StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Verbindung

Methylcyclohexan

Methylcyclohexane

HCID 7962
Neue NotizNeue ReaktionAnfrage stellen
Druckvorschau
GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
108-87-2
Standard-SMILES
CC1CCCCC1
InChIKey
UAEPNZWRGJTJPN-UHFFFAOYSA-N
Summenformel
C7H14
Durchschnittliche Molmasse
98,19 g/mol
Monoisotopische Masse
98,10955045

Überblick

Methylcyclohexane appears as a clear colorless liquid with a petroleum-like odor. Flash point 25 °F. Less dense than water and insoluble in water. Vapors heavier than air.

Namen und Bezeichner

Bevorzugter Name
Methylcyclohexane
IUPAC
methylcyclohexane
Lokaler Name
Methylcyclohexan
Englischer Name
Methylcyclohexane
Summenformel
C7H14
Molmasse
98.19

Namen und Synonyme

METHYLCYCLOHEXANE108-87-2HexahydrotolueneCyclohexylmethaneCyclohexane, methyl-Toluene hexahydrideSextone BHexahydroxytolueneToluene, hexahydro-MetylocykloheksanDTXSID0047749H5WXT3SV31
Weitere Namen anzeigen
Cyclohexane,methyl-sextonebMethylcyclohexmethylecyclohexaneMETHYLCYCLOHEXANE,OMNISOLVResidual Solvent Class 2 - MethylcyclohexaneheptanaphtheneThiolite HAT 1
NSC-9391DTXCID4027733CHEBI:165745RefChem:6030TOLUENE, HEXAHYDRO203-624-3methyl cyclohexanemethyl-cyclohexane

Datenbank-Bezeichner

CAS
108-87-2
PubChem CID
7962
DTXSID
DTXSID0047749
ChEBI
CHEBI:165745
UNII
H5WXT3SV31
EC Number
203-624-3
Nikkaji
J5.083K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,6
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
0
Schwere Atome
7
Formalladung
0
Komplexität
42

Experimentelle und physikochemische Eigenschaften

Chemical ClassesFlammable agents - 3rd degree
LipidsFatty Acyls [FA] -> Hydrocarbons [FA11]
SolventsSolvents -> Aliphatics, Saturated (<C12)
SpringerMaterials PropertiesSchoenflies notation
LogP · 2 Einträge

log Kow = 3.61

4.17

OdorFaint, benzene-like odor.
Density · 6 Einträge

0.77 (USCG, 1999) - Less dense than water; will float

0.7694 @ 20 °C/4 °C

Relative density (water = 1): 0.8

0.77

0.77 @ 20°C

0.77

Color/Form · 2 Einträge

COLORLESS LIQUID

Colorless liquid.

Solubility · 6 Einträge

Insoluble (NIOSH, 2024)

SOL IN ALCOHOL, ETHER, ACETONE, BENZENE

MISCIBLE WITH PETROLEUM ETHER, CARBON TETRACHLORIDE

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P319, P321, P331, P332+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P271, P273, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P319, P321, P331, P332+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: Cyclohexane, methyl-

Cyclohexane, methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Cyclohexane, methyl- 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)

REACH registered substance: Methylcyclohexane (EC: 203-624-3)

Cyclohexane, methyl-: HSNO Approval: HSR001198 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 3 Einträge

Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flashback containing explosion may occur during fire conditions. Forms explosive mixtures in air. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Vapour/air mixtures are explosive.

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 3 Einträge

METABOLITES IN RABBITS WERE CARBON DIOXIDE, ORTHO & PARA GLUCURONIDE CONJUGATES. /FROM TABLE/

Rat liver microsomes fortified with NADPH were shown to hydroxylate methylcyclohexane. Microsomes prepared from rats pretreated with phenobarbital hydroxylated methylcyclohexane at a 4 to 5 fold greater rate than controls; phenobarbital pretreatment also caused a 4 to 5 fold increase in the "type 1" substrate binding difference spectrum. The hydroxylation reaction of methylcyclohexane was not linear, which was probably due to competitive inhibition by the reaction products since there was strong competition by the alcoholic products for the substrate binding site on cytochrome p-450.

The metabolism of methylcyclohexane was studied in rats. Male Fischer 344 rats were given 0 or 0.8 g/kg methylcyclohexane by oral gavage every other day for 2 wk. Urine samples were collected during the first 48 hr of dosing. They were analyzed as is for metabolites or treated with glucuronidase and sulfatase first. The rats were killed 24 hr after the last dose, the kidneys were removed, sliced, and examined for histopathological changes. Methylcyclohexane metabolites identified in urine after hydrolysis with glucuronidase and sulfatase were 2(t)-hydroxy-4(c)-methylcyclohexanol 2(c)-hydroxy-4(t)-methylcyclohexanol, trans-3-methylcyclohexanol, 2(c)-hydroxy-4(c)-methylcyclohexanol, trans-4-methylcyclohexanol, and cyclohexylmethanol. 2(t)-hydroxy-4(c)-methylcyclohexanol was found in the largest amount. No metabolites were detected in urine samples not treated with glucuronidase and sulfatase. Only slight histopathological evidence of nephrotoxicity was seen in the kidney slices. It was concluded that methylcyclohexane is metabolized primarily to dihydroxy metabolites in rats. The low nephrotoxicity of methylcyclohexane may be due to the lack of side chain branching on the ring structure.

Absorption, Distribution and Excretion · 4 Einträge

METHYLCYCLOHEXANE IS ABSORBED BY INHALATION. A SMALL FRACTION IS EXHALED, ANOTHER FRACTION EXCRETED IN URINE UNCHANGED ... MOST THAT GETS INTO BLOOD IS METABOLIZED AND EXCRETED IN URINE AS CONJUGATES OF GLUCURONIC ACID OR SULFURIC ACID.

... NEITHER UNCHANGED COMPD NOR ANY OF ITS METABOLITES /WERE FOUND/ IN URINE OF DOG. ... ONLY 4-5% OF THE ADMINISTERED DOSE OF METHYLCYCLOHEXANE IN RABBITS WAS EXCRETED AS GLUCURONIDE CONJUGATES.

TROUT & FLAGFISH CONCENTRATED METHYLCYCLOHEXANE 150 FOLD AFTER SEVEN DAY EXPOSURE TO CONCN OF 0.83-1.85 MG/L.

Zugehörige Reaktionen

115
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 21358
HRID 21358als Lösungsmitteluspto-grants-1995_06
Reaktionsgleichung von HRID 35692
HRID 35692als Lösungsmitteluspto-grants-1988_08
Reaktionsgleichung von HRID 66338
HRID 66338als Lösungsmitteluspto-grants-1978_12
Reaktionsgleichung von HRID 76243
HRID 76243als Eduktuspto-grants-2014_09
Reaktionsgleichung von HRID 99158
HRID 99158als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 105577
HRID 105577als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 108895
HRID 108895als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 120602
HRID 120602als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Seite 1 von 15

Notizen zur Verbindung

Wird geladen…

Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
Weitere Aktionen
Neue NotizNeue ReaktionAnfrage stellen

14.0 mg/l at 20 °C /water/

water solubility = 14.0 mg/l @ 25 °C

Solubility in water: none

Flash Point · 6 Einträge

25 °F (USCG, 1999)

-4 °C

25 °F (-4 °C)(Closed cup)

-6 °C o.c.

25 °F

25 °F

Boiling Point · 6 Einträge

213.8 °F at 760 mmHg (USCG, 1999)

100.9 °C @ 760 MM HG

101 °C

214 °F

100.3 °C @760 [mm Hg]

214 °F

Melting Point · 6 Einträge

-194.8 °F (USCG, 1999)

-126.6 °C

-126.7 °C

-196 °F

-126.4 °C

-196 °F

Physikochemische Eigenschaften

Schmelzpunkt
-126 °C · -126 °C (lit.)
Siedepunkt
101 °C · 101 °C (lit.)
Dichte
0.77 g/mL · 0.77 g/mL at 25 °C (lit.)
Dampfdichte
3.4 · 3.4 (vs air)
Dampfdruck
37 mm · 37 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.422(lit.)
Flammpunkt
25 °F · 25 °F
storage temp.
30 °C · Store below +30°C.
Löslichkeit
Miscible with acetone, benzene, ether, carbon tetrachloride, ethanol, insoluble in water.
Aggregatzustand
Liquid
Farbe
Colorless
Geruch (Odor)
Faint, petroleum-like
Odor Threshold
0.15 ppm · 0.15ppm
Explosionsgrenze
1.1 · 1.1-6.7%(V)
Wasserlöslichkeit
0.1 g/L · 0.1 g/L (20 ºC)
Spezifische Wärmekapazität
1.88 J/ · Cp(liquid): 1.88 J/(g·K), at 25℃
Merck
14 · 14,6047
BRN
505972 · 505972
Henry's Law Constant
0.0678 at · 0.0678 at 25.0 °C (Ramachandran et al., 1996)
Dielectric constant
2.1 · 2.1(25℃)
Stabilität
Stable. Very flammable. Incompatible with strong oxidizing agents.
Major Application
environmental
InChI
1S/C7H14/c1-7-5-3-2-4-6-7/h7H,2-6H2,1H3
InChIKey
UAEPNZWRGJTJPN-UHFFFAOYSA-N
SMILES
CC1CCCCC1
LogP
3.88 · 3.88
CAS Datenbank
108 · 108-87-2(CAS DataBase Reference)
NIST chemische Informationen
Cyclohexane, methyl-(108-87-2)
EPA chemische Informationen
Methylcyclohexane (108-87-2)
Fire PotentialDANGEROUS /FIRE HAZARD/ WHEN EXPOSED TO HEAT, FLAME, OR OXIDIZERS
Health Hazards · 2 Einträge

Harmful if inhaled or swallowed. Vapor or mist is irritating to the eyes, mucous membrane and upper respiratory tract and skin. Narcotic effects and dermititis. (USCG, 1999)

CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.

Hazards SummarySlight histopathological changes in the kidney and liver seen in subchronically exposed experimental animals; TLV Basis is kidney damage; [ACGIH] A skin and eye irritant; Inhalation of high concentrations can cause CNS depression; [ICSC]
DOT ID and Guide · 2 Einträge

2296 128

2296 128

Reactive GroupHydrocarbons, Aliphatic Saturated
EC ClassificationSymbol: F, Xn, N; R: 11-38-51/53-65-67; S: (2)-9-16-33-61-62
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Reactivity AlertsHighly Flammable
OSHA Standards · 2 Einträge

Permissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 500 ppm (1200 mg/cu m).

Vacated 1989 OSHA PEL TWA 400 ppm (1600 mg/cu m) is still enforced in some states.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

Use powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 Einträge

Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Rest. Refer for medical attention .

Accidental Release Measures · 2 Einträge

· 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.

First Aid · 3 Einträge

Excerpt from NIOSH Pocket Guide for Methylcyclohexane:

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from strong oxidants.
Exposure Control and Personal Protection · 2 Einträge

· Wear positive pressure self-contained breathing apparatus (SCBA).

200.0 [ppm]

Fire Fighting Procedures · 2 Einträge

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 be ineffective. 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.

Storage ConditionsStorage rooms should be bunded to prevent the spread of escaping liquid & electrical installations should be of flameproof type.
Cleanup Methods · 2 Einträge

Absorb on paper. Evaporate on a glass or iron dish in hood. Burn the paper.

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. Attempt to stop leak if without undue personal hazard. Use water spray to knock-down vapors.

Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Disposal MethodsSpray into the furnace. Incineration will become easier by mixing with a more flammable solvent.
Spillage Disposal · 1 Eintrag

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

Toxikologische Informationen

Toxicological InformationRanking: 586 (total points: -1)
Target OrgansEyes, skin, respiratory system, central nervous system
Ecotoxicity ValuesLC50 Golden shiner 72.0 mg/l/96 hr (emulsion) /Conditions of bioassay not specified/
Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 Einträge

The substance can be absorbed into the body by inhalation of its vapour and by ingestion.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 5 Einträge

Dizziness. Drowsiness.

Dry skin.

Redness.

Nausea. Further see Inhalation.

irritation eyes, skin, nose, throat; dizziness, drowsiness; In Animals: narcosis

Natural Pollution SourcesOccurs naturally in Russian and Galician petroleum ... .
Human Toxicity Excerpts · 5 Einträge

VAPOR CAUSES BRIEF CENTRAL NERVOUS DEPRESSION LIKE CYCLOHEXANE. ... NO SYSTEMIC POISONINGS REPORTED ... .

Nervous system disturbances - /CNS depression/.

Lightheadedness, drowsiness; ... .

No toxic effects from industrial exposure nor any case of intoxication in humans by methylcyclohexane has been reported.

... IRRITANT & DEFATTING ACTION ON THE SKIN. /CYCLOPARAFFINS/

Artificial Pollution Sources... In cracked petroleums.
Environmental BiodegradationBiodegradation: 75% after 192 hr at 13 °C (initial concentration: 0.05 ug/l)
Non-Human Toxicity Excerpts · 5 Einträge

INHALATION ... OF 7500 TO 10,000 PPM FOR TWO HOURS CAUSED PROSTRATION IN WHITE MICE, AND 10,000 TO 12,500 PPM WAS FATAL. ... ACUTE TOXICITY OF METHYLCYCLOHEXANE WAS GREATER THAN THAT OF HEPTANE, BUT LESS THAN THAT OF OCTANE. ... 1200 PPM /WAS REPORTED/ TO BE INNOCUOUS FOR RABBITS. PROLONGED EXPOSURE AT 370 PPM APPEARED TO BE HARMLESS TO MONKEYS.

NO EFFECTS RESULTED FROM REPEATED EXPOSURES OF RABBITS AT 1160 PPM FOR 10 WEEKS, AND ONLY SLIGHT KIDNEY AND LIVER INJURY WAS OBSERVED AT 3330 PPM.

ORAL DOSE IN RABBITS CAUSED MILD LETHARGY, SEVERE DIARRHEA AND CIRCULATORY COLLAPSE. VASCULAR & DEGENERATIVE LESIONS ARE SEEN IN KIDNEY & LIVER.

RABBITS EXPOSED TO 15,000 PPM ... DIED IN 70 MIN. EFFECTS OBSERVED PRECEDING DEATH WERE: CONJUNCTIVAL CONGESTION, SALIVATION, LABORED BREATHING ... ./SRP: CNS DEPRESSION/ CONVULSIONS.

For more Non-Human Toxicity Excerpts (Complete) data for METHYLCYCLOHEXANE (15 total), please visit the HSDB record page.

Probable Routes of Human Exposure · 3 Einträge

Inhalation, ingestion, eye and skin contact.

No toxic effects from industrial exposure nor any case of intoxication in humans by methylcyclohexane has been reported.

The air in 7 shoe (4 shoe and 3 shoe upper) factories was measured for the concentration of solvents including methylcyclohexane at different work places throughout the plant. Methylcyclohexane was found in the air in both places. The threshold limit value was exceeded in the gluing work places of factories without ventilation systems and in all shoe upper factories.

Regulatorische Informationen

Atmospheric Standards · 1 Eintrag

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Methylcyclohexane is produced, as an intermediate or a final product, by process units covered under this subpart.

Sicherheitsdaten

F
3-10
OEB
A
OEL
TWA: 400 ppm (1600 mg/m3)
wgk
2
IDLA
1,200 ppm [10% LEL]
tsca
TSCA listed
ridadr
UN 2296
hs_code
2902 19 00
RTECS-Nr.
GV6125000
risk_code
11-38-51/53-65-67
Toxizität
Acute oral LD50 for mice 2,250 mg/kg (quoted, RTECS, 1985).
hazard_code
F,Xn,N
safety_code
9-16-33-61-62
hazard_class
3
packing_group
II
Speicherklasse
3 - Flammable liquids
Giftige Stoffe Daten
108-87-2(Hazardous Substances Data)
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Asp. Tox. 1Flam. Liq. 2Skin Irrit. 2STOT SE 3
Selbstentzündungstemperatur
545 °F

... Adult chinchilla doe rabbits /were administered/ an oral dose of 2.1-2.4 mmol/kg (14)C methylcyclohexane. A total of 65% of the dose was excreted in the urine, 15% was eliminated in the expired air (10% as unchanged methylcyclohexane and 5% as carbon dioxide), 0.5% was excreted in the feces, and 4-5% remained in the animals 60 hr after dosing. A total of 42% of this dose was excreted as glucuronides and 2% as sulfate conjugates. The glucuronide of trans-4-methylcyclohexanol was the major urinary metabolite found, and represented approximately 15% of the dose. Five additional methylcyclohexanols were found in the urine as their respective glucuronide conjugates, each representing 0.5-11.5% of dose. No 1-methylcyclohexanol was found; however, a small amount (1.9%) appeared to have aromatized to benzoic acid and was excreted as hippuric acid.

Verwendung und Herstellung

Uses · 2 Einträge

Used in organic synthesis, as a solvent for cellulose ethers, and in jet fuel. [ACGIH]

Used commercially as a solvent for cellulose derivatives particularly with othersolvents, and as an organic intermediate in organic synthesis. It is one of the components found in jet fuel.

U.S. Production · 3 Einträge

2023: 4,000,000 - <5,500,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 G

(1975) PROBABLY GREATER THAN 4.5X10+5 G

Consumer UsesSolvent
Industry UsesFuel
Methods of Manufacturing · 3 Einträge

CATALYTIC HYDROGENATION OF TOLUENE

PREPARED BY REACTION BETWEEN BENZENE & METHANE AT HIGH TEMPERATURES.

/Methylcyclohexane/ ... occurs in certain crude petroleum oils ... separated by distillation. ... Also prepared ... by acidic hydrocracking of polycyclic aromatics.

Formulations/PreparationsGRADES: TECHNICAL (95%), 99%, & RESEARCH.
Household ProductsInformation on 21 consumer products that contain Methyl cyclohexane in the following categories is provided:
General Manufacturing Information · 2 Einträge

All Other Basic Organic Chemical Manufacturing

Cyclohexane, methyl-: ACTIVE

Anwendungen · 2 Einträge

VerwendenMethylcyclohexane is an environmentally friendly coating, mainly used as solvent for ink, rubber, paint, varnish, oil and grease extraction solvent, chromatographic analysis standard substance, also can be used in organic synthesis and analytical reagents.

VerwendenMethylcyclohexane is used as a solvent and reagent in organic synthesis and polymer chemistry. It is a component of jet fuel and also used as correction fluid in certain consumer products. It acts as a starting material for toluene synthesis

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Dehydrolyzing agent

Nachgelagerte Produkte

2,2-Dimethyl-N-pyridin-4-yl-propionamideHeptan(2,5-Dimethyl-1,3-oxazol-4-yl)methanolADStrans-1,4-Diaminocyclohexane2,5-Dimethyl-1,3-oxazole-4-carbaldehydeEtacrynsure5-Bromo-2-fluorophenylacetic acid