2-클로로아세트아마이드

Chloroacetamide

HCID 6580CAS 79-07-2

기본 정보

표준 SMILES
NC(=O)CCl
InChIKey
VXIVSQZSERGHQP-UHFFFAOYSA-N
분자식
C2H4ClNO
평균 분자량
93.51 g/mol
단동위원소 질량
92.99814143

개요

2-chloroacetamide is a monocarboxylic acid amide that is acetamide substituted by a chloro group at position 2. It has a role as an antimicrobial cosmetic preservative, a fungicide, a herbicide and an antimicrobial agent. It is a primary carboxamide, a monocarboxylic acid amide, an organochlorine compound and a N-acylammonia.

이름 및 식별자

우선 이름
Chloroacetamide
IUPAC
2-chloroacetamide
현지명
2-클로로아세트아마이드
영어명
Chloroacetamide
분자식
C2H4ClNO
분자량
93.51

이름 및 동의어

2-ChloroacetamideChloroacetamide79-07-2Acetamide, 2-chloro-CHLORACETAMIDEMicrocide2-ChloroethanamideMergal AFChloracetamidalpha-Chloroacetamide2-ChloracetamideUSAF DO-29
이름 더 보기
2-클로로아세트아마이드클로로아세타마이드클로로아세트아마이드KM 1010/2/79NSC 8408mergalafNSC 54286
DTXSID9041570NSC-542862R97846T1LDTXCID7021570RefChem:125357201-174-22-Chloro-acetamide.alpha.-Chloroacetamide

데이터베이스 식별자

CAS
79-07-2
PubChem CID
6580
DTXSID
DTXSID9041570
ChEMBL
CHEMBL346368
ChEBI
CHEBI:234507
UNII
2R97846T1L
EC Number
201-174-2
Nikkaji
J1.491E

물성

구조 계산 물성

XLogP
-0.5
극성 표면적
43.1 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
1
무거운 원자 수
5

실험 및 물리화학적 성질

Chemical ClassesOther Uses -> Biocides/Disinfectants
Cosmetics · 2건

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

Preservative

SpringerMaterials PropertiesMoessbauer quadrupole effect
LogP · 3건

log Kow = -0.53

-0.53

-0.53

OdorCharacteristic odor
DensityRelative density of the vapour/air-mixture at 20 °C (air = 1): 1.00

물리화학적 성질

녹는점
116 · 116-118 °C(lit.)
끓는 점
224.5 °C · 224.5 °C
밀도
0.84 · 0.84
증기압
0.05 mm · 0.05 mm Hg ( 20 °C)
굴절률
1.448 · 1.4480 (estimate)
인화점
170 °C · 170 °C

화학적 성질

white crystalline powder

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

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

P203, P261, P264, P270, P272, P280, P301+P316, P302+P352, P318, P321, P330, P333+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Danger

H301 (92.5%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P272, P280, P301+P316, P302+P352, P305+P351+P338, P318, P321, P330, P333+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 3건

Chemical: Acetamide, 2-chloro-

Status: Active Update: 15-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/11045

2-Chloroacetamide: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Acetamide, 2-chloro-: Human health tier II assessment
Fire HazardsNot combustible. Gives off irritating or toxic fumes (or gases) in a fire.
Fire PotentialNot combustible.
Hazards Summary · 1건

Allergic contact dermatitis reported in hairdressers and shoemakers; [Kanerva, 1769] A skin and eye irritant; May cause skin sensitization; Animal tests show that this substance possibly causes toxicity to human reproduction or development. [ICSC] Danger of skin sensitization; [MAK]

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

안전 및 보호

Fire FightingIn case of fire in the surroundings, use appropriate extinguishing media.
First Aid Measures · 4건

Fresh air, rest.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

Rinse mouth. Give a slurry of activated charcoal in water to drink. Refer for medical attention .

Safe StorageSeparated from strong oxidants, strong bases, strong acids and food and feedstuffs. Ventilation along the floor. Store in an area without drain or sewer access.
Fire Fighting ProceduresIn case of fire in the surroundings, use appropriate extinguishing media.
Storage ConditionsSeparated from strong oxidants, strong bases, strong acids and food and feedstuffs. Ventilation along the floor. Store in an area without drain or sewer access.
Cleanup Methods · 1건

Spillage Disposal. Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

독성 정보

Ecotoxicity Values · 5건

EC50; Species: Eisenia andrei (Earthworm) adult; topical >25 mg/kg dry soil for 28 days; Effect: decreased growth

LC50; Species: Eisenia andrei (Earthworm) adult; topical 23.3 mg/kg dry soil for 28 days

EC50; Species: Eisenia andrei (Earthworm) adult; topical 18.5 mg/kg dry soil for 56 days; Effect: decreased progeny counts

LC50; Species: Eisenia fetida (Earthworm) topical using filter paper 2.7 ug/sq cm for 48 hr

LC50; Species: Eisenia fetida (Earthworm) topical 38.5 mg/kg artificial soil for 14 days

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4.2(SRC), determined from a log Kow of -0.53(2) and a regression-derived equation(3), indicates that chloroacetamide is expected to have very mobility in soil(SRC). Volatilization of chloroacetamide from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.9X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Chloroacetamide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.1X10-2 mm Hg mm Hg at 25 deg (SRC), determined from a fragment constant method(2). Utilizing the Zahn-Wellens test, 90% biodegradation was reached in 6 days(5) indicating that biodegradation may be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4.2(SRC), determined from a log Kow of -0.53(2) and a regression-derived equation(3), indicates that chloroacetamide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 3.9X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(3) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). A hydrolysis half-life of 53 days at pH 8(7) suggests that hydrolysis may be an important environmental fate process for chloroacetamide in alkaline waters(SRC). Utilizing the Zahn-Wellens test, 90% biodegradation was reached in 6 days(8) indicating that biodegradation may be an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), chloroacetamide, which has an estimated vapor pressure of 1.1X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase chloroacetamide 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 5 days(SRC), calculated from its rate constant of 2.3X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Chloroacetamide does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse Effects · 1건

Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.

Exposure RoutesThe substance can be absorbed into the body in hazardous amounts by ingestion. The substance can be absorbed into the body through the skin.
Toxicity Summary · 2건

Based on the data included in this report and the reconfirmation that Chloroacetamide is a potential human sensitizer at use concentrations, the Expert Panel concludes that Chloroacetamide is unsafe for use as a cosmetic ingredient.

The ingredient is unsafe for use in cosmetics

Signs and Symptoms · 4건

Cough.

Redness. Pain.

Redness. Pain.

Sore throat.

규제 정보

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

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
AB5075000
ridadr
UN 2811 6.1/PG 3
독성
LD50 orally in Rabbit: 138 mg/kg LD50 dermal Rat > 2000 mg/kg
HS 번호
29241900

화학 및 산업

약리 정보

Absorption, Distribution and ExcretionThe substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.

용도 및 제조

Uses · 6건

CIR ingredient: Chloroacetamide

Used as a preservative in paints, glues, metalworking fluids, and leather; [Kanerva, p. 1769]

Metal Machining [Category: Heat or Machine]

Intermediate

Chloroacetamide is a versatile intermediate. In addition, it has biocidal properties and, therefore, is used as an industrial preservative. Because of its good solubility in water, chloroacetamide is a particularly suitable biocide for protection of the aqueous phase, ... in water-containing paints, and as a wood preservative. Its insecticidal action on aphids and its use as a hardener for urea and melamine resins have also been described.

FORMER USE: Chloroacetamide is used as a preservative and antiseptic in cosmetics. Its function is to retard the deterioration of cosmetic products by slowing the growth of bacteria or fungi.

U.S. Production · 4건

(1986) 10 thousand-500 thousand pounds

(1990) 10 thousand-500 thousand pounds

(1998) 10 thousand-500 thousand pounds

Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#7102]

Methods of Manufacturing · 2건

Prepared from ethyl chloroacetate and ammonia; ... from chloroacetyl chloride and ammonium acetate ... .

... Obtained on an industrial scale by reaction of methylchloroacetate with ammonia at low temperature. Manufacture from chloroacetic acid and cyanamide at 150 to 200 °C also has been described.

Use ClassificationCosmetics -> Preservative
General Manufacturing InformationAcetamide, 2-chloro-: ACTIVE

응용 분야

개요Chloroacetamide is a preservative used in several applications such as in cutting metalwork fluids, in paints or in glues. It can induce contact dermatitis in hairdressers, or in shoemakers when used as a leather preservative.

용도2-Chloroacetamide is used as surface-active agent in home laundry, cleaning products & household formulated cleaners, other industrial uses, petroleum production, polymer processing.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东艾利特生物科技有限公司0539-18853986-090 13053958157 · [email protected]

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