사이클로헥사논옥심

Cyclohexanone Oxime

HCID 7517CAS 100-64-1

기본 정보

표준 SMILES
ON=C1CCCCC1
InChIKey
VEZUQRBDRNJBJY-UHFFFAOYSA-N
분자식
C6H11NO
평균 분자량
113.16 g/mol
단동위원소 질량
113.08406397

개요

Prisms, liquid or light tan crystalline solid. (NTP, 1992)

이름 및 식별자

우선 이름
Cyclohexanone Oxime
IUPAC
N-cyclohexylidenehydroxylamine
현지명
사이클로헥사논옥심
영어명
Cyclohexanone oxime
분자식
C6H11NO
분자량
113.16

이름 및 동의어

Cyclohexanone oxime100-64-1Cyclohexanone, oxime(HYDROXYIMINO)CYCLOHEXANEDTXSID40218422U60L00CGFNSC-6300DTXCID701842RefChem:129640202-874-0N-cyclohexylidenehydroxylaminecyclohexanoneoxime
이름 더 보기
(하이드록시아미노)시클로헥산사이클로헥사논옥심사이클로헥사논옥심시클로헥사논옥심CHOCyclohexanonoximAKOS BBS-00004405Cyclohexane oximeCyclohexanon-oximeAntioxidant DCylohexanone oximeCCYLOHEXANONE OXIME
NSC 6300MFCD00001660CAS-100-64-1CCRIS 1383HSDB 5337EINECS 202-874-0BRN 1616769UNII-2U60L00CGF

데이터베이스 식별자

CAS
100-64-1
PubChem CID
7517
DTXSID
DTXSID4021842
ChEMBL
CHEMBL137035
UNII
2U60L00CGF
EC Number
202-874-0
Nikkaji
J45.666G

물성

구조 계산 물성

XLogP
1.2
극성 표면적
32.6 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
8

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Oximes
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Color/FormHEXAGONAL PRISMS FROM PETROLEUM ETHER
Solubility · 2건

less than 1 mg/mL at 68 °F (NTP, 1992)

SOL IN WATER, ALCOHOL, ETHER, METHYL ALCOHOL

Boiling Point · 2건

403 to 410 °F at 760 mmHg (NTP, 1992)

206-210 °C

Melting Point · 2건

192 to 196 °F (NTP, 1992)

89-90 °C

물리화학적 성질

녹는점
86 · 86-89 °C (lit.)
끓는 점
206 · 206-210 °C (lit.)
밀도
1.0125 · 1.0125 (rough estimate)
증기압
1.78 Pa · 1.78Pa at 20℃
굴절률
1.486 · 1.4860 (estimate)
인화점
90 °C · 90 °C
화학적 성질 · 1건

Cyclohexanone oxime, a white crystalline solid, has a molecular weight of 113.16 and a melting point of 90 C. It is soluble in water and ethanol (Lide, 1992). This colorless solid is an important intermediate in the production of nylon 6, a widely used polymer. Cyclohexanone oxime is produced by the condensation of cyclohexanone with hydroxylamine sulfate or hydroxylamine phosphate (Fisher and Cresentini, 1985).

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 1.9% (5 of 262) of reports.

Danger

H228 (55%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P260, P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P319, P330, P337+P317, P370+P378, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 262 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 3건

Chemical: Cyclohexanone, oxime

Status: Active Update: 27-05-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/7659

Cyclohexanone oxime: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Cyclohexanone, oxime: Human health tier I assessment
DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. (NTP, 1992)
Hazards Summary · 1건

Mixtures of cyclohexanone and oxime (varying ratios) produced anesthesia, conjunctivitis, and increased aggression in oral studies of rats; Emergency treatment: Methemoglobinemia; [HSDB] May peroxidize; [CAMEO] Increased methemoglobin levels observed in dermal lethal-dose study or rabbits; Progressive anemia with increased splenic hemosiderin deposition and hematopoiesis observed in 90-day gavage study of rats; No changes in sperm motility or vaginal cytological parameters seen; Limited evidence of mutagenicity in vitro and no evidence in vivo; A major metabolite, cyclohexanone (CAS # 108-94-1), caused reduced fetal body weight and increased frequency of retardation of ossification at levels maternally toxic in inhalation study of rats (LOAEL for maternal and developmental toxicity both equal 5,600 mg/m3/day); [EPA ChAMP: Screening Level Hazard Characterization] A strong eye irritant; Harmful by ingestion; Prolonged or repeated ingestion exposure may cause injury to the hematopoietic system; [ECHA REACH Registrations] An irritant; Toxic by ingestion; [Alfa Aesar MSDS]

안전 및 보호

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
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.

Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol 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.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Personal Protective Equipment (PPE) · 1건

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

독성 정보

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Ongoing Test Status · 1건

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=100-64-1]

TSCA Test Submissions · 1건

Cyclohexanone oxime was examined for mutagenic activity in Salmonella typhimurium tester strains TA98, TA100, TA1535, TA1537 and TA1538 in the presence and absence of metabolic activation provided by rat liver S9 fraction. The method used to induce liver enzyme activities was not reported. The test article was not mutagenic in the plate incorporation assay at concentrations of 5 to 5000 ug/plate with or without activation. The investigators observed toxicity at the high dose level, but did not report the degree of toxicity or in which strain(s) it was observed.

Non-Human Toxicity ExcerptsACUTE TOXIC EFFECTS OF CYCLOHEXANONE & OXIME & MIXTURES OF BOTH IN DIFFERENT RATIOS WERE TESTED BY ORAL PROBING IN RATS. THE ANESTHETIC EFFECT, CONJUNCTIVITIS & INCREASED AGGRESSIONS WERE PARTICULARLY STRIKING.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
GW1925000
HS 번호
29280090
risk_code
22
hazard_code
Xn

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

CYCLOHEXYLAMINE WAS DEAMINATED TO CORRESPONDING KETONES BY RABBIT LIVER MICROSOMES IN PRESENCE OF NADPH & MOL OXYGEN. CYCLOHEXANONE OXIME, IDENTIFIED FROM INCUBATION MIXTURES, MAY BE AN INTERMEDIATE OF MICROSOMAL DEAMINATION OF ALICYCLIC PRIMARY AMINES.

용도 및 제조

Uses · 3건

Used to make caprolactam; [HSDB] A closed-system intermediate (CSI); [EPA ChAMP: Screening Level Hazard Characterization] Used in coatings; [ECHA REACH Registrations]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

IN PREPN OF CAPROLACTAM

General Manufacturing InformationCyclohexanone, oxime: ACTIVE
응용 분야 · 2건

용도Cyclohexanone oxime is used in a wide variety of industrial applications. Primarily, it is used as a captive intermediate in the synthesis of caprolactam, which is polymerized in the production of polycaprolactam (Nylon-6) fibers and plastics (Fisher and Cresentini, 1985; NCI, 1985). The annual U.S. caprolactam production is over 500,000 tons (NCI, 1985). Approximately 90% of the monomer is used to produce fibers for clothing, carpets, home furnishings, and tire cording. The remaining 10% is used to produce nylon resins for food packaging film, extrusion compounds for bristle filaments and wire coatings, and molded plastics for automobiles and appliances (NCI, 1985). Cyclohexanone oxime is also thought to be an intermediate in the oxidative metabolism of sodium cyclamate, an artificial sweetener (Unger and McMahon, 1981).

일반 설명Prisms, liquid or light tan crystalline solid.

공급사50 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]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]

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