Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
브로모스틸렌
(2-브로모메테닐)벤젠 · 브로모스틸렌 · 베타-브로모스타이렌 · β-Bromostyrene · [(E)-2-Bromoethenyl]benzene · 1-BROMO-2-PHENYLETHYLENE · (Z)-β-bromostyrene · BROMSTYROL
식별자 및 물리적 특성
| CAS No. | 103-64-0 |
|---|---|
| 분자식 | C8H7Br |
| 평균 분자량 | 183.04 g/mol |
| 단동위원소 질량 | 181.97311232 g/mol |
| SMILES | BrC=Cc1ccccc1 |
| InChIKey | YMOONIIMQBGTDU-UHFFFAOYSA-N |
| PubChem CID | 7667 |
| EC No. | 203-131-3 |
| DTXSID | DTXSID501014586 |
| 현지명 | 브로모스틸렌 |
화학 및 물리적 성질
| XLogP | 2.9 |
|---|---|
| 극성 표면적 | 0 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 90.7 |
| 물질 분류 | Other Classes -> Halogenated Monoaromatics |
| SpringerMaterials Properties | Density |
| 향료 | Fragrance substance (Bromostyrene) -> IFRA amendment 43 |
| 냄새 | Strong Hyacinth odorStrong floral odor디프로필렌 글리콜 중 1.00%. 강한 잎이 많은 녹색 히아신스 |
| 밀도 | 1.395-1.4241.427 g/mL at 25 °C(lit.) |
| Color/Form | Pale yellow oil.Yellowish liquid |
| 용해도 | Insol in aqueous solutionMiscible with alcohol, etherSol in 4 volumes of 90% alcohol알코올에 용해됩니다. |
| 인화점 | 79 °C (closed cup)215 °F |
| 끓는 점 | 112 °C at 20 mm Hg219-221 °C(lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of /hydrogen bromide/. |
| 녹는점 | min, - 2 °C7 °C(lit.) |
| 증기압 | 0.12 [mmHg]16.4Pa at 25℃ |
| 굴절률 | n20/D 1.608 |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 액체 |
| 색상 | 매우 진한 녹황색 |
| 향취 유형 | 녹색 |
| 용해도 | 56.624mg/L at 25℃ |
| BRN | 2038495 |
| 헨리 상수 | 1.8×10-2 mol/(m3Pa) at 25℃, HSDB (2015) |
| InChI | 1S/C8H7Br/c9-7-6-8-4-2-1-3-5-8/h1-7H/b7-6+ |
| InChIKey | YMOONIIMQBGTDU-VOTSOKGWSA-N |
| SMILES | Br\C=C\c1ccccc1 |
| LogP(분배 계수) | 3.391 at 25℃ |
| NIST | Benzene, (2-bromoethenyl)-(103-64-0) |
| EPA | .beta.-Bromostyrene (103-64-0) |
화학적 성질
CLEAR YELLOWISH TO BROWN LIQUID
안전 및 규제
| GHS 분류 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 139 reports by companies from 2 notifications to the ECHA C&L Inventory.This chemical does not meet GHS hazard criteria for 100% (16 of 16) of all reports.Not Classified |
|---|---|
| 규제 정보 | Chemical: Benzene, (2-bromoethenyl)-Status: Cease Manufacture Update: 18-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/17758beta-Bromostyrene: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Oral LD50 (rat) = 1250 mg/kg[RTECS] May cause irritation[MSDSonline] |
| Toxic Combustion Products | When heated to decomposition, it emits toxic fumes of /hydrogen bromide/. |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Not ClassifiedFlammable liquids - Category 4 |
| 처리 방법 | SRP: 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. |
| 환경 거동 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 960(SRC), determined from a structure estimation method(2), indicates that beta- bromostyrene is expected to have low mobility in soil(SRC). Volatilization of beta-bromostyrene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.5X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(3). beta-Bromostyrene is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.12 mm Hg(SRC), determined from a fragment constant method(4).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 960(SRC), determined from a structure estimation method(2), indicates that beta-bromostyrene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 5.5X10-4 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 6 hrs and 6 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 3.15(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), beta-bromostyrene, which has an estimated vapor pressure of 0.12 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere(SRC). Vapor-phase beta-bromostyrene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone(SRC)the half-lives for these reactions in air are estimated to be 22 hrs and 6 days, respectively(SRC), calculated from rate constants of 1.7X10-11 cu cm/molecule-sec and 2.2X10-18 cu cm/molecule-sec (cis- and trans- avg), respectively, at 25 °C(SRC) and derived using a structure estimation method(3). |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc for beta-bromostyrene can be estimated to be 960(SRC). According to a classification scheme(2), this estimated Koc value suggests that beta-bromostyrene is expected to have low mobility in soil(SRC). |
| Natural Pollution Sources | Has not been reported to occur in nature. |
| Human Toxicity Excerpts | Bromostyrol tested at a concn of 4% in petrolatum produced no irritation /or sensitization reactions/ in a 48 hr closed-patch test in 25 human subjects. ... /It/ is one of the strongly irritant perfume materials. |
| Artificial Pollution Sources | beta-Bromostyrene's production and in use as a food additive(1) and fragrance in consumer products(2) may result in its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | Data regarding the biodegradation of beta-bromostyrene in either soil or aquatic systems were not available. (SRC) |
| Environmental Bioconcentration | An estimated BCF of 3 was calculated for beta-bromostyrene(SRC), using an estimated log Kow of 3.15(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/Soil | The Henry's Law constant for beta-bromostyrene is estimated as 5.5X10-4 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that beta-bromostyrene is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 6 hrs(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 6 days(SRC). beta-Bromostyrene's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). beta-Bromostyrene is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.12 mm Hg(SRC), determined from a fragment constant method(3). |
| Non-Human Toxicity Excerpts | ADMINISTRATION OF BETA-BROMOSTYRENE TO RATS RESULTS IN FALL IN LEVEL OF HEPATIC GLUTATHIONE. |
| Environmental Abiotic Degradation | The rate constant for the vapor-phase reaction of beta-bromostyrene with photochemically-produced hydroxyl radicals has been estimated as 1.7X10-11 cu cm/molecule-sec (cis- and trans- avg) at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 22 hrs an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of beta-bromostyrene with ozone has been estimated as 2.2X10-18 cu cm/molecule-sec (cis- and trans- avg) at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 6 days at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). beta-Bromostyrene is not expected to undergo hydrolysis in the environment due to the lack of hydrolysis of vinyl bromides(3). |
| Probable Routes of Human Exposure | NIOSH (NOES Survey 1981-1983) has statistically estimated that 20,488 workers (12,772 of these are female) are potentially exposed to beta-bromostyrene in the US(1). Occupational exposure to beta-bromostyrene may occur through dermal contact with this compound at workplaces where beta-bromostyrene is produced or used(SRC). The general population may be exposed to beta-bromostyrene via dermal contact with consumer products(2) containing beta-bromostyrene(SRC). |
| Environmental Fate/Exposure Summary | beta-Bromostyrene's production and in use as a food additive and fragrance in consumer products may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 0.12 mm Hg at 25 °C indicates beta-bromostyrene will exist solely as a vapor in the ambient atmosphere. Vapor-phase beta-bromostyrene will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozonethe half-lives for these reactions in air are estimated to be 22 hrs and 6 days, respectively. If released to soil, beta-bromostyrene is expected to have low mobility based upon an estimated Koc of 960. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 5.5X10-4 atm-cu m/mole. If released into water, beta-bromostyrene is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 6 hrs and 6 days, respectively. An estimated BCF of 3 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is not expected to occur due to the lack of hydrolysis of vinyl bromides. Occupational exposure to beta-bromostyrene may occur through dermal contact with this compound at workplaces where beta-bromostyrene is produced or used. The general population may be exposed to beta-bromostyrene via dermal contact with consumer products containing beta-bromostyrene. (SRC) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | WL3850000 |
| 독성 | An acute oral LD50 in rats was reported as 1.25 ml/kg(0.82-189 ml/kg). The acute dermal LD50 was reported as > 6 ml/kg in the rabbit |
| 관세 코드 | 29039990 |
| 위험 문구(R) | 22 |
| 위험 표시 | Xn |
| 안전 문구(S) | 23-24/25-36/37 |
| 기존화학 물질 | KE-03670 |
| 위험 등급 | Acute Tox. 4 Oral |
| 저장 분류 | 10 - Combustible liquids |
| 유해 물질 데이터 | 103-64-0(Hazardous Substances Data) |
용도
출처
Apparently has not been reported to occur in nature.
용도
Beta-Bromostyrene, cis + trans is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.
일반 설명
β-Bromostyrene is an α,β-unsaturated aromatic halide. It can be synthesized by catalytic Hunsdiecker reaction (CHR) of cinnamic acid. It is commonly utilized as a precursor for preparing substituted alkenes, corresponding acetylenes and also in the total synthesis of natural compounds and antibiotics.
제조 및 합성 방법
제조 방법
By the action of aqueous alkali on cinnamic acid dibromide.