2-ブロモ-2-メチルプロパン

t-Butyl bromide

HCID 10485CAS 507-19-7

基本情報

標準SMILES
CC(C)(C)Br
InChIKey
RKSOPLXZQNSWAS-UHFFFAOYSA-N
分子式
C4H9Br
平均分子量
137.02 g/mol
単同位体質量
135.98876239

概要

T-butyl bromide appears as a colorless liquid. Slightly denser than water and insoluble in water. Harmful if inhaled.

名称と識別子

優先名称
t-Butyl bromide
IUPAC
2-bromo-2-methylpropane
現地名
2-ブロモ-2-メチルプロパン
英語名
2-Bromo-2-methylpropane
分子式
C4H9Br
分子量
137.02

名称と別名

2-Bromo-2-methylpropanetert-Butyl bromide507-19-7T-BUTYL BROMIDETrimethylbromomethane2-BromoisobutanePropane, 2-bromo-2-methyl-Bromotrimethylmethane2-methyl-2-bromopropaneTertiarybutyl bromide1,1-Dimethylethyl chlorideNSC 8418
名称をさらに表示
2-ブロモ-2-メチルプロパンtert-ブチルブロミド2-メチル-2-ブロモプロパン1-ブロモ-1,1-ジメチルエタンt-ブチルブロミドタ-シャリ-ブチル ブロミド2-ブロモ-2-メチルプロパン 臭化物臭化TERT-ブチル2-ブロモ-2-メチルプロパン(臭化 tert-ブチル)臭化 tert-ブチルブロムブタン2‐ブロモ‐2‐メチルプロパンtert-C4H9Brtert.-Butylbromid2-Bromo-iso-butanebromomethylpropanesButylbromide, tert-
CCRIS 107HSDB 2196tertbutyl bromide1,1-Dimethylethyl bromideEINECS 208-065-95LWO08435UNSC-8418BUTYL BROMIDE, TERT-

データベース識別子

CAS
507-19-7
PubChem CID
10485
DTXSID
DTXSID5060144
ChEMBL
CHEMBL347644
UNII
5LWO08435U
EC Number
208-065-9
Nikkaji
J409J

物性

構造計算による物性

XLogP
2
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
0
重原子数
5

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Halogenated Aliphatics, Saturated

Flammable agents - 3rd degree

SpringerMaterials PropertiesSchoenflies notation
LogP1.15
Density1.2125 at 25 °C/4 °C
Color/FormColorless liquid
Solubility · 2 件

Miscible with organic solvents

In water, 600 mg/L at 25 °C

物理化学的性質

融点
-20 °C · -20 °C
沸点
72 °C · 72 °C
比重(密度)
1.22 g/mL · 1.22 g/mL at 20 °C(lit.)
蒸気圧
179.9 hPa · 179.9 hPa (25 °C)
屈折率
20 · n20/D 1.4279(lit.)
闪点
65 °F · 65 °F

化学的性質

化学的特性CLEAR COLOURLESS TO YELLOW-BROWN LIQUID

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H225 (98%): Highly Flammable liquid and vapor [Danger Flammable liquids]

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

Aggregated GHS information provided per 49 reports by companies from 4 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information · 3 件

Chemical: Propane, 2-bromo-2-methyl-

Propane, 2-bromo-2-methyl-: HSNO Approval: HSR001088 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 HazardsExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Health HazardsExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Hazards Summary · 1 件

Caused local irritation and necrosis to skin of mice and eyes of rabbits; Positive results in mutagenicity test; Emergency medical treatment: see 2-Bromopropane. [HSDB] Tumorigenic; [RTECS] Highly flammable; May cause irritation or burns to skin and eyes; [CAMEO]

Reactive GroupHalogenated Organic Compounds

安全と保護具

Fire FightingExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
First AidExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
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.

Isolation and EvacuationExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Personal Protective Equipment (PPE)Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 128(SRC), determined from a measured water solubility of 600 mg/L(2) and a regression derived equation(3), indicates that t-butyl bromide is expected to have high mobility in soils. Volatilization of t-butyl bromide from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.041 atm-cu m/mole(SRC) calculated from a vapor pressure of 135 mm Hg(4) and the water solubility(2). The potential for volatilization of t-butyl bromide from dry soil surfaces exists(SRC) based upon its vapor pressure(4). Biodegradation data were not available(SRC, 2005).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 128(SRC), determined from a measured water solubility of 600 mg/L(2) and a regression derived equation(3), indicates that t-butyl bromide is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected to occur rapidly(3) based upon an estimated Henry's Law constant of 0.041 atm-cu m/mole(SRC), calculated from a vapor pressure of 135 mm Hg(4) and the water solubility(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1 hour and 5 days, respectively (SRC). According to a classification scheme(5), an estimated BCF of 16(SRC), from its water solubility(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). t-Butyl bromide is an alkyl halide which is susceptible to hydrolysis; however the rate of this reaction has not been measured for this particular compound. Hydrolysis of t-butyl bromide is likely in water at pH 7, 25 °C, as similar compounds, t-butyl chloride and isopropyl bromide have half-lives of 23 seconds and 2.1 days, respectively(6). 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), t-butyl bromide , which has a vapor pressure of 135 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase t-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 39 days(SRC), calculated from its rate constant of 4.1X10-13 cu cm/molecule-sec at 25 °C that was derived using a structure estimation method(3).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Soil Adsorption/Mobility · 1 件

The Koc of t-butyl bromide is estimated as 128(SRC), using a measured water solubility of 600 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that t-butyl bromide is expected to have high mobility in soil(SRC).

Artificial Pollution Sourcest-Butyl bromide's production and subsequent use as a laboratory reagent for organic synthesis(1,2) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1 件

An estimated BCF of 16 was calculated for t-butyl bromide (SRC), using a measured water solubility of 600 mg/L(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 · 1 件

The Henry's Law constant for t-butyl bromide is estimated as 0.041 atm-cu m/mole(SRC) derived from its vapor pressure, 135 mm Hg(1), and water solubility, 600 mg/L(2). This Henry's Law constant indicates that t-butyl bromide is expected to volatilize rapidly from water surfaces(3). 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)(3) is estimated as 1 hour(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 5 days(SRC). t-Butyl bromide's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of t-butyl bromide from dry soil surfaces may exist(SRC) based upon its vapor pressure(1).

安全データ

wgk
3
tsca
TSCA listed
rtecs
TX4150000
ridadr
UN 2342 3/PG 2
hs_code
29033036
risk_code
11-36/37/38

化学と産業

薬理情報

Absorption, Distribution and ExcretionTert-butyl bromide absorbed through skin of mice.

用途と製造

Uses · 2 件

Used as a laboratory reagent for organic synthesis; [HSDB]

Laboratory reagent for organic synthesis

General Manufacturing InformationPropane, 2-bromo-2-methyl-: ACTIVE
応用分野 · 3 件

用途2-ブロモ-2-メチルプロパン(英: 2-Bromo-2-methylpropane)は、有機臭素化合物で、tert-ブチル基と臭素で構成されている。このことからtert-ブチルブロミドとも表記される。1-ブロモブタン、2-ブロモブタンの異性体であり、有機合成化学の原料として利用される。

使用2-Bromo-2-methylpropane was used to study the massive deadenylation of adenine based-nucleosides induced by halogenated alkanes under physiological conditions.

一般的な説明A colorless liquid. Slightly denser than water and insoluble in water. Flash point between 64 - 73°F. Harmful if inhaled.

調製方法

純化方法Neutralise the bromomethylpropane with K2CO3, distil, and dry it using molecular sieves (5A), then distil it in a vacuum and degas it by the freeze-pump-thaw technique. Seal it under vacuum. [Beilstein 1 IV 295.]

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関連反応

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