phenylenediamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.0X10-3 mm Hg(SRC) determined from a fragment constant method(3).

Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of N,N-diethyl-p-phenylenediamine with photochemically-produced hydroxyl radicals has been estimated as 2.2X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of approximately 2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1).

Probable Routes of Human ExposureOccupational exposure to N,N-diethyl-p-phenylenediamine may occur through inhalation and dermal contact with this compound at workplaces where N,N-diethyl-p-phenylenediamine is produced or used.(SRC)
Environmental Fate/Exposure Summary · 1 件

N,N-Diethyl-p-phenylenediamine's production and use as a dye may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 3.0X10-3 mm Hg at 25 °C indicates N,N-diethyl-p-phenylenediamine will exist solely in the vapor-phase. Vapor-phase N,N-diethyl-p-phenylenediamine will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 2 hours. N,N-Diethyl-p-phenylenediamine absorbs light in the environmental UV spectrum and has the potential for direct photolysis. If released to soil, N,N-diethyl-p-phenylenediamine is expected to have moderate mobility based upon an estimated Koc of 470. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 5.3X10-8 atm-cu m/mole. The pKa of N,N-diethyl-p-phenylenediamine is 7.96, indicating that this compound will exist in the cation form. Cations generally adsorb to organic carbon and clay more strongly than their neutral counterparts. Volatilization from moist soil surfaces is not expected to be an important fate process because the cation is not expected to volatilize. If released into water, N,N-diethyl-p-phenylenediamine is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 11 suggests the potential for bioconcentration in aquatic organisms is low. The general population may be exposed to N,N-diethyl-p-phenylenediamine via dermal contact with this compound and consumer products containing N,N-diethyl-p-phenylenediamine. (SRC)

安全データ

wgk
1
tsca
TSCA listed
rtecs
SS9275000
ridadr
UN 2922 8/PG 2
hs_code
29215190
risk_code
25-34
化審法
(3)-243
消防法
危-4-3-III
hazard_code
T
safety_code
26-36-45
hazard_class
6.1(b)
packing_group
III
Hazard Classifications
Acute Tox. 3 OralEye Dam. 1Skin Corr. 1B
ストレージクラス
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
有毒物質データの
93-05-0(Hazardous Substances Data)
水和物
N,N-ジエチル-4-ニトロソアニリン
鉄粉
4-ニトロ-N,N-ジエチルベンゼンアミン
4,4'-アゾビス(N,N-ジエチルベンゼンアミン)
Propanedioic acid, 2-[[[4-(diethylamino)phenyl]amino]methylene]-, 1,3-diethyl ester
N,N-ジエチルアニリン
N,N-ジエチル-1,4-フェニレンジアミン
1-ブロモ-4-クロロベンゼン
4-フルオロニトロベンゼン

下流製品

N,N-ジエチル-1,4-フェニレンジアミン硫酸塩Propanedinitrile, 2-[2-[2-(4-aminophenyl)ethenyl]-4H-1-benzopyran-4-ylidene]-スルファニル酸ナトリウムアニリンN,N-ジエチル-1,4-フェニレンジアミンN,N-ジエチル-1,4-ベンゼンジアミン·塩酸塩2-[[4-[エチル(2-ヒドロキシエチル)アミノ]フェニル]アゾ]-6-メトキシ-3-メチル-ベンゾチアゾール-3-イウム·メチルスルファートBenzo[a]phenazinium, 9-(diethylamino)-5-[[4-(diethylamino)phenyl]amino]-7-phenyl-, chloride4-[[4-(ジエチルアミノ)フェニル]イミノ]ナフタレン-1(4H)-オン