シクロヘキサノン オキシム
Cyclohexanone Oxime
基本情報
- CAS
100-64-1- 標準SMILES
ON=C1CCCCC1- InChIKey
VEZUQRBDRNJBJY-UHFFFAOYSA-N- 分子式
- C6H11NO
- 平均分子量
- 113.16 g/mol
- 単同位体質量
- 113.08406397
概要
Prisms, liquid or light tan crystalline solid. (NTP, 1992)
名称と識別子
- 優先名称
- Cyclohexanone Oxime
- IUPAC
- N-cyclohexylidenehydroxylamine
- 現地名
- シクロヘキサノン オキシム
- 英語名
- Cyclohexanone oxime
- 分子式
- C6H11NO
- 分子量
- 113.16
名称と別名
Cyclohexanone oxime100-64-1Cyclohexanone, oxime(HYDROXYIMINO)CYCLOHEXANEDTXSID40218422U60L00CGFNSC-6300DTXCID701842RefChem:129640202-874-0N-cyclohexylidenehydroxylaminecyclohexanoneoxime
名称をさらに表示
シクロヘキサノン オキシムシクロヘキサノンオキシム抗酸化剤D酸化防止剤Dシクロヘキサン-1-オンオキシム1-シクロヘキサノンオキシムN-シクロヘキシリデンヒドロキシルアミンヒドロキシイミノシクロヘキサンN-ヒドロキシシクロヘキサン-1-イミンCHOCyclohexanonoximAKOS BBS-00004405Cyclohexane oximeCyclohexanon-oximeAntioxidant DCylohexanone oximeCCYLOHEXANONE OXIME
NSC 6300MFCD00001660CAS-100-64-1CCRIS 1383HSDB 5337EINECS 202-874-0BRN 1616769UNII-2U60L00CGF
データベース識別子
- CAS
100-64-1- PubChem CID
- 7517
- DTXSID
DTXSID4021842- ChEMBL
CHEMBL137035- UNII
- 2U60L00CGF
- EC Number
- 202-874-0
- Nikkaji
- J45.666G
物性
構造計算による物性
- XLogP
- 1.2
- 極性表面積
- 32.6 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 2
- 回転可能結合数
- 0
- 重原子数
- 8
- 形式電荷
- 0
- 複雑度
- 90.7
実験および物理化学的性質
Chemical ClassesNitrogen Compounds -> Oximes
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Color/FormHEXAGONAL PRISMS FROM PETROLEUM ETHER
Solubility
less than 1 mg/mL at 68 °F (NTP, 1992)
SOL IN WATER, ALCOHOL, ETHER, METHYL ALCOHOL
Boiling Point
403 to 410 °F at 760 mmHg (NTP, 1992)
206-210 °C
Melting Point
192 to 196 °F (NTP, 1992)
89-90 °C
Vapor Density3.91 (NTP, 1992) - Heavier than air; will sink (Relative to Air)
Physical Description
Prisms, liquid or light tan crystalline solid. (NTP, 1992)
Solid; [HSDB] Liquid or light tan solid; mp = 89-91 deg C; [CAMEO] White chunks or powder; [Alfa Aesar MSDS]
物理化学的性質
- 融点
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
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.
危険有害性情報
Regulatory Information
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
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]
化学と産業
薬理情報
Metabolism/Metabolites
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.
用途と製造
Uses
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
応用分野
用途有機合成原料、樹脂添加剤。
使用Cyclohexanone 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).
一般的な説明Prisms, liquid or light tan crystalline solid.
使用用途シクロヘキサノンオキシムの主要な使用用途は、6-ナイロンの合成中間体であるε-カプロラクタムの合成です。最終目的物である6-ナイロンは、融点225℃、耐熱温度80～140℃の合成繊維です。耐摩耗性、耐衝撃性、耐油性、耐薬品性、ならびに電気特性に優れています。また、同じ合成樹脂の6,6-ナイロンと比較し、染色性に優れていることが特長です。 6-ナイロンは、衣類、カーペット、釣り糸のほか、熱可塑性のとして、機械や電気通信機器、輸送機械などの部品、雑貨、建材、フィルムなどに用いられています。
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