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2-페닐페놀

2-페닐페놀
2-페닐페놀 구조식 이미지
카스 번호:
90-43-7
한글명:
2-페닐페놀
동의어(한글):
2-페닐페놀;오쏘-페닐페놀;페닐페놀;o-페닐페놀
상품명:
2-Phenylphenol
동의어(영문):
OPP;Xenol;FR-OPP;Nectryl;o-Xenol;o-Xonal;Torsite;90-43-7;remoltrf;FEMA 3959
CBNumber:
CB0365303
분자식:
C12H10O
포뮬러 무게:
170.21
MOL 파일:
90-43-7.mol

2-페닐페놀 속성

녹는점
57-59 °C(lit.)
끓는 점
282 °C(lit.)
밀도
1.21
증기압
7 mm Hg ( 140 °C)
굴절률
1.6188 (estimate)
FEMA
3959 | 2-PHENYLPHENOL
인화점
255 °F
저장 조건
Store below +30°C.
용해도
Soluble in ethanol, acetone, benzene,sodium hydroxide, chloroform, acetonitrile, toluene, hexane, ligroin, ethyl ether, pyridine, ethylene glycol, isopropanol, glycol ethers and polyglycols.
물리적 상태
Crystalline Flakes
산도 계수 (pKa)
10.01(at 25℃)
색상
White
수소이온지수(pH)
7 (0.1g/l, H2O, 20℃)
폭발한계
1.4-9.5%(V)
수용성
0.7 g/L (20 ºC)
감도
Hygroscopic
JECFA Number
735
Merck
14,7304
BRN
606907
안정성
Stable. Combustible. Incompatible with strong oxidizing agents, halogens.
InChIKey
LLEMOWNGBBNAJR-UHFFFAOYSA-N
CAS 데이터베이스
90-43-7(CAS DataBase Reference)
NIST
o-Hydroxybiphenyl(90-43-7)
IARC
3 (Vol. 73) 1999
EPA
2-Phenylphenol (90-43-7)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xi,N
위험 카페고리 넘버 36/37/38-50-37/38/50-36
안전지침서 22-61
유엔번호(UN No.) UN 3077 9/PG 3
WGK 독일 2
RTECS 번호 DV5775000
자연 발화 온도 >520 °C
TSCA Yes
위험 등급 9
포장분류 III
HS 번호 29071900
유해 물질 데이터 90-43-7(Hazardous Substances Data)
독성 LD50 orally in rats: 2.48 g/kg (Hodge)
기존화학 물질 KE-02870
그림문자(GHS):
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, 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
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
H400 수생생물에 매우 유독함 수생 환경유해성 물질 - 급성 구분 1 경고 P273, P391, P501
예방조치문구:
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P270 이 제품을 사용할 때에는 먹거나, 마시거나 흡연하지 마시오.
P271 옥외 또는 환기가 잘 되는 곳에서만 취급하시오.
P273 환경으로 배출하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P391 누출물을 모으시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P405 밀봉하여 저장하시오.
P403+P233 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 저장하시오.
P501 ...에 내용물 / 용기를 폐기 하시오.
NFPA 704
1
3 0

2-페닐페놀 MSDS


1,1'-Biphenyl-2-ol

2-페닐페놀 C화학적 특성, 용도, 생산

개요

OPP is more selective than other free phenols but does produce phytotoxic effects. Sodium o-phenylphenate (SOPP) is used in practice because it is much less phytotoxic to fruits and has a greater water solubility. Tomkins (42) tried to diminish the phytotoxic effect by esterification of the phenolic group. Acetate and butyrate esters gave efficient control of Botrytis on grapes and Monilia on peaches, but esters of o-phenylphenol are easily hydrolyzed into the free phenol (43). The methyl ether was less active against Diplodia and virtually inactive against Penicillia.

화학적 성질

Off-white powder

화학적 성질

o-Phenylphenol is a white to buff-colored crystalline solid.

화학적 성질

2-Phenylphenol has a distinct odor. It emits acrid smoke and irritating fumes when it is heated to decomposition.

용도

2-Phenylphenol is used for the post-harvest control of storage diseases of apples, citrus fruit, stone fruit, tomatoes, cucumbers and other vegetables. It is also used for the protection of textiles and timber and as a fungistat in water-soluble paints. It is used as the sodium salt in paint and some other applications.

용도

2-Phenylphenol is a agriculture fungicide and is no longer used as a food additive.

용도

2-phenylphenol is remarkably versatile organic chemical products, widely used antiseptic, auxiliaries and surfactant synthesis of new plastics, resins and polymer materials in areas such as stabilizers and flame retardants.

정의

ChEBI: A member of the class of hydroxybiphenyls that is biphenyl substituted by a hydroxy group at position 2. It is generally used as a post-harvest fungicide for citrus fruits.

제조 방법

From chlorobenzene.

생산 방법

OPP is produced as a by-product in the manufacture of diphenyl oxide or by aldol condensation of hexazinone. Current global production is estimated to be less than 10 million lb per year. Chief uses of products containing OPP are as disinfectants, antimicrobials, preservatives, antioxidants, and sanitizing solutions in various industries.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 2947, 1953 DOI: 10.1021/ja01108a047
Tetrahedron, 40, p. 4981, 1984 DOI: 10.1016/S0040-4020(01)91336-5
The Journal of Organic Chemistry, 26, p. 283, 1961 DOI: 10.1021/jo01060a632

일반 설명

Light lavender crystals or solid.

공기와 물의 반응

Insoluble in water.

반응 프로필

2-Phenylphenol react as a weak organic acid. Exothermically neutralizes bases. May react with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides to generate flammable gas (H2) and the heat of the reaction may ignite the gas. Is sulfonated very readily (for example, by concentrated sulfuric acid at room temperature) in exothermic reactions. May be nitrated very rapidly. Nitrated phenols often explode when heated and also form metal salts that tend toward detonation by rather mild shock. Can react with oxidizing agents .

화재위험

2-Phenylphenol is combustible.

농업용

Fungicide, Disinfectant, Microbiocide: Used to make fungicides. Also used to make dye stuffs and rubber chemicals, but used primarily as a disinfectant cleaner. Registered for use in the U.S. and U.K.

상품명

ANTHRAPOLE 73®; DOWCIDE-1®; Invalon OP®; KIWI LUSTR-277®; NECTRYL®; PREVENTOL-O Extra®; REMOL TRF®; TETROSIN OE®; TETROSIN OE-N®; TORSITE®; TUMESCAL OPE®

Safety Profile

A poison by intraperitoneal route.Moderately toxic by ingestion and possibly other routes.An experimental teratogen. Other experimentalreproductive effects. Human mutation data reported.Severe eye and moderate skin irritant. Questionablecarcinogen wi

잠재적 노출

o-Phenylphenol is used in the manufacture of plastics, resins, rubber, as Agricultural chemical, in making fungicides; as an intermediate in making dye stuffs and rubber chemicals; a germicide; used in food packaging.

Carcinogenicity

IARC classified SOPP as a B2 carcinogen in 1983, based on reports from Japan that high dietary levels of this sodium salt caused bladder tumors in male rats. Both sodium saccharin and sodium cyclamate also cause bladder tumors at high doses in male rats, but classification of these food additives as B2 carcinogens was recently rescinded by IARC at a meeting in 1998.
The U.S. National Toxicology Program conducted a skin painting study with OPP in groups of 50 mice per sex. The OPP was applied as an acetone solution on 3 days per week for 2 years, both alone and as a promoter with DMBA. No skin neoplasms were observed in either sex treated with OPP alone, and there were no tumor enhancing or inhibiting effects when OPP and DMBA were given in combination.

환경귀착

Relevant Physicochemical Properties
Boiling point: 286 °C
Melting point: 59 °C
Log Kow: 3.09 at pH 7
Solubility: soluble in fixed alkali hydroxide solutions and most organic solvents; soluble in water at 700 mg l-1 at 25 °C
Vapor pressure: 2.0 × 10-3 mmHg at 25 °C
Henry’s law constant: 1.05 × 10-6 atm m3 mol-1 at 25 °C
Partition Behavior in Water, Sediment, and Soil
If released to air, OPP will exist solely as a vapor in the ambient atmosphere, and this vapor will be degraded by reaction with photochemically produced hydroxyl radicals. The half-life of the reaction is estimated to be 1.4 h. OPP absorbs light in the environmental UV spectrum and may undergo direct photolysis. If released to soil, OPP is expected to be immobile. Volatilization from moist soil surfaces may be an important fate process based on a Henry’s law constant of 1.5 × 10-6 atmm3 mol-1. If released into water, phenylphenol is expected to adsorb to sediment and suspended solids in water. Ground water contamination does not seem likely.
Environmental Persistence
The major degradation route appears to be through biodegradation in aerobic and anaerobic environments. The observed half-life values vary from 3 h to 3 weeks depending on the exposure site. Possibly hazardous short-term degradation products are not likely. However, long-term degradation products may arise. The products of degradation are less toxic than the product itself.
Bioaccumulation and Biomagnification
An estimated BCF of 51 was calculated for o-phenylphenol. This indicates that the potential for bioconcentration in aquatic organisms is moderate.

신진 대사 경로

2-Phenylphenol is not used on growing plants because it is too phytotoxic and there appears to be no information published on its metabolism in plants. Its widespread use as a preservative, disinfectant and fungistat on stored food (either by direct application or impregnated in packaging) requires studies on its environmental fate and metabolism in mammals. Several studies in mammals are available and the compound has been the subject of an evaluation by the UK MAFF Pesticide Safety Directorate (PSD); the results have been published (PSD, 1993). This evaluation was prompted by the discovery of bladder tumours in rats treated with high doses of the compound.
2-Phenylphenol is also used as the sodium and potassium salts where water solublity is important. No information is available specifically on the latter. The metabolism of the free phenol and the sodium salt have been studied separately. Once absorbed into a cell, provided that internal pH control is maintained, the two forms should be indistinguishable.

운송 방법

UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

Purification Methods

Crystallise it from pet ether. [Beilstein 6 IV 4579.]

Degradation

2-Phenylphenol has limited water solubilty but it is very soluble in base, forming the alkali metal salts. It is a stable compound but it would be expected to react with oxygen to form quinones as do other phenols. The aqueous photolysis of 2-phenylphenol using a high pressure mercury vapour lamp gave phenyl-p-benzoquinone (2) and multi-hydroxylated products (see Scheme 1) (Coulangeon ef al., 1980). Degradation was accelerated by oxygen. The rate of degradation was not given in this paper, the main thrust of which was the primary physical steps in the photolysis process.
2-Phenylphenol was completely degraded during 14 days exposure to sunlight in aqueous solution under conditions where is was stable for 56 days in the dark (Suzuki et al., 1990). The objective of the study was to demonstrate the photogeneration of mutagens in the presence of nitrate and nitrite. Bacterial mutagens, probably nitro compounds, were formed only in the presence of nitrite.

Toxicity evaluation

OPP inhibits anabolism of many amino acids and highly downregulates the genes that encode the enzymes involved in the DAP pathway. Lysine and DAP are essential for building up the peptidoglycan cell wall. It was concluded that the mode of action of OPP is similar to the mechanismof action of some antibiotics.

비 호환성

Strong bases, strong oxidizers

폐기물 처리

In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

2-페닐페놀 준비 용품 및 원자재

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