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Cyclohexyl acetate

Cyclohexyl acetate structure

Cyclohexyl acetate 

structure
  • CAS No:

    622-45-7

  • Formula:

    C8H14O2

  • Chemical Name:

    Cyclohexyl acetate

  • Synonyms:

    Acetic acid,cyclohexyl ester;Cyclohexanol,acetate;Cyclohexyl acetate;NSC 8772;Acetoxycyclohexane;Acetic acid cyclohexanyl ester;Rhodiasolv AC 6

  • Categories:

    Cosmetic Ingredient  >  Perfuming

Description

Clear colorless to pale yellow liquid Cyclohexyl has an odor reminiscent of amyl acetate. Cyclohexyl acetate is a colorless, oily, and flammable liquid.


Cyclohexyl acetate appears as a colorless liquid. Flash point 136°F. Slightly less dense than water and insoluble in water. Vapors are much heavier than air and may be narcotic in high concentrations. May emit acrid smoke and irritating fumes when heated to high temperatures. Used as a solvent and in making rubber.|Liquid|COLOURLESS LIQUID WITH CHARACTERISTIC ODOUR.|Oily liquid; odour reminiscent of amyl acetate


Cyclohexyl acetate appears as a colorless liquid. Flash point 136°F. Slightly less dense than water and insoluble in water. Vapors are much heavier than air and may be narcotic in high concentrations. May emit acrid smoke and irritating fumes when heated to high temperatures. Used as a solvent and in making rubber.|Cyclohexyl acetate is a carboxylic ester.

Cyclohexyl acetate Basic Attributes

142.2

142.20

210-736-6

UL0RS4H1UE

0426

8772

2243

DTXSID6052299

COLORLESS OILY LIQUID

2915390090

Characteristics

26.30000

1.88220

Cyclohexyl acetate appears as a colorless liquid. Flash point 136°F. Slightly less dense than water and insoluble in water. Vapors are much heavier than air and may be narcotic in high concentrations. May emit acrid smoke and irritating fumes when heated to high temperatures. Used as a solvent and in making rubber.

0.968 g/cm3 @ Temp: 20 °C

-77 °C

173 °C

136 °F

n20/D 1.439(lit.)

1.597g/L(20 ºC)

Store below +30°C.

11 mm Hg @ 25 deg C

Relative vapour density (air = 1): 4.9

Oral-Rat LD50: 6730 μl/kg

Combustible in case of fire, high temperature and strong oxidant; burning produces irritating smoke

0.9%(V)

ODOR REMINISCENT OF AMYL ACETATE

ACID VALUE: 0.2 MAX

CONVERSION FACTORS: 1 PPM= 5.8 MG/CU M; 1 MG/L= 156 PPM|CAN REACT WITH OXIDIZING MATERIALS|VAPOR PRESSURE = 7 MM HG @ 30 °C

Flammable. Insoluble in water.

Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters

CYCLOHEXANOL ACETATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

635 °F (335 °C)|330 °C

Safety Information

III

3.2

UN 2243 3/PG 3

1

38

26-28-36/37/39

AG5075000

Xi

Complete packaging, light loading and unloading; warehouse ventilated, away from open flame, high temperature, and stored separately from oxidant

Explosive when mixed with air

P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P309+P311, P312, P337+P313, P370+P378, P403+P233, P403+P235, P405, P501

H226-H315

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Cyclohexyl acetate is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient. Synthetic flavoring substances and adjuvants incl benzyl acetate may be safely used in foods.

Special Hazards of Combustion Products: Emits toxic fumes under fire conditions. Vapor may travel considerable distance to a source of ignition and flash back. (USCG, 1999)|Flammable. Above 58 °C explosive vapour/air mixtures may be formed.|Flammable - 2nd degree

|Warning|H226 (99.94%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 1700 companies from 4 notifications to the ECHA C&L Inventory.|H226: Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P309+P311, P312, P337+P313, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Self-contained breathing apparatus, rubber boots and heavy rubber gloves. (USCG, 1999)|Wear positive-pressure SCBA and protective equipment ... . If special chemical protective clothing is required, consult the chemical manufacturer or specific protective clothing compatibility charts. Delay entry until trained personnel and proper protective equipment are available. Remove patient from contaminated area. Quickly remove and isolate patient's clothing, jewelry, and shoes. Gently blot excess liquids with absorbent material. Rinse patient with warm water, 30 °C/86 °F, if possible. Wash patient with Tincture of Green Soap or a mild liquid soap and large quantities of water.|Wear positive pressure self-contained breathing apparatus.

FLAMMABLE LIQUID WHEN EXPOSED TO HEAT OR FLAME.

Explosive limits , vol% in air: 0.9 - ? (estimated)

/USE/ FOAM, CARBON DIOXIDE, DRY CHEM...|Do not extinguish fire unless flow can be stopped or safely confined. 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. Keep run-off water out of sewers and water sources. Wear positive pressure self-contained breathing apparatus when fighting fires involving this material.

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 personnel hazard; use water spray to knock-down vapors.

/GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.|/GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.|/GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.|/GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.|For more DOT Emergency Guidelines (Complete) data for CYCLOHEXYL ACETATE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

EXPOSURE TO 516 PPM...CAUSED SOME IRRITATION OF PHARYNX, LARYNX & CONJUNCTIVA & AS.|Inhalation exposure of two men to 3 mg/l cyclohexyl acetate for 45 min produced eye and throat irritation.

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Fireproof. Separated from strong oxidants.

A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C.

The substance is mildly irritating to the eyes, skin and respiratory tract. The substance may cause effects on the central nervous system. Ingestion of large amounts could cause lowering of consciousness.

The substance defats the skin, which may cause dryness or cracking.

NO open flames, NO sparks and NO smoking. Above 58 °C use a closed system, ventilation and explosion-proof electrical equipment.

PREVENT GENERATION OF MISTS!

Use ventilation, local exhaust or breathing protection.

Protective gloves.

Wear safety spectacles.

| 1 - Materials that, under emergency conditions, can cause significant irritation.| 2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.| 0 - Materials that in themselves are normally stable, even under fire conditions.

Toxicity

highly toxic

LD50 Rat oral 6.73 g/kg|LD50 Rabbit dermal 10.1 g/kg

NOT REPORTED FOUND IN NATURE. /FROM TABLE/

Cyclohexyl acetate's production and use as a solvent(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 650(SRC), determined from an estimated log Kow(2,SRC) and a regression-derived equation(3), indicates that cyclohexyl acetate is expected to have low mobility in soil(SRC). Volatilization of cyclohexyl acetate from moist soil surfaces is expected to be important(SRC) given an estimated Henry's Law constant of 1.2X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(4). The potential for volatilization of cyclohexyl acetate from dry soil surfaces may exist(SRC) based on a vapor pressure of 11 mm Hg(5). Volatilization from soil surfaces is expected to be attenuated by adsorption to organic matter(SRC). In general, acetates are expected to be readily biodegradable(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 650(SRC), determined from an estimated log Kow of 2.64(2,SRC) and a regression-derived equation(3), indicates that cyclohexyl acetate is expected to adsorb to suspended solids and sediment in water(SRC). Cyclohexyl acetate is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 1.2X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake are 12 hours and 7.4 days, respectively(3,SRC). Adsorption to suspended solids and sediment in the water column is expected to attenuate this process(SRC). The volatilization half-life from a model pond 2 m deep is estimated to be about 5.7 days ignoring adsorption(5); when considering maximum adsorption, the volatilization half-life increases to 17 days(5). According to a classification scheme(6), an estimated BCF of 22(3,SRC), from an estimated log Kow(2,SRC), suggests the potential for bioconcentration in aquatic organisms is low(SRC). In general, acetates are expected to be readily biodegradable(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cyclohexyl acetate, which has a vapor pressure of 11 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase cyclohexyl acetate 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 1.4 days(3,SRC).

The rate constant for the vapor-phase reaction of cyclohexyl acetate with photochemically-produced hydroxyl radicals has been estimated as 1.2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 1.4 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). A base-catalyzed second-order hydrolysis rate constant of 3.0X10-2 L/mol-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 7.3 years and 270 days at pH values of 7 and 8, respectively(2,SRC).

An estimated BCF of 22 was calculated for cyclohexyl acetate(SRC), using an estimated log Kow of 2.64(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

The Koc of cyclohexyl acetate is estimated as 650(SRC), using an estimated log Kow of 2.64(1,SRC) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that cyclohexyl acetate is expected to have low mobility in soil(SRC).

The Henry's Law constant for cyclohexyl acetate is estimated as 1.2X10-4 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that cyclohexyl acetate is expected to volatilize from water surfaces(2,SRC). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 12 hours(2,SRC). The estimated volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 7.4 days(2,SRC). The volatilization half-life from a model pond 2 m deep is estimated to be about 5.7 days ignoring adsorption(3); when considering maximum adsorption, the volatilization half-life increases to 17 days(3). Cyclohexyl acetate's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of cyclohexyl acetate from dry soil surfaces may exist(SRC) based on a vapor pressure of 11 mm Hg(3).

DRINKING WATER: Cyclohexyl acetate was qualitatively detected in drinking water in Miami, FL, New Orleans, LA, and Philadelphia, PA in 1976(1).

Occupational exposure to cyclohexyl acetate may occur through inhalation and dermal contact with this compound at workplaces where cyclohexyl acetate is produced or used. The general population may be exposed to cyclohexyl acetate via ingestion of contaminated drinking water. (SRC)

Drug Information

THEY DO NOT TEND TO ACCUMULATE IN BODY TISSUES... /ALICYCLIC HYDROCARBONS/

May be harmful by inhalation, ingestion, or skin absorption. Causes eye and skin irritation. (USCG, 1999)

INHALATION: Call for medical aid. Remove the victim to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. EYES: Flush immediately with copious amounts of water for at least 15 minutes. SKIN: Wash immediately with soap and water with copious amounts of water. (USCG, 1999)


Fresh air, rest.


Remove contaminated clothes. Rinse and then wash skin with water and soap.


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

For basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Esters and related compounds/|For advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W TKO /SRP: To keep open, "minimal flow rate"/. Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Consider drug therapy for pulmonary edema ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Esters and related cmpds/

EXPOSURE TO 516 PPM...CAUSED SOME IRRITATION OF PHARYNX, LARYNX & CONJUNCTIVA & AS THE ONLY AFTER-EFFECT, A SWEETISH TASTE.|Inhalation exposure of two men to 3 mg/l cyclohexyl acetate for 45 min produced eye and throat irritation, which disappeared soon after exposure ended.

Exposure mainly occurs via inhalation.

Cough. Sore throat.


Dry skin. Redness.


Redness. Pain.

Cyclohexyl acetate Use and Manufacturing

Methods of Manufacturing

It is formed by dehydration and esterification of cyclohexanol and glacial acetic acid or acetic anhydride according to the usual method.

Uses

spices. Mainly used to prepare apple, banana, black currant, raspberry and other flavors.

Acetic acid, cyclohexyl ester: ACTIVE|A POWERFUL SOLVENT FOR CELLULOSE NITRATE, OTHER CELLULOSE ESTERS & MANY RESINS, & GUMS & COLLODION COTTON. .../USED/ IN TEXTILE INDUST, AS SUBSTITUTE FOR AMYL ACETATE...IN LEATHER INDUST, FOR IMPROVING ADHESION OF LEATHER VARNISHES.../&/ IN WATERPROOFING INDUST.|FEMA NUMBER 2349. 20 PPM IN NON-ALCOHOLIC BEVERAGES; 15 PPM IN ICE CREAM, ICES, ETC; 100 PPM IN CANDY; 110 PPM IN BAKED GOODS. /FROM TABLE/

Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index|Fire Hazards -> Flammable - 2nd degree

Flavoring Agents

Computed Properties

Molecular Weight:142.20
XLogP3:1.9
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:142.099379685
Monoisotopic Mass:142.099379685
Topological Polar Surface Area:26.3
Heavy Atom Count:10
Complexity:114
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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