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1-아미노옥타데칸

Octadecylamine

HCID 15793
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
124-30-1
표준 SMILES
CCCCCCCCCCCCCCCCCCN
InChIKey
REYJJPSVUYRZGE-UHFFFAOYSA-N
분자식
C18H39N
평균 분자량
269.5 g/mol
단동위원소 질량
269.30825025

개요

Octadecylamine appears as a white solid. 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. Used to make other chemicals.

이름 및 식별자

우선 이름
Octadecylamine
IUPAC
octadecan-1-amine
현지명
1-아미노옥타데칸
영어명
Octadecanamine
분자식
C18H39N
분자량
269.51

이름 및 동의어

OCTADECYLAMINEoctadecan-1-amine124-30-11-OctadecanamineStearylamineStearamine1-Octadecylamine1-Aminooctadecanen-OctadecylamineStearyl amineArmofilmn-Stearylamine
이름 더 보기
옥타데실아민1-아미노옥타데칸스테아라민스타아라민OctadecyLA18EighteenaMineFENTAMINE A18
MonooctadecylamineArmeen 18DNissan amine ABOktadecylaminAlamine 7Alamine 7DNoram SHAdogenen 142

데이터베이스 식별자

CAS
124-30-1、61788-45-2
PubChem CID
15793
DTXSID
DTXSID1025801
ChEMBL
CHEMBL55860
ChEBI
CHEBI:63866
UNII
FFV58UNY7O
EC Number
204-695-3
Nikkaji
J10.159A

물성

구조 계산 물성보충 중

XLogP
8.5
극성 표면적
26 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
16
무거운 원자 수
19
형식 전하
0
복잡도
145

실험 및 물리화학적 성질

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

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

Personal care product

Antistatic

LogP7.7
Food AdditivesBOILER WATER ADDITIVE -> FDA Substance added to food
Density · 3건

0.8618 at 68 °F (NTP, 1992) - Less dense than water; will float

0.8618 @ 20 °C/4 °C

0.86 g/cm³

Solubility · 3건

less than 1 mg/mL at 72 °F (NTP, 1992)

Insol in water; sol in alcohol, ether, benzene; very sol in chloroform; miscible in acetone

Solubility in water: very poor

Flash Point · 2건

300 °F (NTP, 1992)

148 °C c.c.

Boiling Point · 3건

660 °F at 760 mmHg (NTP, 1992)

346.8 °C @ 760 mm Hg

346.8 °C

DecompositionWhen heated to decomposition it emits toxic fumes of nitroxides.

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Danger

H304: May be fatal if swallowed and enters airways [Danger Aspiration hazard]

P260, P264, P264+P265, P273, P280, P301+P316, P302+P352, P305+P354+P338, P317, P319, P321, P331, P332+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.8% (7 of 907) of reports.

Danger

H302 (49.3%): Harmful if swallowed [Warning Acute toxicity, oral]

유해성 정보

Regulatory Information · 4건

Chemical: 1-Octadecanamine

1-Octadecanamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Octadecanamine 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: 12-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14418

1-Octadecanamine: HSNO Approval: HSR001542 Approved with controls

Other Safety InformationIMAP assessments - 1-Octadecyl- and hydrogenated tallow alkyl- amines: Human health tier II assessment
DOT LabelCorrosive
Fire Hazards · 2건

This compound is combustible. (NTP, 1992)

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

Health HazardsACUTE/CHRONIC HAZARDS: Exposure to this compound may cause sensitization of the skin. (NTP, 1992)
Hazards Summary · 1건

A skin, eye, and respiratory tract irritant; [ICSC] May cause skin sensitization; A primary skin irritant in animals; A 2-year feeding study of rats showed no adverse effects to food consumption, hematology, or histopathology at 500 ppm; Effects at 3000 ppm include anorexia and some histological changes to GI tract, mesenteric nodes, and liver; [HSDB] A moderate skin irritant in rabbits; [RTECS] A skin irritant that may cause serious eye injury; Not likely to induce skin sensitization; No evidence of mutagenicity; Not likely to have carcinogenic potential or reproductive toxicity; [ECHA] An irritant; Harmful if swallowed; [Alfa Aesar MSDS]

화학 및 산업

약리 정보

Cellular LocationsMembrane

용도 및 제조

Uses · 6건

CIR ingredient: Stearamine

Used as a corrosion inhibitor (steam systems), mold releasing agent (manufacturing of battery cases), anti-caking and flotation agent, anti-stripping agent (asphalt emulsions for highways), and chemical intermediate; Also used for various applications in the petroleum industry; [HSDB] Used for metal extraction, refining, and processing of metals; [IUCLID]

Petroleum Production and Refining [Category: Industry]

ANTICORROSIVE AGENT

MOLD RELEASE AGENT IN MFR OF BATTERY CASES; CORROSION INHIBITOR IN STEAM PLANTS; CHEMICAL INTERMEDIATE FOR OCTADECYL ISOCYANATE; CHEMICAL INTERMEDIATE FOR OTHER SURFACE-ACTIVE AGENTS; ANTICAKING AGENT; FLOTATION AGENT; AGENT IN VARIOUS ASPECTS OF PETROLEUM INDUSTRY; ANTISTRIPPING AGENT IN ASPHALT EMULSIONS FOR HIGHWAYS

Surface protection against condensate corrosion in steam systems.

U.S. Production · 4건

2023: 550,000 - <1,000,000 lb

(1972) 2.46X10+8 GRAMS

(1975) PROBABLY GREATER THAN 1.36X10+6 GRAMS

(1984) 1.11X10+9 g

Industry UsesEmulsifier
Methods of ManufacturingCATALYTIC HYDROGENATION OF STEARYL NITRILE
Use ClassificationCosmetics -> Antistatic
General Manufacturing Information · 3건

All Other Chemical Product and Preparation Manufacturing

1-Octadecanamine: ACTIVE

EIGHTEEN CARBON STRAIGHT CHAIN AMINE SOMETIMES USED AS ANTICORROSIVE AGENT IN LIVE STEAM LINES.

응용 분야

용도Octadecylamine is used in biological studies for the formation of ion pairing as alternative to improve encapsulation and stability and to reduce skin irritation of retinoic acid loaded in solid lipid nanoparticles.

관련 반응

158건
반응 기록 만들기
HRID 40424 반응식
HRID 40424반응물로uspto-grants-2013_09
HRID 51196 반응식
HRID 51196반응물로uspto-grants-2004_03
HRID 74713 반응식
HRID 74713반응물로uspto-grants-2014_09
HRID 111751 반응식
HRID 111751반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 125054 반응식
HRID 125054반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 125464 반응식
HRID 125464반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 128894 반응식
HRID 128894반응물로uspto-grants-1995_11
HRID 130266 반응식
HRID 130266반응물로uspto-grants-2008_06
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화합물 노트

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Melting Point · 4건

120 to 126 °F (NTP, 1992)

52.9 °C

49 - 52 °C

52.9 °C

Vapor Density9.29 (NTP, 1992) - Heavier than air; will sink (Relative to Air)
Vapor Pressure0.0000438 [mmHg]

물리화학적 성질

녹는점
50 · 50-52 °C(lit.)
끓는 점
232 °C32 · 232 °C32 mm Hg(lit.)
밀도
0.862 · 0.862
증기압
10 mm · 10 mm Hg ( 72 °C)
굴절률
1.4522 · 1.4522
인화점
300 °F · 300 °F
저장 조건
30 °C · Store below +30°C.
물리적 상태
작은 입상 고체
산도 계수 (pKa)
10.6 · 10.6(at 25℃)
색상
하얀색
수용성
실질적으로 불용성
BRN
636111 · 636111
Henry's Law Constant
1 · 1.0×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
화장품 원료 기능
대전방지제
InChI
1S/C18H39N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h2-19H2,1H3
InChIKey
REYJJPSVUYRZGE-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCCCCCCCCN
LogP
4.33 at · 4.33 at 25℃
NIST
1 · 1-Octadecanamine(124-30-1)
EPA
Stearamine (124-30-1)

화학적 성질

White prills

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

OCTADECYLAMINE 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.
Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories · 5건

Acute Tox. 4 (49.3%)

Aspiration hazard - category 1

Skin corrosion/irritation - Category 2

Serious eye damage/eye irritation - Category 1

Asp. Tox. 1

안전 및 보호

Fire Fighting · 2건

Fires involving this compound can be controlled with dry chemical, carbon dioxide or Halon extinguishers. (NTP, 1992)

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4건

Fresh air, rest.

Rinse and then wash skin with water and soap.

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

Rinse mouth. Give one or two glasses of water to drink.

First Aid · 1건

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.

Safe StorageSeparated from acids, acid anhydrides, acid chlorides and oxidants.
Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then dampen the solid spill material with toluene, then transfer the dampened material to a suitable container. Use absorbent paper dampened with toluene to pick up any remaining 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 toluene 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 · 1건

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 · 1건

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. 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 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Eye PreventionWear safety goggles.
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.
Skin PreventionProtective gloves.

독성 정보

InteractionsIF (3)H-METHOTREXATE IS COMPLETELY ENTRAPPED IN LIPOSOMES CONCN OF DRUG IN LIVER & SPLEEN INCR. IF DICETYL PHOSPHATE IN LIPOSOMES IS REPLACED BY STEARYLAMINE GREATER PROP OF LIPOSOMES IS TAKEN UP BY LIVER & SPLEEN.
Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated log Koc value of 5.5(SRC), determined from an estimated log Kow of 7.7(2,SRC) and a regression-derived equation(3), indicates that octadecylamine is expected to be immobile in soil(SRC). A pKa value of 10.65(4) indicates that the protonated form will be the dominant species in moist soil surfaces and cationic molecules generally adsorb strongly to soils(SRC). Volatilization of octadecylamine from moist soil surfaces is not expected to be an important fate process since the protonated form is expected to be the dominant species based on the pKa value(4). Volatilization of octadecylamine from dry soil surfaces is not expected(SRC) based upon the estimated vapor pressure of 4.4X10-5 mm Hg at 25 °C(5). A 32% of theoretical BOD in an activated sludge inoculum was observed over a 15-day incubation period(6), suggesting that biodegradation may be rapid in the environment(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated log Koc value of 5.5(SRC), determined from an estimated log Kow of 7.7(2,SRC) and a regression-derived equation(3), indicates that octadecylamine is expected to adsorb to suspended solids and sediment in water(SRC). A pKa value of 10.65(4) indicates that the protonated form will be the dominant species in water and volatilization from water surfaces is not expected to be an important fate process(SRC). According to a classification scheme(5), an estimated log BCF of 5.6(3,SRC), from its estimated log Kow(2,SRC), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). A 32% of theoretical BOD in an activated sludge inoculum was observed over a 15-day incubation period(6), suggesting that biodegradation may be rapid in the environment(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), octadecylamine, which has an estimated vapor pressure of 4.4X10-5 mm Hg at 25 °C(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase octadecylamine 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 10 hours(SRC) from its estimated rate constant of 3.4X10-11 cu cm/molecule-sec at 25 °C(SRC), determined from a structure estimation method(3). Particulate-phase octadecylamine will be removed from the atmosphere by wet and dry depostion(SRC).

Exposure RoutesThe substance can be absorbed into the body by ingestion.
Toxicity Summary · 2건

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 · 3건

Cough. Sore throat.

Redness. Pain.

Redness. Pain.

ICSC Environmental DataEnvironmental effects from the substance have not been investigated adequately.
Soil Adsorption/Mobility · 1건

The Koc of octadecylamine is estimated as approximately 3.198X10+5(SRC), using an estimated log Kow of 7.7(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that octadecylamine is expected to be immobile in soil(SRC).

Human Toxicity Excerpts · 2건

SAID TO BE PRIMARY SKIN SENSITIZER.

The effects of non-drug-containing liposomes of different compositions and sizes on the proliferation of nine cancer-derived and one normal cultured human cell lines were determined. Stearylamine- and cardiolipin-containing liposomes were toxic (ID50) at 200 uM liposomal lipid concentrations or less ...

Artificial Pollution SourcesOctadecylamine's production and use as a corrosion protection agent in steam plants(1) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationA 32& of theoretical BOD using an activated sludge inoculum was observed for octadecylamine over a 15-day incubation period(1), suggesting that biodegradation may be rapid in the environment(SRC).
Environmental Bioconcentration · 1건

An estimated log BCF of 5.6 was calculated for octadecylamine(SRC), using an estimated log Kow of 7.7(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 low(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for octadecylamine is estimated as 9.4X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(1). This Henry's Law constant indicates that the neutral form of octadecylamine 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 6 hours(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 approximately 167 hours(SRC). A pKa of 10.65(3) indicates octadecylamine 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). Octadecylamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.4X10-5 mm Hg at 25 °C(4).

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
RG4150000
ridadr
3259
독성
LD50 orally in Rabbit: 2395 mg/kg
HS 번호
29211980
risk_code
36/37/38-41-38-65-50/53-48/22
hazard_code
Xi,N,Xn
safety_code
26-36-37/39-28B-62-61-60-36/37/39
포장분류
III
위험 등급
8
기존화학 물질
KE-26325
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Asp. Tox. 1Eye Dam. 1Skin Irrit. 2STOT RE 2
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
124-30-1(Hazardous Substances Data)

일반 설명A white solid. 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. Used to make other chemicals.

제조 방법

생산 방법Octadecylamine is manufactured under the trade names of Adogen 142D (Ashland), Alamine 7D (General Mills), Armeen 18D (Armak), Kemamine P- 990D (Humko), and Jetamine 18D (Jetco).

상·하류 제품 정보

상류 원료

STEARONITRILE스테아르산Dilute hydrochloric acid1H-이소인돌-1,3(2H)-디온,2-옥타데실-올레일아민

하류 제품

polyesters containing quarternary ammonium groupsSolvent Yellow 98N,N-디메틸-1-옥타데칸아민염화 벤질디메틸옥타데실암모늄Antistatic agent SNsoftener DMD옥타데실이소시아네이트softening agent HCdimethyl disixdecyloctadecyl ammonium chloriddimethyl ocatadecyl aminoium hydroxy propylsulfonate염화 마그네슘softener D3염화칼륨트리메틸옥타데실암모늄 브로마이드황산칼륨염화마그네슘

추가 설명

정의ChEBI: An 18-carbon primary aliphatic amine.