홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /화합물

β-브로모에틸벤젠

Phenethyl bromide

HCID 7666
새 노트새 반응견적 요청하기
인쇄 미리보기

데이터를 보충하는 중입니다. 잠시 후 페이지를 새로 고치면 최신 내용을 볼 수 있습니다

기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
103-63-9
표준 SMILES
BrCCc1ccccc1
InChIKey
WMPPDTMATNBGJN-UHFFFAOYSA-N
분자식
C8H9Br
평균 분자량
185.06 g/mol
단동위원소 질량
183.98876239

개요

structure

이름 및 식별자

우선 이름
Phenethyl bromide
IUPAC
2-bromoethylbenzene
현지명
β-브로모에틸벤젠
영어명
(2-Bromoethyl)benzene
분자식
C8H9Br
분자량
185.06

이름 및 동의어

(2-BROMOETHYL)BENZENE103-63-9Phenethyl bromide2-Phenylethyl bromidePhenylethyl bromide1-Bromo-2-phenylethaneBenzene, (2-bromoethyl)-2-Phenethyl bromide2-Phenyl-1-bromoethanebeta-BromoethylbenzeneDTXSID1033876NSC-33926
이름 더 보기
(2-브로모에틸)벤젠β-브로모에틸벤젠펜에틸브롬화물펜에틸브롬화물PHENYL ETHYL BROMIDEβ-BroMoethyl-benzeneTetrabomoethaneβ - Bromobenzene
96O442668XDTXCID9013876RefChem:395520203-130-82-Bromoethylbenzene.beta.-Bromoethylbenzenephenethylbromide1-phenyl-2-bromoethane

데이터베이스 식별자

CAS
103-63-9、31620-80-1
PubChem CID
7666
DTXSID
DTXSID1033876
ChEMBL
CHEMBL1340745
UNII
96O442668X
EC Number
203-130-8、250-734-2
Nikkaji
J44.198H

물성

구조 계산 물성보충 중

XLogP
3.1
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
2
무거운 원자 수
9
형식 전하
0
복잡도
65

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Halogenated Monoaromatics

Other Classes -> Halogenated Monoaromatics

SpringerMaterials PropertiesBoiling point
LogP · 2건

Log Kow = 3.09

3.09

DensityDensity = 1.355
Solubility · 2건

Sol in ether, benzene; slightly soluble in carbon tetrachloride

Water solubility = 39.05 mg/l at 25 °C

Boiling Point219 °C
Melting Point-67.5 °C
Vapor Pressure · 2건

0.24 [mmHg]

Vapor pressure = 0.2445 mm Hg at 25 °C

Refractive IndexINDEX OF REFRACTION: 1.5572 AT 20 °C; SADTLER REFERENCE NUMBER: 4682 (IR, PRISM), 434 (IR, GRATING)
Physical Description · 2건

Liquid

Colorless liquid; [MSDSonline]

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Warning

H302 (98.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 88 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H227: Combustible liquid [Warning Flammable liquids]

유해성 정보

Regulatory Information · 4건

Chemical: Benzene, (2-bromoethyl)-

Benzene, (2-bromoethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, (2-bromoethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 04-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/19673

2-Phenylethyl bromide: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1건

Causes somnolence in lethal-dose feeding studies of rats; [RTECS] Effects observed in rats that died during seven day feeding study include reddened adrenal glands, hemorrhagic thymus glands, and intestinal abnormalities; [HSDB] An irritant; [MSDSonline] See Benzyl bromide.

Hazard Classes and Categories · 2건

Acute Tox. 4 (98.9%)

Flammable liquids - Category 4

안전 및 보호

Disposal Methods · 1건

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.

화학 및 산업

약리 정보

Metabolism/Metabolites · 2건

AFTER INJECTING (2-BROMOETHYL)BENZENE IN RATS ONLY N-ACETYL-S-2-PHENYLETHYLCYSTEINE & N-ACETYL-S-(2-PHENYL-2-HYDROXYETHYL)CYSTEINE WERE FOUND IN URINE. INTERMEDIATE FORMATION OF STYRENE OR STYRENE OXIDE DOES NOT OCCUR.

THE CHIEF SULFUR CONTAINING URINARY METABOLITE OF PHENETHYL BROMIDE IN RAT & RABBIT WAS CHROMATOGRAPHICALLY IDENTIFIED AS N-ACETYL-S-BETA-HYDROXYPHENETHYL-L-CYSTEINE (HYDROXYPHENETHYLMERCAPTURIC ACID) & N-ACETYL-S-PHENETHYL-L-CYSTEINE (PHENETHYLMERCAPTURIC ACID). AMT OF PHENETHYLMERCAPTURIC ACID & HYDROXYPHENETHYLMERCAPTURIC ACID EXCRETED IN URINE OF RABBITS & RATS DOSED BY STOMACH TUBE WERE 11.8 & 6.1, 14.2 & 1.9 OF DOSE RESPECTIVELY. RAT LIVER SLICES CONVERTED PHENETHYLCYSTEINE & PHENETHYLMERCAPTURIC ACID INTO N-ACETYL-S-BETA-HYDROXYPHENETHYL-L-CYSTEINE.

용도 및 제조

Uses · 2건

Used as a starting material for the production of various beta-phenethyl derivatives, pharmaceuticals, fragrances, and other chemicals; [HSDB]

Important starting material for the production of various beta-phenethyl derivatives, pharmaceuticals, fragrances, and other fine chemicals.

U.S. Production2023: 5,000,000 - <10,000,000 lb
Industry UsesIntermediate
Methods of Manufacturing · 2건

Usually manufactured by the free-radical addition of hydrogen bromide to styrene.

Reaction of beta-phenethyl alcohol with phosphorus tribromide or with other reagents.

General Manufacturing Information · 3건

All Other Chemical Product and Preparation Manufacturing

Benzene, (2-bromoethyl)-: ACTIVE

Benzene, bromoethyl-: INACTIVE

응용 분야 · 3건

관련 반응

776건
반응 기록 만들기
HRID 20665 반응식
HRID 20665반응물로uspto-grants-2010_06
HRID 21386 반응식
HRID 21386반응물로uspto-grants-1995_06
HRID 21397 반응식
HRID 21397반응물로uspto-grants-1995_06
HRID 25791 반응식
HRID 25791용매로uspto-grants-2005_02
HRID 26479 반응식
HRID 26479반응물로uspto-grants-1979_04
HRID 28265 반응식
HRID 28265반응물로uspto-grants-1980_09
HRID 45971 반응식
HRID 45971반응물로uspto-grants-2013_09
HRID 46773 반응식
HRID 46773반응물로uspto-grants-1979_11
1 / 97 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기

물리화학적 성질

녹는점
56 °C · −56 °C (−69 °F; 217 K)
끓는 점
221 °C · 221 °C (430 °F; 494 K)
밀도
1.355 g/cm3 · 1.355 g/cm3
굴절률
1.56 · 1.56
인화점
89 °C · 89 °C (192 °F; 362 K)
저장 조건
2 · 2-8°C
용해도
0.039 g/L · 0.039g/L
물리적 상태
liquid
색상
Colorless
수용성
불용성
BRN
507487 · 507487
Henry's Law Constant
6.5 · 6.5×10-3 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
안정성
안정적인. 강한 산화제와 호환되지 않습니다.
InChI
1S/C8H9Br/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2
InChIKey
WMPPDTMATNBGJN-UHFFFAOYSA-N
SMILES
BrCCc1ccccc1
NIST
1 · 1-Bromo-2-phenylethane(103-63-9)
EPA
Benzene, (2-bromoethyl)- (103-63-9)

화학적 성질

colourless to yellow liquid. It is miscible with ether and benzene, but insoluble in water.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: (2-Bromoethyl)benzene will have low mobility(3) in soil based on estimated Koc values of 581.6 and 955(1,2,SRC). Insufficient data are available to determine the rate or importance of biodegradation of (2-bromoethyl)benzene in soil conditions. Volatilization of (2-bromoethyl)benzene is expected from moist and dry soils based on an experimental vapor pressure of 0.2445 mm Hg at 25 °C(4) and an Henry's Law constant of 1.52X10-3 atm cu m/mole estimated from an experimental water solubility of 39.05 mg/l(4) and a vapor pressure of 0.2445 mm Hg(4).

AQUATIC FATE: (2-Bromoethyl)benzene is expected to volatilize rapidly from water(1) based upon an estimated Henry's Law constant of 1.52X10-3 atm cu m/mol estimated from an experimental water solubility of 39.05 mg/L(2) and a vapor pressure of 0.2445 mm Hg(2). Based on this Henry's Law constant the volatilization half-life from a model river (1 meter deep flowing 1 m/sec with a wind velocity of 3 m/sec) can be estimated to be about 4.8 hours(1,SRC). The volatilization half-life from a model lake (1 meter deep) can be estimated to be about 5.6 days(1,SRC). Insufficient data are available to determine the rate or importance of biodegradation of (2-bromoethyl)benzene in aquatic conditions(SRC). Aquatic bioconcentration and adsorption to sediment may be important fate processes in aquatic systems based on an estimated BCF of 78(1,SRC) and estimated Koc values of 582 and 955(1,3,SRC) but hydrolysis is not expected to be important(SRC).

ATMOSPHERIC FATE: Based on an experimental vapor pressure of 0.2445 mm Hg at 25 °C(1), (2-bromoethyl)benzene will exist in the atmosphere in the vapor phase(2). It will degrade in the atmosphere by reaction with photochemically produced hydroxyl radicals with an estimated half-life of 2.87 days(3). Removal of (2-bromoethyl)benzene from the atmosphere can occur through wet deposition(SRC).

Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices, the Koc for (2-bromoethyl)benzene can be estimated to be about 955(1). The Koc for (2-bromoethyl)benzene can also be estimated to be about 582 based on an experimental water solubility of 39.05 mg/l(3) and a regression derived equation(2). According to a suggested classification scheme(4), these estimated Koc values suggest that (2-bromoethyl)benzene has low soil mobility.

TSCA Test Submissions · 1건

2-Bromoethylbenzene (CAS # 103-62-9) was evaluated for acute oral toxicity. The test substance was administered once orally, by gavage to groups of male and female fasted albino rats. Dosage and mortality data are as follows: 521 mg/kg (0/5 M, 0/5 F); 750 mg/kg (2/5 M, 2/5 F); and 1080 mg/kg (5/5 M, 4/5 F). All deaths occurred within 7 days of dosing. The combined LD50 value was determined to be 811 mg/kg. At 521 mg/kg and above, treatment-related toxicity included hypoactivity and salivation; at 750 mg/kg and above, ataxia, clear ocular discharge and labored breathing were seen. There also was a low incidence of urogenital staining, abnormal defecation, dry brown staining around nose, hypothermia, dried red material around the eye(s), prostration and rales. There were no treatment-related changes in body weights. Necropsy of rats that died revealed external matting, dark red or reddened adrenal glands, stomach abnormalities, hemorrhagic thymus glands, and intestinal abnormalities.

Artificial Pollution Sources · 1건

(2-Bromoethyl)benzene's use as a starting material for the production of various beta-phenethyl derivatives, pharmaceuticals, fragrances, and other fine chemicals(1) could result in its release to the environment through various waste streams(SRC).

Environmental Bioconcentration · 1건

Based upon an experimental water solubility of 39.05 mg/l(1), the BCF of (2-bromoethyl)benzene can be estimated to be approximately 78 from a regression-derived equation(2). This estimated BCF value suggests that bioconcentration in aquatic organisms may be an important fate process(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for (2-bromoethyl)benzene can be estimated to be 1.52X10-3 atm-cu m/mole based on an experimental water solubility of 39.05(1) and an experimental vapor pressure of 0.2445(1). This value of the Henry's Law constant indicates that volatilization of (2-bromoethyl)benzene from water is rapid(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 meter deep flowing 1 m/sec with a wind velocity of 3 m/sec) can be estimated to be about 4.8 hours(2,SRC). The volatilization half-life from a model lake (1 meter deep) can be estimated to be about 5.6 days(2,SRC).

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of (2- bromoethyl)benzene with photochemically produced hydroxyl radicals has been estimated to be approximately 5.59X10-12 cu cm/molecule-sec at 25 °C, which corresponds to an atmospheric half-life of about 2.9 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).

Probable Routes of Human ExposureOccupational exposure to bromine and compounds, such as (2-bromoethyl)benzene(SRC), can occur through dermal contact, inhalation, and ingestion(1).
Environmental Fate/Exposure Summary · 1건

(2-Bromoethyl)benzene's use as an starting material for the production of various beta-phenethyl derivatives, pharmaceuticals, and fragrances could result in its release to the environment through various waste streams. (2-Bromoethyl)benzene should have low mobility in soil. Volatilization of (2-bromoethyl)benzene is expected from both moist and dry soils. In water, (2-bromoethyl)benzene is expected to volatilize rapidly with estimated half-lives of 4.8 hours and 5.6 days from a model river and a model lake, respectively. Bioconcentration and adsorption to sediment may be important fate processes in aquatic systems, but hydrolysis is not expected to be important. Insufficient data are available to determine the rate or importance of biodegradation of (2-bromoethyl)benzene in either soil or aquatic conditions. (2-Bromoethyl)benzene will exist in the vapor phase in the ambient atmosphere. If released to the atmosphere, it will degrade by reaction with photochemically produced hydroxyl radicals with an estimated half-life of approximately 2.9 days. Removal of (2-bromoethyl)benzene from the atmosphere can occur through wet deposition. Exposure to (2-bromoethyl)benzene can occur through dermal contact, inhalation, and ingestion. (SRC)

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
CY9032000
ridadr
UN 1993 / PGIII
HS 번호
2903999090
risk_code
22-36-36/37/38
hazard_code
Xn
safety_code
26-37/39-39
기존화학 물질
KE-03671
Hazard Classifications
Acute Tox. 4 OralEye Irrit. 2
스토리지 클래스
10 - Combustible liquids
유해 물질 데이터
103-63-9(Hazardous Substances Data)

개요Phenethylbromide is an analytical reference material that is structurally categorized as an organobromide. It is used in the synthesis of a variety of compounds, including fentanyl. Phenethylbromide is combined with 4-piperidinone to produce N-phenethyl-4-piperidone, which, as a precursor in the synthesis of fentanyl, is scheduled as a List I chemical in the United States. Phenethylbromide may be found as in impurity in samples of fentanyl produced using this pathway.

용도(2-Bromoethyl)benzene is used in the preparation of phenelzine by reacting with hydrazine. It is also used as a starting material to prepare various beta-phenethyl derivatives, active pharmaceutical ingredients, and fragrances. It finds application as a flame retardant.

용도(2-Bromoethyl)benzene is an important starting material for the production of various b-phenethyl derivatives, pharmaceuticals, fragrances, and other fine chemicals.

제조 방법 · 2건

스타이렌에 브로민화수소의 유리기부가물에 의해서 일반적으로 제조 베타-펜에틸 알코올이 삼브롬화인 또는 다른 시약과 반응

(2-Bromoethyl)benzene is synthesized by the reaction of phenethyl alcohol with hydrogen bromide.Reaction: The phenethyl alcohol was heated to 110°C, hydrogen bromide was slowly introduced, and the reaction was refluxed. The reaction was completed, cooled, washed with water, 10% sodium carbonate solution, and water in turn. After drying with anhydrous potassium carbonate, fractional distillation under reduced pressure was carried out to collect fractions at 97-99°C (2.0 kPa) with a yield of over 90%.

상·하류 제품 정보

상류 원료

탄산 칼륨펜에틸알코올

하류 제품

1-Phenyl-1,2-ethanediol1-(2-Phenylethyl)piperazine4-Vinylbenzyl chlorideN-Methylphenethylamine카르펜타닐Benzene, [dimethyl(2-phenylethyl)silyl]-5-페닐-N-발레릭산메틸에스테르디에틸2-아세트아미도-2-페네틸-프로판디오에이트2-페닐에틸-1-붕소산피나콜에스테르1-(페닐)2-니트로에탄2-페닐에틸페닐에테르4-(2-브로모에틸)벤조산센티폴1,4-Diphenylbutane1-브로모-4-페닐부탄2-Phenylethyl propionate1,2-Ethanediyl, 1-phenyl- (9CI)