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2-브로모부탄

2-Bromobutane

HCID 6554
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
78-76-2
표준 SMILES
CCC(C)Br
InChIKey
UPSXAPQYNGXVBF-UHFFFAOYSA-N
분자식
C4H9Br
평균 분자량
137.02 g/mol
단동위원소 질량
135.98876

개요

2-bromobutane appears as a colorless to pale-yellow colored liquid with a pleasant odor. Flash point 65 °F. Insoluble in water and denser than water. Vapors are heavier than air and may be narcotic in high concentrations. Used to make other chemicals.

이름 및 식별자

우선 이름
2-Bromobutane
IUPAC
2-bromobutane
현지명
2-브로모부탄
영어명
2-Bromobutane
분자식
C4H9Br
분자량
137.02

이름 및 동의어

2-Bromobutane78-76-2SEC-BUTYL BROMIDEButane, 2-bromo-2-Butyl bromideMethylethylbromomethaneSecondary butyl bromideDTXSID7021499SSI829JO4WNSC-8417DTXCID201499(+-)-2-Bromobutane
이름 더 보기
2-브로모부탄SEC-뷰틸 브로마이드S-BUTYL BROMIDEBROMOBUTANE, 2-(SG)2-Bromobutane sec-Butylbromide2-Brombutan2-bromo-butanbromo-2butane
RefChem:85855201-140-71-Bromo-1-methylpropane3-bromobutane2-brombutane2-Bromo-butaneMFCD00000156sec-C4H9Br

데이터베이스 식별자

CAS
78-76-2
PubChem CID
6554
DTXSID
DTXSID7021499
ChEMBL
CHEMBL156276
UNII
SSI829JO4W
EC Number
201-140-7
Nikkaji
J1.481H、J8.062D

물성

구조 계산 물성

XLogP
2.3
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
1
무거운 원자 수
5
형식 전하
0
복잡도
19.6

실험 및 물리화학적 성질

Chemical ClassesFlammable agents - 3rd degree
SolventsSolvents -> Brominated Solvents
OdorPleasant odor
Density · 2건

1.258 at 68 °F (USCG, 1999) - Denser than water; will sink

1.2425 at 25 °C/25 °C

Color/FormClear, colorless liquid
SolubilitySoluble in alcohol and ether; insoluble in water.
Flash Point · 3건

70 °F (USCG, 1999)

21.1 °C

70 °F (Open Cup)

Boiling Point · 2건

196.5 °F at 760 mmHg (USCG, 1999)

91.2 °C

DecompositionWhen heated to decomposition it emits toxic fumes of /hydrogen bromide/.
Melting Point · 2건

-169.4 °F (USCG, 1999)

-112 °C

Vapor Pressure · 2건

57.0 [mmHg]

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

유해성 정보

Regulatory Information · 4건

Chemical: Butane, 2-bromo-

REACH registered substance: 2-bromobutane (EC: 201-140-7)

Butane, 2-bromo-: HSNO Approval: HSR001244 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 2건

Special Hazards of Combustion Products: Toxic fumes of Br

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Fire PotentialDangerous, when exposed to heat or flame.
Health Hazards · 2건

Irritating to eyes, nose, throat, upper respiratory tract, and skin. Symptoms of exposure include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. (USCG, 1999)

· May cause toxic effects if inhaled or absorbed through skin.

Hazards Summary · 1건

Flammable liquid that is a dangerous fire risk; [Hawley] High concentrations may cause CNS depression; [HSDB] A skin, eye, nose, throat, and upper respiratory tract irritant; [CAMEO] An irritant; High concentrations may cause CNS depression; [MSDSonline]

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

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 · 2건

Used for synthesis and as an alkylating agent; [Hawley]

Synthesis; alkylating agent

Methods of ManufacturingThe reaction of hydrogen bromide with 1-butene under ionic conditions and in the absence of a peroxides.
General Manufacturing InformationButane, 2-bromo-: ACTIVE

응용 분야

용도2-Bromobutane is used in the various organic synthesis, existing as a grignard reagent.

일반 설명A colorless to pale-yellow colored liquid with a pleasant odor. Flash point 65°F. Insoluble in water and denser than water. Vapors are heavier than air and may be narcotic in high concentrations. Used to make other chemicals.

상·하류 제품 정보

상류 원료

sec-부탄올브롬화수소Bromide

하류 제품

2-브로모-3-메틸발레리산3-메틸-2-펜타논

관련 반응

108건
반응 기록 만들기
HRID 29158 반응식
HRID 29158반응물로uspto-grants-2008_09
HRID 42507 반응식
HRID 42507반응물로uspto-grants-2013_09
HRID 48807 반응식
HRID 48807반응물로uspto-grants-2004_03
HRID 48820 반응식
HRID 48820반응물로uspto-grants-2004_03
HRID 48829 반응식
HRID 48829반응물로uspto-grants-2004_03
HRID 48847 반응식
HRID 48847반응물로uspto-grants-2004_03
HRID 62406 반응식
HRID 62406반응물로uspto-grants-2016_09
HRID 73934 반응식
HRID 73934반응물로uspto-grants-2014_09
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화합물 노트

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57 mm Hg at 25 °C (extrapolated)

Surface Tension0.025 N/m at 20 °C

물리화학적 성질

녹는점
-112 °C · -112 °C
끓는 점
91 °C · 91 °C(lit.)
밀도
1.255 g/mL · 1.255 g/mL at 25 °C(lit.)
증기압
70 hPa · 70 hPa (20 °C)
굴절률
20 · n20/D 1.4369(lit.)
인화점
70 °F · 70 °F
저장 조건
2 °C · Store at +2°C to +8°C.
용해도
1 g/L · <1g/L
물리적 상태
액체
색상
투명한 무색~황갈색
폭발한계
2.6 · 2.6-6.6%(V)
수용성
불용성
Merck
14 · 14,1554
BRN
505949 · 505949
Henry's Law Constant
8.8 · 8.8×10-4 mol/(m3Pa) at 25℃, Brockbank (2013)
Dielectric constant
8.64 · 8.6400000000000006
안정성
안정적인. 가연성. 강한 산화제와 호환되지 않습니다.
InChI
1S/C4H9Br/c1-3-4(2)5/h4H,3H2,1-2H3
InChIKey
UPSXAPQYNGXVBF-UHFFFAOYSA-N
SMILES
CCC(C)Br
LogP
3 at · 3 at 35℃ and pH7
NIST
2 · Butane, 2-bromo-(78-76-2)
EPA
2 · Butane, 2-bromo- (78-76-2)

화학적 성질

colourless liquid with a pleasant odour

DOT ID and Guide2339 130
Reactive GroupHalogenated Organic Compounds
Reactivity AlertsHighly Flammable
Reactivity Profile · 1건

Halogenated aliphatic compounds, such as 2-BROMOBUTANE, are moderately or very reactive. Halogenated organics generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Low molecular weight haloalkanes are highly flammable and can react with some metals to form dangerous products. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides. Gives toxic fumes of bromine when burned.

DOT Emergency Guidelines · 5건

/GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Fire or Explosion: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

/GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Health: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

/GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.

/GUIDE 130: FLAMMABLE LIQUIDS (Non-Polar/Water-Immiscible/Noxious)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.

For more DOT Emergency Guidelines (Complete) data for 2-BROMOBUTANE (8 total), please visit the HSDB record page.

DOT Hazard Classification · 4건

2-Bromobutane

UN2339

Class 3 Flammable and combustible liquid (49 eCFR § 173.120)

PG II: the degree of danger presented by the material is medium

안전 및 보호

Fire FightingExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Accidental Release Measures · 2건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2건

Call a physician.

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 2건

To fight fire use water, spray or mist, foam, carbon dioxide, or dry chemical.

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.

Nonfire Spill ResponseExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
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.

Preventive Measures · 2건

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.

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.

Isolation and Evacuation · 2건

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

Immediate precautionary measure

Personal Protective Equipment (PPE) · 2건

Approved respirator, chemical-resistant gloves, safety goggles, other protective clothing. (USCG, 1999)

Personnel Protection: ... Wear appropriate chemical protective gloves, boots and goggles.

Emergency Response Planning GuidelinesCAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.

독성 정보

Treatment · 1건

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 · 1건

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)

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 68(SRC), determined from a structure estimation method(2), indicates that sec-butyl bromide is expected to have high mobility in soil(SRC). Volatilization of sec-butyl bromide from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.6X10-2 atm-cu m/mole(SRC), using a fragment constant estimation method(3). sec-Butyl bromide is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 57 mm Hg(4). Biodegradation data were not available(SRC, 2005).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 68(SRC), determined from a structure estimation method(2), indicates that sec-butyl bromide is not 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 1.6X10-2 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 3.5 hours and 4.7 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 19(SRC), from an estimated log Kow of 2.58(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 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), sec-butyl bromide, which has a vapor pressure of 57 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase sec-butyl bromide 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 12 days(SRC), calculated from its rate constant of 1.3X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). sec-Butyl bromide does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesOral (L626) ; inhalation (L626) ; dermal (L626)
Toxicity Summary · 1건

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 · 1건

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 · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc of sec-butyl bromide can be estimated to be 68(SRC). According to a classification scheme(2), this estimated Koc value suggests that sec-butyl bromide is expected to have high mobility in soil.

Human Toxicity Excerpts/SIGNS AND SYMPTOMS/ .../SRP: CNS depression/ in high concentrations.
Artificial Pollution Sourcessec-Butyl bromide's production and use as an alkylating agent and in synthesis(1) may result in its release to the environment through various waste streams(SRC).
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Environmental Bioconcentration · 1건

An estimated BCF of 19 was calculated for sec-butyl bromide(SRC), using an estimated log Kow of 2.58(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
EJ6228000
ridadr
UN 2339
HS 번호
29033036
risk_code
11-36/37/38-10-52
hazard_code
F,Xi
safety_code
16-23-24/25-37/39-26
포장분류
II
위험 등급
3
위험 참고 사항
Irritant/Highly Flammable
자연 발화 온도
265 °C
Hazard Classifications
Aquatic Chronic 3Flam. Liq. 2
스토리지 클래스
3 - Flammable liquids
유해 물질 데이터
78-76-2(Hazardous Substances Data)
Itraconazole
A-(1-메틸프로필)벤젠아세토니트릴
디에틸SEC-부틸말로네이트