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2-ブロモブタン

2-Bromobutane

HCID 6554
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
78-76-2
標準SMILES
CCC(C)Br
InChIKey
UPSXAPQYNGXVBF-UHFFFAOYSA-N
分子式
C4H9Br
平均分子量
137.02 g/mol
単同位体質量
135.98876

概要

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.

名称と識別子

優先名称
2-Bromobutane
IUPAC
2-bromobutane
現地名
2-ブロモブタン
英語名
2-Bromobutane
分子式
C4H9Br
分子量
137.02

名称と別名

2-Bromobutane78-76-2SEC-BUTYL BROMIDEButane, 2-bromo-2-Butyl bromideMethylethylbromomethaneSecondary butyl bromideDTXSID7021499SSI829JO4WNSC-8417DTXCID201499(+-)-2-Bromobutane
名称をさらに表示
2-ブロモブタン臭化s-ブチルsec-ブチルブロミドsec-ブチルブロマイド2-ブロモブタン 臭化物臭化SEC-ブチル臭化 sec-ブチル(2-ブロモブタン)1-ブロモ-1-メチルプロパン2‐ブロモブタンブロモブタン, 2-S-BUTYL BROMIDEBROMOBUTANE, 2-(SG)2-Bromobutane sec-Butylbromide2-Brombutan2-bromo-butanbromo-2butane
RefChem:85855201-140-71-Bromo-1-methylpropane3-bromobutane2-brombutane2-Bromo-butaneMFCD00000156sec-C4H9Br

データベース識別子

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

物性

構造計算による物性

XLogP
2.3
極性表面積
0 Ų
水素結合供与体数
0
水素結合受容体数
0
回転可能結合数
1
重原子数
5
形式電荷
0
複雑度
19.6

実験および物理化学的性質

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

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 · 3 件

70 °F (USCG, 1999)

21.1 °C

70 °F (Open Cup)

Boiling Point · 2 件

196.5 °F at 760 mmHg (USCG, 1999)

91.2 °C

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

-169.4 °F (USCG, 1999)

-112 °C

Vapor Pressure · 2 件

57.0 [mmHg]

57 mm Hg at 25 °C (extrapolated)

Surface Tension0.025 N/m at 20 °C

物理化学的性質

融点
-112 °C · -112 °C
沸点
91 °C · 91 °C(lit.)
比重(密度)
1.255 g/mL · 1.255 g/mL at 25 °C(lit.)
蒸気圧
70 hPa · 70 hPa (20 °C)
屈折率
20 · n20/D 1.4369(lit.)
闪点
70 °F · 70 °F
貯蔵温度
2 °C · Store at +2°C to +8°C.
溶解性
1 g/l · <1g/l
外見
液体
色
無色透明~黄褐色
爆発限界(explosive limit)
2.6 · 2.6-6.6%(V)
水溶解度
不溶性
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
安定性
安定。可燃性。強力な酸化剤とは相容れない。
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
CAS データベース
78 · 78-76-2(CAS DataBase Reference)
NISTの化学物質情報
2 · Butane, 2-bromo-(78-76-2)
EPAの化学物質情報
2 · Butane, 2-bromo- (78-76-2)

化学的性質

化学的特性colourless liquid with a pleasant odour

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

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]

危険有害性情報

Regulatory Information · 4 件

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 · 2 件

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 · 2 件

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 · 1 件

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]

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

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 · 5 件

/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 · 4 件

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

安全と保護具

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

· 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 · 2 件

Call a physician.

General First Aid:

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

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 · 1 件

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 · 2 件

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 · 2 件

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

Immediate precautionary measure

Personal Protective Equipment (PPE) · 2 件

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.

毒性情報

Treatment · 1 件

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 · 1 件

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 · 3 件

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 · 1 件

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 · 1 件

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 · 1 件

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 · 1 件

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).

安全データ

wgk
2
tsca
TSCA listed
rtecs
EJ6228000
ridadr
UN 2339
hs_code
29033036
risk_code
11-36/37/38-10-52
化審法
(2)-74
安衛法
変異原性物質
消防法
危-4-2-II
hazard_code
F,Xi
hazard_note
Irritant/Highly Flammable
safety_code
16-23-24/25-37/39-26
hazard_class
3
packing_group
II
自然発火温度
265 °C
Hazard Classifications
Aquatic Chronic 3Flam. Liq. 2
ストレージクラス
3 - Flammable liquids
有毒物質データの
78-76-2(Hazardous Substances Data)

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

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)

用途と製造

Uses · 2 件

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
応用分野 · 3 件

用途医薬?農薬中間体

使用2-Bromobutane is used in the various organic synthesis, existing as a grignard reagent.

一般的な説明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.

調製方法

純化方法Wash 2-bromobutane with conc HCl, water, 10% aqueous NaHSO3, and then water. Dry it with CaCl2, Na2SO4 or anhydrous K2CO3, and fractionally distil it through a 1m glass helices packed column. [Beilstein 1 IV 261.]

上流・下流製品情報

上流原料

2-ブタノール臭化水素酸Bromide

下流製品

2-ブロモ-3-メチルペンタン酸3-メチル-2-ペンタノンイトラートα-(1-Methylpropyl)benzeneacetonitrilesec-ブチルマロン酸 ジエチル

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