(+/-)-1,2,2,2-四氯乙基氯甲酸酯 | 98015-53-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 中文名称: (+/-)-1,2,2,2-四氯乙基氯甲酸酯
• 中文别名: 氯甲酸('±)-1,2,2,2-四氯乙酯
• 英文名称: 1,2,2,2-tetrachloroethyl chloroformate
• 英文别名: 1,2,2,2-tetrachloroethyl carbonochloridate
• CAS: 98015-53-3
• 化学式: C₃HCl₅O₂
• mdl: MFCD00012247
• 分子量: 246.305
• InChiKey: RINXZIYBNVEZRT-UHFFFAOYSA-N

物化性质

• 沸点：
  78 °C15 mm Hg(lit.)
• 密度：
  1.61 g/mL at 25 °C(lit.)
• 闪点：
  193 °F
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1(a)
• 危险品标志：
  T
• 安全说明：
  S26,S27,S36/37/39,S45
• 危险类别码：
  R23/24/25,R34
• WGK Germany：
  3
• 海关编码：
  2915900090
• 包装等级：
  II
• 危险类别：
  6.1(a)
• 危险品运输编号：
  UN 3390 6.1/PG 1
• 储存条件：
  存于阴凉干燥处。

SDS

Name:	(+/-)-1 2 2 2-Tetrachloroethyl chloroformate 98% Material Safety Data Sheet
Synonym:	None
CAS:	98015-53-3

Section 1 - Chemical Product MSDS Name:(+/-)-1 2 2 2-Tetrachloroethyl chloroformate 98% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
98015-53-3	(+/-)-1,2,2,2-Tetrachloroethyl chlorof	98	unlisted

Hazard Symbols: C
Risk Phrases: 20/21/22 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed. Causes burns.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns. Lachrymator (substance which increases the flow of tears). May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin burns.
Ingestion:
May cause severe and permanent damage to the digestive tract. May cause gastrointestinal irritation with nausea, vomiting and diarrhea. Causes gastrointestinal tract burns. May cause perforation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May cause systemic effects.
Inhalation:
May cause irritation of the respiratory tract with burning pain in the nose and throat, coughing, wheezing, shortness of breath and pulmonary edema. Causes chemical burns to the respiratory tract. The toxicological properties of this substance have not been fully investigated. Inhalation may be fatal as a result of spasm, inflammation, edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema. Aspiration may lead to pulmonary edema. May cause systemic effects. Inhalation at high concentrations may cause CNS depression and asphixiation.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Get medical aid. Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately. Wash mouth out with water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated. Combustible liquid and vapor.
Extinguishing Media:
Use water spray to cool fire-exposed containers. Use foam, dry chemical, or carbon dioxide. DO NOT USE WATER! Do NOT get water inside containers.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation. Do not get water inside containers.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use only in a well-ventilated area.
Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Avoid ingestion and inhalation. Do not allow contact with water. Discard contaminated shoes. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames. Keep from contact with moist air and steam. Keep away from heat and flame.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Keep container closed when not in use. Keep under a nitrogen blanket. Store in a cool, dry, well-ventilated area away from incompatible substances. Corrosives area. Keep refrigerated.
(Store below 4C/39F.) Store protected from moisture.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 98015-53-3: Personal Protective Equipment Eyes: Wear chemical splash goggles.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 78 deg C @ 15 mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 89 deg C ( 192.20 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.6100g/cm3
Molecular Formula: ClCO2CH(Cl)CCl3
Molecular Weight: 246.31

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Ignition sources, moisture, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases, moisture.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 98015-53-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(+/-)-1,2,2,2-Tetrachloroethyl chloroformate - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: CHLOROFORMATES, TOXIC, CORROSIVE, N.O.S.*
Hazard Class: 6.1 (8)
UN Number: 3277
Packing Group: II
IMO
Shipping Name: CHLOROFORMATES, TOXIC, CORROSIVE, N.O.S.
Hazard Class: 6.1 (8)
UN Number: 3277
Packing Group: II
RID/ADR
Shipping Name: CHLOROFORMATES, TOXIC, CORROSIVE, N.O.S.
Hazard Class: 6.1 (8)
UN Number: 3277
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 34 Causes burns.
Safety Phrases:
S 25 Avoid contact with eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 98015-53-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 98015-53-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 98015-53-3 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (+/-)-1,2,2,2-四氯乙基氯甲酸酯 在 甲胺 作用下， 以 二氯甲烷 、 水 为溶剂， 以88%的产率得到1,2,2,2-四氯乙基N-甲基氨基甲酸酯
  参考文献：
  名称：

  Process for the preparation of carbamates, thiocarbamates and ureas

  摘要：

  本发明涉及一种制备公式为##STR1##的氨基甲酸衍生物的方法，其中R.sup.1或R.sup.2表示氢原子或取代或未取代的、饱和或不饱和的脂肪族、环脂肪族或杂环基团，或者R.sup.1和R.sup.2共同形成一个环，Y表示OR、SR、##STR2##基团，R表示取代或未取代的、饱和或不饱和的脂肪族或环脂肪族基团，或者取代或未取代的芳香族基团，R.sup.3和R.sup.4表示氢原子或脂肪族、环脂肪族、脂环族、芳香族或杂环基团，或者共同形成一个环，R.sup.6和R.sup.7表示饱和或不饱和的、取代或未取代的脂肪族或环脂肪族基团、氢原子、烷基硫基团或烷氧基团。根据本过程，将公式为##STR3##的化合物与公式为##STR4##的α-卤代衍生物在-5至150摄氏度的温度下，在卤化氢酸的受体存在下进行反应。所得到的氨基甲酸酯、硫代氨基甲酸酯或脲非常有用，尤其是作为农药。

  公开号：

  US04725680A1
• 作为产物：
  描述：

  光气 、 三氯乙醛 在 苄基三丁基氯化铵 作用下， 反应 1.0h， 以70%的产率得到(+/-)-1,2,2,2-四氯乙基氯甲酸酯
  参考文献：
  名称：

  Alkyl 1-Chloroalkyl Carbonates: Reagents for the Synthesis of Carbamates and Protection of Amino Groups

  摘要：

  描述了1-氯代烷基碳酸酯的合成及其与各种类型胺的反应。这一反应对于合成氨基甲酸酯类农药和保护包括氨基酸在内的各种氨基团具有重要作用。

  DOI：

  10.1055/s-1986-31724

文献信息

• .alpha.-chlorinated carbonates, their method of manufacture and
  申请人：Societe Nationale des Poudres et Explosifs

  公开号：US04960881A1

  公开（公告）日：1990-10-02

  The invention relates to carbonates of formula: ##STR1## in which X is a fluorine, chlorine or bromine atom and R.sup.1 is different from the ##STR2## group and represents: a substituted or non-substituted, saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cycloaliphatic radical. These .alpha.-chlorinated carbonates are prepared by the action of a compound of formula R.sup.1 OH on a chloroformate of formula: ##STR3## in a solvent medium in the presence of an acid scavenger which is added after the two preceding compounds. They are used to block the amine function of amino acids. The .alpha.-chlorinated carbonate and amino acid are reacted in a solvent medium at a temperature of -5.degree. to 100.degree. C. in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.

  该发明涉及以下式的碳酸盐：##STR1##其中X是氟、氯或溴原子，R.sup.1不同于##STR2##组，并表示：取代或未取代的饱和或不饱和的脂肪族、芳基脂肪族、一次、二次、三次或环脂肪基。这些α-氯化碳酸盐是通过化合物R.sup.1 OH对以下式的氯甲酸酯的作用在溶剂介质中在两个前述化合物之后添加的酸清除剂的存在下制备的。它们用于阻断氨基酸的胺基。在溶剂介质中，α-氯化碳酸酯和氨基酸在-5℃至100℃的温度下在酸清除剂的存在下反应。阻断的胺基在肽合成中非常有用。
• .alpha.-Chlorinated carbonates
  申请人：Societe Nationale des Poudres et Explosifs

  公开号：US04652665A1

  公开（公告）日：1987-03-24

  The invention relates to new .alpha.-chlorinated carbonates characterized in that their formula is: ##STR1## in which X is a fluorine, chlorine or bromine atom and R.sup.1 is different from the ##STR2## group and represents; a substituted or non-substituted, saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cycloaliphatic radical. These .alpha.-chlorinated carbonates are prepared by the action of a compound of formula R.sup.1 OH on a chloroformate of formula: ##STR3## in a solvent medium in the presence of an acid scavenger which is added after the two preceding compounds. They are used to block the amine function of amino acids. The .alpha.-chlorinated carbonate and amino acid are reacted in a solvent medium at a temperature of -5.degree. to 100.degree. C. in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.

  该发明涉及一种新的α-氯化碳酸酯，其特征在于其化学式为：##STR1##其中X是氟、氯或溴原子，R.sup.1不同于##STR2##基团，表示；取代或未取代的饱和或不饱和的脂肪族、芳基脂肪族、一次、二次、三次或环脂肪基。这些α-氯化碳酸酯是通过化合物R.sup.1 OH对化学式为：##STR3##的氯甲酸酯在溶剂介质中在两个前述化合物之后加入酸中和剂制备的。它们用于阻断氨基酸的胺基。在溶剂介质中，α-氯化碳酸酯和氨基酸在-5°C至100°C的温度下在酸中和剂的存在下反应。阻断的胺基在肽合成中非常有用。
• A Convenient New Route to 1-Haloalkyl Carbonates
  作者：Jean-Pierre Senet、Gérard Sennyey、Gary P. Wooden

  DOI：10.1055/s-1988-27597

  日期：——

  Alkyl (or alkenyl or aryl) 1-haloalkyl carbonates are conveniently prepared by reaction of an aldehyde with an alkyl (or alkenyl or aryl) carbonohalidate (haloformate) in the presence of a catalyst.

  烷基（或烯基或芳基）1-卤代烷基碳酸酯可以通过在催化剂存在下，将醛与烷基（或烯基或芳基）碳酰卤（卤代甲酸酯）反应来方便地制备。
• Preparation and Antimicrobial Assessment of 2-Thioether-linked Quinolonyl-carbapenems.
  作者：PAUL M. HERSHBERGER、A. GREG SWITZER、KENNETH E. YELM、MILT C. COLEMAN、CAROL A. DEVRIES、F. JAMES ROURKE、BARB W. DAVIS、WILLIAM G. KRAFT、TRACY L. TWINEM、PAULA M. KOENIGS、SUZANNE M. PAULE、RICHARD J. SIEHNEL、PAUL H. ZOUTENDAM、REBECCA IMBUS、THOMAS P. Jr. DEMUTH

  DOI：10.7164/antibiotics.51.857

  日期：——

  This reports the synthesis and in vitro antimicrobial properties of a series of 2-thioether-linked quinolonyl-carbapenems. Although the title compounds exhibited broad spectrum activity, the MICs were generally higher than those observed for selected benchmark carbapenems, quinolonyl-penems, and quinolones. Enzyme assays suggested that the title compounds are potent inhibitors of penicillin binding proteins and inefficient inhibitors of bacterial DNA-gyrase. Uptake studies indicated that the new compounds are not substrates for the norA encoded quinolone efflux pump.

  本报告介绍了系列2-硫醚连接的喹诺酮-碳青霉烯的合成及其体外抗菌活性。尽管标题化合物显示出广谱活性，但其最低抑菌浓度（MICs）通常高于所选的基准碳青霉烯、喹诺酮-青霉烯及喹诺酮。酶试验表明，标题化合物是青霉素结合蛋白的强效抑制剂，但对细菌DNA旋转酶的抑制效果不佳。吸收研究显示，新化合物并非norA编码的喹诺酮外排泵的底物。
• Cyclization-Activated Prodrugs: N-(Substituted 2-hydroxyphenyl and 2-hydroxypropyl)carbamates Based on Ring-Opened Derivatives of Active Benzoxazolones and Oxazolidinones as Mutual Prodrugs of Acetaminophen
  作者：Alain Vigroux、Michel Bergon、Chantal Zedde

  DOI：10.1021/jm00020a012

  日期：1995.9

  intermediates which cyclize at any pH to the corresponding oxazolidinone drugs. As opposed to model A, the rates of hydrolysis of mutual prodrugs of model B clearly exhibit a catalytic role of the plasma. It is concluded from the plasma studies that the carbamate substrates can be enzymatically transformed into potent electrophiles, i.e., isocyanates. In the case of the present study, the prodrugs are

  分别合成了基于掩蔽的活性苯并恶唑酮（A型）和恶唑烷酮（B型）的N-（取代的2-羟苯基）-和N-（取代的2-羟丙基）氨基甲酸酯，并将其评估为潜在的药物递送系统。制备了一系列与模型A有关的烷基和芳基N-（5-氯-2-羟基苯基）氨基甲酸酯1。这些是骨骼肌松弛药氯唑沙宗的开放药物。相应的4-乙酰氨基苯甲酸酯，名为chlorzacetamol，是氯唑沙宗和对乙酰氨基酚的共同前药。通过将4-乙酰氨基苯基1,2,2,2-四氯乙基碳酸酯与适当的苯胺缩合，可在两步过程中获得氯苯乙胺和其他两种活性苯并恶唑酮和对乙酰氨基酚的互用前药。根据模型B，使用适当的胺类似地获得了对乙酰氨基酚和活性恶唑烷酮的两种互用前药（美他沙酮和美芬沙酮）。发现所有制备的氨基甲酸酯前药在水性（pH 6-11）和血浆（pH 7.4）介质中释放母体药物。在37度水介质中对前药1进行的详细机理研究表明，离去基团ROH的布朗斯台德型关系log t1