기본 정보
- 표준 SMILES
BrCCCBr- InChIKey
VEFLKXRACNJHOV-UHFFFAOYSA-N- 분자식
- C3H6Br2
- 평균 분자량
- 201.89 g/mol
- 단동위원소 질량
- 199.88362439
개요
1,3-Dibromopropane is an organobromide compound. Bromine is a halogen element with the symbol Br and atomic number 35. Diatomic bromine does not occur naturally, but bromine salts can be found in crustal rock. (L625)
이름 및 식별자
- 우선 이름
- 1,3-Dibromopropane
- IUPAC
- 1,3-dibromopropane
- 현지명
- 1,3-디브로모프로판
- 영어명
- 1,3-Dibromopropane
- 분자식
- C3H6Br2
- 분자량
- 201.89
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
109-64-8- PubChem CID
- 8001
- DTXSID
DTXSID1021902- UNII
- YQR3048IX9
- EC Number
- 203-690-3
- Nikkaji
- J2.433C
물성
구조 계산 물성
- XLogP
- 2.4
- 극성 표면적
- 0 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 0
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 5
- 형식 전하
- 0
- 복잡도
- 12.4
실험 및 물리화학적 성질
LogP
log Kow = 2.37
2.37
Density
1.9712 g/cu cm at 15 °C
1.977 @25 °C
Solubility
1.68 g/L in water at 30 °C. Soluble in alcohol and ether
In water, 1,700 mg/L at 25 °C
Boiling Point
167 °C
166.5 °C @760 [mm Hg]
Melting Point
-36 °C
-34.5 °C
Vapor Pressure
1.36 [mmHg]
1.36 mm Hg at 25 °C
1.36 [mm Hg] @25 °C
물리화학적 성질
- 녹는점
- -34 °C · -34 °C (lit.)
- 끓는 점
- 167 °C · 167 °C (lit.)
- 밀도
- 1.989 g/mL · 1.989 g/mL at 25 °C (lit.)
- 증기 밀도
- 7 · 7 (vs air)
- 증기압
- 2.6 hPa · 2.6 hPa (20 °C)
- 굴절률
- 20 · n20/D 1.524(lit.)
- 인화점
- 54 °C · 54 °C
- 저장 조건
- 30 °C · Store below +30°C.
- 용해도
- 1.68 g/L · 1.68g/L
- 물리적 상태
- 액체
- 색상
- 무색~황색으로 투명함
- 수용성
- 1.7 g/L · 1.7g/L(30℃)
- Merck
- 14 · 14,9713
- BRN
- 635662 · 635662
- Henry's Law Constant
- 1.1 · 1.1×10-3 mol/(m3Pa) at 25℃, Mackay et al. (1993)
- Dielectric constant
- 4.3 · 4.3(20℃)
- 안정성
- 안정적인. 강한 산화제, 강한 염기와 호환되지 않습니다. 가연성.
- InChI
- 1S/C3H6Br2/c4-2-1-3-5/h1-3H2
- InChIKey
- VEFLKXRACNJHOV-UHFFFAOYSA-N
- SMILES
- BrCCCBr
- NIST
- 1 · Propane, 1,3-dibromo-(109-64-8)
- EPA
- 1 · Propane, 1,3-dibromo- (109-64-8)
화학적 성질
1,3-Dibromopropane is a colourless to slightly yellow liquid with sweet odor. soluble in ether, acetone and chloroform, insoluble in water. Decomposes when exposed to heat for a long time and is partially converted to 1,2-dibromopropane. Boiling with water produces propylene glycol. It is used substrate specificity of haloalkane dehalogenases.
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 23.7% (52 of 219) of reports.
Warning
H226 (75.3%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P303+P361+P353, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 219 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
H401: Toxic to aquatic life [Hazardous to the aquatic environment, acute hazard]
유해성 정보
Regulatory Information
Chemical: Propane, 1,3-dibromo-
Status: Active Update: 09-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/19530
1,3-Dibromopropane: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Feeding study with young and newborn rats showed liver toxicity (hypertrophy of hepatocytes and change in biochemical parameters) and reduction of body weights; Emergency medical treatment: 1-Bromopropane. [HSDB] A mutagen; Effects in high-dose animal studies include convulsions; [RTECS]
Hazard Classes and Categories
Flam. Liq. 3 (75.3%)
Flammable liquids - Category 3
Hazardous to the aquatic environment (Acute) - Category 2
안전 및 보호
Fire Fighting Procedures
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Use alcohol foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources. /Bromopropanes/
Preventive Measures
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Use alcohol foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources. /Bromopropanes/
Personnel protection: Avoid breathing vapors. Keep upwind. Do not handle broken packages unless wearing appropriate personal protective equipment. If contact with the material anticipated, wear appropriate chemical protective clothing. /Bromopropanes/
Protective Action Criteria (PAC)
1.6 [mg/m3]
17 [mg/m3]
100 [mg/m3]
독성 정보
Treatment
EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.
Health Effects
Bromine vapour causes irritation and direct damage to the mucous membranes. Elemental bromine also burns the skin. The bromide ion is a central nervous system depressant and chronic exposure produces neuronal effects. This is called bromism and can result in central reactions reaching from somnolence to coma, cachexia, exicosis, loss of reflexes or pathologic reflexes, clonic seizures, tremor, ataxia, loss of neural sensitivity, paresis, papillar edema of the eyes, abnormal speech, cerebral edema, delirium, aggressiveness, and psychoses. (L625, L626, L627)
Ecotoxicity Values
LC50 Pimephales promelas (Fathead minnow) 5.3 mg/L/24 hr /Conditions of bioassay not specified in source examined/
LC50 Pimephales promelas (Fathead minnow) 1.79 mg/L/96 hr /Conditions of bioassay not specified in source examined/
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 460(SRC), determined from a measured log Kow of 2.37(2) and a regression derived equation(3), indicates that 1,3-dibromopropane is expected to have moderate mobility in soil(SRC). Volatilization of 1,3-dibromopropane from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 8.88X10-4 atm-cu m/mole(4). The potential for volatilization of 1,3-dibromopropane from dry soil surfaces exists(SRC) based upon its vapor pressure of 1.36 mm Hg(4). Biodegradation data were not available(SRC, 2005).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 460(SRC), determined from a measured log Kow of 2.37(2) and a regression derived equation(3), indicates that 1,3-dibromopropane is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 8.88X10-4 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 hours and 6 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 13(SRC), from log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The hydrolysis half-life of 1,3-dibromopropane is about 48 days at pH 7 and 25 °C(7). Biodegradation data were not available(SRC, 2005).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,3-dibromopropane, which has a vapor pressure of 1.36 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,3-dibromopropane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 19 days(SRC), calculated from its rate constant of 8.4X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).
Toxicity Summary
Bromine is a powerful oxidizing agent and is able to release oxygen free radicals from the water in mucous membranes. These free radicals are also potent oxidizers and produce tissue damage. In additon, the formation of hydrobromic and bromic acids will result in secondary irritation. The bromide ion is also known to affect the central nervous system, causing bromism. This is believed to be a result of bromide ions substituting for chloride ions in the in actions of neurotransmitters and transport systems, thus affecting numerous synaptic processes. (L626, L627, A543)
Signs and Symptoms
Bromine vapour causes irritation and direct damage to the mucous membranes. Symptoms include lacrimation, rhinorrhoea, eye irritation with mucous secretions from the oropharyngeal and upper airways, coughing, dyspnoea, choking, wheezing, epistaxis, and headache. The bromide ion is a central nervous system depressant producing ataxia, slurred speech, tremor, nausea, vomiting, lethargy, dizziness, visual disturbances, unsteadiness, headaches, impaired memory and concentration, disorientation and hallucinations. This is called bromism. (L626, L627)
Soil Adsorption/Mobility
The Koc of 1,3-dibromopropane is estimated as 460(SRC), using a measured log Kow of 2.37(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1,3-dibromopropane is expected to have moderate mobility in soil(SRC). Adsorption isotherms for 1,3-dibromopropane were calculated using a highly organic Florida Pahokee soil(4). The adsorption isotherms were non linear with an average soil adsorption coefficient (Kd) of 22.5 L/kg(4). The Freundlich adsorption coefficient (Kf) was 54 L/kg with fitting parameter N equal to 0.874(4).
Environmental Bioconcentration
An estimated BCF of 13 was calculated for 1,3-dibromopropane (SRC), using a measured log Kow of 2.37(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).
안전 데이터
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- TX8575000
- ridadr
- UN 1993 3/PG 3
- 독성
- LD50 orally in Rabbit: 315 mg/kg
- HS 번호
- 29033036
- risk_code
- 10-22-38-51/53-36/37/38
- hazard_code
- Xn,N,Xi
- safety_code
- 16-26-36-61-24/25
- 포장분류
- III
- 위험 등급
- 3
- 기존화학 물질
- KE-09951
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 2Flam. Liq. 3Skin Irrit. 2
- 스토리지 클래스
- 3 - Flammable liquids
- 유해 물질 데이터
- 109-64-8(Hazardous Substances Data)
화학 및 산업
약리 정보
Metabolism/Metabolites
The metabolism of 1,3-dibromopropane had been investigated in the rat. Two conjugated metabolites have been isolated from the urine and identified as S-(3-hydroxypropyl)cysteine and N-acetyl-S-(3-hydroxypropyl)cysteine. An oxidation product, identified as beta-bromolactic acid, has been isolated as a urinary metabolite. 1,3-dibromopropane is not excreted unchanged in expired air or in the urine. Approx. 15% of the dose (100 mg/kg) is excreted as metabolic products over 50 h and 3.5% as CO2 within 6 h, indicating that oxidation is the main route of detoxication.
Bromine is mainly absorbed via inhalation, but may also enter the body through dermal contact. Bromine salts can be ingested. Due to its reactivity, bromine quickly forms bromide and may be deposited in the tissues, displacing other halogens. (L626)
용도 및 제조
Uses
Used as an intermediate to make dyestuff, drugs, and cyclopropane; Also used as a herbicide; [HSDB]
Farming (Pesticides) [Category: Industry]
Intermediate for dyestuff and pharmaceutical industries, cyclopropane manufacture.
Used as a herbicide /SRP65: Former use/
Methods of Manufacturing
Prepared by the action of hydrobromic acid on trimethylene glycil in the presence of sulfuric acid
From trimethylene glycol and PBr3
응용 분야
용도1,3-Dibromopropane is used to prepare C3-bridged compounds through C-N coupling reactions. It is used in the preparation of 2,3,4,5-tetrahydro-7,7-diphenylimidazo- [2,1-b]-thiazine-6(7H)-one by reacting with potassium salt of 5,5-diphenyl-2-thiohydantoin.
일반 설명1,3-Dibromopropane is a dihalogenated propane. It undergoes reduction catalyzed by electrogenerated solution-phase nickel(I) salen and nickel(I) salen confined in a polymer film on the surface of a carbon electrode to afford cyclopropane and propylene, respectively.
상·하류 제품 정보
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하류 제품
공급사50 곳
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