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シクロヘキサノン

Cyclohexanone

HCID 7967
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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
108-94-1
標準SMILES
O=C1CCCCC1
InChIKey
JHIVVAPYMSGYDF-UHFFFAOYSA-N
分子式
C6H10O
平均分子量
98.14 g/mol
単同位体質量
98.07316494

概要

Cyclohexanone appears as 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.

名称と識別子

優先名称
Cyclohexanone
IUPAC
cyclohexanone
現地名
シクロヘキサノン
英語名
Cyclohexanone
分子式
C6H10O
分子量
98.14

名称と別名

CYCLOHEXANONE108-94-1KetohexamethylenePimelic ketoneSextoneNadoneAnoneAnonHytrol OCyclohexanonHexanonketocyclohexane
名称をさらに表示
シクロヘキサノン3α-シクロヘキサノンアノンケトヘキサメチレンナドンケトシクロヘキサンセクストンヒトロールOピメリンケトンシクロヘキサン-1-オン1-シクロヘキサノンシクロヘキセノンシクロヘキサノン, 1000 µg/mL in MeOHHEXANONEFEMA 3909CYCLOHEXANONE REAGENT (ACS)
Pimelin ketoneoxocyclohexaneCicloesanoneCykloheksanonNCI-C55005RCRA waste number U057DTXSID6020359EPA Pesticide Chemical Code 025902

データベース識別子

CAS
108-94-1、9003-41-2
PubChem CID
7967
DTXSID
DTXSID6020359
ChEMBL
CHEMBL18850
ChEBI
CHEBI:17854
UNII
5QOR3YM052
EC Number
203-631-1
Nikkaji
J2.872J

物性

構造計算による物性補完中

XLogP
0.8
極性表面積
17.1 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
0
重原子数
7
形式電荷
0
複雑度
68.2

実験および物理化学的性質

Chemical Classes · 2 件

Flammable agents - 2nd degree

Volatile Organic Compound (VOC)

DrugsPharmaceuticals -> Listed in ZINC15
SolventsSolvents -> Ketones (<C12)
SpringerMaterials PropertiesCoriolis coupling
FragrancesFragrance Ingredient (Cyclohexanone) -> IFRA transparency List
PesticidesPesticide -> EPA IRIS
LogP · 4 件

Log Kow= 0.81

0.81

0.81

0.81

Odor · 2 件

ODOR REMINISCENT OF PEPPERMINT & ACETONE

... Peppermint- or acetone-like odor.

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 6 件

0.945 at 68 °F (USCG, 1999) - Less dense than water; will float

0.9421 @ 25 °C/4 °C; 0.9478 @ 20 °C/4 °C

Relative density (water = 1): 0.95

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

Warning

H226: 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)

Danger

H226 (> 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)

危険有害性情報

Regulatory Information · 6 件

Chemical: Cyclohexanone

Regulation (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)

REACH registered substance: Cyclohexanone (EC: 203-631-1)

Cyclohexanone: HSNO Approval: HSR001112 Approved with controls

The 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.)

Other Safety InformationIMAP assessments - Cyclohexanone: Human health tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 件

Excerpt 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.

Fire Potential · 2 件

化学と産業

薬理情報

Biological Half-LifeFor 1,2-cyclohexanediol and 1,4-cyclohexanediol: 14-22 hours; [TDR, p. 434]
Metabolism/Metabolites · 5 件

/AFTER/ IP INJECTION OF 0.5 ML/MOUSE ... ONE OF METABOLIC PRODUCTS ... FOUND WAS ADIPIC ACID, PRESUMABLY DUE TO OXIDN OF CYCLOHEXANONE.

IT IS METABOLIZED BY REDUCTION INTO CYCLOHEXANOL & IS EXCRETED AS CYCLOHEXYLGLUCURONIDE.

... MINOR (1-2%) METABOLITES OF ... CYCLOHEXANONE & CYCLOHEPTANONE HAVE BEEN DETECTED IN RAT & RABBIT URINE. 2-HYDROXYCYCLOALKYLMERCAPTURIC ACIDS WHICH WERE PRESENT AS ... SULFATES ("DOUBLE CONJUGATES") ARE PRESUMABLY FORMED FROM DEHYDRATION OF CYCLOALKANOLS (MAJOR METABOLITES) TO CYCLOALKENES WITH SUBSEQUENT EPOXIDATION & MERCAPTURATION.

HEPATIC NICOTINAMIDE ADENINE DINUCLEOTIDE-DEPENDENT ALCOHOL DEHYDROGENASE ... HAS BEEN SHOWN TO BE RESPONSIBLE FOR METABOLISM OF ... CYCLOHEXANOL TO CORRESPONDING ... KETONE. SAME ENZYME IS CAPABLE OF CATALYZING REVERSE REACTION IN WHICH ... CYCLOHEXANONE ... /IS/ REDUCED TO ALCOHOL. EQUILIBRIUM OF SYSTEM FAVORS ... REVERSE REACTION & ... REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE ... /MAY/ FUNCTION AS COENZYME.

For more Metabolism/Metabolites (Complete) data for CYCLOHEXANONE (6 total), please visit the HSDB record page.

Absorption, Distribution and Excretion... ABSORPTION OF CYCLOHEXANONE THROUGH SKIN PRODUCES SAME EFFECTS AS BY OTHER ROUTES BUT DOSAGE REQUIRED IS LARGER.

用途と製造

Uses · 6 件

Has many uses as an industrial solvent; used as a paint remover and in printing inks; [ACGIH]

Painting (Solvents) [Category: Paint]

The active ingredient is no longer contained in any registered pesticide products ... "cancelled."

SOLVENT FOR CELLULOSE ACETATE, NITROCELLULOSE, WAXES, FAT, VINYL RESINS, CRUDE RUBBER, NATURAL RESINS, SHELLAC, DDT; IN PREPN OF CYCLOHEXANONE RESINS. 2,4-DINITROPHENYLHYDRAZONE DERIV AS STANDARD IN ELEMENTAL ANALYSIS.

METAL DEGREASING SOLVENT FOR LACQUERS, RESINS AND INSECTICIDES

SOLVENT FOR PVC POLYMERS & COPOLYMERS, LACQUERS; SPOT REMOVER AND DEGREASER FOR LEATHER

関連反応

1,576 件
反応記録を作成
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HRID 2993 の反応式
HRID 2993反応物としてuspto-grants-1998_03
HRID 6221 の反応式
HRID 6221反応物としてuspto-grants-1993_09
HRID 7339 の反応式
HRID 7339反応物としてuspto-grants-2006_08
HRID 9745 の反応式
HRID 9745生成物としてuspto-grants-2006_08
HRID 12046 の反応式
HRID 12046反応物としてuspto-grants-2010_06
HRID 12487 の反応式
HRID 12487反応物としてuspto-grants-2010_06
1 / 197 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
その他の操作
ノートを作成反応を作成見積依頼を出す

0.947-0.950

0.95

0.9421 @25 °C

Flavoring AgentsEU Flavoring substances
Viscosity2.2 mPa.s (=cP) @ 25 °C

物理化学的性質

融点
-47 °C · -47 °C (lit.)
沸点
155 °C · 155 °C (lit.)
比重(密度)
0.947 g/mL · 0.947 g/mL at 25 °C (lit.)
蒸気密度
3.4 · 3.4 (vs air)
蒸気圧
3.4 mm · 3.4 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.450(lit.)
FEMA
3909 · 3909 | CYCLOHEXANONE
闪点
116 °F · 116 °F
貯蔵温度
5 °C · Store at +5°C to +30°C.
溶解性
90 g/リットル · 90g/リットル
酸解離定数(Pka)
17 · 17(at 25℃)
外見
液体
色
10 · APHA: ≤10
PH
7 · 7 (70g/l, H2O, 20℃)
臭い (Odor)
ペパーミントとアセトンのように。
においのタイプ
ミント系
由来生物
synthetic
爆発限界(explosive limit)
1.1 %, · 1.1%, 100°F
水溶解度
150 g/L · 150g/L(10℃)
比熱容量
1.86 J/ · Cp(liquid): 1.86 J/(g·K), at 25℃
JECFA Number
1100 · 1100
Merck
14 · 14,2726
BRN
385735 · 385735
Henry's Law Constant
1.2 x · 1.2 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)
Dielectric constant
18.2 · 18.2(20℃)
安定性
安定。可燃性。強力な酸化剤とは相容れない。
主な用途
フレーバーそして香料
化粧品成分の機能
香料溶媒
InChI
1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2
InChIKey
JHIVVAPYMSGYDF-UHFFFAOYSA-N
SMILES
O=C1CCCCC1
LogP
0.86 at · 0.86 at 25℃
表面張力
33.74 mN/m · 33.74mN/m at 298.15K
CAS データベース
108 · 108-94-1(CAS DataBase Reference)
NISTの化学物質情報
Cyclohexanone(108-94-1)
EPAの化学物質情報
Cyclohexanone (108-94-1)

化学的性質

化学的特性シクロヘキサノンは有機化合物でありその分子式はC6H10Oですこの化学物質は透明な油性の液体で軽いアセトンのような臭いが特徴です多くの化学産業や製造プロセスにおいて重要な役割を果たしています

化学的特性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.

MODERATE, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT VIGOROUSLY WITH OXIDIZING MATERIALS ...

/CYCLOHEXANONE/ ... SHOULD NOT PRESENT A PROBLEM OF FLAMMABILITY UNLESS HANDLED AT ELEVATED TEMP.

Health Hazards · 2 件

Inhalation 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.

Hazards Summary · 1 件

Liquid 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 Sep;27(3):189-90. No abstract available. Abstract in NIOSHTIC #179644]

DOT ID and Guide · 2 件

1915 127

1915 127

Reactive GroupKetones
EC ClassificationSymbol: Xn; R: 10-20; S: (2)-25
UN ClassificationUN Hazard Class: 3; UN Pack Group: III
Special Reports · 3 件

Occupational exposure to ketones, including cyclohexanone, is discussed.[NIOSH; Criteria 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 al; Crit Rev Toxicol 7 (4): 279-356 (1980). Neurotoxicity of cyclohexanone is discussed.

安全と保護具

Fire Fighting · 2 件

Excerpt 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.

First Aid Measures · 4 件

Fresh 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 .

Accidental Release Measures · 2 件

· 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.

First Aid · 3 件

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.

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from strong oxidants.
Exposure Control and Personal Protection · 3 件

· 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]

Fire Fighting Procedures · 2 件

ALCOHOL FOAM, DRY CHEMICAL OR CARBON DIOXIDE

If 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.

Storage ConditionsKeep containers closed; prohibit open flame. Store in cool and dark plane.
Cleanup Methods · 3 件

Remove 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.

Nonfire Spill ResponseExcerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]:
Disposal Methods · 3 件

Generators 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.

Spillage Disposal · 1 件

Personal 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.

毒性情報

Toxicological InformationRanking: 544 (total points: 260.05)
Body Burden · 1 件

In 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.

Target OrgansEyes, skin, respiratory system, central nervous system, liver, kidneys
Ecotoxicity ValuesLC50 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
Environmental Fate · 3 件

TERRESTRIAL 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).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 件

The 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 Symptoms · 5 件

Cough. Sore throat. Dizziness. Drowsiness.

MAY BE ABSORBED! Dry skin. Redness.

Redness. Pain.

Abdominal pain. Burning sensation.

irritation eyes, skin, mucous membrane; headache; narcosis, coma; dermatitis; In Animals: liver, kidney damage

Ongoing Test Status · 1 件

The 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 Concentrations · 2 件

In 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 (4; 593), iron and steel manufacturing (2; 13.3), nonferrous metals (1; 28.1), paint and ink (5; 34.4), printing and publishing (2; 149), ore mining (2; 3.1), inorganic chemicals (5; 32.7), plastics and synthetics (23; 75.8), auto and other laundries (1; 1.2), pharmaceuticals (2; 44.2), explosives (1; 16.8), aluminum (4; 12.9), electronics (4; 11.9), organic chemicals (2; 62.7), and POTWs (12; 23.5)(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 Information · 2 件

Cyclohexanone

5 mg/kg-day

Medical SurveillanceConsider the points of attack /respiratory system, eyes, skin, central nervous system/ in preplacement and periodic physical examinations.

法規制情報

RCRA Requirements · 2 件

U057; As 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 Requirements · 2 件

Section 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 Requirements · 3 件

As 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: 3053; Pesticide type: insecticide; Case 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): Cyclohexanone; AI 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.

Atmospheric Standards · 1 件

This 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 Reportable Quantities · 1 件

Persons 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) 424-8802; In 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).

State Drinking Water Guidelines(FL) FLORIDA 35,000 ug/l

安全データ

OEB
A
OEL
TWA: 25 ppm (100 mg/m3) [skin]
wgk
1
IDLA
700 ppm
tsca
TSCA listed
rtecs
GW1050000
ridadr
UN 1915
毒性
LD50 orally in rats: 1.62 ml/kg (Smyth)
hs_code
2914 22 00
risk_code
10-20-41-38-20/21/22
化審法
(3)-2376 優先評価化学物質
安衛法
有機則 第二種有機溶剤等
消防法
危険物第4類第二石油類(非水溶性)
hazard_code
Xn
safety_code
25-36/37/39-26
hazard_class
3
packing_group
III
自然発火温度
788 °F
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Skin Irrit. 2STOT SE 3
ストレージクラス
3 - Flammable liquids
有毒物質データの
108-94-1(Hazardous Substances Data)
U.S. Exports · 2 件

(1972) NEGLIGIBLE

(1975) NEGLIGIBLE

U.S. Imports · 2 件

(1972) NEGLIGIBLE

(1983) 1.91X10+9 g

U.S. Production · 6 件

2023: 1,000,000,000 - <2,500,000,000 lb

(1972) 3.56X10+11 G

(1975) 2.51X10+11 G

(1984) 3.61X10+11 g

(1992) 6.65x10+5 t (estimated)

(1992) 4.78X10+8 kg

Consumption Patterns · 2 件

95% FOR CAPROLACTAM AND ADIPIC ACID; 5% FOR SOLVENT APPLICATIONS (1973)

97% FOR NYLON 6 OR NYLON 66 MFR (1979)

Consumer UsesIntermediate
Industry UsesCleaning agent
Methods of Manufacturing · 3 件

CATALYTIC OXIDATION OF CYCLOHEXANE

OBTAINED FROM CYCLOHEXANOL BY CATALYTIC DEHYDROGENATION OR BY OXIDN (WHICH YIELDS CYCLOHEXANONE & ADIPIC ACID) ... BRITISH PATENT 310,055 (SCHERING-KAHLBAUM 1928); US PATENTS 2,223,493-4 (DU PONT 1940); 2,285,914 (DU PONT 1942).

CATALYTIC HYDROGENTION OF PHENOL OR BY THE CATALYTIC AIR-OXIDATION OF CYCLOHEXANE; MAY BE PREPARED BY EITHER THE CATAYLTIC DEHYDROGENATION OR OXIDATIVE DEHYDROGENATION OF CYCHEXANOL. THE PROCESS IS CARRIED OUT IN EITHER A LIQUID PHASE CATALYZED BY PALLADIUM OR CARBON, OR IN THE VAPOR PHASE CATALYZED BY PALLADIUM OR ALUMINA.

Formulations/Preparations · 2 件

Technical: 99.8%

COMMERCIAL: 89%; HIGH PURITY: 99.5%

Household ProductsInformation on 83 consumer products that contain Cyclohexanone in the following categories is provided:
Use Classification · 6 件

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 4 件

Printing Ink Manufacturing

Cyclohexanone: ACTIVE

IN LACQUER INDUST AS SLOWLY EVAPORATING IMPROVER, ALSO FOR LACQUERS & INSULATORS FOR HEAT & ELECTRICITY & FOR AUTOMOBILE LACQUERS. IN TEXTILE & PLASTIC INDUST, AS SPOTTING AGENT & RE-LUSTERING AGENT FOR CELLULOSE ACETATE SILK & IN SPRAY PAINTING OF FABRIC & PLASTIC TEXTILES. USED IN THE LEATHER INDUSTRY; AS A METAL DEGREASER; IN PAINT REMOVERS & IN PRINTING INKS.

DISTILLATION OF PIMELIC ACID SALTS WILL ALSO YIELD CYCLOHEXANONE.

応用分野 · 9 件

解説シクロヘキサノン,cyclohexanone.アノンともいう.環状脂肪族飽和ケトン類の一つ.工業的には,シクロヘキサンの液相空気酸化およびシクロヘキサノールの脱水素で製造される.ハッカのような臭気をもつ無色の液体.融点-45 ℃,沸点155 ℃.0.9421.1.4507.各種有機溶剤および水に可溶.ナイロン原料であるアジピン酸およびε-カプロラクタムの製造中間体.溶剤として用いられる.また,シクロヘキサノンオキシムのベックマン転位によってカプロラクタムが生成する。6-ナイロン,6,6- ナイロンの製造中間体である。

用途有機合成原料、溶剤。

用途ナイロン用原料のアジピン酸及びかプロ楽他無の製造、樹脂、ニトロセルロース、ゴム、シェラック樹脂、およびワックス等の溶剤

用途有機合成原料、溶剤、洗浄剤。

説明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.

天然物の起源Reported present in Cistus labdaniferus.

使用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..

一般的な説明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.

使用用途シクロヘキサノンの主な使用用途は、以下の通りです。 カプロラクタム、アジピン酸、ナイロンの原料 セルロイド、脂肪、ワックス、ゴム、合成樹脂、樹脂ラッカー等の高沸点溶剤 ペンキ、ワニスの剥離剤 特に、6-ナイロン、6,6-ナイロンの原料としての用途が大半を占めます。そのほか、溶媒、または酸化反応の活性化剤として用いられることもあります。

調製方法 · 1 件

純化方法Dry cyclohexanone with MgSO4,CaSO4, Na2SO4 or Linde type 13X molecular sieves, then distil it. Cyclohexanol and other oxidisable impurities can be removed by treatment with chromic acid or dilute KMnO4. More thorough purification is possible by conversion to the bisulfite addition compound, or the semicarbazone, followed by decomposition with Na2CO3 and steam distillation. [For example, equal weights of the bisulfite adduct (crystallised from water) and Na2CO3 are dissolved in hot water and, after steam distillation, the distillate is saturated with NaCl and extracted with Et2O which is then dried (anhydrous MgSO4 or Na2SO4), filtered and the solvent evaporated prior to further distillation.] FLAMMABLE [Beilstein 7 III 14, 7 IV 15.]

上流・下流製品情報

上流原料

2-ヘキサノン1108Cyclohexanolheavy benzolオキシドールシクロヘキサン水和物ベンジンベンゼン水素シクロヘキサノール水酸化ナトリウムtert-Butyl chromate

下流製品

ベンラファキシン·塩酸塩2-アミノ-4,5,6,7-テトラヒドロベンゾ[b]チオフェン-3-カルボン酸エチルプラミペキソールε-カプロラクトン(1S,2S)-(-)-1,2-ジフェニルエチレンジアミンN,N-ジメチルシクロヘキシルアミン1-エチニル-1-シクロヘキサノールN-(ジブチルアミノチオ)-N-メチルカルバミド酸2,3-ジヒドロ-2,2-ジメチルベンゾフラン-7-イルPorcelain-like coating2-エチルシクロヘキサノン2-アミノ-4,5,6,7-テトラヒドロベンゾ[b]チオフェン-3-カルボニトリル(R)-6-メチル-2-ヘプタンアミン3-アミノ-4,5,6,7-テトラヒドロベンゾ[B]チオフェン-2-カルボン酸メチルエステル2-(1-シクロヘキセニル)シクロヘキサノントラマドール塩酸塩クレトジム1-(ニトロメチル)シクロヘキサノール3-AMINO-5,6,7,8-TETRAHYDRO-3H-BENZO[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONE1-アミノメチル-1-シクロヘキサノール塩酸塩3-メトキシ-13β-エチルゴナ-2,5(10)-ジエン-17-オン5,6,7,8-TETRAHYDRO-3H-BENZO[4,5]THIENO[2,3-D]-PYRIMIDIN-4-ONEPolyurethane varnishシクロヘキサノンパ-オキサイドN-メチルシクロヘキシルアミンオンダンセトロン2-シクロヘキサノンカルボン酸エチルベンラファキシン1-ピペリジノシクロヘキセンadhesive No.1 for shrink packaging2-クロロシクロヘキサノンタクリン1-ヒドロキシシクロヘキサン-1-アセトニトリル1,2-シクロヘキサンジオンスルファメサジンデフラザコート1-[(1-ヒドロペルオキシシクロヘキシル)ペルオキシ]シクロヘキサノール2-(ヒドロキシメチル)シクロヘキサン-1-オンシクロヘプタノン7-ヒドロキシ-8-[[4-[1-[4-[(4-ヒドロキシフェニル)アゾ]フェニル]シクロヘキシル]フェニル]アゾ]-1,3-ナフタレンジスルホン酸二ナトリウム1-(アミノメチル)-1-シクロヘキサノール

補足説明

定義ChEBI: A cyclic ketone that consists of cyclohexane bearing a single oxo substituent.