cis-Bicyclo[4.4.0]decan

CIS-DECALIN · Naphthalene, decahydro-, cis- · cis-decaline · c-Decalin · cis-dekalin · cis-naphthalen · cis-Decalin(R) · CIS-NAPHTHALANE

https://huagongshe.com/de/chemical/7044

Molekülstruktur von cis-Bicyclo[4.4.0]decan

Identifikatoren & physikalische Daten

CAS No.	493-01-6
Summenformel	C10H18
Durchschnittliche Molmasse	138,25 g/mol
Monoisotopische Masse	138,14085058 g/mol
SMILES	C1CCC2CCCCC2C1
InChIKey	NNBZCPXTIHJBJL-UHFFFAOYSA-N
PubChem CID	7044
ChEMBL	CHEMBL1491920
ChEBI	CHEBI:38853
EC No.	202-046-9
DTXSID	DTXSID1024912
Lokaler Name	cis-Bicyclo[4.4.0]decan

Chemische & physikalische Eigenschaften

XLogP	4,6
Polarare Oberfläche (TPSA)	0
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	0
Frei drehbare Bindungen	0
Schwere Atome	10
Formalladung	0
Komplexität	80,6
Stoffklassen	Other Classes -> NaphthalenesFlammable agents - 2nd degree
SpringerMaterials Properties	Chemical diffusion
LogP (Verteilungskoeffizient)	4.6
Geruch	Slight odor resembling mentholpure decalin does not smell of naphthalene
Dichte	0.89 at 68 °F (USCG, 1999) - Less dense than waterwill float0.8965 @ 22 °CVapor density: 4.77 (air= 1) /Trans-isomer/Liquid water interfacial tension: 51.5 dynes/cm= 0.0515 N/m at 20 °Cliquid heat capacity= 0.391 BTU/lb-deg F @ 70 °Fliquid thermal conductivity= 0.735 BTU-in/hr-sq ft-deg F at 135 °Csaturated vapor density= 0.00269 lb/cu ft @ 130 °FRelative density (water = 1): 0.87-0.900.8965 @ 22°C0.897 g/mL at 25 °C(lit.)
Viscosity	1.788 cP @ 70 °F
Color/Form	Clear colorless liquidWater-white liquid
Löslichkeit	Very sol in alcohol, methanol, ether, chloroform. Miscible with propyl and isopropyl alcoholmiscible with most ketones and esters.In water, 0.889 mg/l @ 25 °CSolubility in water at 25 °C: very poor8.92g/L(300 ºC)
Flammpunkt	134 °F (USCG, 1999)134 deg. F129 °F54 °C (Closed cup) /Trans-isomer/136 °F58 °C (CLOSED CUP)57 °C c.c.137 °F
Siedepunkt	383 °F at 760 mmHg (USCG, 1999)155.5 °C185-195 °C155.5 °C @760 [mm Hg]193 °C(lit.)
Decomposition	When heated to decomposition it emits acrid smoke and fumes.
Schmelzpunkt	-44 °F (USCG, 1999)-43 °C-40 °C−43 °C(lit.)
Dampfdichte	4.76 (vs air)
Dampfdruck	42 mm Hg ( 92 °C)
Brechungsindex	n20/D 1.481(lit.)
Lagerbedingungen	Sealed in dry,Room Temperature
Aggregatzustand	clear liquid
Farbe	Colorless to Almost colorless
Explosionsgrenze	0.7-4.9%, 100°F
Spezifische Wärmekapazität	Cp(liquid): 1.68 J/(g·K), at 25℃
Merck	14,2846
BRN	1900822
Henry-Konstante	4.3×10-4 mol/(m3Pa) at 25℃, Mackay et al. (1993)
Dielektrizitätskonstante	2.2(20℃)
Stabilität	Stable. Incompatible with oxidizing agents. May form explosive peroxides. Heat and light accelerate peroxide formation.
InChI	1S/C10H18/c1-2-6-10-8-4-3-7-9(10)5-1/h9-10H,1-8H2/t9-,10+
InChIKey	NNBZCPXTIHJBJL-AOOOYVTPSA-N
SMILES	[H][C@]12CCCC[C@@]1([H])CCCC2
Oberflächenspannung	32.1mN/m at 298.15K
CAS Datenbank	493-01-6(CAS DataBase Reference)
EPA chemische Informationen	cis-Decahydronaphthalene (493-01-6)

Sicherheit & Vorschriften

GHS-Einstufung	DangerH226 (87.3%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P271, P273, P280, P301+P316, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P331, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 315 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H226 (97.7%): Flammable liquid and vapor [Warning Flammable liquids]
Regulatorische Informationen	Chemical: Naphthalene, decahydro-Chemical: Naphthalene, decahydro-, cis-Chemical: Naphthalene, decahydro-, trans-Naphthalene, decahydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Naphthalene, decahydro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 06-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/10843cis-Decahydronaphthalene: Does not have an individual approval but may be used under an appropriate group standard
DOT-Kennzeichnung	Flammable Liquid
Brandgefahren	Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Flammable. Above 57 °C explosive vapour/air mixtures may be formed.
Brandpotenzial	MODERATE, WHEN EXPOSED TO HEAT OR FLAME ...
Gesundheitsgefahren	Inhalation or ingestion irritates nose and throat, causes numbness, headache, vomitingurine may become blue. Irritates eyes. Liquid de-fats skin and causes cracking and secondary infectioneczema may develop. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin.
Gefahrenübersicht	Causes liver and kidney injury in animal experiments[HSDB] Defats skin and irritates nose and throat[CAMEO] A skin and eye irritant[Hawley] Causes CNS effects[ICSC] See cis-Decahydronaphthalene.Causes burnsInhalation may cause corrosive injuries to upper respiratory tract[Sigma-Aldrich MSDS] See Decahydronaphthalene.A skin and strong eye irritantHarmful by inhalation[Sigma-Aldrich MSDS] See Decahydronaphthalene. See Cyclohexane.The major hazards encountered in the use and handling of decahydronaphthalene stem from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal absorption), exposure to this clear, colorless, slightly menthol-smelling liquid may occur from its use as a chemical intermediate, in the manufacture of paints, lacquers, varnishes, shoe creams, and floor waxes, rubber, asphalt, and printing inks. Effects from exposure may include contact burns to the skin and eyes, irritation of the mucous membranes, defatting dermatitis and eczema (from prolonged or repeated contact), numbness, headache, CNS depression (dizziness), vomiting, and fatal chemical pneumonitis (if the liquid is aspirated). In activities and situations where over-exposure may occur, wear a self-contained breathing apparatus and chemical protective clothing. If contact should occur, immediately flush affected eyes and skin with running water for at least 15 minutes. Remove contaminated clothing and shoes at the site. This material may be ignited by heat, sparks, or flames. Further, its heavier than air vapor may travel to a source of ignition and flash back. Containers may explode in the heat of a fire. For fires involving decahydronaphthalene, extinguish with dry chemical, CO2, Halon, water spray, fog, or standard foam. Isolate for 1/2 mile in all directions if a tank car or truck is involved in the fire. Decahydronaphthalene may be shipped domestically via air, rail, road, or water. Storage should be away from sources of ignition and oxidizing materials. Also, avoid prolonged exposure of this substance to air because of the possible formation of dangerous peroxides. Take up small spills of decahydronaphthalene with sand or other noncombustible absorbent and place into containers for later disposal. Dike far ahead of large spills to prevent decahydronaphthalene from entering confined spaces such as sewers where its vapor may create an explosion hazard. Before implementing land disposal of waste decahydronaphthalene, consult with environmental regulatory agencies for guidance.
DOT-Nummer und Handbuch	1147 130
Reaktive Gruppe	Hydrocarbons, Aliphatic Saturated
UN-Einstufung	UN Hazard Class: 3UN Pack Group: III
Special Reports	SCHMELTZ I ET ALVOL 3, POLYNUCLEAR AROMATIC HYDROCARBONS. SECOND INTERNATIONAL SYMPOSIUM ON ANALYSIS, CHEMISTRY, & BIOLOGY. SEPT 1977, ISBN 0-89004-241-1: 47-60 (1978). BIOASSAYS OF NAPHTHALENE FOR COCARCINOGENIC ACTIVITY RELATION TO TOBACCO CARCINOGENESIS WAS DISCUSSED. /NAPHTHALENE & ALKYL NAPHTHALENES/WHOEnvironmental Health Criteria 119: Principles and Methods for the Assessment of Nephrotoxicity Associated with Exposure to Chemicals (1991)
Reactivity Alerts	Highly Flammable
Reactivity Profile	Saturated aliphatic hydrocarbons, such as DECAHYDRONAPHTHALENE, may be incompatible with strong oxidizing agents like nitric acid. Charring of the hydrocarbon may occur followed by ignition of unreacted hydrocarbon and other nearby combustibles. In other settings, aliphatic saturated hydrocarbons are mostly unreactive. They are not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154].
Brandbekämpfung	Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Use powder, carbon dioxide, foam. In case of fire: keep drums, etc., cool by spraying with water.
Erste-Hilfe-Maßnahmen	Fresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention .
Freisetungsmaßnahmen	· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
Erste Hilfe	INHALATION: remove to fresh air.General First Aid:
Sichere Lagerung	Fireproof. Separated from oxidants. Cool. Keep in the dark. Well closed.
Expositionsschutz und Persönliche Schutzausrüstung	· Wear positive pressure self-contained breathing apparatus (SCBA).5.0 [ppm]
Brandbekämpfungsverfahren	TO FIGHT FIRE USE FOAM, CARBON DIOXIDE, DRY CHEMICAL.If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide.
Lagerbedingungen	Handle and store under Nitrogen. ...Potentially explosive peroxides can form on long time storage in contact with air. Light and heat accelerate peroxide /formation/.
Freisetung ohne Brand	Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Entsorgungsverfahren	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 qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.
Verschüttetes entsorgen	Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Ventilation. Collect leaking liquid in sealable containers. Carefully collect remainder. Then store and dispose of according to local regulations.
Preventive Measures	If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock down vapors.Personnel protection: Avoid breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Ökotoxizitätswerte	LC50 Leuciscus idus melanotus 4.3 mg/L/48 hr /Conditions of bioassay not specified/LC50 Oryzias latipes 1.84 mg/L/48 hr /Conditions of bioassay not specified/
Umweltverhalten	TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4,600(SRC), determined from a water solubility of 0.889 mg/l(2) and a regression-derived equation(3), indicates that decahydronaphthalene is expected to have slight to no mobility in soil(SRC). Volatilization of decahydronaphthalene from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant estimated as 0.47 atm-cu m/mole(SRC) derived from its vapor pressure, 2.3 mm Hg(4), and water solubility, 0.889 mg/l(2). The potential for volatilization of decahydronaphthalene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 2.3 mm Hg(4). However, adsorption to soil is expected to attenuate volatilization(SRC). Decahydronaphthalene was not degraded using sediment grab samples from an oiled and pristine beach areas and mud from an intertidal zone(5), indicating that biodegradation may not be an important fate process in soil.AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4,600(SRC), determined from a water solubility of 0.889(2) and a regression-derived equation(3), indicates that decahydronaphthalene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant estimated as 0.470 atm-cu m/mole(SRC), derived from its vapor pressure, 2.3 mm Hg(4), and water solubility(2). Using this Henry's Law constant and an estimation method(3), estimated volatilization half-lives for a model river and model lake are 3.5 hrs and 5 days, respectively. 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 28 days if adsorption is considered(5). According to a classification scheme(6), BCF's of 839-2,380 for the cis-isomer and 1,170-3,050 for the trans-isomer(7), suggest the potential for bioconcentration in aquatic organisms is very high(SRC). That decahydronaphthalene was not degraded using marine water but was degraded in water from a stagnant pond that had been acclimated to oil(8) indicates that biodegradation may be an important fate process in acclimated aquatic environments.ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), decahydronaphthalene, which has a vapor pressure of 2.3 mm Hg at 25 °C(2), is expected to exist primarily as a vapor in the ambient atmosphere. Vapor-phase decahydronaphthalene 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 19 hrs(SRC), calculated from its rate constant of 2.02X10-11 cu cm/molecule-sec at 25 °C(3).
Lebensmitteluntersuchungswerte	Decahydrohapthalene was identified, not quantified in floured chickpea seed (Cicer arietinum L.)(1).
Unerwünschte Wirkungen	Neurotoxin - Acute solvent syndromeDermatotoxin - Skin burns.
Expositionspfade	The substance can be absorbed into the body by inhalation of its vapour.
Ökotoxizitätsauszüge	/AQUATIC SPECIES/ Mussel larvae (Mytilus edulis) /showed a/ 20% reduction of growth rate at 10 ppm and 50 ppm/also a/ 5% reduction of growth rate at 100 ppm./AQUATIC SPECIES/ ...The growth rate of the fungus Cladosporium resinae, which was cultured on a 10 mmolar solution of dodecane, was inhibited by about 60% in the presence of 138 mg decahydronaphthaleneand effect on the biomass yield per gram dodecane was not observed. ...
Signs and Symptoms	Cough. Sore throat. Headache. Dizziness. Nausea. Vomiting.Redness. Pain. Skin burns.Redness. Pain. Severe deep burns.Nausea. Vomiting. Abdominal pain. Further see Inhalation.
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=91-17-8]
Effluent Concentrations	Data from September 2, 1979 identified decahydronaphthalene as a gaseous emission of the vehicle traffic through the Allegheny Mountain Tunnel of the Pennsylvania Turnpike(1). Decahydronaphthalene was detected in the municipal wastewaters from sewage treatment plants in Falmouth, MA(2).
ICSC Environmental Data	The substance is toxic to aquatic organisms. The substance may cause long-term effects in the aquatic environment. Bioaccumulation of this chemical may occur in fish.
Soil Adsorption/Mobility	The Koc of decahydronaphthalene is estimated as 4,600(SRC), using a water solubility of 0.889 mg/l(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that decahydronaphthalene is expected to have slight mobility in soil.
Natural Pollution Sources	Decahydronaphthalene is a natural component of petroleum naphtha(1).
Wassergefährdungsklasse (WGK)	3
TSCA-Inventar-Status	TSCA listed
UN-Transportnummer	UN 1147
Zollcode	29021990
RTECS-Nr.	QJ3150000
R-Sätze (R)	20-36/37/38-65-51/53-34
Gefahrensymbole	Xn,N,C
Sicherheitshinweise (S)	26-36-62-61-45-36/37/39
Gefahrenklasse	3Acute Tox. 3 InhalationAquatic Chronic 2Asp. Tox. 1Eye Irrit. 2Flam. Liq. 3Skin Corr. 1C
Verpackungsgruppe	III
Lagerklasse	3 - Flammable liquids
Selbstentzündungstemperatur	482 °F

Anwendungen & Verwendung

Verwenden

cis-Decahydronaphthalene is used as a quantitation standard in the determination of sesquiterpanes.