아이소포론

아이소포론
아이소포론 구조식 이미지
카스 번호:
78-59-1
한글명:
아이소포론
동의어(한글):
아이소포론;이소포론;이소포론(I.P.R);3,5,5-트라이메틸사이클로헥스-2-엔온;3,5,5-트리메틸사이클로헥스-2-에논
상품명:
Isophorone
동의어(영문):
Izoforon;3,5,5-TRIMETHYL-2-CYCLOHEXEN-1-ONE;Isophoron;3,5,5-trimethylcyclohex-2-en-1-one;IPHO;Isoforon;FEMA 3553;Isoforone;isooctopherone;3,5,5-TRIMETHYL-2-CYCLOHEXENONE
CBNumber:
CB7743348
분자식:
C9H14O
포뮬러 무게:
138.21
MOL 파일:
78-59-1.mol
MSDS 파일:
SDS

아이소포론 속성

녹는점
-8 °C (lit.)
끓는 점
213-214 °C (lit.)
밀도
0.923 g/mL at 25 °C (lit.)
증기 밀도
4.77 (vs air)
증기압
0.2 mm Hg ( 20 °C)
굴절률
n20/D 1.476(lit.)
FEMA
3553 | ISOPHORONE
인화점
184 °F
저장 조건
Store below +30°C.
용해도
14.5g/L
물리적 상태
액체
색상
무색~황색으로 투명함
냄새
장뇌처럼.
폭발한계
0.8-3.8%(V)
?? ??
우디
수용성
물에 용해됨(12g/L).
Merck
14,5196
JECFA Number
1112
BRN
1280721
Henry's Law Constant
(x 10-6 atm?m3/mol): 5.8 (calculated, U.S. EPA, 1980a)
노출 한도
TLV-TWA 25 mg/m3 (5 ppm); IDLH 800 ppm.
안정성
안정적인. 피해야 할 물질에는 강염기, 강산, 강산화제가 포함됩니다.
LogP
1.67-1.7 at 20℃
CAS 데이터베이스
78-59-1(CAS DataBase Reference)
NIST
2-Cyclohexen-1-one, 3,5,5-trimethyl-(78-59-1)
EPA
Isophorone (78-59-1)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn
위험 카페고리 넘버 21/22-36/37-40
안전지침서 13-23-36/37/39-46
유엔번호(UN No.) UN 3082 9 / PGIII
WGK 독일 1
RTECS 번호 GW7700000
자연 발화 온도 864 °F
TSCA Yes
HS 번호 2914 29 00
유해 물질 데이터 78-59-1(Hazardous Substances Data)
독성 LD50 in male, female rats and male mice (mg/kg): 2700 ±200, 2100 ±200, 2200 ±200 orally (PB90-180225)
IDLA 200 ppm
기존화학 물질 KE-34467
그림문자(GHS): GHS hazard pictogramsGHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
H351 암을 일으킬 것으로 의심됨 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 2 경고 P201, P202, P281, P308+P313, P405,P501
예방조치문구:
P201 사용 전 취급 설명서를 확보하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P301+P312 삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P308+P313 노출 또는 접촉이 우려되면 의학적인 조치· 조언를 구하시오.
NFPA 704
2
2 1

아이소포론 C화학적 특성, 용도, 생산

용도

페인트 및 바니시, 특히 PVDF 수지 및 폴리 아크릴 레이트, 알킬 드, 에폭시 및 페놀 수지 용 레벨링 제의 고비 점 용제 IPDA (이소 포론 디아민), IPDI (이소 포론 디 이소시아네이트) 및 3,5- 크 실레 놀
또한 제초제 및 살충제 제형에서 탁월한 유화 특성 및 높은 안정성을 나타내 었습니다.

화학적 성질

Isophorone is a colorless low volatility liquid that smells like peppermint. It is miscible with most organic solvents and can dissolve 1.2g in 100g of water. When exposed to light, it becomes a dimer, which is oxidized in air to generate 4,4,6-Trimethyl-1,2-cyclohexanedione.

물리적 성질

Clear, colorless liquid with a sharp peppermint or camphor-like odor. Experimentally determined detection and recognition odor threshold concentrations were 1.1 mg/m3 (190 ppbv) and 3.0 μg/m3 (530 ppbv), respectively (Hellman and Small, 1974).

출처

Reported found in Burley tobacco, cranberry, macadamia nuts, peas, roasted filbert, saffron, wine, osmanthus, grapefruit juice, papaya, kohlrabi, Parmesan cheese, roast beef, black tea, oats, Japanese plum, prunes, plumcot, starfruit, mango, rice, buckwheat, okra and sweet grass oil.

용도

Isophorone is used as a solvent for vinylresins and cellulose esters, and in pesticides. solvent in some printing inks, paints, lacquers and adhesives. As a cyclic unsaturated ketone, isophorone can be aromatized to 3,5-dimethylphenol or 2,3,5-trimethylphenol. Hydrogenation leads, depending on conditions, to 3,3,5-trimethylcyclohexanone or 3,3,5- trimethylcyclohexanol, from which trimethyladipic acid is obtained by oxidation [78]. Trimethyladipic acid is used for the production of 2,2,4- trimethylhexamethylenediamine, which is a precursor for polyamides and polyurethanes. Addition of hydrogen cyanide to the olefinic double bond, followed by amination of the keto group in the presence of hydrogen, gives 3,5,5-trimethyl-3-aminomethylcyclohexylamine [2855-13-2], isophorone diamine. Reaction of the latter with phosgene gives isophorone diisocyanate [4098-71-9]. Both compounds are used in large quantities for the production of polymers, mainly polyurethanes. Worldwide production capacity for isophorone is ca. 50 000 t/a.

정의

ChEBI: Isophorone is a cyclic ketone, the structure of which is that of cyclohex-2-en-1-one substituted by methyl groups at positions 3, 5 and 5. It has a role as a solvent and a plant metabolite. It is a cyclic ketone and an enone.

제조 방법

Isophorone is produced on a multi-thousand ton scale by the aldol condensation of acetone using KOH. Diacetone alcohol, mesityl oxide, and 3-hydroxy-3,5,5-trimethylcyclohexan-1-one are intermediates. A side product is beta-isophorone, where the C=C group is not conjugated with the ketone.

일반 설명

A clear colorless liquid, with a camphor-like odor. Less dense than water and insoluble in water. Boiling point 420°F. Flash point near 200°F. Contact irritates skin and eyes. Toxic by ingestion. Used as a solvent and in pesticides.

공기와 물의 반응

Insoluble in water.

반응 프로필

Ketones, such as Isophorone, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4. Forms explosive peroxides

건강위험

Isophorone is an irritant, moderately toxic athigh concentrations, mutagenic and possiblycarcinogenic. Inhalation of its vapors cancause mild irritation of the eyes, nose, andthroat. Exposure to 840 ppm for 4 hours resulted in severe eye irritation in guineapigs. Its irritation effect on human eyes maybe felt at 25–40 ppm. At concentrationsabove 200 ppm, it may cause irritation ofthe throat, headache, nausea, dizziness, and afeeling of suffocation (ACGIH 1986). In rats,exposure to 1840 ppm for 4 hours was fatal.Ingestion of isophorone can cause narcosis,dermatitis, headache, and dizziness.
LD50 value, oral (rats): 2330 mg/kg
Isophorone is mutagenic and when fed torats orally, 258 g/kg for 2 years, it causedkidney tumor. Its carcinogenicity on humansis not reported.

화재위험

Combustible.

화학 반응

Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

공업 용도

Isophorone is an excellent solvent for cellulose esters, nitrocellulose, natural and synthetic resins. Isophorone has a very high aromatic hydrocarbon dilution ratio in nitrocellulose formulations: 5.7 for toluene and 5.1 for xylene. The excellent solvency of isophorone allows the preparation of 45% solids nitrocellulose solutions at room temperatures.

Carcinogenicity

In a 2 year bioassay in rats and mice (conducted by gavage on a 5- day/week treatment schedule) at dose levels of 0, 250, and 500 mg/kg/day isophorone, there was decreased survival of male rats and slight nephrotoxicity in female rats. There was no evidence of carcinogenicity in female rats or mice. In male rats, there was an increase in renal tumors in animals given either 250 or 500 mg/kg/day, and a low incidence of preputial gland tumors at 500 mg/kg. Other proliferative lesions in male rats included hyperplasia of the renal pelvis and tubular cell hyperplasia.

환경귀착

Biological. The pure culture Aspergillus niger biodegraded isophorone to 3,5,5-trimethyl-2- cyclo-hexene-1,4-dione, 3,5,5-trimethylcyclohexane-1,4-dione, (S)-4-hydroxy-3,5,5-trimethyl-2- cyclohex-1-one, and 3-hydroxymethyl-5,5-dimethyl-2-cyclohexen-1-one (Mikami et al., 1981).
Chemical/Physical. At an influent concentration of 1,000 mg/L, treatment with GAC resulted in an effluent concentration of 34 mg/L. The adsorbability of the carbon used was 193 mg/g carbon (Guisti et al., 1974).
Isophorone will not hydrolyze in water.
At influent concentrations of 10, 1.0, 0.1, and 0.001 mg/L, the GAC adsorption capacities were 78.3, 32.0, 13.1, and 5.4 mg/g, respectively (Dobbs and Cohen, 1980).

Purification Methods

Wash isophorone with aqueous 5% Na2CO3 and then distil it under reduced pressure immediately before use. Alternatively, it can be purified via the semicarbazone. [Erskine & Waight J Chem Soc 3425 1960, Beilstein 7 IV 165.]

폐기물 처리

Incineration.

아이소포론 준비 용품 및 원자재

원자재

준비 용품


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