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Also known as: 532-27-4, Phenacyl chloride, 2-chloro-1-phenylethanone, Chloroacetophenone, Omega-chloroacetophenone, Tear gas
Molecular Formula
C8H7ClO
Molecular Weight
154.59  g/mol
InChI Key
IMACFCSSMIZSPP-UHFFFAOYSA-N
FDA UNII
88B5039IQG

CAS 532-27-4
A potent eye, throat, and skin irritant. One of its uses is as a riot control agent.
1 2D Structure

CAS 532-27-4

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-chloro-1-phenylethanone
2.1.2 InChI
InChI=1S/C8H7ClO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2
2.1.3 InChI Key
IMACFCSSMIZSPP-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C(C=C1)C(=O)CCl
2.2 Other Identifiers
2.2.1 UNII
88B5039IQG
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2 Chloro 1 Phenylethanone

2. 2 Chloroacetophenone

3. 2-chloro-1-phenylethanone

4. 3' Chloroacetophenone

5. 3'-chloroacetophenone

6. Alpha Chloroacetophenone

7. Alpha-chloroacetophenone

8. Chloracetophenone

9. Chloroacetophenone

10. Mace

11. Omega Chloroacetophenone

12. Omega-chloroacetophenone

2.3.2 Depositor-Supplied Synonyms

1. 532-27-4

2. Phenacyl Chloride

3. 2-chloro-1-phenylethanone

4. Chloroacetophenone

5. Omega-chloroacetophenone

6. Tear Gas

7. Mace (lacrimator)

8. Alpha-chloroacetophenone

9. Acetophenone, 2-chloro-

10. Chloromethyl Phenyl Ketone

11. Ethanone, 2-chloro-1-phenyl-

12. Phenacylchloride

13. Chemical Mace

14. Mace

15. 1-chloroacetophenone

16. Cn (lacrimator)

17. Chloracetophenone

18. 2-chloro-1-phenylethan-1-one

19. Phenyl Chloromethyl Ketone

20. Nci-c55107

21. Oil Of Nutmeg

22. .alpha.-chloroacetophenone

23. 2-chloroacetophenone (cn)

24. 2-chloro-1-phenyl-ethanone

25. Nsc 41666

26. Fats, Nutmeg Butter

27. Benzeneacetaldehyde, A-chloro-

28. Mace Oil

29. .alpha.-phenacyl Chloride

30. .omega.-chloroacetophenone

31. 4638-79-3

32. Chembl105712

33. 8007-12-3

34. 88b5039iqg

35. Nsc-41666

36. Dsstox_cid_293

37. Dsstox_rid_75493

38. Dsstox_gsid_20293

39. A-chloroacetophenone

40. Phenylchloromethylketone

41. Caswell No. 179c

42. Cas-532-27-4

43. Ccris 2370

44. Hsdb 972

45. Chloroacetophenone, 2-

46. Einecs 208-531-1

47. Mfcd00000933

48. Un1697

49. Epa Pesticide Chemical Code 018001

50. Brn 0507950

51. Nutmeg Butter

52. Unii-88b5039iqg

53. Ai3-52322

54. Nutmeg Fat

55. Nutmeg Oleoresin

56. Macis Oil

57. Oil Of Mace

58. Oils, Mace

59. Nutmeg Butter Fat

60. Nutmeg Oil, Fixed

61. 2-chloroacetophenon

62. Chloroacetyl Benzene

63. Benzoylmethyl Chloride

64. 2-chloro Acetophenone

65. 2-chloro-acetophenone

66. Nutmeg Oil, Expressed

67. I+/--chloroacetophenone

68. Oils, Myristica Fragrans

69. Oil Of Nutmeg, Expressed

70. Unii-9kkx6i0u7z

71. Wln: G1vr

72. 2-chloroacetophenone, 98%

73. 9kkx6i0u7z

74. Schembl55444

75. 4-07-00-00641 (beilstein Handbook Reference)

76. Chloroacetophenone (cn), Solid [un1697] [poison]

77. (2-chloro-1-oxoethyl)benzene

78. Fema No. 2652

79. Fema No. 2653

80. Fema No. 2654

81. 1-phenyl-2-chloro-1-ethanone

82. Bdbm7873

83. Chloroacetophenone (cn), Solid

84. Gtpl6285

85. Phenyl Chloromethylketone

86. Chloroacetophenone (cn), Liquid

87. Dtxsid9020293

88. Hsdb 1950

89. Amy8878

90. Mace (myristica Fragrans Houtt.)

91. Chloroacetophenone [mart.]

92. Nci-c56484

93. Nsc41666

94. Str01480

95. Zinc1673519

96. Halomethyl Phenyl Ketone Deriv. 21

97. Tox21_202075

98. Tox21_300045

99. 2-chloroacetophenone(phenacylchloride)

100. Mace Oil (myristica Fragrans Houtt.)

101. Akos000200777

102. Omega-chloroacetophenone [hsdb]

103. Un 1697

104. .omega.-chloroacetophenone [mi]

105. Ncgc00091207-01

106. Ncgc00091207-02

107. Ncgc00091207-03

108. Ncgc00091207-04

109. Ncgc00091207-05

110. Ncgc00254035-01

111. Ncgc00259624-01

112. Db-013352

113. En300-18309

114. 2-chloroacetophenone, Purum, >=98.0% (gc)

115. Mace Oleoresin/extract (myristica Fragrans Houtt.)

116. Q284209

117. Q-200259

118. Chloroacetophenone (cn), Liquid [un1697] [poison]

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 154.59 g/mol
Molecular Formula C8H7ClO
XLogP32.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass154.0185425 g/mol
Monoisotopic Mass154.0185425 g/mol
Topological Polar Surface Area17.1 Ų
Heavy Atom Count10
Formal Charge0
Complexity116
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Irritants

Drugs that act locally on cutaneous or mucosal surfaces to produce inflammation; those that cause redness due to hyperemia are rubefacients; those that raise blisters are vesicants and those that penetrate sebaceous glands and cause abscesses are pustulants; tear gases and mustard gases are also irritants. (See all compounds classified as Irritants.)


Tear Gases

Gases that irritate the eyes, throat, or skin. Severe lacrimation develops upon irritation of the eyes. (See all compounds classified as Tear Gases.)


4.2 Mechanism of Action

2-Chloroacetophenone toxicity may be due to the alkylation and consequent inhibition of sulfhydryl-containing enzymes because inhibition of lactate dehydrogenase activity by 2-chloroacetophenone in vitro was not reversed by glutathione and because intravenous administration of sodium thiosulfate did not protect rats from lethal doses of 2-chloroacetophenone given by intraperitoneal injection.

DHHS/NTP; Toxicology and Carcinogenesis Studies of 2-chloroacetophenone in F344/N Rats and B6C3F1 Mice (Inhalation Studies) p.14 Technical Report Series No.379 (1990) NIH Pub No.90 2834


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Medlab Asia & Asia Health
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Medlab Asia & Asia Health
Not Confirmed

Phenacyl Chloride

CAS Number : 532-27-4

End Use API :

About the Company : MAITHILI is a group of companies based in India (MAM, MLS, MAC, MAT,SGG) and Singapore(MITCO). Maithili Life Sciences (MLS) is a Contract Research Organization headquartered in Hyderab...

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