γ-발레로 락톤
γ-발레로 락톤 · GAMMA-VALEROLACTONE · 5-Methyldihydrofuran-2(3H)-one · Dihydro-5-methyl-2(3H)-furanone · γ-Pentalactone · 4-PENTANOLIDE · FEMA 3103 · 5-methyl-dihydro-furan-2-one
식별자 및 물리적 특성
| CAS No. | 108-29-2 |
|---|---|
| 분자식 | C5H8O2 |
| 평균 분자량 | 100.12 g/mol |
| 단동위원소 질량 | 100.0524295 g/mol |
| SMILES | CC1CCC(=O)O1 |
| InChIKey | GAEKPEKOJKCEMS-UHFFFAOYSA-N |
| PubChem CID | 7921 |
| ChEMBL | CHEMBL195593 |
| ChEBI | CHEBI:48569 |
| EC No. | 203-569-5 |
| DTXSID | DTXSID0047618 |
| 현지명 | γ-발레로 락톤 |
화학 및 물리적 성질
| XLogP | 0.6 |
|---|---|
| 극성 표면적 | 26.3 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 88.1 |
| 물질 분류 | Other Classes -> Lactones |
| 지질 | Fatty Acyls [FA] -> Fatty esters [FA07] -> Lactones [FA0704] |
| 향료 | Fragrance Ingredient (gamma-Valerolactone) -> IFRA transparency List |
| LogP(분배 계수) | -0.270 |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 밀도 | 1.057 at 68 °F (NTP, 1992) - Denser than waterwill sink1.047-1.0541.05 g/mL at 25 °C(lit.) |
| 향미제 | EU Flavoring substances |
| 용해도 | greater than or equal to 100 mg/mL at 72 °F (NTP, 1992)miscible with alcohol, most fixed oils and water(in ethanol)클로로포름, 메탄올에 용해됨 |
| 인화점 | 178 °F (NTP, 1992)204.8 °F |
| 끓는 점 | 405 to 406 °F at 760 mmHg (NTP, 1992)207.00 to 208.00 °C. @ 760.00 mm Hg207 °C207-208 °C(lit.) |
| 녹는점 | -24 °F (NTP, 1992)-31 °C−31 °C(lit.) |
| 증기 밀도 | 3.45 (NTP, 1992) - Heavier than airwill sink (Relative to Air)3.45 (vs air) |
| 증기압 | 30-44Pa at 20-25℃ |
| 굴절률 | n20/D 1.432(lit.) |
| FEMA | 3103 | GAMMA-VALEROLACTONE |
| 저장 조건 | Sealed in dry,Room Temperature |
| 물리적 상태 | 액체 |
| 색상 | 무색의 |
| pH | 7 (H2O, 20℃) |
| 냄새 | 100.00%에서. 허브 달콤한 따뜻한 담배 코코아 우디 |
| 향취 유형 | 약초 |
| 생물학적 소스 | synthetic |
| 용해도 | 혼용 가능 |
| JECFA Number | 220 |
| BRN | 80420 |
| 유전율 | 36.140000000000001 |
| 주요 응용 | 향료 및 향 |
| 화장품 원료 기능 | 향수 |
| InChI | 1S/C5H8O2/c1-4-2-3-5(6)7-4/h4H,2-3H2,1H3 |
| InChIKey | GAEKPEKOJKCEMS-UHFFFAOYSA-N |
| SMILES | CC1CCC(=O)O1 |
| LogP(분배 계수) | -0.27 |
| NIST | 2(3H)-Furanone, dihydro-5-methyl-(108-29-2) |
| EPA | 2(3H)-Furanone, dihydro-5-methyl- (108-29-2) |
화학적 성질
γ-Valerolactone has a sweet, herbaceous odor.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 96.7% (1420 of 1469) of all reports.Not ClassifiedAggregated GHS information provided per 1469 reports by companies from 9 notifications to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | Chemical: 2(3H)-Furanone, dihydro-5-methyl-Regulation (EC) No 1831/2003 (amended)Status: Active Update: 15-10-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/330232(3H)-Furanone, dihydro-5-methyl-: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - 2(3H)-Furanone, dihydro-5-methyl-: Environment tier I assessment |
| 운송 라벨(DOT) | Flammable Liquid |
| 화재 위험 | This chemical is combustible. (NTP, 1992) |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes, mucous membranes and upper respiratory tract. |
| 유해성 요약 | A mild skin irritantCauses general anesthesia in oral lethal-dose studies of rabbits and rats[RTECS] A skin, eye, mucous membrane, and upper respiratory tract irritant[NTP] Safe when used as a flavoring agent in food[JECFA] An irritant[Alfa Aesar MSDS] See Butyrolactones. |
| 반응성 그룹 | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters |
| Reactivity Profile | GAMMA-VALEROLACTONE 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. This chemical is incompatible with strong oxidizers. (NTP, 1992). This chemical is incompatible with strong oxidizing agents. It is also incompatible with strong acids, strong bases and strong reducing agents. (NTP, 1992). |
| Air and Water Reactions | Water soluble. |
| Hazard Classes and Categories | Not Classified |
| 소화 | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992) |
| 응급 처치 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| 비화재 누출 대응 | SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Isolation and Evacuation | Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| 유해 작용 | Neurotoxin - Acute solvent syndrome |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | LU3580000 |
| 관세 코드 | 29322980 |
| 위험 문구(R) | 36-36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 39-26-37/39 |
| 기존화학 물질 | KE-23670 |
| 위험 등급 | Eye Irrit. 2Skin Irrit. 2 |
| 저장 분류 | 10 - Combustible liquids |
용도
개요
γ-Valerolactone (Item No. 28240) is an analytical reference standard categorized as a prodrug form of γ-hydroxyvaleric acid (GHV; ). This product is intended for research and forensic applications.
출처
Reported found in boiled beef, beef fat, beer, cacao, Swiss cheese, ground and roasted coffee, roasted filberts, milk fat, dried mushroom, peach, roasted peanuts, heated pork fat, black tea and yogurt. Also reported found in peach, strawberry jam, tomato, wheaten bread, Gruyere cheese, heated butter, cooked beef, white wine, red wine, coffee and Bourbon vanilla.
용도
γ-Valerolactone is a naturally occurring chemical found in fruits and is frequently used as a food additive. It can be converted to liquid alkenes which can be used as transportation fuels. γ-Valerolactone is widely used in dye baths (coupling agent), brake fluids, cutting oils, and as solvent for adhesives, insecticides, and lacquers.
일반 설명
γ-Valerolactone(GVL) is a dipolar aprotic, bio-based, fully degradable, non-toxic green solvent and has been aligned with "Safer Solvent and Auxiliaries"," Use of Renewable Feedstocks and Design for Degradation".
일반 설명
γ-Valerolactone has been identified as one of the volatile flavor constituents in mango and honey.
제조 및 합성 방법
제조 방법
By reduction of levulinic acid followed by cyclization.