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ドデシルアミン

Dodecylamine

HCID 13583
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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
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基本情報

CAS
124-22-1
標準SMILES
CCCCCCCCCCCCN
InChIKey
JRBPAEWTRLWTQC-UHFFFAOYSA-N
分子式
C12H27N
平均分子量
185.35 g/mol

概要

Dodecanamine appears as a yellow liquid with an ammonia-like odor. Insoluble in water and less dense than water. Hence floats on water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.

名称と識別子

優先名称
Dodecylamine
IUPAC
dodecan-1-amine
現地名
ドデシルアミン
英語名
Dodecylamine
分子式
C12H27N
分子量
185.35

名称と別名

DODECYLAMINE124-22-11-DodecanamineLaurylamine1-Aminododecanen-DodecylamineLauramineNissan amine BBAlamine 4Monododecylaminen-LaurylamineLaurinamine
名称をさらに表示
ドデシルアミンニッサンアミンBBラウラミン1-ドデカンアミンドデカン-1-アミンラウリルアミンアルメエン12Dアラミン41-アミノドデカンN-ドデシルアミンn-ドデシルアミン(ラウリルアミン)N‐ドデシルアミン1-ドデシルアミン, 98+%dodecan-1-aMineDodecanamine1-DODECYLAMINEN-DODECYLANILINE1-Dideanamine
Armeen 12DKemamine P690Amine BBFarmin 20DLauryl amineDTXSID3021984YWY9OD6A2KDTXCID901984

データベース識別子

CAS
124-22-1、68155-27-1
PubChem CID
13583
DTXSID
DTXSID3021984
ChEMBL
CHEMBL109904
ChEBI
CHEBI:193593
UNII
YWY9OD6A2K
EC Number
204-690-6
Nikkaji
J43.184B

物性

構造計算による物性補完中

XLogP
5.3
極性表面積
26 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
10
重原子数
13
形式電荷
0
複雑度
81.2

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Amines, Aliphatic
Cosmetics · 3 件

Cosmetic ingredients (Lauramine) -> CIR (Cosmetic Ingredient Review)

Personal care product

Antistatic

SpringerMaterials PropertiesBoiling point
LogP4.76
OdorAMINE ODOR
Density · 2 件

0.8015 g/cu cm @ 20 °C/4 °C

0.81 g/cm³

Color/FormOIL
Solubility · 3 件

Miscible in ethanol, ethyl ether, and benzene.

In water, 0.078 g/l at 25 °C and pH 11.8.

Solubility in water: poor

Flash Point352 °F (COC)
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point · 2 件

259 °C

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

This chemical does not meet GHS hazard criteria for 3.7% (32 of 855) of reports.

Danger

H290 (52.4%): May be corrosive to metals [Warning Corrosive to Metals]

P234, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P331, P363, P390, P391, P403+P233, P405, P406, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 855 reports by companies from 26 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危険有害性情報

Regulatory Information · 4 件

Chemical: 1-Dodecanamine

1-Dodecanamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Dodecanamine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 31-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/15915

Dodecylamine: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Primary aliphatic (C12-22) and fatty amines: Human health tier II assessment
DOT LabelCorrosive
Fire Hazards · 2 件

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Fire PotentialCombustible when exposed to heat or flame ...
Health HazardsExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

MONOAMINE...& DIAMINE OXIDASE...OCCUR WIDELY...MOST CONCN IN LIVER, KIDNEY, & INTESTINAL MUCOSA. ...ASSUMED THAT THEY PLAY AN IMPORTANT ROLE IN "DETOXICATION" OF AMINES...AMMONIA FORMED IS CONVERTED TO UREA. HYDROGEN PEROXIDE IS ACTED ON BY CATALASE...ALDEHYDE FORMED /GIVES A/...CARBOXYLIC ACID. /AMINES/

MeSH Pharmacological Classification · 1 件

Agents that modify interfacial tension of water; usually substances that have one lipophilic and one hydrophilic group in the molecule; includes soaps, detergents, emulsifiers, dispersing and wetting agents, and several groups of antiseptics.

Absorption, Distribution and ExcretionAMINES ARE WELL ABSORBED FROM GUT & RESPIRATORY TRACT. /AMINES/

用途と製造

Uses · 5 件

CIR ingredient: Lauramine

Used in cationic surfactants and to make dodecylguanidine acetate (fungicide); [HSDB] Used in dye and pigment production and as a surfactant for non-metallic mineral mining and quarrying; [EPA ChAMPS]

Metal Extraction and Refining [Category: Industry]

CHEM INT FOR THE FUNGICIDE, DODECYLGUANIDINE ACETATE; CHEM INT FOR CATIONIC SURFACTANTS

Cationic surface-active agent.

U.S. Production · 2 件

2023: 100,000 - <250,000 lb

(1971) 3.1X10+8 GRAMS

Consumption PatternsPRIMARILY AS A CHEMICAL INTERMEDIATE FOR THE FUNGICIDE, DODECYLGUANIDINE ACETATE (1976)
Industry UsesIntermediate
Methods of Manufacturing · 2 件

REACTION OF DODECANOIC ACID WITH AMMONIA TO FORM LAURONITRILE, FOLLOWED BY CATALYTIC HYDROGENATION TO FORM DODECYLAMINE

関連反応

312 件
反応記録を作成
HRID 6145 の反応式
HRID 6145反応物としてuspto-grants-1993_09
HRID 6408 の反応式
HRID 6408反応物としてuspto-grants-1993_09
HRID 8100 の反応式
HRID 8100生成物としてuspto-grants-2006_08
HRID 14346 の反応式
HRID 14346反応物としてuspto-grants-2010_06
HRID 26352 の反応式
HRID 26352反応物としてuspto-grants-1979_04
HRID 88807 の反応式
HRID 88807反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 92633 の反応式
HRID 92633反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 96163 の反応式
HRID 96163反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
1 / 39 ページ

化合物ノート

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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
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259 °C

DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.

物理化学的性質

融点
27 · 27-29 °C(lit.)
沸点
247 · 247-249 °C(lit.)
比重(密度)
0.806 g/mL · 0.806 g/mL at 25 °C(lit.)
蒸気圧
64 mm · 64 mm Hg ( 170 °C)
屈折率
1.4421 · 1.4421
闪点
230 °F · >230 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
25 ℃で可溶3.5g/L · 水:25℃で可溶3.5g/L
酸解離定数(Pka)
10.63 · 10.63(at 25℃)
外見
結晶性低融点固体
比重
0.806 · 0.806
色
白い
水溶解度
78 mg/L · 78mg/L(25℃)
BRN
1633576 · 1633576
Henry's Law Constant
3.7 · 3.7×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
安定性
安定。可燃性。酸塩化物、酸、酸無水物、酸化剤とは混和しません。
化粧品成分の機能
帯電防止
InChI
1S/C12H27N/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-13H2,1H3
InChIKey
JRBPAEWTRLWTQC-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCCN
LogP
4.33 at · 4.33 at 25℃
CAS データベース
124 · 124-22-1(CAS DataBase Reference)
NISTの化学物質情報
1 · 1-Dodecanamine(124-22-1)
EPAの化学物質情報
Dodecylamine (124-22-1)

化学的性質

化学的特性Dodecylamine is a solid white odor ammoniacal melting at a temperature between 27 and 31°C.In liquid state, dodecylamine has a yellow color and an oily appearance, dodecylamin's boiling point being 259° C.

Hazards Summary · 1 件

A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause pulmonary edema; [ICSC] Severe skin irritation and necrosis observed in animals; Emergency treatment: Corrosives-alkaline; [HSDB] No deaths observed in rats dosed by gavage at 2000 mg/kg; Non-hydroxylated fatty nitrogen derived amines: Low acute oral and dermal toxicity in animals; [EPA ChAMPS] A severe skin and eye irritant; [RTECS]

Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile · 1 件

DODECANAMINE 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.

Chemical DangersDecomposes on burning. This produces toxic fumes including nitrogen oxides. The solution in water is a weak base. Reacts with acids, acid anhydrides, acid chlorides and oxidants.
DOT Hazard Classification · 2 件

1-Dodecylamine

Marine pollutant

Air and Water ReactionsInsoluble in water.

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer 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. Give one or two glasses of water to drink. Refer for medical attention .

First AidExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Safe StorageSeparated from acids, acid anhydrides, acid chlorides and oxidants. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Fire Fighting ProceduresTo fight fire, use foam, carbon dioxide, dry chemical.
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
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.

Spillage Disposal · 1 件

Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Sweep spilled substance into covered sealable containers. Carefully collect remainder. Then store and dispose of according to local regulations.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Eye PreventionWear face shield or eye protection in combination with breathing protection.
Fire PreventionNO open flames.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 9,300(SRC) determined from an estimated log Kow of 4.8(2,SRC) and a regression-derived equation(3) indicates that dodecylamine is expected to be immobile in soil(SRC). A pKa of 10.63(4) indicates dodecylamine will exist predominately in the protonated form at environmental pHs and as a result, volatilization from moist soil surfaces is not expected to be an important fate process(SRC). Dodecylamine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 8.05X10-3 mm Hg(5). A 60% of theoretical BOD in an activated sludge inoculum over a 12 day incubation period suggests that dodecylamine may biodegrade in soil(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 9,300(SRC) determined from an estimated log Kow of 4.8(2,SRC) and a regression-derived equation(3) indicates that dodecylamine is expected to adsorb to suspended solids and sediment in the water column(SRC). A pKa of 10.63(4) indicates that volatilization from water surfaces is not expected to be an important fate process since this compound will exist predominately in the protonated form at environmental pHs(SRC). According to a classification scheme(5), an estimated BCF of 2,400(3,SRC), from an estimated log Kow(2,SRC), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). A 60% of theoretical BOD in an activated sludge inoculum over a 12 day incubation period, suggests that dodecylamine may biodegrade in water(6).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), dodecylamine, which has a vapor pressure of 8.05X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase dodecylamine 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 8.4 hours(SRC) from its rate constant of 4.6X10-11 cu cm/molecule-sec estimated using a structure estimation method(3).

Food Survey Values · 1 件

Dodecylamine was detected in the following samples of mixed pickles, mg/kg: cucumber in aromatic vinegar, 2.7; cucumber in aromatic vinegar brine, 1.9 mg/l; pepperoni, 6.4; pepperoni brine, 0.7 mg/l; pickled onions, 3.6; pickled onions brine, 0.1 mg/l(1).

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesThe substance can be absorbed into the body by ingestion.
Toxicity Summary · 2 件

The safety of Lauramine and Stearamine has not been documented and substantiated. The CIR Expert Panel cannot conclude whether these ingredients are safe for use in cosmetic products until the appropriate safety data have been obtained and evaluated.

The available data are insufficient to support safety

Signs and Symptoms · 4 件

Burning sensation. Cough. Sore throat. Laboured breathing. Shortness of breath. Symptoms may be delayed.

Redness. Pain. Skin burns.

Redness. Pain. Severe deep burns.

Abdominal pain. Burning sensation. Shock or collapse.

ICSC Environmental DataThe substance is very toxic to aquatic organisms. The substance may cause long-term effects in the aquatic environment.
Soil Adsorption/Mobility · 1 件

The Koc of dodecylamine is estimated as 9,300(SRC), using an estimated log Kow of 4.8(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that dodecylamine is expected to be immobile in soil. An H-Type isotherm was observed for the sorption of dodecylamine to sodium montmorillonite in aqueous solution; this type of isotherm indicates that the solute is preferentially sorbed to such an extent that no measurable amount remains in solution(4).

Artificial Pollution SourcesDodecylamine's production and use as a cationic surface-active agent(1) may result in its release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 件

A 60% of theoretical BOD (30 ppm dodecylamine) in an activated sludge inoculum over a 12 day incubation period, suggests that dodecylamine may biodegrade in the environment(1). No biodegradation was observed for 100 ppm dodecylamine in an activated sludge over a 12 day incubation period(1).

Environmental Bioconcentration · 1 件

An estimated BCF of 2,400 was calculated for dodecylamine(SRC), using an estimated log Kow of 4.8(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is very high.

Volatilization from Water/Soil · 1 件

The Henry's Law constant for dodecylamine is estimated as 2.7X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(1). This Henry's Law constant indicates that the neutral form of dodecylamine is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as approximately 14 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 110 days(SRC). A pKa of 10.63(3) indicates dodecylamine will exist predominately in the protonated form at environmental pHs and therefore volatilization from water and moist soil surfaces is not expected to be an important fate process(SRC). Dodecylamine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 8.05X10-3 mm Hg(4).

安全データ

F
10-34
wgk
2
tsca
TSCA listed
rtecs
JR6475000
ridadr
UN 3259 8/PG 3
毒性
LD50 orally in Rabbit: 1020 mg/kg
hs_code
29211980
risk_code
22-34-50/53-20/21/22-65-48/22-37-35
化審法
(2)-133 優先評価化学物質
hazard_code
C,N
safety_code
26-36/37/39-45-60-61-62
hazard_class
8
packing_group
II
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Asp. Tox. 1Eye Dam. 1Skin Corr. 1BSTOT RE 2 OralSTOT SE 3
ストレージクラス
8A - Combustible corrosive hazardous materials
有毒物質データの
124-22-1(Hazardous Substances Data)

Lauric acid, broad cut/lauric acid, narrow cut + ammonia (nitrile formation/hydrogenation).

Use ClassificationCosmetics -> Antistatic
General Manufacturing Information · 4 件

All Other Basic Organic Chemical Manufacturing

1-Dodecanamine: ACTIVE

WASTEWATER CONTAINING 1 G UO2/L WAS TREATED WITH DODECYLAMINE ACETATE (50 MG) & 20 MG TAKASA FROTH. UO2 RECOVERY IN FROTH WAS 98%.

EVALUATED FOR INHIBITORY ACTIVITY AGAINST S MUTANS 6715, DODECYLAMINE SHOWED GOOD ACTIVITY. FURTHER IN VITRO STUDIES AGAINST OTHER PLAQUE-FORMING BACTERIA ARE NEEDED TO DETERMINE BEST CLINICAL AGENT.

応用分野 · 2 件

用途有機合成原料。

一般的な説明Dodecylamine is a yellow liquid with an ammonia-like odor. Insoluble in water and less dense than water. Hence floats on water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion, inhalation or skin absorption. Used to make other chemicals.

上流・下流製品情報

上流原料

ラウロニトリルラウリン酸シリカゲル4-クロロベンズアルデヒドN-ドデシルドデカンアミド

下流製品

ラウロニトリルトリドデシルアミン3-(ドデシルアミノ)プロパン酸ラウリルジメチルアミンN-オキシドN,N'-ジドデシルエタンビスチオアミドジメチルオクタデシルアミンN-オキシドNα-ベンゾイル-L-アルギニンN-(2-ヒドロキシエチル)ドデシルアミンアルジモルフメチルドデシルアミンN,N-ジドデシルメチルアミン