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Home > Encyclopedia > N-[4-(2-Chloroacetyl)phenyl]acetamide

N-[4-(2-Chloroacetyl)phenyl]acetamide

N-[4-(2-Chloroacetyl)phenyl]acetamide structure

N-[4-(2-Chloroacetyl)phenyl]acetamide 

structure
  • CAS No:

    140-49-8

  • Formula:

    C10H10ClNO2

  • Chemical Name:

    N-[4-(2-Chloroacetyl)phenyl]acetamide

  • Synonyms:

    Acetamide,N-[4-(2-chloroacetyl)phenyl]-;Acetanilide,4′-(chloroacetyl)-;Acetamide,N-[4-(chloroacetyl)phenyl]-;N-[4-(2-Chloroacetyl)phenyl]acetamide;1-Acetylamino-4-chloroacetylbenzene;p-(Acetylamino)phenacyl chloride;p-Acetamidophenacyl chloride;1-Acetamido-4-chloroacetylbenzene;4′-(Chloroacetyl)acetanilide;4-Acetamidophenacyl chloride;4-Acetylaminophenacyl chloride;NSC 768

Description

ChEBI: An alpha-chloroketone that is acetanilide in the para- position is substituted by a chloroacetyl group.Odorless yellow-orange solid or brown powder.


4'-(chloroacetyl)acetanilide appears as odorless yellow-orange solid or brown powder. (NTP, 1992)


4'-(chloroacetyl)acetanilide appears as odorless yellow-orange solid or brown powder. (NTP, 1992)|4'-(chloroacetyl)acetanilide is an alpha-chloroketone that is acetanilide in the para- position is substituted by a chloroacetyl group. It is an alpha-chloroketone, a member of acetamides and an aromatic ketone.

N-[4-(2-Chloroacetyl)phenyl]acetamide Basic Attributes

211.64

211.64

205-416-8

87IAK033NK

768

DTXSID4020294

2925190090

Characteristics

46.2

1.82

4'-(chloroacetyl)acetanilide appears as odorless yellow-orange solid or brown powder. (NTP, 1992)

1.348 (NTP, 1992)

212 °C

Decomposes (NTP, 1992)

110 °C

1.5500 (estimate)

H2O: <0.1 g/100 mL at 19 ºC

Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.

less than 0.011 mm Hg at 68° F (NTP, 1992)

Oral-rat LD50: 2150 mg/kg; Oral-Mouse LD50: 1470 mg/kg

Thermal decomposition releases toxic nitrogen oxides and chloride fumes

Insoluble in water.

Amides and Imides

4'-(CHLOROACETYL)ACETANILIDE reacts with oxidizers. (NTP, 1992)

Safety Information

NONH for all modes of transport

2

36/37/38

26-36

AE1050000

Xi

The warehouse is low-temperature, ventilated and dry

P261-P305 + P351 + P338

H315-H319-H335

DHEW/NCI; Bioassay of 4'-(Chloroacetyl)-acetanilide for Possible Carcinogenicity (1979) Technical Rpt Series No. 177 DHEW Pub No. (NIH) 79-1733

This compound is combustible. (NTP, 1992)

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material under ambient temperatures. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicity

moderately toxic

... A bioassay for the possible carcinogenicity of 4'-(chloroacetyl)-acetanilide was conducted using Fischer 344 rats and B6C3Fl mice. 4'-(Chloroacetyl)-acetanilide was admin in the feed, at either of two concn, to groups of 50 male and 50 female animals of each species. Twenty animals of each sex and species were placed on test as controls. The high and low dietary concn of 4'-(chloroacetyl)-acetanilide were, respectively, 2,000 and 1,000 ppm for rats and 10,000 and 5,000 ppm for mice. The cmpd was admin for 87 weeks of a 102 wk period in rats and for 90 wk of a 105 wk period in mice. Mice were /sacrificed/ at the end of the last wk of cmpd admin, while rats were observed for 1 wk after cmpd admin ceased. There were no significant positive associations between the concn of 4'-(chloroacetyl)-acetanilide admin and mortality in rats or mice of either sex. Adequate numbers of animals in all groups survived sufficiently long to be at risk from late developing tumors. ... Under the conditions of this bioassay, 4'-(chloroacetyl)-acetanilide was not carcinogenic when admin in the diet to Fischer 344 rats or B6C3Fl mice of either sex. ... Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative; Male Mice: Negative; Female Mice: Negative.

Drug Information

SYMPTOMS: Symptoms of exposure to this compound may include methemoglobinemia. ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits very toxic fumes of chlorine and nitrogen oxides. It may also emit toxic fumes of aniline, cyanides and phosgene. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

N-[4-(2-Chloroacetyl)phenyl]acetamide Use and Manufacturing

Methods of Manufacturing

DERIVED FROM P-CHLOROANILINE

Uses

CHEM INT FOR C.I. SOLUBILISED VAT YELLOW 8

Production

(1977) PROBABLY GREATER THAN 2.27X10+6 GRAMS|(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Acetamide, N-[4-(2-chloroacetyl)phenyl]-: ACTIVE

Computed Properties

Molecular Weight:211.64
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:211.0400063
Monoisotopic Mass:211.0400063
Topological Polar Surface Area:46.2
Heavy Atom Count:14
Complexity:222
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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