Cyclododecane

HCID 9268CAS 294-62-2

Basic information

Standard SMILES
C1CCCCCCCCCCC1
InChIKey
DDTBPAQBQHZRDW-UHFFFAOYSA-N
Molecular formula
C12H24
Average molar mass
168.32 g/mol
Monoisotopic mass
168.18780077

Overview

cyclododecane has been reported in Terminalia chebula with data available.

Names & identifiers

Preferred name
Cyclododecane
IUPAC
cyclododecane
English name
CYCLODODECANE
Molecular formula
C12H24
Molecular weight
168.32

Names & synonyms

CYCLODODECANE294-62-2EINECS 206-033-9DTXSID9021552HSDB 5557UNII-97CN13ZD83BRN 1901008CYCLODODECANE [HSDB]97CN13ZD83EC 206-033-94-05-00-00169 (Beilstein Handbook Reference)DTXCID401552
Show more names
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

Database identifiers

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

Properties

Computed structural properties

XLogP
6.7
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
12

Experimental & physicochemical properties

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

Physicochemical properties

Melting point
59 · 59-61°C
Boiling point
111 °C · 111 °C / 17mmHg
Density
0.79 · 0.790
vapor pressure
9.83 Pa · 9.83Pa at 20℃
refractive index
1.486 · 1.4860 (estimate)
Flash point
88 ℃ · 88℃

Safety & regulation

GHS classification

GHS Classification · 4 items

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.

Hazard information

Regulatory Information · 2 items

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%)

Safety & protection

Disposal Methods · 1 item

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.

Toxicology

Body Burden · 1 item

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 items

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 items

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 item

/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 item

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.

Safety data

tsca
TSCA listed
rtecs
GV2295000
ridadr
1325
hs_code
29021990
Signal word
Danger
Symbol(GHS)
GHS07,GHS08,GHS09

Chemistry & industry

Uses & manufacturing

Uses · 3 items

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 items

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 items

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 items

Cyclododecane: ACTIVE

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

Applications · 2 items

UsesCyclododecane is considered as a new product in the conservation industry that is utilized as a temporary fixative, consolidant, barrier layer, and masking material in numerous fields of specialization. As a consolidant, it protects fragile ceramics while moving; therefore, allowing packaging and handling without any damage. As a temporary adhesive, cyclododecane has also been used remove subsequent of an adhesive without causing any damage. Its film-forming properties are one of the desirable working characteristics. The compound has been employed as a fixative for moisture-sensitive media on paper in the process of aqueous treatment. Due to its non-polar quality, cyclododecane can be used to protect materials that are solvent-sensitive during local solvent treatment. At room temperature, cyclododecane has the ability form a typically rigid solid, therefore, it has been used to secure friable substrates or flaking paint during transportation or during cleaning in surrounding. Moreover, it has been used to isolate the surface of an object when making mold.

UsesCyclooctane and cyclononane are used as starting materials for organic synthesis. The major use of cyclododecane is as an intermediate for the production of chemicals used to make polyamides, polyesters, synthetic lubricating oils, and nylon 12; it is also used as a high-purity solvent. An emulsion of cyclododecane can be used to emulsify pesticides. It is also used as a mothproofing agent.

Suppliers50 total

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]

Related reactions

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