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Home > Encyclopedia > 2-Thiopheneacetyl chloride

2-Thiopheneacetyl chloride

2-Thiopheneacetyl chloride structure

2-Thiopheneacetyl chloride 

structure
  • CAS No:

    39098-97-0

  • Formula:

    C6H5ClOS

  • Chemical Name:

    2-Thiopheneacetyl chloride

  • Synonyms:

    2-Thiopheneacetyl chloride;2-Thienylacetyl chloride;Thienylacetyl chloride;2-(2-Thienyl)acetyl chloride;Thiophene-2-acetic acid chloride;Thiophen-2-ylacetyl chloride;2-(2-Thienyl)ethanoyl chloride;2-(Thiophen-2-yl)acetyl chloride

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

CLEAR BROWN LIQUID


Thiophene-2-acetyl chloride appears as a clear yellow to dark brown liquid. Insoluble in water and denser than water. Corrosive to skin, and eyes. Vapors severely irritate respiratory tract.


Thiophene-2-acetyl chloride appears as a clear yellow to dark brown liquid. Insoluble in water and denser than water. Corrosive to skin, and eyes. Vapors severely irritate respiratory tract.

2-Thiopheneacetyl chloride Basic Attributes

160.62

160.62

254-290-0

1760

DTXSID5068156

2934999090

Characteristics

45.3

2

Thiophene-2-acetyl chloride appears as a clear yellow to dark brown liquid. Insoluble in water and denser than water. Corrosive to skin, and eyes. Vapors severely irritate respiratory tract.

1.3±0.1 g/cm3

105-106 °C @ Press: 22 Torr

88.7±22.6 °C

1.563

Reacts with water.

2-8ºC

4 mm Hg ( 83 °C)

Insoluble in water. Decomposes exothermically in water yielding fumes of toxic hydrogen chloride.

Sulfides, Organic

Water-Reactive

THIOPHENE-2-ACETYL CHLORIDE is incompatible with water, bases (including amines), with strong oxidizing agents, and with alcohols. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Safety Information

8

3265

3

8

S26-S28-S36/37/39-S45-S8-S30-S23

C:Corrosive

Stable under normal temperatures and pressures. May decompose on exposure to moist air or water. Moisture sensitive.

P261-P280-P305 + P351 + P338-P310

H314-H335

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. For electric vehicles or equipment, ERG Guide 147 (lithium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. (ERG, 2016)

|Danger|H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P271, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 108 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: SMALL FIRE: Dry chemical, CO2 or water spray. LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. (ERG, 2016)

Drug Information

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim calm and warm. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. (ERG, 2016)

2-Thiopheneacetyl chloride Use and Manufacturing

Methods of Manufacturing

With mechanical stirring, thermometer, The gas outlet of the four-necked flask was added 71.6g 2 - thiophene acetic acid, DMF 6.3 g, 350 g dichloromethane, After stirring, dissolve and cool to -10 ° C.101.3 g of trichloromethyl carbonate was added dropwise, 300 g of a mixed solution of dichloromethane.After the dropwise addition, the temperature was raised to 0 ° C, Incubated for 5 hours.The residual methylene chloride was distilled off under reduced pressure, Continue distillation of the distillate collected 2-thiophene acetyl chloride 76.4g, the yield reached 94.7percent.HPLC area normalized content of 99.5percent.Synthesis of 2-thiopheneacetyl chloride catalyzed by 4 - cyclohexylaminopyridine hydrobromide in toluene catalyzed phosgene methodThiophene-2-acetic acid (120 g, 0.84 mol), Xylene (100g) into the reactor, heated to reflux, through phosgene (626.10g, 6.33mol) reaction, the product content of 97.68percent after cooling, to be reduced to room temperature, through the residual nitrogen gas phosgene and hydrogen chloride The solvent was distilled off under reduced pressure, and then distillation under reduced pressure gave 115.18 g of thiophene acetyl chloride, the yield was 84.96percent and the content was 97.95percent.The thiophene acetic acid obtained in the second step was dissolved in 10 volumes of dichloromethane, 2 drops of pyridine and 2 equivalents of thionyl chloride were added dropwise under reflux. After completion of the addition, reflux was continued for 1 hour and cooled to room temperature. After distilling off low boilers under reduced pressure, 116-118 ° C / 40 mmHg fraction was collected to obtain 25.2 grams of product. The total yield of three steps is 66percent. The GC purity was 99.7percent.EXAMPLE II-1

2-Thiopheneacetyl chloride: ACTIVE

Computed Properties

Molecular Weight:160.62
XLogP3:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:159.9749636
Monoisotopic Mass:159.9749636
Topological Polar Surface Area:45.3
Heavy Atom Count:9
Complexity:116
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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