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烯丙基溴化镁 | 1730-25-2

中文名称
烯丙基溴化镁
中文别名
——
英文名称
Allylmagnesium bromide
英文别名
2-propenylmagnesium bromide;(prop-2-en-1-yl)magnesium bromide;(2-propen-1-yl)magnesium bromide;prop-2-en-1-ylmagnesium bromide;bromo(prop-2-en-1-yl)magnesium;isopropenyl magnesium bromide
烯丙基溴化镁化学式
CAS
1730-25-2
化学式
C3H5BrMg
mdl
——
分子量
145.282
InChiKey
FEMBXICCJNZMMC-UHFFFAOYSA-M
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 密度:
    0.851 g/mL at 25 °C
  • 闪点:
    −40 °F
  • 稳定性/保质期:
    在常温常压下稳定,避免与酒精和酸接触。

计算性质

  • 辛醇/水分配系数(LogP):
    1.6
  • 重原子数:
    5.0
  • 可旋转键数:
    2.0
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.33
  • 拓扑面积:
    0.0
  • 氢给体数:
    0.0
  • 氢受体数:
    0.0

安全信息

  • 危险等级:
    8
  • 危险品标志:
    F+,C
  • 安全说明:
    S16,S29,S33,S43,S45,S9
  • 危险类别码:
    R67,R14/15,R22,R66,R12,R34,R19
  • WGK Germany:
    1
  • 海关编码:
    2931900090
  • 危险品运输编号:
    UN 3399
  • 包装等级:
    III
  • 危险类别:
    8
  • 危险标志:
    GHS02,GHS05,GHS07
  • 危险性描述:
    H225,H250,H260,H302,H314,H336
  • 危险性防范说明:
    P210,P222,P223,P231 + P232,P370 + P378,P422
  • 储存条件:
    存储在干燥的惰性气体中,并确保容器密封。应将其存放在阴凉、干燥处。

SDS

SDS:579167e914800e1b4057c92c56ce8b02
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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Allylmagnesium bromide solution
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances



SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Flammable liquids (Category 2), H225
Pyrophoric liquids (Category 1), H250
Substances, which in contact with water, emit flammable gases (Category 1), H260
Acute toxicity, Oral (Category 4), H302
Skin corrosion (Category 1B), H314
Specific target organ toxicity - single exposure (Category 3), H336
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
F Highly flammable R11, R15
C Corrosive R34
Xn Harmful R22
R19, R67, R14
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Danger
Hazard statement(s)
H225 Highly flammable liquid and vapour.
H250 Catches fire spontaneously if exposed to air.
H260 In contact with water releases flammable gases which may ignite
spontaneously.
H302 Harmful if swallowed.
H314 Causes severe skin burns and eye damage.
H336 May cause drowsiness or dizziness.
Precautionary statement(s)
P210 Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P222 Do not allow contact with air.
P223 Keep away from any possible contact with water, because of violent
reaction and possible flash fire.
P231 + P232 Handle under inert gas. Protect from moisture.
P370 + P378 In case of fire: Use dry sand, dry chemical or alcohol-resistant foam for
extinction.
P422 Store contents under inert gas.
Supplemental Hazard information (EU)
EUH014 Reacts violently with water.
EUH019 May form explosive peroxides.
According to European Directive 67/548/EEC as amended.
Hazard symbol(s) F Highly flammable
C Corrosive
R-phrase(s)
R11 Highly flammable.
R14/15 Reacts violently with water, liberating extremely flammable gases.
R19 May form explosive peroxides.
R22 Harmful if swallowed.
R34 Causes burns.
R67 Vapours may cause drowsiness and dizziness.
S-phrase(s)
S16 Keep away from sources of ignition - No smoking.
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S43 In case of fire, use sand, dry chemical or alcohol-resistant foam.
S45 In case of accident or if you feel unwell, seek medical advice immediately
(show the label where possible).
Other hazards - none

SECTION 3: Composition/information on ingredients
Mixtures
Formula : C3H5BrMg
Molecular Weight : 145,28 g/mol
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Diethyl ether
CAS-No. 60-29-7 Flam. Liq. 1; Acute Tox. 4; Eye 50 - 100 %
EC-No. 200-467-2 Irrit. 2; STOT SE 3; H224,
Index-No. 603-022-00-4 H302, H319, H336, EUH019,
EUH066
Allylmagnesium bromide
CAS-No. 1730-25-2 Pyr. Liq. 1; Water-react. 1; 10 - 20 %
EC-No. 217-046-4 Skin Corr. 1B; H260, H314,
H250, H260, H314, EUH014
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Diethyl ether
CAS-No. 60-29-7 F+, Xn, R12 - R19 - R22 - R66 50 - 100 %
EC-No. 200-467-2 - R67
Index-No. 603-022-00-4
Allylmagnesium bromide
CAS-No. 1730-25-2 F, R14/15 - R34 10 - 20 %
EC-No. 217-046-4
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Consult a
physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Dry powder
Special hazards arising from the substance or mixture
no data available
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13). Do not flush with water.
Reference to other sections
For disposal see section 13.

SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic
charge.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Never allow product to get in contact with water during storage.
Handle and store under inert gas.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection
tested and approved under appropriate government standards such as NIOSH (US) or EN
166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, Flame retardant antistatic protective clothing, The type
of protective equipment must be selected according to the concentration and amount of the
dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: clear, liquid
Colour: light brown
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point -40 °C - closed cup
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density 0,851 g/cm3 at 25 °C
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
Reacts violently with water.
Conditions to avoid
Heat, flames and sparks. Extremes of temperature and direct sunlight. Exposure to moisture.
Incompatible materials
Oxidizing agents, Strong acids
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., spasm, inflammation and edema of the larynx, spasm, inflammation and edema of the bronchi,
pneumonitis, pulmonary edema, burning sensation, Cough, wheezing, laryngitis, Shortness of breath,
Headache, Nausea
Liver - Irregularities - Based on Human Evidence (Diethyl ether)

SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

SECTION 13: Disposal considerations
Waste treatment methods
Product
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting
as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal
company.
Contaminated packaging
Dispose of as unused product.

SECTION 14: Transport information
UN number
ADR/RID: 3399 IMDG: 3399 IATA: 3399
UN proper shipping name
ADR/RID: ORGANOMETALLIC SUBSTANCE, LIQUID, WATER-REACTIVE, FLAMMABLE (Diethyl
ether, Allylmagnesium bromide)
IMDG: ORGANOMETALLIC SUBSTANCE, LIQUID, WATER-REACTIVE, FLAMMABLE (Diethyl
ether, Allylmagnesium bromide)
IATA: Organometallic substance, liquid, water-reactive, flammable (Diethyl ether, Allylmagnesium
bromide)
Transport hazard class(es)
ADR/RID: 4.3 (3) IMDG: 4.3 (3) IATA: 4.3 (3)
Packaging group
ADR/RID: I IMDG: I IATA: I
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available



SECTION 15 - REGULATORY INFORMATION
N/A


SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途

格氏试剂

上下游信息

    反应信息

    • 作为反应物:
      描述:
      烯丙基溴化镁 在 [Fe4(N(5H-dibenzo[a,d]cyclohepten-5-yl))4] 作用下, 以 氘代四氢呋喃乙醚 为溶剂, 反应 0.17h, 生成 1,5-已二烯
      参考文献:
      名称:
      低价的亚氨基铁亚氨基异氰酸酯簇:可逆的电子转移和选择性C–C偶联的催化
      摘要:
      具有铁-硫杂铜核心结构[Fe 4 S 4 ]的酶和辅助因子通常在自然界中作为基本催化转化中的电子转移试剂被发现。据报道,具有[Fe 4 N 4 ]核的人工杂化物可以在非常负的电势下可逆地存储多达四个电子。中性[Fe 4 N 4 ]和单个还原的低价[Fe 4 N 4 ] -分离并充分鉴定了杂合体。低价物质带有一个不成对的电子,该电子主要位于电子基态的一个铁中心,但随着温度的升高而波动。[Fe 4 N 4 ] / [Fe 4 N 4 ] -氧化还原对存储或释放的电子可用于还原性或氧化性CC耦合,甚至可进行催化一锅法反应,这表明该化合物的选择性显着提高。 [Fe 4 N 4 ]杂合子的存在。
      DOI:
      10.1002/anie.201505668
    • 作为产物:
      描述:
      二烯丙基胺三乙胺 作用下, 以95%的产率得到烯丙基溴化镁
      参考文献:
      名称:
      FLAME-RETARDANT PROCESSED RESIN OBTAINED WITH A REACTIVE FLAME RETARDANT
      摘要:
      公开号:
      EP1669398B1
    • 作为试剂:
      描述:
      癸醛烯丙基溴化镁 作用下, 以 乙醚 为溶剂, 反应 1.0h, 以99%的产率得到十三碳-1-烯-4-醇
      参考文献:
      名称:
      非鲁米特 B 和脱氧非鲁米特 B、C 和 D 的全合成。
      摘要:
      报告了海洋衍生的脂肽天然产物 flutamide B 和脱氧 fellutamides B、C 和 D 的全合成。这些化合物是通过使用 Weinreb 酰胺衍生树脂的新型固相合成策略获得的。作为合成的一部分,利用布朗烯丙基化反应和氧化裂解-氧化序列作为关键步骤开发了一种新的 (3R)-羟基月桂酸的对映选择性路线。这些天然产物和天然产物类似物的活性也在体外针对结核分枝杆菌进行了评估。
      DOI:
      10.3390/md11072382
    点击查看最新优质反应信息

    文献信息

    • Hydrazines and Azides via the Metal-Catalyzed Hydrohydrazination and Hydroazidation of Olefins
      作者:Jérôme Waser、Boris Gaspar、Hisanori Nambu、Erick M. Carreira
      DOI:10.1021/ja062355+
      日期:2006.9.1
      which the H and the N atoms come from two different reagents, a silane and an oxidizing nitrogen source (azodicarboxylate or sulfonyl azide). The hydrohydrazination reaction using di-tert-butyl azodicarboxylate is characterized by its ease of use, large functional group tolerance, and broad scope, including mono-, di-, tri-, and tetrasubstituted olefins. Key to the development of the hydroazidation
      报道了 Co 和 Mn 催化的烯烃加氢肼和加氢叠氮化反应的发现、研究和实施。这些反应等效于 CC 双键与受保护的肼或偶氮酸的直接加氢胺化,但基于不同的概念,其中 H 和 N 原子来自两种不同的试剂,硅烷和氧化性氮源(偶氮二羧酸或磺酰叠氮化物) )。使用偶氮二羧酸二叔丁酯的加氢肼反应具有使用方便、官能团耐受性大、适用范围广的特点,包括单、二、三和四取代烯烃。氢叠氮化反应发展的关键是使用磺酰叠氮化物作为氮源和叔丁基过氧化氢的活化作用。发现该反应对于单、二和三取代烯烃的官能化是有效的,并且只有少数官能团是不能容忍的。获得的烷基叠氮化物是通用中间体,可以在不分离叠氮化物的情况下转化为游离胺或三唑。初步的机理研究表明,烯烃的氢化钴是限速的,然后是胺化反应。不能排除并可能涉及自由基中间体。然后进行胺化反应。不能排除并可能涉及自由基中间体。然后进行胺化反应。不能排除并可能涉及自由基中间体。
    • IRAK DEGRADERS AND USES THEREOF
      申请人:Kymera Therapeutics, Inc.
      公开号:US20190192668A1
      公开(公告)日:2019-06-27
      The present invention provides compounds, compositions thereof, and methods of using the same.
      本发明提供了化合物、其组合物以及使用这些化合物的方法。
    • Application of HPLC for the screening of separation of new macrocyclic systems
      作者:Monika Stefaniak、Jarosław Romański
      DOI:10.1080/10426507.2016.1255622
      日期:2017.2.1
      GRAPHICAL ABSTRACT ABSTRACT The efficient synthesis of new macrocyclic systems via nucleophilic ring opening reaction of epoxides by thiols was described. Initially new macrocyclic compounds were obtained as a mixture of diastereomers. Preparative thin layer chromatography was applied to separate meso and pairs of enantiomer. The identification of products using a chiral HPLC column and mass spectroscopy
      图形摘要 摘要描述了通过硫醇对环氧化物的亲核开环反应有效合成新的大环系统。最初以非对映异构体的混合物形式获得新的大环化合物。应用制备薄层色谱分离内消旋和对映异构体对。使用手性 HPLC 柱和质谱法对产品进行鉴定。
    • Convenient Methods for the Synthesis of a Library of Hemilabile Phosphines
      作者:M. Jiménez、Jesús Pérez-Torrente、M. Bartolomé、Luis Oro
      DOI:10.1055/s-0028-1088060
      日期:2009.6
      A series of novel functionalized phosphines of hemi­labile character, R2P(CH2)nZ, have been prepared from diaryl­phosphines using several synthetic methodologies. The synthetic methods include the alkylation of lithium diarylphosphide or (di­arylphosphino)borane adducts with functionalized halogenoalkanes, X(CH2)nZ, and the photochemical hydrophosphination of suitable functionalized allyl or vinyl
      一系列hemilabile字符的新的官能化的膦的,R 2 P(CH 2)Ñ Z,已经从使用几种合成方法二芳基膦制备。合成方法包括用官能化的卤代烷烃X(CH 2)n Z对二芳基磷酸锂或(二芳基膦基)硼烷加合物进行烷基化,以及合适的官能化烯丙基或乙烯基衍生物的光化学加氢磷酸化,H 2 C = CHZ或H 2 C = CHCH 2 Z,使用白光。甲范围R 2 PH(R = BN,4-MeOC 6 H ^ 4,4-MEC 6 ħ 4,2-MEC为了调节磷供体原子上的电子密度,已经使用了6 H 4,Ph,4-F 3 CC 6 H 4)。通过选择供体基团(Z = OMe,OEt,OBu,NMe 2)或柔性碳链的长度(n = 2、3),可以改变半不稳定片段的配位能力。由二芳基氯膦和烯丙基溴化镁制备了半不稳定的氟化烯丙基膦,R 2 PCH 2 CH = CH 2(R = 4-FC 6 H 4,C 6 F 5)。
    • [EN] ENANTIOMERICALLY ENRICHED IMIDAZOAZEPINONE COMPOUNDS<br/>[FR] COMPOSÉS D'IMIDAZOAZÉPINONE ÉNANTIOMÉRIQUEMENT ENRICHIS
      申请人:EISAI R&D MAN CO LTD
      公开号:WO2009064274A1
      公开(公告)日:2009-05-22
      The present invention provides an enantiomerically pure compound of Formula (I) along with pharmaceutical formulations containing the same and methods of use thereof.
      本发明提供了一种光学纯度的化合物(I)以及含有该化合物的药物配方和使用方法。
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