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HCID 7967생성일: 2026년 10월 26일

사이클로헥사논

섹톤(SEXTONE)케토헥사메틸렌(KETOHEXAMETHYLENE)시클로헥실케톤(CYCLOHEXYLKETONE)NCI-C55005 · 아논(ANONE)헥사논 · 케토시클로헥산(KETOCYCLOHEXANE)옥소시클로헥산 · 피멜린케톤 · 히트롤O(HYTROLO)나돈(NADONE)피메르케톤 · 사이클로헥사논 · 사이클로헥세인온 · 시클로헥사논

https://huagongshe.com/ko/chemical/7967

사이클로헥사논 분자 구조식

식별자 및 물리적 특성

CAS No.108-94-1
분자식C6H10O
평균 분자량98.14 g/mol
단동위원소 질량98.07316494 g/mol
SMILESO=C1CCCCC1
InChIKeyJHIVVAPYMSGYDF-UHFFFAOYSA-N
PubChem CID7967
ChEMBLCHEMBL18850
ChEBICHEBI:17854
EC No.203-631-1
DTXSIDDTXSID6020359
현지명사이클로헥사논

화학 및 물리적 성질

XLogP0.8
극성 표면적17.1
수소 결합 공여자 수0
수소 결합 수용자 수1
회전 가능 결합 수0
무거운 원자 수7
형식 전하0
복잡도68.2
물질 분류Flammable agents - 2nd degreeVolatile Organic Compound (VOC)
의약품Pharmaceuticals -> Listed in ZINC15
SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesCoriolis coupling
향료Fragrance Ingredient (Cyclohexanone) -> IFRA transparency List
농약Pesticide -> EPA IRIS
LogP(분배 계수)Log Kow= 0.81
냄새ODOR REMINISCENT OF PEPPERMINT & ACETONE... Peppermint- or acetone-like odor.페퍼민트와 아세톤처럼요.
식품 첨가물FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
밀도0.945 at 68 °F (USCG, 1999) - Less dense than waterwill float0.9421 @ 25 °C/4 °C0.9478 @ 20 °C/4 °CRelative density (water = 1): 0.950.947-0.9500.9421 @25 °C0.947 g/mL at 25 °C (lit.)
향미제EU Flavoring substances
Viscosity2.2 mPa.s (=cP) @ 25 °C
녹는점-47 °C (lit.)
끓는 점155 °C (lit.)
증기 밀도3.4 (vs air)
증기압3.4 mm Hg ( 20 °C)
굴절률n20/D 1.450(lit.)
FEMA3909 | CYCLOHEXANONE
인화점116 °F
저장 조건Store at +5°C to +30°C.
용해도90g/L
pKa(산도 계수)17(at 25℃)
물리적 상태액체
색상APHA: ≤10
pH7 (70g/l, H2O, 20℃)
향취 유형민트 맛
생물학적 소스synthetic
폭발한계1.1%, 100°F
용해도150 g/L (10 ºC)
비열Cp(liquid): 1.86 J/(g·K), at 25℃
JECFA Number1100
Merck14,2726
BRN385735
헨리 상수1.2 x 10-5 atmm3/mol at 25 °C (Hawthorne et al., 1985) 6.92 x 10-5 atmm3/mol at 60.00 °C, 10.7 at 70.00 °C, 16.4 at 80.00 °C (headspace-GC, Hovorka et al., 2002)
유전율18.2(20℃)
안정성안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다.
주요 응용향료 및 향
화장품 원료 기능향수용제
InChI1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2
InChIKeyJHIVVAPYMSGYDF-UHFFFAOYSA-N
SMILESO=C1CCCCC1
LogP(분배 계수)0.86 at 25℃
표면장력33.74mN/m at 298.15K
NISTCyclohexanone(108-94-1)
EPACyclohexanone (108-94-1)

화학적 성질

Cyclohexanone is a water-white to slightly yellow liquid with a peppermint-like or acetone-like odor. The Odor Threshold is 0.12 0.24 ppm in air.

안전 및 규제

GHS 분류WarningH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P317, P370+P378, P403+P235, and P501 (click each P-code to see the statement)DangerH226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P354+P338, P317, P321, P330, P332+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
규제 정보Chemical: CyclohexanoneRegulation (EC) No 1334/2008 (amended)Cyclohexanone is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexanone 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: 02-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/15388Cyclohexanone: HSNO Approval: HSR001112 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
기타 안전 정보IMAP assessments - Cyclohexanone: Human health tier I assessment
운송 라벨(DOT)Flammable Liquid
화재 위험Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Flammable. Above 44 °C explosive vapour/air mixtures may be formed.
화재 가능성MODERATE, WHEN EXPOSED TO HEAT OR FLAMECAN REACT VIGOROUSLY WITH OXIDIZING MATERIALS .../CYCLOHEXANONE/ ... SHOULD NOT PRESENT A PROBLEM OF FLAMMABILITY UNLESS HANDLED AT ELEVATED TEMP.
건강 유해성Inhalation of vapors from hot material can cause narcosis. The liquid may cause dermatitis. (USCG, 1999)· Inhalation or contact with material may irritate or burn skin and eyes.
유해성 요약Liquid causes first degree burns on short exposure[CHRIS] Animals become stuporous in high-dose inhalation studies and develop liver necrosis after high-dose feeding studies. [ACGIH] [Sanmartin O, et al. Occupational contact dermatitis from cyclohexanone as a PVC adhesive. Contact Dermatitis. 1992 Sep27(3):189-90. No abstract available. Abstract in NIOSHTIC #179644]
운송 번호 및 가이드(DOT)1915 127
반응성 그룹Ketones
EC 분류Symbol: XnR: 10-20S: (2)-25
UN 분류UN Hazard Class: 3UN Pack Group: III
Special ReportsOccupational exposure to ketones, including cyclohexanone, is discussed.[NIOSHCriteria Document: Ketones p.1-244 (1978) DHEW Pub. NIOSH 78-173.]44 FR 31866 (6/1/79). The fourth report of the TSCA interagency testing committee to the administrator, EPA concerning cyclohexanone is discussed.Spencer PS et alCrit Rev Toxicol 7 (4): 279-356 (1980). Neurotoxicity of cyclohexanone is discussed.
소화Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:Use alcohol-resistant foam, carbon dioxide, powder. In case of fire: keep drums, etc., cool by spraying with water.
응급 조치Fresh air, rest. 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. Give one or two glasses of water to drink. Refer for medical attention .
누출 비상 조치· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
응급 처치EYES: 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.General First Aid:(General first aid procedures)
안전 보관Fireproof. Separated from strong oxidants.
노출 관리 및 개인 보호· Wear positive pressure self-contained breathing apparatus (SCBA).Biological Exposure Indices (BEI) [ACGIH] - 1,2-Cyclohexanediol (with hydrolysis) in urine: 80 mg/L (end of shift at end of workweek)Cyclohexanol (with hydrolysis) in urine: 8 mg/L (end of shift)See notations in ACGIH TLVs and BEIs.756.0 [ppm]
소화 절차ALCOHOL FOAM, DRY CHEMICAL OR CARBON DIOXIDEIf material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible.
보관 조건Keep containers closedprohibit open flame. Store in cool and dark plane.
정리 방법Remove all ignition sources. Ventilate area of spill or leak. For small quantities of liquids containing cyclohexanone, absorb on paper towels and place in an appropriate container. Place towels in a safe place (such as a fume hood) for evaporation. Allow sufficient time for evaporation of the vapors so that the hood ductwork is free from cyclohexanone vapors. Burn the paper in a suitable location away from combustible materials.Large quantities of liquids containing cyclohexanone may be absorbed in vermiculite, dry sand, earth, or a similar material and placed in an appropriate container. Cyclohexanone should not be allowed to enter a confined space such as a sewer because of the possibility of an explosion. Cyclohexanone may be collected by vacuuming with an appropriate system. If a vacuum system is used, there should be no sources of ignition in the vicinity of the spill and flashback prevention devices should be provided.Absorb on paper. Evaporate on a glass or an iron dish in hood. Burn the paper.
비화재 누출 대응Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
처리 방법Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U057, F003, must conform with USEPA regulations in storage,transportation, treatment and disposal of waste.Cyclohexanone is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration.A good candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids. A good candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A good candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds.
누출 처리Personal protection: chemical protection suit and filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Remove all ignition sources. Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
체내 부담In a study including 42 production workers from a large video tape manufacturing plant and 17 workers from two plastic bag printing plants in Singapore, the mean cyclohexanone level in breath was 1.08 ppm with a range of 0-6.4 ppm(1). Environmental levels of cyclohexanone in the plants ranged from 0.1 to 36.0 ppm, with a mean of 9.04 ppm.
표적 장기Eyes, skin, respiratory system, central nervous system, liver, kidneys
생태독성 수치LC50 Pimephales promelas (fathead minnow) 527 mg/l 96 hr flow-through bioassay, wt 0.12 g, water hardness 45.5 mg/l CaCO3, temp: 25 +/- 1 °C, pH 7.5, dissolved oxygen greater than 60% of saturation
환경 거동TERRESTRIAL FATE: Cyclohexanone is estimated to be highly mobile in soil(1,3,SRC). In view of its moderate vapor pressure(2) and low adsorption to soil(3), it would be expected to volatilize from surface soil. Although data are lacking, it may also undergo direct photolysis on the soil surface(4). Cyclohexanone is readily biodegradable according to aerobic screening tests(5-12) and therefore would be expected to biodegrade in soil(SRC).AQUATIC FATE: If released in water, cyclohexanone would be slowly lost by volatilization. Its estimated half-lives in a model river and model lake are 4.1 and 33 days, respectively(1,2). Cyclohexanone is readily biodegradable according to aerobic screening tests(6) and in a die-away test performed using microorganisms from river water(3) and therefore, may be expected to biodegrade in natural waters. Adsorption to sediment(2,4) and bioconcentration(2,5) in aquatic organisms should be minimal(2) based upon its high water solubility(4) and low octanol/water partition coefficient(5).ATMOSPHERIC FATE: In the atmosphere, cyclohexanone will degrade by reacting with photochemically-produced hydroxyl radicals. Its estimated half-life resulting from this reaction is 1.3 days(1,2).
유해 작용Neurotoxin - Acute solvent syndrome
노출 경로The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.inhalation, skin absorption, ingestion, skin and/or eye contact
Signs and SymptomsCough. Sore throat. Dizziness. Drowsiness.MAY BE ABSORBED! Dry skin. Redness.Redness. Pain.Abdominal pain. Burning sensation.irritation eyes, skin, mucous membraneheadachenarcosis, comadermatitisIn Animals: liver, kidney damage
Ongoing Test StatusThe following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=108-94-1]
Effluent ConcentrationsIn a comprehensive survey of wastewater from 4,000 industrial and publicly owned treatment works (POTWs) sponsored by the Effluent Guidelines Division of the U.S. EPA, cyclohexanone was identified in discharges of the following industrial category (positive occurrences, median concentration in ppb): leather tanning (4593), iron and steel manufacturing (213.3), nonferrous metals (128.1), paint and ink (534.4), printing and publishing (2149), ore mining (23.1), inorganic chemicals (532.7), plastics and synthetics (2375.8), auto and other laundries (11.2), pharmaceuticals (244.2), explosives (116.8), aluminum (412.9), electronics (411.9), organic chemicals (262.7), and POTWs (1223.5)(1). Maximum effluent concentrations above 1000 ppb were observed in leather tanning (1,927 ppb), inorganic chemicals (10,256 ppb), and plastics and synthetics (2,345 ppb)(1).Wastewater from advanced treatment facilities in Lake Tahoe, CA, Dallas, TX, and Blue Plains, Washington, DC contained cyclohexanone(1). A final effluent grab sample from the Danville, IL POTW collected in June 1980 contained cyclohexanone(2). Wastewaters from processing shale oil have been found to contain cyclohexanone(3,4). It was identified in leachate from a municipal landfill in Ontario, Canada(5). The concentration of cyclohexanone in active compost blower exhaust from a wastewater sludge composting facility was 13 ug/cu m(6).
EPA IRIS InformationCyclohexanone5 mg/kg-day
Medical SurveillanceConsider the points of attack /respiratory system, eyes, skin, central nervous system/ in preplacement and periodic physical examinations.
Soil Adsorption/MobilityThe Koc for cyclohexanone estimated using structure activity relationships (SAR) is 15(1). A Koc of 17 can be estimated from the water solubility, 23,000 mg/L(2), using a recommended regression equation(3). According to a suggested classification scheme(4), these Koc values indicate that cyclohexanone will be highly mobile in soil.
RCRA 요건U057As stipulated in 40 CFR 261.33, when CYCLOHEXANONE, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).When cyclohexanone is a spent solvent, it is classified as a hazardous waste from a nonspecific source (F003), as stated in 40 CFR 261.31, and must be managed according to State and/or Federal hazardous waste regulations.
TSCA 요건Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329.Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Cyclohexanone is included on this list.
FIFRA 요건As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Cyclohexanone is found on List C. Case No: 3053Pesticide type: insecticideCase Status: No products containing the pesticide are actively registered ... The case /is characterized/ as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.Active ingredient (AI): CyclohexanoneAI Status: The active ingredient is no longer contained in any registered pesticide products ... "cancelled."Cyclohexanone is exempted from the requirement of a tolerance when used as a solvent or cosolvent in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only.Cyclohexanone is exempted from the requirement of a tolerance when used as a solvent or cosolvent accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to animals.
대기 기준This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). These standards implement Section 111 of the Clean Air Act and are based on the Administrator's determination that emissions from the Synthetic Organic Chemical Manufacturing Industry cause, or contribute significantly to, air pollution which may reasonably be anticipated to endanger public health or welfare. The intended effect of these standards is to require all newly constructed, modified, and reconstructed Synthetic Organic Chemical Manaufacturing Industry process units to use the best demonstrated system of continuous emission reduction for equipment leaks of Volatile Organic Compounds, considering costs, non air quality health and environmental impact and energy requirements. Cyclohexanone is produced, as an intermediate or final product, by process units covered under this subpart. These standards of performance become effective upon promulgation but apply to affected facilities for which construction or modification commenced after January 5, 1981.
CERCLA 보고 수량Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2700 kg. The toll free number of the NRC is (800) 424-8802In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
주 식수 지침(FL) FLORIDA 35,000 ug/l
직업 노출 등급(OEB)A
직업 노출 한계(OEL)TWA: 25 ppm (100 mg/m3) [skin]
수질 위해 등급(WGK)1
즉시 생명 위험 농도700 ppm
TSCA 등재 상태TSCA listed
RTECS 번호GW1050000
운송 번호(UN)UN 1915
독성LD50 orally in rats: 1.62 ml/kg (Smyth)
관세 코드2914 22 00
위험 문구(R)10-20-41-38-20/21/22
위험 표시Xn
안전 문구(S)25-36/37/39-26
포장분류III
위험 등급3Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Skin Irrit. 2STOT SE 3
기존화학 물질KE-09188
자연 발화 온도788 °F
저장 분류3 - Flammable liquids
유해 물질 데이터108-94-1(Hazardous Substances Data)

용도

용도

Cyclohexanone은 중요한 화학 원료, 나일론, 카프로 락탐 및 아 디프 산 중급 중간체 제조입니다. 페인트, 특히 니트로 셀룰로오스, 비닐 클로라이드 중합체 및 공중 합체 또는 페인트와 같은 메타 크릴 산 에스테르 중합체를 함유하는 페인트와 같은 중요한 산업 용제이기도합니다. 농약 organophosphate 살충제를위한 좋은 용매, 그리고 같은 많은, 피스톤 항공 윤활제 점성 용매, 그리스, 용제, 왁스 및 고무로 용제 염료로 사용됩니다. 또한 무광 실크 염색 및 레벨링 제, 광택 처리 된 금속 탈지제, 목재 착색 페인트, 시클로 헥사 논 스트리핑, 오염 제거, 디 스팟을 사용할 수 있습니다. Cyclide Acid 축합 시클로 헥 실리 덴 시아 나이드 산과 함께 시클로 헥사 논을 제거한 다음 시클로 헥센 아세토 니트릴을 탈 카복시 제거하고 최종적으로 시클로 헥센 아민 [3399-73-3]의 수소화 반응에 의해 시클로 헥센 아민 약물을 제거한 미국의 Cut, Tema Lun 및 기타 중간체.

개요

Cyclohexanone, a colorless liquid is a cyclic ketone. It is an important building block for the synthesis of a variety of organic compounds. Majority of the cyclohexanone synthesized is utilized as an intermediate in the synthesis of nylon.Used as a polyvinyl chloride (PVC) solvent, cyclohexanone caused contact dermatitis in a woman manufacturing PVC fluidotherapy bags. Cyclohexanone probably does not cross react with cyclohexanone resin. A cyclohexanone-derived resin used in paints and varnishes caused contact dermatitis in painters.

출처

Reported present in Cistus labdaniferus.

용도

Cyclohexanone is used in the productionof adipic acid for making nylon; in thepreparation of cyclohexanone resins; and asa solvent for nitrocellulose, cellulose acetate,resins, fats, waxes, shellac, rubber, and DDT..

일반 설명

A colorless to pale yellow liquid with a pleasant odor. Less dense than water . Flash point 111°F. Vapors heavier than air. Used to make nylon, as a chemical reaction medium, and as a solvent.