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2D Structure
Also known as: Ethylene chlorohydrin, 107-07-3, Ethanol, 2-chloro-, Glycol chlorohydrin, 2-chloroethyl alcohol, Chloroethanol
Molecular Formula
C2H5ClO
Molecular Weight
80.51  g/mol
InChI Key
SZIFAVKTNFCBPC-UHFFFAOYSA-N
FDA UNII
753N66IHAN

Used as a solvent, in the manufacture of insecticides, and for treating sweet potatoes before planting. May cause nausea, vomiting, pains in head and chest, stupefaction. Irritates mucous membranes and causes kidney and liver degeneration.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-chloroethanol
2.1.2 InChI
InChI=1S/C2H5ClO/c3-1-2-4/h4H,1-2H2
2.1.3 InChI Key
SZIFAVKTNFCBPC-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C(CCl)O
2.2 Other Identifiers
2.2.1 UNII
753N66IHAN
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2 Chlorethanol

2. 2 Chloroethyl Alcohol

3. 2-chlorethanol

4. 2-chloroethyl Alcohol

5. Alcohol, 2-chloroethyl

6. Chlorohydrin, Ethylene

7. Ethylene Chlorohydrin

8. Ethylenechlorhydrin

2.3.2 Depositor-Supplied Synonyms

1. Ethylene Chlorohydrin

2. 107-07-3

3. Ethanol, 2-chloro-

4. Glycol Chlorohydrin

5. 2-chloroethyl Alcohol

6. Chloroethanol

7. Glycol Monochlorohydrin

8. 2-monochloroethanol

9. Ethylchlorohydrin

10. 2-chlorethanol

11. 2-chloro-1-ethanol

12. 2-hydroxyethyl Chloride

13. Glycomonochlorhydrin

14. Beta-chloroethyl Alcohol

15. Ethylene Chlorhydrin

16. Ethene, Chlorohydrin

17. 2-chloorethanol

18. 2-chloraethanol

19. 2-cloroetanolo

20. Beta-chloroethanol

21. Aethylenechlorhydrin

22. 2-chloro-1-hydroxyethane

23. Glicol Monocloridrina

24. Ethyleen-chloorhydrine

25. Glycolmonochloorhydrine

26. Nci-c50135

27. Ethylene Glycol, Chlorohydrin

28. Beta-hydroxyethyl Chloride

29. Chloroalcohol

30. 2-chloro-ethanol

31. Monochlorhydrine Du Glycol

32. .beta.-chloroethyl Alcohol

33. Ethanol, Chloro-

34. Nsc 122289

35. .beta.-chloroethanol

36. .beta.-hydroxyethyl Chloride

37. 753n66ihan

38. Chebi:28200

39. Nsc-122289

40. Delta-chloroethanol

41. 2-chloorethanol [dutch]

42. 2-chlorethanol [german]

43. 2-chloraethanol [german]

44. 2-cloroetanolo [italian]

45. 2-chloro Ethanol

46. Aethylenechlorhydrin [german]

47. Ccris 859

48. Ethyleen-chloorhydrine [dutch]

49. Chloroethylowy Alkohol

50. Glycolmonochloorhydrine [dutch]

51. Hsdb 426

52. Chloroethylowy Alkohol [polish]

53. Glicol Monocloridrina [italian]

54. Monochlorhydrine Du Glycol [french]

55. Einecs 203-459-7

56. Un1135

57. Brn 0878139

58. Unii-753n66ihan

59. Ai3-52326

60. 2- Chloroethanol

61. 2-chloranylethanol

62. Ethylenechlorohydrin

63. Delta-chloroethanolchloroethylowy Alkohol [polish]

64. Ethylenechlorohydrine

65. 2-choroethan-1-ol

66. Mfcd00002829

67. Ethylene Chlorohydrine

68. 2-chloroethan-1-ol

69. 2-chloroethanol (ethylene Chlorohydrin)

70. Delta-chloroethanolchloroethylowy Alkohol

71. 2-chloro-ethan-1-ol

72. Ch2clch2oh

73. 2-chloroethanol, 99%

74. 1-chloro-2-hydroxyethane

75. Dsstox_cid_1877

76. Bmse000360

77. Ec 203-459-7

78. Wln: Q2g

79. Dsstox_rid_76380

80. Dsstox_gsid_21877

81. 4-01-00-01372 (beilstein Handbook Reference)

82. 59826-67-4

83. Chembl191244

84. 2-chloroethanol [hsdb]

85. Dtxsid1021877

86. Ethylene Chlorohydrin [mi]

87. Act07200

88. Zinc8220697

89. Tox21_300043

90. Argogel(tm)-cl, 1 % Cross-linked

91. Bbl011477

92. Nsc122289

93. Stl146589

94. Akos000119040

95. Un 1135

96. Ncgc00247890-01

97. Ncgc00254022-01

98. Cas-107-07-3

99. .delta.-chloroethanolchloroethylowy Alkohol

100. 2-chloroethanol 100 Microg/ml In Methanol

101. 2-chloroethanol 1000 Microg/ml In Methanol

102. Ethylene Chlorohydrin [un1135] [poison]

103. C06753

104. 2-chloroethanol, Saj Special Grade, >=99.0%

105. A801572

106. Q209354

107. 2-chloroethanol, Pestanal(r), Analytical Standard

108. 2-chloroethanol, Puriss. P.a., >=99.0% (gc)

109. J-509022

110. Carmustine Related Compound, 2-chloroethanol-

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 80.51 g/mol
Molecular Formula C2H5ClO
XLogP3-0.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Exact Mass80.0028925 g/mol
Monoisotopic Mass80.0028925 g/mol
Topological Polar Surface Area20.2 Ų
Heavy Atom Count4
Formal Charge0
Complexity10
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Minimum/Potential Fatal Human Dose

4= VERY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MG/KG, BETWEEN 1 TEASPOON & 1 OUNCE FOR 70 KG PERSON (150 LB).

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-119


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

... MAY BE ABSORBED THROUGH THE SKIN.

Sax, N.I. Dangerous Properties of Industrial Materials. 6th ed. New York, NY: Van Nostrand Reinhold, 1984., p. 712


... MAY BE ABSORBED THROUGH ... GI TRACT, OR BY INHALATION.

Grant, W. M. Toxicology of the Eye. 2nd ed. Springfield, Illinois: Charles C. Thomas, 1974., p. 266


The excretion & tissue distribution of (14)C-labeled chloroethanol were studied in rats following single oral admin of 5 & 50 mg/kg. At both dose levels, the radioactivity was rapidly eliminated, mainly in the urine. On the first day 77.2% of the dose was found in the urine, 1.7% in the feces, and 1.0% as CO2 in the expired air. Only 2.8% was excreted by these routes during the following 3 days. The residual radioactivity after 4 days was almost equally distributed. Approx 0.4% of the dose was in the liver and 3% in the whole organism.

PMID:7092566 Grunow W, Altmann HJ; Arch Toxicol 49 (3-4): 275-84 (1982)


5.2 Metabolism/Metabolites

IN VIVO, IT IS OXIDIZED TO CHLOROACETIC ACID ... .

Browning, E. Toxicity and Metabolism of Industrial Solvents. New York: American Elsevier, 1965., p. 398


2-CHLOROETHANOL WAS GIVEN ORALLY TO RATS. LIVER GLUTATHIONE WAS RAPIDLY DEPLETED & S-CARBOXYMETHYLGLUTATHIONE WAS FORMED. TOXICITY OF 2-CHLOROETHANOL IS PROBABLY DUE TO ITS CONVERSION TO CHLOROACETALDEHYDE IN VIVO.

JOHNSON MK; BIOCHEM PHARMACOL 16 (1): 185-99 (1967)


2-chloroethanol was detected in the blood and liver of rats during the first 24 days after oral dosing of CH2ClCH2Cl /ethylene dichloride/ at 750 mg/kg.

The Royal Society of Chemistry. Foreign Compound Metabolism in Mammals. Volume 6: A Review of the Literature Published during 1978 and 1979. London: The Royal Society of Chemistry, 1981., p. 335


Disposition and metabolism of 1-(2-chloroethyl)-3-(2',3',4'-tri-O-acetylribopyranosyl)-1-nitrosourea (RPCNU) were studied in rats after labeling RPCNU with (14)C- in 3 different positions. Within the first min after injection, most of the radioactivity derived from ethyl-(14)C groups was recovered as volatile products. Among these, 2-chlorothanol was identified as a main component.

PMID:6799188 Godeneche D et al; Cancer Res 42 (2): 525-9 (1982)


For more Metabolism/Metabolites (Complete) data for 2-CHLOROETHANOL (6 total), please visit the HSDB record page.


5.3 Biological Half-Life

The elimination half-life and clearance value for 2-chloroethanol was 40.8 min following iv admin to beagle dogs.

PMID:7161831 Martis L et al; J Toxicol Environ Health 10 (4-5): 847-56 (1982)