环十二烷

Cyclododecane

HCID 9268CAS 294-62-2

基本信息

标准SMILES
C1CCCCCCCCCCC1
InChIKey
DDTBPAQBQHZRDW-UHFFFAOYSA-N
分子式
C12H24
平均分子量
168.32 g/mol
单同位素质量
168.18780077

概述

cyclododecane has been reported in Terminalia chebula with data available.

名称与标识

首选名称
Cyclododecane
IUPAC
cyclododecane
中文名
环十二烷
英文名
CYCLODODECANE
分子式
C12H24
分子量
168.32

名称与别名

CYCLODODECANE294-62-2EINECS 206-033-9DTXSID9021552HSDB 5557UNII-97CN13ZD83BRN 1901008CYCLODODECANE [HSDB]97CN13ZD83EC 206-033-94-05-00-00169 (Beilstein Handbook Reference)DTXCID401552
展开更多名称
环十二烷yclododecaneCyclododecane>Phenyl Acetate Impurity 70Cyclododecane in isooctaneCYCLODODECANE ISO 9001:2015 REACH
RefChem:129446206-033-9DDTBPAQBQHZRDW-UHFFFAOYSA-NInChI=1/C12H24/c1-2-4-6-8-10-12-11-9-7-5-3-1/h1-12HCyclododecanMFCD00014258AKOS006227986CAS-294-62-2

数据库标识

CAS
294-62-2
PubChem CID
9268
DTXSID
DTXSID9021552
ChEMBL
CHEMBL3185808
UNII
97CN13ZD83
EC Number
206-033-9
Nikkaji
J43.296B

性质

结构计算性质

XLogP
6.7
极性表面积
0 Ų
氢键供体
0
氢键受体
0
可旋转键
0
重原子
12

实验与物化性质

Chemical ClassesOther Classes -> Aliphatics, Saturated (>C11)
SpringerMaterials PropertiesSchoenflies notation
Density0.82 g/cu cm at 80 °C
Color/FormNeedles from alcohol
SolubilityInsoluble in water; very soluble in alcohol, ethyl ether
Boiling Point247 °C

物理化学性质

熔点
59 · 59-61°C
沸点
111 °C · 111 °C / 17mmHg
密度
0.79 · 0.790
蒸气压
9.83 Pa · 9.83Pa at 20℃
折射率
1.486 · 1.4860 (estimate)
闪点
88 ℃ · 88℃

化学性质

无色结晶。熔点60-61℃,沸点118℃(2.40kPa),相对密度0.871(20/4℃)。

安全与法规

GHS分类

GHS Classification · 4 条

This chemical does not meet GHS hazard criteria for 75% (3 of 4) of all reports.

H413 (25%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory.

危害信息

Regulatory Information · 2 条

Status: Active Update: 18-02-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/2097

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

Hazards SummaryMay cause irritation; [MSDSonline]
Special ReportsEuropean Commission, ESIS; IUCLID Dataset, Cyclododecane (294-62-2) (2000 CD-ROM edition).[Available from the Database Query page as of March 3, 2009: http://ecb.jrc.ec.europa.eu/IUCLID-DataSheets/294622.pdf]
Hazard Classes and CategoriesAquatic Chronic 4 (25%)

安全与防护

Disposal Methods · 1 条

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

毒理信息

Body Burden · 1 条

The expired air of 62 non-smoking humans was examined for the presence of environmental pollutants and other chemical constituents(1); cyclododecane was detected in the expired air of all three subject groups (diabetic, pre-diabetic and control)(1).

Ecotoxicity Values · 2 条

EC50; Species: Daphnia pulex (Water flea, neaonate <24 hr old); Conditions: freshwater, static, 17 °C, hard water; Concentration: 21000 ug/L for 48 hr; Effect: intoxication, immobilization /> or =96% purity/

EC50; Species: Scenedesmus subspicatus (Algae); Concentration: >2.1 mg/L for 72 hr; Effect: No effects on biomass or growth rate were observed. The range of test concentrations was limited by the water solubility. /Conditions of bioassay not specified in source examined/

Environmental Fate · 3 条

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5,300(SRC), determined from a structure estimation method(2), indicates that cyclododecane is expected to be immobile(SRC). Volatilization of cyclododecane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.54 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Cyclododecane is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.9X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). A 6% of theoretical BOD using activated sludge in the Japanese MITI test(5), suggests that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5,300(SRC), determined from a structure estimation method(2), indicates that cyclododecane is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.54 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4 hours and 5 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 9 years if adsorption is considered(5). According to a classification scheme(6), a BCF range of 1,100-14,400(7) suggests that bioconcentration in aquatic organisms is very high, provided the compound is not metabolized by the organism(SRC). A 6% of theoretical BOD using activated sludge in the Japanese MITI test(7), suggests that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyclododecane, which has an estimated vapor pressure of 0.029 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase cyclododecane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 23 hours(SRC), calculated from its rate constant of 1.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Cyclododecane does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Ecotoxicity Excerpts · 1 条

/AQUATIC SPECIES/ We have provided a hazard ranking for 19 classes of compounds representing many of the nearly 500 organic compounds identified by gas chromatography-mass spectrometry in lake trout (Salvelinus namaycush) and walleye (Stizostedion vitreum vitreum) from the Great Lakes and Lake St. Clair. We initially made a provisional hazard ranking based on available published and unpublished information on aquatic toxicity, bioaccumulation, occurrence and sources. Acute toxicity tests with Daphnia pulex at 17 °C in reconstituted hard water were performed with 30 compounds representative of the 19 classes that were highest in the provisional ranking. The resulting toxicity data, along with information on the compounds' occurrence in Great Lakes fish and their sources, were ranked and weighted and then used in calculating the revised hazard ranking. The 10 most hazardous classes, in descending order, are as follows (values shown are mean 48-hr EC50s, in ug/mL): arene halides (e.g., polychlorinated biphenyls, DDT), 0.0011; phthalate esters, 0.133; chlorinated camphenes (toxaphene), 0.0082; polyaromatic hydrocarbons (PAHs; e.g., dimethyl-naphthalene) and reduced derivatives, 1.01; chlorinated fused polycyclics (e.g., trans-nonachlor), 0.022; nitrogen-containing compounds (e.g., O-methylhydroxylamine), 1.35; alkyl halides (e.g., (bromomethyl)cyclohexene), 10.1; cyclic alkanes (e.g., cyclododecane), 20.9; silicon-containing compounds (e.g., dimethyldiethoxy silane), 1.25; and heterocyclic nitrogen compounds (e.g., nicotine), 2.48. We recommend that chronic bioassays be conducted with fish and invertebrates to determine the sublethal effects of the following classes of compounds, for which few toxicity data are available: PAHs, heterocyclic nitrogen compounds, other nitrogen-containing compounds, alkyl halides, cyclic alkanes and silicon-containing compounds. Information from these types of studies will aid researchers in determining the possible causal role these contaminants play in the decline and reproductive impairment of Great Lakes fish.

Effluent ConcentrationsAverage cyclododecane emissions from PVC cushion vinyl floor covering three days and four weeks old were, 56 and 31 ug/sq m-hr, respectively(1).
Soil Adsorption/Mobility · 1 条

Using a structure estimation method based on molecular connectivity indices(1), the Koc of cyclododecane can be estimated to be 5,300(SRC). According to a classification scheme(2), this estimated Koc value suggests that cyclododecane is expected to be immobile in soil.

安全数据

tsca
TSCA listed
RTECS号
GV2295000
包装类别
III
危险等级
4.1
安全说明
24/25
海关编码
29021990

化学与工业

用途与制造

Uses · 3 条

Used as an intermediate for the production of chemicals to make polyamides, polyesters, synthetic lubricating oils, and nylon 12; as a high-purity solvent; as a mothproofing agent; [HSDB]

Intermediate for the production of chemicals used to make polyamides, polyesters, synthetic lubricating oils, and nylon 12; high-purity solvent. Also used as a moth proofing agent

An intermediate for the production of nylon 12

U.S. Production · 2 条

Cyclododecane is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5435]

Methods of Manufacturing · 2 条

Cyclododecane is produced by liquid-phase hydrogenation of 1,5,9-cyclododecatriene over nickel catalysts.

Cyclododecane ... is obtained by catalytic hydrogenation of 1,5,9-cyclododecatriene.

General Manufacturing Information · 2 条

Cyclododecane: ACTIVE

THE SUBLIMATING COMPOUND CYCLODODECANE CAN BE EMULSIFIED IN WATER IN THE PRESENCE OF SURFACTANTS. THE EMULSION CAN BE USED TO EMULSIFY PESTICIDES.

应用领域

用途有机中间体,用作尼龙的单体、十二内酰胺的中间体。

制备方法

生产方法1.环十二碳三烯加氢制取。也可由石油裂解所得C4馏分中的1,3-丁二烯直接进行三聚成环十二碳三烯,再经加氢而得。加氢所用催化剂为骨架镍,在压力1.961-2.941MPa、反应温度80-100℃条件下进行。整个反应过程较长,操作复杂。2.以环十二酮为原料,用锌汞齐和盐酸进行还原制得。

试剂价格

C0554 · 5G
环十二烷Cyclododecane — 90元
C0554 · 25G
环十二烷Cyclododecane — 190元

供应商50 家

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]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]

相关反应

54 条

关联笔记

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