13-도코센아미드,

Erucamide

HCID 5365371

기본 정보

CAS
112-84-5
표준 SMILES
CCCCCCCC/C=C\CCCCCCCCCCCC(N)=O
InChIKey
UAUDZVJPLUQNMU-KTKRTIGZSA-N
분자식
C22H43NO
평균 분자량
337.6 g/mol
단동위원소 질량
337.334465

개요

Erucamide is a primary fatty amide resulting from the formal condensation of the carboxy group of erucic acid with ammonia. It is commonly used as a slip additive in the plastic manufacturing industry. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a mammalian metabolite, a plant metabolite, a human metabolite and a rat metabolite. It is functionally related to an erucic acid.

이름 및 식별자

우선 이름
Erucamide
IUPAC
(Z)-docos-13-enamide
현지명
13-도코센아미드,
영어명
Erucamide
분자식
C22H43NO
분자량
337.58

이름 및 동의어

ERUCAMIDE(Z)-Docos-13-enamide112-84-5ErucylamideErucic acid amideErucyl amidecis-13-Docosenamide13-Docosenamide, (13Z)-13-Docosenamide, (Z)-(Z)-13-Docosenamideplastic additive 13erucilamide
이름 더 보기
에루카아미드13-도코센아마이드,13-도코센아미드,13-도코센아마이드,(Z)에루카마이드(Z)-13-도코센아마이드(Z)-도코스-13-엔아마이드13-도코센아마이드, (13Z)-13-도코센아마이드, (Z)-시스-13-도코센아마이드시스-13-도코스엔아마이드에루스 아마이드에루실 아마이드에루카미드에루코일 아마이드지방족 아마이드-에루사미드13-DOCOSENAMIDE13Z-DOCOSENAMIDEERUCIC AMIDECIS-13-DOCOSENOAMIDE
Adogen 58(13Z)-13-Docosenamide0V89VY25BNDTXSID4026929CHEBI:142245204-009-2RefChem:5800DTXCID606929

데이터베이스 식별자

CAS
112-84-5
PubChem CID
5365371
DTXSID
DTXSID4026929
ChEMBL
CHEMBL1232565
ChEBI
CHEBI:142245
UNII
0V89VY25BN
EC Number
204-009-2
Nikkaji
J36.612I

물성

구조 계산 물성

XLogP
8.8
극성 표면적
43.1 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
19
무거운 원자 수
24

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Amides, Other

Industrial compound

LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> Primary amides [FA0801]
Polymers · 2건

Plastics -> Polyolefin-I; Polyolefin-II

Plastics -> Other functions -> Slip promoter

CosmeticsOpacifying; Viscosity controlling
Color/FormSOLID
SolubilitySOL IN ISOPROPANOL; SLIGHTLY SOL IN ALCOHOL, ACETONE

물리화학적 성질

녹는점
75 · 75-85 °C 79-81 °C (lit.)
끓는 점
473.86 °C · 473.86°C (rough estimate)
밀도
0.9417 · 0.9417 (rough estimate)
증기압
0 · 0-0Pa at 25℃
굴절률
1.5614 · 1.5614 (estimate)
인화점
230 °C · 230 °C
화학적 성질 · 1건

Erucamide is a fatty acid amide derived from erucic acid, which is found in vegetable oil. It is a odorless waxy solid that can dissolve in isopropanol and has low solubility in alcohol and acetone. It is also combustible. Its molecular structure consists of a long unsaturated C22 chain and a polar amine group, which gives it strong surface polarity, a high melting point, and good thermal stability. Because of these properties, it finds extensive applications in industries such as plastics, rubber, printing, and machinery.

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 67.1% (429 of 639) of all reports.

Warning

H315 (32.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 639 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: 13-Docosenamide, (Z)-

13-Docosenamide, (13Z)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 13-Docosenamide, (13Z)- 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: 23-01-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14899

13-Docosenamide, (13Z)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 13-Docosenamide, (Z)-: Human health tier I assessment
Hazards SummaryMay cause irritation; [MSDSonline]
FDA RequirementsErucamide is an indirect food additive for use only as a component of adhesives.
Hazard Classes and CategoriesSkin Irrit. 2 (32.7%)

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on expected slow hydrolysis(1-2) of erucamide in water, hydrolysis should be unimportant in soil The presence of chromophoric groups in erucamide that are capable of absorbing sunlight(1) suggests that photolysis may be important on soil surfaces. The fact that the erucamide is degradable by fungi(3) indicates that it has the potential to biodegrade in soil, but its rate of biodegradation is unknown. The estimated log Koc of 4.02(1) indicates that erucamide should be immobile in soil(4). The vapor pressure 1.28X10-6 mm Hg at 25 °C estimated from its melting point of 77.5 °C(5) and an estimation method(6,SRC) suggests volatilization from soil should not be important(SRC).

AQUATIC FATE: Hydrolysis of erucamide should not be important in environmental waters(1-2). Based on the available chromophoric group, direct photolysis of erucamide may be important in clear surface water(1). Biodegradation of erucamide may be important in soil(3), but degradation rate data are unknown. The volatilization half-life of erucamide from a model river has been estimated to be 23 days(1-5). Therefore, volatilization from water should not be important(SRC). The estimated log Koc of 4.02(1) indicates that erucamide may strongly adsorb to suspended solid and sediment in water(4). The estimated bioconcentration factor of 6310(1) suggests that bioconcentration of erucamide in aquatic organisms should be important(SRC).

ATMOSPHERIC FATE: Based on the estimated vapor pressure of 1.28X10-6 mm of Hg, erucamide should be found in the atmosphere both in particulate and vapor phase(3). In the atmosphere, vapor phase erucamide should react quickly with photochemically produced hydroxyl radicals and ozone present in the ambient air. Based on an estimation method(1), the rate constant for the reaction of erucamide with hydroxyl radicals has been estimated to be 1.03X10-10 cu-cm/molecule-sec(1). Assuming the daily average concn of hydroxyl radicals in the atmosphere as 5X10+5/cu-cm(2), the half-life for this reaction has been estimated to be 3.7 hrs. Based on an estimation method(4), the rate constant for the reaction of erucamide with atmospheric ozone has been estimated to be 13.0X10-17 cu m/molecule-sec. Assuming the average concn of atmospheric ozone to be 7X10+11 molecules/cu cm(2), the half-lives for these reactions have been estimated to be 2.1 hrs. Particulate erucamide may be removed from the atmosphere by dry deposition(SRC).

Soil Adsorption/Mobility · 1건

Based on an estimated water solubility of 0.2 mg/L and a regression equation, a log Koc value of 4.02 has been estimated for erucamide(1). This value indicates that erucamide should be immobile in soil(2) and should remain strongly adsorbed to suspended solids and sediments in water(SRC).

Artificial Pollution SourcesSince erucamide is used as a foam stabilizer, solvent for waxes and resins, and antiblock agent for some plastics(1), the release of erucamide to the environment may occur during production of erucamide and its use(SRC).
Environmental Biodegradation · 1건

In a standard ASTM test to assess the biodegradation potential of chemicals, erucamide was found to be readily assimilated by fungi(1). Therefore, biodegradation of erucamide in water and soil may be important, although no rate data for biodegradation under environmental conditions are available(SRC).

Environmental Bioconcentration · 1건

The vapor pressure of erucamide has been estimated to be 1.28X10-6 mm Hg at 25 °C from its melting point of 77.5 °C(1) and an estimation method(3). The Henry's Law constant for erucamide has been estimated to be 2.844X10-6 atm-cu m/mole by an estimation method(4). From the ratio of estimated vapor pressure and estimated Henry's Law constant, the water solubility of erucamide has been estimated to be 0.2 mg/L(2). Since erucamide is a long chain aliphatic amide, it is likely to have low water solubility. The low water solubility of erucamide suggests that bioconcentration of the compound in aquatic organisms may be important(2,SRC).

Volatilization from Water/Soil · 1건

A Henry's Law constant of 2.844X10-6 atm-cu m/mole has been estimated for erucamide by the bond contribution method(1). Based on this value, the volatilization of erucamide from a model river of depth 1 m, flowing at 1 m/sec and a wind speed of 3 m/sec has been estimated to be 23 days(2). Therefore, volatilization should not be important in water(SRC).

규제 정보

FDA RequirementsErucamide is an indirect food additive for use only as a component of adhesives.

안전 데이터

wgk
1
tsca
TSCA listed
HS 번호
29241990
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36-37/39

화학 및 산업

약리 정보

Mechanism of ActionERUCIC ACID WAS INCORPORATED INTO DIPHOSPHATIDYLGLYCEROL & SPHINGOMYELIN IN HEART & LIVER OF MALE RATS FED ERUCIC ACID FOR 20 DAYS. /EURACIC ACID/

용도 및 제조

Uses · 4건

Used as foam stabilizer, adherent, antiblock agent for polyethylenes, and solvent for waxes and resins; [HSDB]

FOAM STABILIZER; SOLVENT FOR WAXES & RESINS; EMULSIONS; ANTIBLOCK AGENT FOR POLYETHYLENE

Used as adherent

Plastics -> Typical concentration range in plastic materials -> 0.1%

U.S. Production · 3건

2023: 10,000,000 - <25,000,000 lb

(1979) 2.44X10+9 GRAMS

(1980) 2.27X10+9 GRAMS

Consumer UsesFlux agent
Industry UsesLubricating agent
Methods of ManufacturingREACTION OF ERUCIC ACID WITH ANHYDROUS AMMONIA
Use Classification · 3건

Cosmetics -> Opacifying; Viscosity controlling

Plastics -> Polymer Type -> Polyolefin-I; Polyolefin-II

Plastics -> Other functions -> Slip promoter

응용 분야 · 3건

개요Erucamide is also known as 13-Docosenamide or Erucylamide. It is in the form of white flakes or beads. It is soluble in isopropanol, slightly soluble in alcohol and acetone.1 In industry, cis-13-docosenoamide is used in the formulations of anti-adhesive agents, lubricants, and lubricant additives to reduce their friction coefficient and to make films easier to handle.2 It is used as a standard to determine fatty acid amides in polyethylene packaging film by GC/MS.3

용도Erucamide is primarily used as a polymer additive, with plastic additive 21 is a plasticizer; used in preparation of natural mineral modified degradable polymer flame-retardant composite material.

일반 설명Erucamide is a migratory additive that is commonly placed in polyolefin films to reduce their coefficient of friction (COF), a good attribute for high speed packaging operations.

제조 방법

Erucamide is prepared by reaction of erucic acid with anhydrous ammonia. The reaction of erucic acid with anhydrous ammonia is as follows: C22H42O2 + NH3 → C22H43NO2.

공급사100 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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湖南长沙恒昌化工有限公司0731-85070388 13217318550
怀化元研达生物技术有限责任公司18711085600 · [email protected]

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