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산화프로필렌

산화프로필렌
산화프로필렌 구조식 이미지
카스 번호:
75-56-9
한글명:
산화프로필렌
동의어(한글):
1,2-에폭시프로판;산화프로필렌;프로필렌옥사이드;프로필렌산화물;1,2-에폭시프로판;메틸옥시란;프로펜산화물;메틸에틸렌산;메틸옥시란
상품명:
Propylene oxide
동의어(영문):
PO;Epihydrin;ai3-07541;NCI-C50099;epoxy-propan;Epoxypropane;METHYLOXIRANE;PROPENE OXIDE;methyl-oxiran;PROPYLENOXIDE
CBNumber:
CB9854235
분자식:
C3H6O
포뮬러 무게:
58.08
MOL 파일:
75-56-9.mol

산화프로필렌 속성

녹는점
-112 °C
끓는 점
34 °C(lit.)
밀도
0.83 g/mL at 25 °C(lit.)
증기 밀도
2 (vs air)
증기압
29.43 psi ( 55 °C)
굴절률
n20/D 1.366(lit.)
인화점
−35 °F
저장 조건
Flammables area
용해도
425-450g/l
물리적 상태
Liquid
색상
Clear
냄새
Ethereal; characteristic; sweet, alcoholyc; like natural gas.
폭발한계
1.9-36%(V)
수용성
40 g/100 mL (20 ºC)
어는점
-112.13℃
Merck
14,7856
BRN
79763
Henry's Law Constant
Not an environmentally important parameter because propylene oxide reacts rapidly with water
노출 한도
TLV-TWA 50 mg/m3 (20 ppm) (ACGIH), 240 mg/m3 (100 ppm) (OSHA); IDLH 2000 ppm.
안정성
Stable. Incompatible with acids, bases, oxidizing agents, copper, copper alloys, brass, bronze, iron, metal chlorides, peroxides and a wide variety of other materials. Reacts with compounds containing labile hydrogen. Extremely flammable - note low boiling point, low flash point and very wide explosion limits. Moisture sensitive.
CAS 데이터베이스
75-56-9(CAS DataBase Reference)
NIST
Propylene oxide(75-56-9)
EPA
Oxirane, methyl-(75-56-9)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F+,T
위험 카페고리 넘버 45-46-12-20/21/22-36/37/38
안전지침서 53-45
유엔번호(UN No.) UN 1280 3/PG 1
WGK 독일 3
RTECS 번호 TZ2975000
자연 발화 온도 430 °C
TSCA Yes
HS 번호 2910 20 00
위험 등급 3
포장분류 I
유해 물질 데이터 75-56-9(Hazardous Substances Data)
독성 LD50 orally in rats: 1.14 g/kg (Smyth)
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H224 극인화성 액체 및 증기 인화성 액체 구분 1 위험
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, P501
H312 피부와 접촉하면 유해함 급성 독성 물질 - 경피 구분 4 경고 P280,P302+P352, P312, P322, P363,P501
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H331 흡입하면 유독함 급성 독성 물질 흡입 구분 3 위험 P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H332 흡입하면 유해함 급성 독성 물질 흡입 구분 4 경고 P261, P271, P304+P340, P312
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
H340 유전적인 결함을 일으킬 수 있음 (노출되어도 생식세포 유전독성을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 생식세포 변이원성 물질 구분 1A, 1B 위험
H350 암을 일으킬 수 있음 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 1A, 1B 위험
예방조치문구:
P201 사용 전 취급 설명서를 확보하시오.
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P303+P361+P353 피부(또는 머리카락)에 묻으면 오염된 모든 의복은 벗거나 제거하시오 피부를 물로 씻으시오/샤워하시오.
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.
P370+P378 화재 시 불을 끄기 위해 (Section 5. 폭발, 화재시 대처방법의 적절한 소화제)을(를) 사용하시오.
P405 밀봉하여 저장하시오.
P403+P235 환기가 잘 되는 곳에 보관하고 저온으로 유지하시오.

산화프로필렌 C화학적 특성, 용도, 생산

화학적 성질

Propylene oxide is soluble in water and miscible with most organic solvents. It is found to be an excellent low-boiling solvent for cellulose acetate, nitrocellulose, adhesive compositions and vinyl chloride-acetate resins. It is also a solvent for hydrocarbons, gums and shellac. Some of its uses are as a solvent and stabilizer in DDT aerosol-type insecticides, and as a fumigant and food preservative. Since it is an acid acceptor, it is also used as a stabilizer for vinyl chloride resins and other chlorinated systems.

화학적 성질

Propylene oxide is a colorless liquid. Ethereal odor.

물리적 성질

Clear, colorless liquid with an agreeable, ether-like odor. Experimentally determined detection and recognition odor threshold concentrations were 24 mg/m3 (10 ppmv) and 84 μg/m3 (35 ppmv), respectively (Hellman and Small, 1974).

용도

Propylene oxide is used as a fumigant forfoodstuffs; as a stabilizer for fuels, heat-ing oils, and chlorinated hydrocarbons; asa fuel–air explosive in munitions; and toenhance the decay resistance of wood andparticleboard (Mallari et al. 1989). Recentstudies indicate that the fumigant potentialof propylene oxide enhances at a low pres-sure of 100 mm Hg which could render it asan alternative to methyl bromide for rapiddisinfection of commodities (Isikber et al.2004).

용도

Chemical intermediate in preparation of polyethers to form polyurethanes; in preparation of urethane polyols and propylene and dipropylene glycols; in preparation of lubricants, surfactants, oil demulsifiers. As solvent; fumigant; soil sterilant.

정의

ChEBI: An epoxide that is oxirane substituted by a methyl group at position 2.

일반 설명

A clear colorless volatile liquid with an ethereal odor. Flash point -35°F. Boiling point 95°F. Density 6.9 lb./gal. Flammable over a wide range of vapor-air concentrations. If contaminated, may polymerize with evolution of heat and possible rupture of container. Vapors irritate eyes, skin, and respiratory system. Prolonged contact with skin may result in delayed burns. Vapors heavier than air. Used as a fumigant, in making detergents and lubricants, and to make other chemicals.

공기와 물의 반응

Highly flammable. Soluble in water.

반응 프로필

1,3-Propylene oxide react with oxidizing agents and strong acids . Reacts with Grignard reagents and organolithium compounds. An explosion occurred when Propylene oxide was added to an epoxy resin. Propylene oxide was concluded that polymerization was catalyzed by an amine accelerator in the resin [Bretherick, 5th Ed., 1995]. Underwent polymerization when mixed with sodium hydroxide causing ignition and explosion of a drum of the crude product. [Combust Sci. Technol., 1983].

위험도

Highly flammable, dangerous fire risk, explosive limits in air 2–22%. An irritant. TLV: 20 ppm; animal carcinogen.

건강위험

Propylene oxide is moderately toxic by inhalation and ingestion. It may cause irreversible and reversible changes. Skin contact with the material or solutions of the material cause irritation; diluted solutions are more irritating than undiluted materials. Exposure may cause mild depression of the central nervous system and eye, nasal, and lung irritation. Contact with the liquid can cause blindness and death. Pulmonary edema may recur up to 2 weeks after exposure.

건강위험

Exposure to propylene oxide vapors cancause moderate to severe irritation of the eyes, mucous membranes, and skin. Inhala-tion can also produce weakness and drowsi-ness. Symptoms of acute exposure in testanimals were lachrymation, salivation, gasp-ing, and labored breathing and dischargefrom nose. Harris et al. (1989) in a studyon Fischer-344 female rats found no adverseeffect below a 300-ppm exposure level.However, at the chronic inhalation levelof 500 ppm the gain in the maternal bodyweight and food consumption were reducedsignificantly. In a similar chronic inhalationstudy on Wistar rats, Kuper et al. (1988)observed a decrease in the body weight anddegenerative and hyperplastic change in thenasal mucosa when rats were exposed to300 ppm of propylene oxide. The investiga-tors have reported an increase in the inci-dence of malignant tumors in the mammaryglands and other sites in female rats.
Contact with its dilute aqueous solutionscan produce edema, blistering, and burns onthe skin. It is mutagenic in the Ames test anda suspected animal carcinogen. Its carcino-genicity in humans is not established. Omuraet al. (1994) reported dose-dependent testicu-lar toxicity of this compound in rats inducedfrom repeated intraperitoneal injections. Itsodor threshold is 200 ppm.

화재위험

Vapor is heavier than air and may travel considerable distance to source of ignition and flash back. Vapors form explosive mixture with air. If polymerization takes place in container, there may be a violent rupture of container. Explosion hazard is severe when exposed to flame. Violently reacts with acetylide- forming metals such as copper or copper alloys, ammonium hydroxide; chlorosulfonic acid; hydrochloric acid; hydrofluoric acid; nitric acid; oleum and sulfuric acid. Hazardous polymerization may occur. Avoid active catalytic surfaces such as anhydrous chlorides of iron, tin, and aluminum; peroxides of iron and aluminum; and alkali metal hydroxides, high temperatures; alkalies; aqueous acids; amines and acidic alcohols.

화재위험

Flash Point (°F): -35 ℃, -20 ℃; Flammable Limits in Air (%): 2.1-38.5; Fire Extinguishing Agents: Carbon dioxide or dry chemical for small fires. Alcohol or polymer foam for large fires.; Fire Extinguishing Agents Not To Be Used: Water may be ineffective; Special Hazards of Combustion Products: Not pertinent; Behavior in Fire: Containers may explode. Vapors are heavier than air and can travel to a source of ignition and flash back; Ignition Temperature (°F): 869; Electrical Hazard: Class I, Group B; Burning Rate: 3.3 mm/min.

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: Polymerization can occur when this product is exposed to high temperatures or is contaminated with alkalies, aqueous acids, amines, and acidic alcohols; Inhibitor of Polymerization: Not pertinent.

공업 용도

Propylene oxide finds its largest use as chemical intermediates. It reacts readily with dilute amounts of mineral acids (e.g., hydrochloric acid) to form the chlorohydrin addition product. This reactivity with acid makes this epoxy solvent valuable acid acceptor-type stabilizers for several chlorinated solvents. Trace amounts of hydrogen chloride from chlorinated solvent degradation are immediately neutralized by reaction with the propylene oxide stabilizer. Reaction of propylene oxide with an alcohol or phenol in the presence of an acid catalyst yields the monoether of propylene glycol.

색상 색인 번호

Propylene oxide is an allergic and irritant agent, used as a solvent and raw material in the chemical industry, as the starting material and intermediate for a broad spectrum of polymers. It can be used as a dehydrating agent for the preparation of slides in electron microscopy. Occupational dermatitis was also reported following the use of a skin disinfectant swab.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion, inhalation, and skin contact. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. A severe skin and eye irritant. Flammable liquid. A very dangerous fire and explosion hazard when exposed to heat or flame. Explosive reaction with epoxy resin and sodium hydroxide. Forms explosive mixtures with oxygen. Reacts with ethylene oxide + polyhydric alcohol to form the thermally unstable polyether alcohol. Incompatible with NH4OH, chlorosulfonic acid, HCl, HF, HNO3, oleum, H2SO4. Dangerous; can react vigorously with oxidizing materials. Keep away from heat and open flame. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes.

잠재적 노출

Propylene oxide is used as an interme- diate in the production of polyether polyols and propylene glycol; as a fumigant; in the production of adducts as ure- thane foam ingredients; in detergent manufacture; as a component in brake fluids.

효소 저해제

This oxirane (FW = 58.080 g/mol; CAS 75-56-9; M.P. = –112.13°C; B.P. = 34.23°C; very soluble in water), also known as 1,2-epoxypropane, is produced enzymatically from propene by methane monooxygenase. Note: There are two stereoisomers of propylene oxide. Target(s): alkene monooxygenase; glutathione S-transferase; and methane monooxygenase, as alternative product inhibition.

환경귀착

Biological. Bridié et al. (1979) reported BOD and COD values of 0.17 and 1.77 g/g using filtered effluent from a biological sanitary waste treatment plant. These values were determined using a standard dilution method at 20 °C for a 5 d period. When a sewage seed was used in a separate screening test, a BOD value of 0.20 g/g was obtained. The ThOD for propylene oxide is 2.21 g/g.
Photolytic. Anticipated products from the reaction of propylene oxide with ozone or OH radicals in the atmosphere are formaldehyde, pyruvic acid, CH3C(O)OCHO, and HC(O)OCHO (Cupitt, 1980). An experimentally determined reaction rate constant of 5.2 x 10-13 cm3/molecule?sec was reported for the gas phase reaction of propylene oxide with OH radicals (Güsten et al., 1981).
Chemical/Physical. The reported hydrolysis half-life for the conversion of propylene oxide to 1,2-propanediol in water at 25 °C and pH 7 is 14.6 d (Mabey and Mill, 1978). The second-order hydrolysis rate constant of propylene oxide in 3.98 mM perchloric acid and 36.3 °C is 0.124/M?sec (Kirkovsky et al., 1998).
May polymerize at high temperatures or on contact with alkalies, aqueous acids, amines, and acid alcohols (NIOSH, 1997).
At an influent concentration of 1.0 g/L, treatment with GAC resulted in an effluent concentration of 739 mg/L. The adsorbability of the GAC used was 52 mg/g carbon (Guisti et al., 1974).

저장

Propylene oxide is stored in a flammableliquid cabinet isolated from combustible andoxidizable materials. It is shipped in glassbottles and metal containers under a nitrogenatmosphere.

운송 방법

UN1280 Propylene oxide, Hazard Class: 3; Labels: 3-Flammable liquid

Purification Methods

Dry the oxide with Na2SO4 or CaH2 and fractionally distil it through a packed column (glass helices), after refluxing with Na, CaH2, or KOH pellets. [Beilstein 17 I 4, 17 II 131, 17 III/IV 17, 17/1 V 17.] The R(+)enantiomer [15448-47-2] and the S(-)enantiomer [16088-62-3] have b 33-34o/atm and [] 20 ±14.6o (neat). [Beilstein 17/1 V 17.]

비 호환성

Vapors may form explosive mixture with air. Reacts with strong oxidizers, anhydrous metal chlor- ides; chlorine, iron, strong acids; caustics and peroxides. Polymerization may occur due to high temperatures or con- tamination with alkalis, aqueous acids; amines, metal chlor- ides; and acidic alcohols. Attacks some plastics, coatings and rubber.

폐기물 처리

Concentrated waste contain- ing no peroxides-discharge liquid at a controlled rate near a pilot flame. Concentrated waste containing peroxides- perforation of a container of the waste from a safe distance followed by open burning

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