基本情報
- 標準SMILES
C1CCC2OC2C1- InChIKey
ZWAJLVLEBYIOTI-UHFFFAOYSA-N- 分子式
- C6H10O
- 平均分子量
- 98.14 g/mol
- 単同位体質量
- 98.07316494
名称と識別子
- 優先名称
- Cyclohexene oxide
- IUPAC
- 7-oxabicyclo[4.1.0]heptane
- 現地名
- 1,2-エポキシシクロヘキサン
- 英語名
- Cyclohexene oxide
- 分子式
- C6H10O
- 分子量
- 98.14
名称と別名
名称をさらに表示
データベース識別子
- CAS
286-20-4- PubChem CID
- 9246
- DTXSID
DTXSID6024880- ChEMBL
CHEMBL1361659- EC Number
- 206-007-7
- Nikkaji
- J2.980G
物性
構造計算による物性
- XLogP
- 1.2
- 極性表面積
- 12.5 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
- 70
実験および物理化学的性質
Solubility
SOL IN ALC, ETHER, ACETONE; INSOL IN WATER
VERY SOL IN BENZENE; SOL IN CHLOROFORM
物理化学的性質
- 融点
- -40 °C · -40 °C
- 沸点
- 129 · 129-130 °C(lit.)
- 比重(密度)
- 0.97 g/mL · 0.97 g/mL at 25 °C(lit.)
- 蒸気圧
- 12 hPa · 12 hPa (20 °C)
- 屈折率
- 20 · n20/D 1.452(lit.)
- 闪点
- 81 °F · 81 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 外見
- 液体
- 色
- 無色透明~黄色
- 爆発限界(explosive limit)
- 1.2 · 1.2-6.5%(V)
- 水溶解度
- 不溶性
- BRN
- 383568 · 383568
- InChI
- 1S/C6H10O/c1-2-4-6-5(3-1)7-6/h5-6H,1-4H2
- InChIKey
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N
- SMILES
- C1CCC2OC2C1
- CAS データベース
- 286 · 286-20-4(CAS DataBase Reference)
- NISTの化学物質情報
- Cyclohexene oxide(286-20-4)
- EPAの化学物質情報
- Cyclohexene oxide (286-20-4)
化学的性質
化学的特性clear colorless to yellow liquid
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 3.2% (5 of 158) of reports.
Danger
H226 (95.6%): Flammable liquid and vapor [Warning Flammable liquids];H302 (96.2%): Harmful if swallowed [Warning Acute toxicity, oral];H311 (84.8%): Toxic in contact with skin [Danger Acute toxicity, dermal];H312 (20.9%): Harmful in contact with skin [Warning Acute toxicity, dermal];H314 (77.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H318 (58.9%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H331 (72.2%): Toxic if inhaled [Danger Acute toxicity, inhalation];H341 (52.5%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
P203, P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P318, P321, P330, P361+P364, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 158 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 5 of 158 reports by companies.;There are 15 notifications provided by 153 of 158 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
Regulatory Information
Chemical: 7-Oxabicyclo[4.1.0]heptane
Status: Active Update: 20-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5629
Epoxycyclohexane: Does not have an individual approval but may be used under an appropriate group standard
Peroxide Forming Chemical
Cyclohexene Oxide
D*: Other compounds that may form peroxides
1 samples had 1 ppm peroxide; age >1 yrs
Management of time-sensitive chemicals (JCHAS)
Hazard Classes and Categories
Flam. Liq. 3 (95.6%);Acute Tox. 4 (96.2%);Acute Tox. 3 (84.8%);Acute Tox. 4 (20.9%);Skin Corr. 1B (77.8%);Eye Dam. 1 (58.9%);Acute Tox. 3 (72.2%);Muta. 2 (52.5%)
Flammable liquids - Category 3;Acute toxicity (Oral) - Category 4;Acute toxicity (Dermal) - Category 3
毒性情報
Interactions
MODIFIER OF MICROSOMAL EPOXIDE HYDRASE ACTIVITY, CYCLOHEXENE OXIDE, EXERTS DIFFERENTIAL EFFECTS ON CATALYTIC ACTIVITY OF PURIFIED ENZYME FROM RAT LIVER. CYCLOHEXENE OXIDE INHIBITS RATE OF METAB OF BENZO(A)PYRENE 11,12-OXIDE & DIBENZO(A,H)-ANTHRACENE 5,6-OXIDE.
CYCLOHEXENE OXIDE ADMIN IP TO RATS, INHIBITED BILIARY EXCRETION OF METHYL MERCURY. THESE RESULTS PROBABLY REFLECT THE CONJUGATION OF CYCLOHEXENE TO GLUTATHIONE IN THE LIVER.
CO-ADMIN OF CYCLOHEXANE OXIDE AND CHLOROBENZENE REDUCED THE RATE OF METABOLISM OF CHLOROBENZENE AND PREVENTED HEPATIC CENTRILOBULAR NECROSIS CAUSED BY THIS COMPD IN RATS.
INDUCED LUNG HYDROXYLASES HAD KM VALUES OF 1.10 AND 0.52 IN MOUSE AND HAMSTER, RESPECTIVELY. THEY WERE STRONGLY STIMULATED BY CYCLOHEXENE OXIDE.
Ongoing Test Status
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=286-20-4]
Non-Human Toxicity Excerpts
MUTAGENICITY: MUTATION RESEARCH 87: 17 (1981). SISTER CHROMATID EXCHANGE - IN VITRO CHROMOSOMAL EFFECT STUDIES, NON-HUMAN: QUESTIONABLE.
CYCLOHEXANE OXIDE WAS INVESTIGATED USING AMES SALMONELLA TYPHIMURIUM ASSAY WITHOUT ADDN OF LIVER HOMOGENATE FRACTIONS. IT IS FOUND TO BE A WEAK MUTAGEN FOR TA100 & TA1535 STRAINS.
12 EPOXIDE COMPD WERE TESTED FOR CARCINOGENIC ACTIVITY IN RATS AFTER SC INJECTION @ MAX TOLERATED DOSES WITHOUT TOXIC OR ULCERATIVE EFFECTS. 1,2-EPOXYCYCLOHEXANE WAS INACTIVE.
CYCLOHEXENE OXIDE EXERTED DIFFERENTIAL EFFECTS ON NUCLEAR AND MICROSOMAL EPOXIDE HYDRASE WHICH WERE DEPENDENT ON SUBSTRATE AND ON THE ORGANELLE.
法規制情報
Regulatory Information
Chemical: 7-Oxabicyclo[4.1.0]heptane
Status: Active Update: 20-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5629
Epoxycyclohexane: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- RN7175000
- ridadr
- UN 2924 3/PG 3
- 毒性
- LD50 orally in Rabbit: 1060 mg/kg LD50 dermal Rabbit 612 mg/kg
- hs_code
- 29109000
- risk_code
- 10-20/21/22-34
- 化審法
- (3)-3263
- 消防法
- 危-4-2-III
- hazard_code
- C
- safety_code
- 26-36/37/39-45-16
- hazard_class
- 8
- packing_group
- II
- 自然発火温度
- 703 °F
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 3Muta. 2Skin Corr. 1B
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 286-20-4(Hazardous Substances Data)
化学と産業
薬理情報
Metabolism/Metabolites
RABBIT LIVER MICROSOMES OXIDIZED CYCLOHEXENE OXIDE. THEREFORE, EPOXIDES ARE INTERMEDIATES IN THE OXIDATION OF ALKENES TO GLYCOLS IN LIVER MICROSOMES.
ON INCUBATION WITH RABBIT LIVER MICROSOMES CYCLOHEXENE OXIDE WAS CONVERTED TO THE CORRESPONDING 1,2-GLYCOL BY EPOXIDE HYDRASE.
用途と製造
Uses
Used as a chemical intermediate for epoxy resins and photoreactive polymers; [HSDB]
CHEMICAL INTERMEDIATE
CHEM INT, EG, FOR EPOXY RESINS & PHOTOREACTIVE POLYMERS
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1979) 6.26X10+7 GRAMS (PRINCPL CUSTMS DISTS)
(1981) No Data
U.S. Production
(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS
(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS
応用分野
使用Cyclohexene oxide has been patented for use as an insecticidal fumigant. Cyclohexene oxide is an important intermediate in the organic industry. It is employed in the manufacture of medicines, pesticides, dyes, and perfumes. In addition, cyclohexene oxide can be used as a monomer in polymerization, chain-cutting agent, flame retardant and diluting agent among other uses. Cyclohexene oxide is useful as a monomer in polymerization with CO2 for production of cyclic carbonates and polycarbonates in the presence of different catalysts.
調製方法
純化方法Fractionate the oxide through an efficient column. The main impurity is probably H2O. Dry it over MgSO4, filter and distil it several times (b 129-134o/760mm). The residue is sometimes hard to remove from the distilling flask. To avoid this difficulty, add a small amount of a mixture of ground NaCl and Celite (1:1) to help break up the residue particularly if H2O is added. [Osterberg Org Synth Coll Vol I 185 1948, Beilstein 17 H 21, 17/1 V 203.]
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