α-氯代苯乙酸乙酯

α-氯代苯乙酸乙酯 基本信息
CAS号 4773-33-5 分子式 C10H11ClO2
分子量 198.64600 精确质量  198.04500
PSA  26.30000 LogP  2.52960

等价的CAS号:

10606-73-2,99531-04-1,116836-53-4,4773-33-5

基本信息 展开↓

CAS号:
4773-33-5
3D弹球模型:
立即前往扯扯看
分子式:
C10H11ClO2
分子量:
198.64600
中文名称:
α-氯代苯乙酸乙酯
英文名称:
Ethyl 2-chloro-2-phenylacetate
中文别名:
α-氯代苯乙酸乙酯;
1-氯-1-苯乙酸乙酯;
对氯苯乙酸乙酯;
Alpha-氯苯基乙酸乙酯
英文别名:
Ethyl 2-chloro-2-phenylacetate;
Ethyl α-chlorophenylacetate;
ethyl 2-chloro-2-phenylacetate
精确分子量/精确质量:
198.04500
极性分子表面积/PSA:
26.30000
油水分配系数/LogP:

LogP值指的是某物质在正辛醇/水两相体系中的分配系数的对数值,反映了物质在油水两相中的分配情况。其中、LogP值越大,说明该物质越亲油;反之,LogP值越小,则说明该物质越亲水。
贝尔斯坦号/MDL:
MFCD00013675
EINECS:
225-315-2
PubChem:
24880263
InChI:
The Key: XXRLJXZVZZXDPP-UHFFFAOYSA-N

生产制备方法及用途展开↓

制备方法


1.制法: 扁桃酸乙酯(3):于装有搅拌器、回流冷凝器的反应瓶中,加入扁桃酸(2)152g(1.0mol),无水乙醇300mL,通入干燥的氯化氢气体约10g,搅拌下回流反应5h。冷后倒入1000g冰水中,用饱和碳酸氢钠溶液中和至碱性,乙醚提取(300mL×2)。合并乙醚溶液,水洗,无水硫酸钠干燥,回流乙醚,得扁桃酸乙酯(3)147~154g,收率82%~86%。a-氯代苯乙酸乙酯(4):于反应瓶中加入上述扁桃酸乙酯(3)135g(0.75mol),59mL(98g,0.82mol)氯化亚砜,室温放置过夜。加热回流30min。冷后倒入750mL冰水中,乙醚提取(300mL×2)。合并乙醚溶液,依次用饱和碳酸氢钠、水洗两次,无水硫酸钠干燥,回收乙醚,得a-氯代苯乙酸乙酯(4)121~127g,收率81%~85%。bp134~136℃/2.0kPa,nD201.5149。a-氯代苯乙酸(1):于装有搅拌器、回流冷凝器的反应瓶中,加入上述化合物(4)119g(0.6mol),冰醋酸238mL,1120mL的浓盐酸,加热回流1.5h。于100℃/2.0~2.67kPa浓缩至无液体蒸出。冷至室温。慢慢倒入1000mL冰冷的饱和碳酸氢钠溶液中,再慢慢加入固体碳酸氢钠使溶液呈碱性。乙醚提取两次。水层用浓盐酸酸化至pH<4,乙醚提取(200mL×2),合并乙醚层,水洗两次,无水硫酸钠干燥,回收乙醚至干。残余物加入500mL50~60℃的浓盐酸,充分搅拌后,冷至室温,再冰浴冷却。抽滤,冷水洗涤,真空干燥,得a-氯代苯乙酸(1)82~84g,收率80%~82%。用3倍体积的己烷重结晶,得纯品,重结晶回收率90%~95%。

合成制备方法


1.制法:      

扁桃酸乙酯(3):于装有搅拌器、回流冷凝器的反应瓶中,加入扁桃酸(2)152g(1.0mol),无水乙醇300mL,通入干燥的氯化氢气体约10g,搅拌下回流反应5h。冷后倒入1000g冰水中,用饱和碳酸氢钠溶液中和至碱性,乙醚提取(300mL×2)。合并乙醚溶液,水洗,无水硫酸钠干燥,回流乙醚,得扁桃酸乙酯(3)147~154g,收率82%~86%。a-氯代苯乙酸乙酯(4):于反应瓶中加入上述扁桃酸乙酯(3)135g(0.75mol),59mL(98g,0.82mol)氯化亚砜,室温放置过夜。加热回流30min。冷后倒入750mL冰水中,乙醚提取(300mL×2)。合并乙醚溶液,依次用饱和碳酸氢钠、水洗两次,无水硫酸钠干燥,回收乙醚,得a-氯代苯乙酸乙酯(4)121~127g,收率81%~85%。bp134~136℃/2.0kPa,nD201.5149。a-氯代苯乙酸(1):于装有搅拌器、回流冷凝器的反应瓶中,加入上述化合物(4)119g(0.6mol),冰醋酸238mL,1120mL的浓盐酸,加热回流1.5h。于100℃/2.0~2.67kPa浓缩至无液体蒸出。冷至室温。慢慢倒入1000mL冰冷的饱和碳酸氢钠溶液中,再慢慢加入固体碳酸氢钠使溶液呈碱性。乙醚提取两次。水层用浓盐酸酸化至pH<4,乙醚提取(200mL×2),合并乙醚层,水洗两次,无水硫酸钠干燥,回收乙醚至干。残余物加入500mL50~60℃的浓盐酸,充分搅拌后,冷至室温,再冰浴冷却。抽滤,冷水洗涤,真空干燥,得a-氯代苯乙酸(1)82~84g,收率80%~82%。用3倍体积的己烷重结晶,得纯品,重结晶回收率90%~95%。[1]

用途简介


物化性质展开↓

外观与性状:
无色透明液体
密度:
1.157 g/mL at 25 °C(lit.)
沸点:
68-72 °C0.3 mm Hg(lit.)
闪点:
>230 °F
折射率:
n20/D 1.515(lit.)
存储条件/存储方法:

密封保存

稳定性相关:

避免强氧化剂

其它信息:

1.       性状:液体

2.       密度(g/mL at 25°C):1.157

3.       相对蒸汽密度(g/mL,空气=1):未确定

4.       熔点(ºC):未确定

5.       沸点(ºC,常压):未确定

6.       沸点(ºC,0.3mmHg):68-72

7.       折射率(n20/D):1.515

8.       闪点(ºC):110

9.       比旋光度(º):未确定

10.    自燃点或引燃温度(ºC):未确定

11.    蒸气压(mmHg,37ºC):未确定

12.    饱和蒸气压(kPa,114.4 ºC):未确定

13.    燃烧热(KJ/mol):未确定

14.    临界温度(ºC):未确定

15.    临界压力(MPa):未确定

16.    油水(辛醇/水)分配系数的对数值:未确定

17.    爆炸上限(%,V/V):未确定

18.    爆炸下限(%,V/V):未确定

19.    溶解性:未确定

安全信息展开↓

海关代码:
2916399090
WGK_Germany:
3
德国有关水污染物质的分类清单
危险类别码:
R34
安全说明:
S26-S37/39-S45
安全标志:
S26:万一接触眼睛,立即使用大量清水冲洗并送医诊治。
S45:出现意外或者感到不适,立刻到医生那里寻求帮助(最好带去产品容器标签)。
:
危险标志:
C: Corrosive;

化学图谱

  1. α-氯苯基乙酸乙酯质谱(MS)

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MSDS 展开↓


Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
  Product identifiers
    : Ethyl α-chlorophenylacetate
    Product name
    CAS-No.        : 4773-33-5    
  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 [EU-GHS/CLP]
    Skin corrosion (Category 1B)
  Classification according to EU Directives 67/548/EEC or 1999/45/EC
    Causes burns.
  Label elements
  Labelling according Regulation (EC) No 1272/2008 [CLP]
    Pictogram
    Signal word        Danger    
    Hazard statement(s)
    H314        Causes severe skin burns and eye damage.    
    Precautionary statement(s)
    P280        Wear protective gloves/ protective clothing/ eye protection/ face    
    protection.
    P305 + P351 + P338        IF IN EYES: Rinse cautiously with water for several minutes. Remove    
    contact lenses, if present and easy to do. Continue rinsing.
    P310        Immediately call a POISON CENTER or doctor/ physician.    
    Supplemental Hazard        none    
    Statements
  According to European Directive 67/548/EEC as amended.
    Hazard symbol(s)
    R-phrase(s)
    R34        Causes burns.    
    S-phrase(s)
    S26        In case of contact with eyes, rinse immediately with plenty of water and    
    seek medical advice.
    S37/39        Wear suitable gloves and eye/face protection.    
    S45        In case of accident or if you feel unwell, seek medical advice immediately    
    (show the label where possible).
  Other hazards
    Lachrymator.

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
  Substances
    Synonyms        : 1-Chloro-1-phenylacetic acid ethyl ester    
    Formula        : C10H11ClO2    
    Molecular Weight        : 198,65 g/mol    
    Component        Concentration    
  Ethyl chlorophenylacetate
    CAS-No.        4773-33-5        -    
    EC-No.        225-315-2    

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
    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
  Indication of any immediate medical attention and special treatment needed
    no data available

Section 5. FIRE-FIGHTING MEASURES
  Extinguishing media
  Suitable extinguishing media
    Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
  Special hazards arising from the substance or mixture
    Carbon oxides
  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 vapors, mist or gas. Ensure adequate ventilation.
    Evacuate personnel to safe areas.
  Environmental precautions
    Do not let product enter drains.
  Methods and materials for containment and cleaning up
    Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed
    containers for disposal.
  Reference to other sections
    For disposal see section 13.

Section 7. HANDLING AND STORAGE
  Precautions for safe handling
    Avoid inhalation of vapour or mist.
    Normal measures for preventive fire protection.
  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.
  Specific end uses
    no data available

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, 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).

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
  Information on basic physical and chemical properties
    a) Appearance        Form: liquid    
    Colour: orange
    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 68 - 72 °C at 0,4 hPa - lit.
    boiling range
    g) Flash point        > 110 °C - closed cup    
    h) Evaporation 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        1,157 g/cm3 at 25 °C    
    n) Water solubility        no data available    
    o) Partition coefficient: n- no data available
    octanol/water
    p) Autoignition        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
    no data available
  Possibility of hazardous reactions
    no data available
  Conditions to avoid
    no data available
  Incompatible materials
    Strong oxidizing agents
  Hazardous decomposition products
    Other decomposition products - no data available

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 sensitization
    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
  Potential health effects
  Inhalation
    May be harmful if inhaled. Material is extremely destructive to the tissue of
    the mucous membranes and upper respiratory tract.
  Ingestion        May be harmful if swallowed. Causes burns.    
  Skin        May be harmful if absorbed through skin. Causes skin burns.    
  Eyes
    Causes eye burns.
  Signs and Symptoms of Exposure
    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
  Additional Information
    RTECS: Not available

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
    no data available
  Other adverse effects
    no data available

Section 13. DISPOSAL CONSIDERATIONS
  Waste treatment methods
  Product
    Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional
    waste disposal service to dispose of this material.
  Contaminated packaging
    Dispose of as unused product.

Section 14. TRANSPORT INFORMATION
  UN number
    ADR/RID: 3265        IMDG: 3265        IATA: 3265    
  UN proper shipping name
    ADR/RID: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S. (Ethyl chlorophenylacetate)
    IMDG: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S. (Ethyl chlorophenylacetate)
    IATA:        Corrosive liquid, acidic, organic, n.o.s. (Ethyl chlorophenylacetate)    
  Transport hazard class(es)
    ADR/RID: 8        IMDG: 8        IATA: 8    
  Packaging group
    ADR/RID: II        IMDG: II        IATA: II    
  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

海关数据查看详细

中国海关编码:2916399090

概述:
2916399090 其他芳香一元羧酸. 增值税率:17.0% 退税率:9.0% 监管条件:无 最惠国关税:6.5% 普通关税:30.0%
申报要素:
品名, 成分含量, 用途, 丙烯酸、丙烯酸盐或酯应报明包装
摘要/Summary:
2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

分子结构与计算化学数据展开↓

计算化学数据


1.疏水参数计算参考值(XlogP):无

2.氢键供体数量:0

3.氢键受体数量:2

4.可旋转化学键数量:4

5.互变异构体数量:无

6.拓扑分子极性表面积26.3

7.重原子数量:13

8.表面电荷:0

9.复杂度:164

10.同位素原子数量:0

11.确定原子立构中心数量:0

12.不确定原子立构中心数量:1

13.确定化学键立构中心数量:0

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

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