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HCID 7360생성일: 2026년 10월 26일

테트라히드로푸르푸릴 알코올

테트라히드로푸르푸릴알코올 · 테트라하이드로퍼퓨릴알코올 · 테트라하이드로푸르푸릴알코올 · THFA · Tetrahydrofurfuryl · FEMA 3056 · TETRAHYDRO-2-FURANMETHANOL · Oxolane-2-methanol

https://huagongshe.com/ko/chemical/7360

테트라히드로푸르푸릴 알코올 분자 구조식

식별자 및 물리적 특성

CAS No.93842-55-8
분자식C5H10O2
평균 분자량102.13 g/mol
단동위원소 질량102.06807956 g/mol
SMILESOCC1CCCO1
InChIKeyBSYVTEYKTMYBMK-UHFFFAOYSA-N
PubChem CID7360
ChEMBLCHEMBL2287521
ChEBICHEBI:137944
EC No.202-625-6
DTXSIDDTXSID1029128
현지명테트라히드로푸르푸릴 알코올

화학 및 물리적 성질

XLogP-0.1
극성 표면적29.5
수소 결합 공여자 수1
수소 결합 수용자 수2
회전 가능 결합 수1
무거운 원자 수7
형식 전하0
복잡도54
냄새Mild odorOdorless100.00%에서. 야채 콜리플라워 희미한 따뜻한 기름진 카라멜
밀도1.0544 @ 20 °C/20 °CRelative density (water = 1): 1.051.050-1.0521.054 g/mL at 25 °C (lit.)
Viscosity6.24 centipoises @ 20 °C
Color/FormColorless liquid
용해도Miscible with water, alcohol, ether, acetone, chloroform, benzene1000 mg/mL at 25 °CSolubility in water: miscibleSoluble in water, fatsSoluble (in ethanol)아세톤: 혼화성(lit.)
인화점167 °F (NFPA, 2010)75 °C167 °F (75 °C) (OPEN CUP)74 °C c.c.183 °F
끓는 점178 °C @ 760 mm Hg178.00 to 179.00 °C. @ 760.00 mm Hg178-179 °C178 °C (lit.)
DecompositionWhen heated to decomposition it emits acrid smoke & irritating fumes.
녹는점Less than -80 °C< -80 °C-80 °C (lit.)
증기 밀도3.522 (Air = 1)Relative vapor density (air = 1): 3.53.52 (vs air)
증기압0.8 [mmHg]0.80 mm Hg @ 25 °CVapor pressure, kPa at 25 °C: 0.1862.3 mm Hg ( 39 °C)
Surface Tension37 dynes/cm @ 25 °C
굴절률n20/D 1.452(lit.)
FEMA3056 | TETRAHYDROFURFURYL ALCOHOL
저장 조건Store below +30°C.
물리적 상태액체
pKa(산도 계수)14.44±0.10(Predicted)
색상투명한
향취 유형채소
생물학적 소스synthetic
폭발한계1.5-9.7%(V)
용해도녹는
Merck14,9213
JECFA Number1443
BRN102723
헨리 상수4.4×101 mol/(m3Pa) at 25℃, Yaws (2003)
유전율13.48
주요 응용향료 및 향
화장품 원료 기능향기용제
InChI1S/C5H10O2/c6-4-5-2-1-3-7-5/h5-6H,1-4H2
InChIKeyBSYVTEYKTMYBMK-UHFFFAOYSA-N
SMILESOCC1CCCO1
LogP(분배 계수)-0.14 at 24.7℃
NIST2-Furanmethanol, tetrahydro-(97-99-4)
EPATetrahydrofurfuryl alcohol (97-99-4)

화학적 성질

Tetrahydrofurfuryl alcohol is a colorless to light yellow hygroscopic liquid that has a faint, warm, oily, caramellic odor with a coffee and nut-like flavor at very low levels (0.03 to 1 ppm). Miscible with water, ethanol, ether, acetone, chloroform and benzene, insoluble in paraffin hydrocarbons. It has an extensive history of use as a highly versatile, high purity solvent.

안전 및 규제

GHS 분류DangerH319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]H360Df: May damage the unborn childSuspected of damaging fertility [Danger Reproductive toxicity]P203, P264+P265, P280, P305+P351+P338, P318, P337+P317, P405, and P501 (click each P-code to see the statement)
규제 정보Chemical: 2-Furanmethanol, tetrahydro-Hazard Traits - Reproductive ToxicityAuthoritative List - EC Annex VI CMRs - Cat. 1BReport - if used as a fragrance or flavor ingredientCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)2-Furanmethanol, tetrahydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Furanmethanol, tetrahydro- 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: 05-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/133712-Furanmethanol, tetrahydro-: Does not have an individual approval but may be used under an appropriate group standard
기타 안전 정보IMAP assessments - 2-Furanmethanol, tetrahydro-: Human health tier II assessment
운송 라벨(DOT)Combustible Liquid
화재 위험Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: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 the ground and collect in low or confined areas (sewers, basements, tanks, etc.). 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 will float on water. Substance may be transported hot. For hybrid vehicles, ERG Guide 147 (lithium ion or sodium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. If molten aluminum is involved, refer to ERG Guide 169. (ERG, 2024)Combustible. Above 74 °C explosive vapour/air mixtures may be formed. Risk of fire and explosion on contact with strong oxidants.
화재 가능성Combustible when exposed to heat or flame.
건강 유해성Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas. Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas. Runoff from fire control or dilution water may cause environmental contamination. (ERG, 2024)
유해성 요약A skin, eye, and respiratory tract irritantInhalation of high concentrations may cause CNS effects[ICSC] After exposure for 4 hours to 4700 ppm, narcosis but no deaths among 4 rats were observed. [AIHA] An irritantEffects in high-dose animal studies include convulsions and general anesthesia[MSDSonline]
FDA 요건Tetrahydrofurfuryl alcohol is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.Tetrahydrofurfuryl alcohol is an indirect food additive for use only as a component of adhesives.
반응성 그룹Alcohols and PolyolsEthers
EC 분류Symbol: XiR: 36S: (2)-39
FIFRA 요건Residues of tetrahydrofurfuryl alcohol are exempted from the requirement of a tolerance when used as a solvent or cosolvent in accordance with good agricultural practices as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops or to raw agricultural commodities after harvest.
Reactivity ProfileAcetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73. 1967J, Org. Chem. 28:1893. 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous- carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].
소화Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient. CAUTION: For mixtures containing alcohol or polar solvent, alcohol-resistant foam may be more effective.SMALL FIRE: Dry chemical, CO2, water spray or regular foam. If regular foam is ineffective or unavailable, use alcohol-resistant foam.LARGE FIRE: Water spray, fog or regular foam. If regular foam is ineffective or unavailable, use alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. For petroleum crude oil, do not spray water directly into a breached tank car. This can lead to a dangerous boil over. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzlesif this is impossible, withdraw from area and let fire burn. (ERG, 2024)Use water in large amounts, powder, alcohol-resistant foam, carbon dioxide.
응급 조치Fresh air, rest. 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. Give nothing to drink. Do NOT induce vomiting. Refer for medical attention .
응급 처치Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:Refer to the "General First Aid" section. Specific First Aid: Wash skin with soap and water. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. (ERG, 2024)
안전 보관Separated from strong oxidants. Dry. Well closed. Ventilation along the floor.
소화 절차If 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 "alcohol" foam, dry chemial or carbon dioxide.
보관 조건FURFURAL & ITS DERIVATIVES SHOULD BE STORED IN WELL-VENTILATED AREAS, SHELTERED FROM DIRECT SUNLIGHT & AWAY FROM HEAT & OTHER SOURCES OF IGNITION. /FURFURAL & IT DERIVATIVES/
비화재 누출 대응Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from 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, 2024)
처리 방법SRP: 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.
누출 처리Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Collect leaking liquid in sealable containers. Absorb liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Wash away remainder with plenty of water.
Preventive MeasuresIf 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 disperse vapors and dilute standing pools of liquid.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.
Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: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 tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)
Eye PreventionWear safety spectacles.
환경 거동TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that tetrahydrofurfuryl alcohol is expected to have very high mobility in soil(SRC). Volatilization of tetrahydrofurfuryl alcohol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.1X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Tetrahydrofurfuryl alcohol is expected to volatilize slowly from dry soil surfaces(SRC) based upon a vapor pressure of 0.80 mm Hg(4).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that tetrahydrofurfuryl alcohol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 4.1X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of -0.11(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Tetrahydrofurfuryl alcohol was considered readily biodegradable from the results of a screening test using an adapted activated sludge inoculum in which 96.1% of initial tetrahydrofurfuryl alcohol (based upon COD) was degraded in 120 hours of incubation(7).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tetrahydrofurfuryl alcohol, which has a vapor pressure of 0.80 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase tetrahydrofurfuryl alcohol 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 13.4 hrs(SRC), calculated from its estimated rate constant of 2.9X10-11 cu cm/molecule-sec at 25 °C(3).
식품 조사 수치Tetrahydrofurfuryl alcohol has been identified as a constituent of coffee aroma(1).
유해 작용Neurotoxin - Acute solvent syndrome
노출 경로The substance can be absorbed into the body by inhalation, through the skin and by ingestion.
Signs and SymptomsSore throat. Cough. Headache. Nausea. Dizziness. Drowsiness. Unconsciousness.Redness.Redness. Pain.See Inhalation.
Soil Adsorption/MobilityUsing a structure estimation method based on molecular connectivity indices(1), the Koc for tetrahydrofurfuryl alcohol can be estimated to be 1(SRC). According to a classification scheme(2), this estimated Koc value suggests that tetrahydrofurfuryl alcohol is expected to have very high mobility in soil(SRC).
Human Toxicity ExcerptsMODERATELY IRRITATING TO SKIN, MUCOUS MEMBRANES.EFFECTS REPORTED IN ACUTE POISONING WHICH RESULTED IN DEATH WITHIN 2-3 DAYS WERE SWELLING IN THE BRAIN, HEMORRHAGES IN VISCERAL PLEURA & EPICARDIUM, HYPERVOLEMIA OF ORGANS, & EXPANDED LUNG. MUCOSA OF THE UPPER DIGESTIVE TRACT & STOMACH SHOWED SWELLING, HYPERVOLEMIA, HEMORRHAGE, & NECROSIS. IN DEATH OCCURRING AFTER 3 DAYS, LIVER WEIGHT INCREASED & SHOWED YELLOWISH-BROWN CROSS SECTION WITH HEMORRHAGES. HEPATOCYTES WERE NECROTIC & SOME CONTAINED FAT DROPLETS.... Irritating to human ... eyes.
Artificial Pollution SourcesTetrahydrofurfuryl alcohol's production and use as a specialty organic solvent(1)as a cleaner and paint stripper(1)in crop sprays(1), in water-based paints(1), in the dyeing and finishing of textiles and leathers(1), and as an intermediate in pharmaceutical applications(1), may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationTetrahydrofurfuryl alcohol was considered readily biodegradable from the results of a screening test using an adapted activated sludge inoculum in which 96.1% of initial tetrahydrofurfuryl alcohol (based upon COD) was degraded in 120 hours of incubation(1). Using a respirometric dilution method and a sewage inocula, tetrahydrofurfuryl alcohol had a theoretical BOD of 82.9% over a 5-day incubation period(2).
Environmental BioconcentrationAn estimated BCF of 3 was calculated for tetrahydrofurfuryl alcohol(SRC), using an estimated log Kow of -0.11(1) 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).
Volatilization from Water/SoilThe Henry's Law constant for tetrahydrofurfuryl alcohol is estimated as 4.1X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that tetrahydrofurfuryl alcohol is expected to be essentially nonvolatile from moist soil and water surfaces(2). Tetrahydrofurfuryl alcohol is expected to volatilize slowly from dry soil surfaces(SRC) based upon a vapor pressure of 0.80 mm Hg(3).
Non-Human Toxicity ExcerptsWHEN TESTED ON THE GUINEA PIG THE MATERIAL WAS FOUND TO BE MODERATELY IRRITATING, NOT TO BE A SENSITIZER, & TO BE ABSORBED THROUGH THE SKIN, THE LD50 BEING LESS THAN 5 ML/KG.... 2 OF 3 RATS EXPOSED TO CALCULATED CONCN OF 12,650 PPM DIED. SINCE THIS CONCN IS GREATER THAN VAPOR PRESSURE PROVIDES AT ROOM TEMP, THE EXPOSURE ATMOSPHERE MUST HAVE CONTAINED AN APPRECIABLE AMOUNT OF MIST. NONE OF 3 ... EXPOSED TO 655 PPM FOR 6 HR DIED/SIGNS INCLUDED/ LOSS OF COORDINATION, PROSTRATION & VASODILATION OF EARS & FEET ... .TESTS USED TO EXAMINE THE PHARMACODYNAMIC PROPERTIES OF TETRAHYDROFURFURYL ALCOHOL (THFA) WERE IP TOXICITY, "SIGN PATTERN", INCLINED SCREEN TEST, BALANCE ROD TEST, POTENTIATION OF HEXOBARBITONE SLEEPING TIME IN MICE, IN VITRO SPASMOLYTIC ACTIVITY IN GUINEA PIG'S ILEUM & IV INDUCED CARDIOVASCULAR EFFECTS IN ANESTHETIZED RATS, CATS, & DOGS. THFP INDUCED BEHAVIORAL CHANGES & POTENTIATED HEXOBARBITONE SLEEPING TIME. ITS SPASMOLYTIC ACTIVITY WAS CLASSIFIED AS UNSPECIFIC IN ISOLATED ILEUM & CARDIOVASCULAR EFFECTS WERE OBSERVED IN ANIMALS AT VERY LOW DOSE LEVELS.In rabbit eyes 24 hours after application of 0.1 ml there was still irritation and increased thickness of the cornea.
수질 위해 등급(WGK)2
TSCA 등재 상태TSCA listed
RTECS 번호LU2450000
운송 번호(UN)NA 1993 / PGIII
독성LD50 orally in Rabbit: 1600 mg/kg
관세 코드29321300
위험 문구(R)36-62-61
위험 표시Xi,T
안전 문구(S)39-36/37/39
기존화학 물질KE-33456
자연 발화 온도282 °C
위험 등급Eye Irrit. 2Repr. 1B
저장 분류6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
유해 물질 데이터97-99-4(Hazardous Substances Data)

용도

용도

1) 사용하실 수 있습니다 아 furan 수 지, furfuryl 알코올 수 지와 페 놀의 모든 종류의 물질 수 지, tetrahydrofurfuryl 알코올, 부식 방지 코팅, 등. 2) THFA는 소멸 및 염료의 좋은 솔루션에 사용할 수 있습니다. 3) THFA Sythetic febric, 고무, 농약 사용 수 있다 4) THFA는 열 코어 슈팅 상자 정밀 주조 업계에서의 모래 코어의 모래 코어의 바인더로 사용을 수도 있습니다. 5) 용 제, 희석제 또는 다른 유기 원료도 사용 됩니다.

출처

Reported found in shoyu (fermented soya hydrolysate), coffee and fresh mango.

용도

Tetrahydrofurfuryl alcohol is used extensively in various industries as a high-purity, water miscible solvent, and as a chemical intermediate. It was used as Solvent for vinyl resins; dyes for leather; chlorinated rubber; cellulose esters; solvent softener for nylon; vegetable oils; coupling agent; organic synthesis.

일반 설명

Tetrahydrofurfuryl alcohol appears as a clear colorless liquid with a mild odor. Vapors are heavier than air.

제조 및 합성 방법

제조 방법

Tetrahydrofurfuryl alcohol is produced by catalytic reduction of furfural with Raney-Ni; also by destructive hydrogenation of lignin.