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2D Structure
Also known as: 112-34-5, Butyldiglycol, Diethylene glycol monobutyl ether, Butyl carbitol, Diethylene glycol butyl ether, Butoxydiglycol
Molecular Formula
C8H18O3
Molecular Weight
162.23  g/mol
InChI Key
OAYXUHPQHDHDDZ-UHFFFAOYSA-N
FDA UNII
9TB90IYC0E

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-(2-butoxyethoxy)ethanol
2.1.2 InChI
InChI=1S/C8H18O3/c1-2-3-5-10-7-8-11-6-4-9/h9H,2-8H2,1H3
2.1.3 InChI Key
OAYXUHPQHDHDDZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCOCCOCCO
2.2 Other Identifiers
2.2.1 UNII
9TB90IYC0E
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Butyl Carbitol

2. Diethylene Glycol Mono-n-butyl Ether

3. Diethylene Glycol Monobutyl Ether

2.3.2 Depositor-Supplied Synonyms

1. 112-34-5

2. Butyldiglycol

3. Diethylene Glycol Monobutyl Ether

4. Butyl Carbitol

5. Diethylene Glycol Butyl Ether

6. Butoxydiglycol

7. Ethanol, 2-(2-butoxyethoxy)-

8. Butyl Diglycol

9. Butyl Dioxitol

10. Butyl Digol

11. Butoxyethoxyethanol

12. Bucb

13. Dowanol Db

14. Glycol Ether Db

15. Poly-solv Db

16. Jeffersol Db

17. Ektasolve Db

18. Butoxydiethylene Glycol

19. Diglycol Monobutyl Ether

20. O-butyl Diethylene Glycol

21. Diethylene Glycol Mono-n-butyl Ether

22. Butoxy Diethylene Glycol

23. Diethylene Glycol N-butyl Ether

24. Diethylene Gylcol Monobutyl Ether

25. Nsc 407762

26. Ethanol, 2,2'-oxybis-, Monobutyl Ether

27. Monobutyl Diethylene Glycol Ether

28. 9tb90iyc0e

29. 2-(2-butoxyethoxy)-ethanol

30. 2-(2-n-butoxyethoxy)ethanol

31. Nsc-407762

32. Dsstox_cid_1519

33. Dsstox_rid_76196

34. Dsstox_gsid_21519

35. Caswell No. 121b

36. Caswell No. 125h

37. N-butyl Carbitol

38. Diethylene Glycol Butyl Ether, >=99%

39. 3,6-dioxadecanol

40. Cas-112-34-5

41. Ccris 5321

42. Hsdb 333

43. 3,6-dioxa-1-decanol

44. Einecs 203-961-6

45. Unii-9tb90iyc0e

46. Epa Pesticide Chemical Code 011502

47. Brn 1739225

48. Butadigol

49. Ai3-01954

50. Butyl Di-icinol

51. Diethylene Db

52. Degbe

53. Ethanol 2-butoxyethoxy

54. Butyl Oxitol Glycol Ether

55. 2-(n-butoxyethoxy)ethanol

56. Ec 203-961-6

57. Schembl15619

58. 2-(2-butoxyethoxy);ethanol

59. Butoxydiglycol [inci]

60. Diethylene Glycol Butyl Ester

61. Diethyleneglycol Monobutylether

62. Diethyleneglycol N-butyl Ether

63. Wln: Q2o2o4

64. Diethyleneglycol Monobutyl Ether

65. Chembl1904721

66. Diethylene Glycol-monobutyl Ether

67. Dtxsid8021519

68. Zinc1600070

69. Tox21_202404

70. Tox21_300084

71. Ethanol,2'-oxybis-, Monobutyl Ether

72. Mfcd00002881

73. Nsc407762

74. Akos009156535

75. Diethylene Glycol Monobutyl Ether, 98%

76. Ncgc00164235-01

77. Ncgc00164235-02

78. Ncgc00164235-03

79. Ncgc00253937-01

80. Ncgc00259953-01

81. Ls-13547

82. B0699

83. Ft-0624889

84. Diethylene Glycol Monobutyl Ether [mi]

85. Diethylene Glycol Monobutyl Ether Reagent Grade

86. F71187

87. A802556

88. Diethylene Glycol Mono-n-butyl Ether [hsdb]

89. Diethylene Glycol Monobutyl Ether, >=98.0% (gc)

90. J-002756

91. J-519970

92. Q1018210

93. Diethylene Glycol Butyl Ether, Saj Special Grade, >=99.0%

94. Diethylene Glycol Monobutyl Ether, For Surfactant Analysis, >=99.0%

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 162.23 g/mol
Molecular Formula C8H18O3
XLogP30.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count8
Exact Mass162.125594432 g/mol
Monoisotopic Mass162.125594432 g/mol
Topological Polar Surface Area38.7 Ų
Heavy Atom Count11
Formal Charge0
Complexity66.4
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 Therapeutic Uses

/EXPTL THER/ Structure-activity studies with nine glycol alkyl ethers were conducted with a cellular leukemia transplant model in male Fischer rats to measure the effects on neoplastic progression in transplant recipients. Chemicals were given ad libitum in the drinking water simultaneously with the transplants and continued throughout the study. In all, 20 million leukemic cells were injected sc into syngeneic rats, which after 60 days resulted in a 10-fold increase in relative spleen weights, a 100-fold increase in white blood cell counts, and a 50% reduction in red blood cell indices and platelet counts. Ethylene glycol monomethyl ether given at a dose of 2.5 mg/mL in the drinking water completely eliminated all clinical, morphological, and histopathological evidence of leukemia, whereas the same dose of ethylene glycol monoethyl ether reduced these responses by about 50%. Seven of the glycol ethers were ineffective as anti-leukemic agents, including ethylene glycol, the monopropyl, monobutyl, and monophenyl ethylene glycol ethers, diethylene glycol, and the monomethyl and monoethyl diethylene glycol ethers. Ethylene glycol monomethyl ether more than doubled the latency period of leukemia expression and extended survival for at least 210 days. A minimal effective dose for a 50% reduction in the leukemic responses was 0.25 mg/mL ethylene glycol monomethyl ether in the drinking water (15 mg/kg body weight), whereas a 10-fold higher dose of 2-ethylene glycol monoethyl ether was required for equivalent antileukemic activity. In addition, the in vitro exposure of a leukemic spleen mononuclear cell culture to ethylene glycol monomethyl ether caused a dose- and time-dependent reduction in the number of leukemia cells after a single exposure to 1-100 mM concentrations, whereas the ethylene glycol monomethyl ether metabolite, 2-methoxyacetic acid, was only half as effective.

PMID:2357763 Dieter MP et al; Cancer Chemother Pharmacol 26 (3): 173-80 (1990)


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

Butyl carbitol can be absorbed through skin, but only in toxic amt if application is prolonged & continuous.

Browning, E. Toxicity and Metabolism of Industrial Solvents. New York: American Elsevier, 1965., p. 635


In vitro percutaneous absorption studies were carried out for ... /tritiated water, 2-ethoxyethyl acetate, diethylene glycol monobutyl ether, urea, di(2-ethylhexyl) phthalate, 2-ethylhexanol, ethyl 3-ethoxypropionate, and 2-propoxyethanol/ using full thickness rat skin and human stratum corneum. The purpose of the studies was to compare the rates of absorption for the two species. For each of the chemicals, the observed rate using full thickness rat skin was greater than that observed for human stratum corneum. The ratios of the rates (rat/human) varied from 1.7 to 5.8 with a mean value of 3.1. ... It was concluded that rat skin was more permeable than human skin for each of these eight chemicals. ...

PMID:1426706 Barber ED et al; Fundam Appl Toxicol 19 (4): 493-7 (1992)


Male and female Sprague-Dawley rats received 200 and 2000 mg neat (14)C-DEGBE/kg bw and 200 mg of a 10% aqueous solution/kg bw. Dermal adsorption rate was 0.73 and 1.46 mg/sq cm/hr for males and females respectively.

European Chemicals Bureau; IUCLID Dataset, 2-(2-butoxyethoxy) ethanol (CAS # 112-34-5) p.112 Available from, as of February 26, 2007: https://esis.jrc.ec.europa.eu/


To assist the evaluation of the hazards of skin contact with selected undiluted glycol ethers, their absorption across isolated human abdominal epidermis was measured in vitro. Epidermal membranes were set up in glass diffusion cells and, following an initial determination of permeability to tritiated water, excess undiluted glycol ether was applied to the outer surface for 8 hr. The appearance of glycol ether in an aqueous "receptor" phase bathing the underside of the epidermis was quantified by a gas chromatographic technique. A final determination of tritiated water permeability was compared with initial values to establish any irreversible alterations in epidermal barrier function induced by contact with the glycol ethers. 2-Methoxyethanol was most readily absorbed (mean steady rate 2.82 mg/sq cm/hr), and a relatively high absorption rate (1.17 mg/sq cm/hr) was also apparent for 1-methoxypropan-2-ol. There was a trend of reducing absorption rate with increasing molecular weight or reducing volatility for monoethylene glycol ethers (2-methoxyethanol, 2.82 mg/sq cm/hr; 2-ethoxyethanol, 0.796 mg/sq cm/hr; 2-butoxyethanol, 0.198 mg/sq cm/hr) and also within the diethylene glycol series: 2-(2-methoxyethoxy) ethanol (0.206 mg/sq cm/hr); 2-(2-ethoxyethoxy) ethanol (0.125 mg/sq cm/hr) and 2-(2-butoxyethoxy) ethanol (0.05 mg/sq cm/hr). The rate of absorption of 2-ethoxyethyl acetate was similar to that of the parent alcohol, 2-ethoxyethanol. Absorption rates of diethylene glycol ethers were slower than their corresponding monoethylene glycol equivalents. Combination of intrinsic toxicity and ability to pass across skin contribute to assessment of hazards of contact with undiluted glycol ethers.

PMID:6499804 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1568269 Dugard PH et al; Environ Health Perspect 57: 193-7 (1984)


For more Absorption, Distribution and Excretion (Complete) data for DIETHYLENE GLYCOL MONO-N-BUTYL ETHER (8 total), please visit the HSDB record page.


5.2 Metabolism/Metabolites

Male and female Sprague-Dawley rats received 200 and 2000 mg neat (14)C-DEGBE/kg bw and 200 mg of a 10% aqueous solution/kg bw. 2-(2-butoxyethanol)acetic acid was the major urinary metabolite identified and the glucuronide conjugate was present at levels of 5.2% to 8.2% of the urinary (14)C.

European Chemicals Bureau; IUCLID Dataset, 2-(2-butoxyethoxy) ethanol (CAS # 112-34-5) p.111 Available from, as of February 26, 2007: https://esis.jrc.ec.europa.eu/


The metabolism of diethylene glycol monobutyl ether acetate was studied in vitro and in vivo in male Sprague-Dawley rats. The extent of conversion of diethylene glycol monobutyl ether acetate to diethylene glycol monobutyl ether was determined. In vitro, diethylene glycol monobutyl ether acetate was rapidly hydrolyzed by rat blood to diethylene glycol monobutyl ether; the biological half-life was less than 3 min. The urine was the major pathway for eliminating diethylene glycol monobutyl ether acetate derived (14)C activity; 80% was eliminated after 24 hr. Only 2 to 3% of each dose was eliminated in the feces. About 5% of each dose was eliminated in the expired air, mostly as radioactive carbon dioxide. Only 1-3% doses were found in the tissues and ied. No unchanged diethylene glycol monobutyl ether acetate or diethylene glycol monobutyl ether or 2-butoxyacetic acid, a putative hematotoxic diethylene glycol monobutyl ether acetate metabolite, was found. Diethylene glycol monobutyl ether acetate is rapidly hydrolyzed to diethylene glycol monobutyl ether by rat blood. The biological effects of diethylene glycol monobutyl ether acetate and diethylene glycol monobutyl ether would be indistinguishable. No 2-butoxyacetic acid is produced.

PMID:2815838 Deisinger PJ, Guest D; Xenobiotica 19 (9): 981-9 (1989)


In the present study, floor lacquerers' (n = 22) inhalation and total exposure to 2-(2-alkoxy)ethoxyethanols was measured. The measurements of inhalation exposure were done with charcoal tubes, and total exposure was biomonitored by urinalysis of 2-(2-alkoxyethoxy)acetic acids. The 8hr inhalation exposures of floor lacquerers to 2-(2-methoxyethoxy)ethanol (DEGME), 2-(2-ethoxyethoxy)ethanol (DEGEE) and 2-(2-butoxyethoxy)ethanol (DEGBE) were in average 0.23 +/- 0.07 ppm (average+/-S.D., n = 3), 0.08 +/- 0.07 ppm (n = 16), and 0.05 +/- 0.03 ppm (n = 16), respectively. The excretions of 2-(2-methoxyethoxy)acetic acid (MEAA), 2-(2-ethoxyethoxy)acetic acid (EEAA) and 2-(2-butoxyethoxy)acetic acid (BEAA) were in average 4.9 +/- 4.3 mmol/mol creatinine, 9.3 +/- 8.0 mmol/mol creatinine and 9.2 +/- 7.4 mmol/mol creatinine, respectively. A linear relationship was found between the urinary 2-(2-alkoxyethoxy)acetic acid concentrations and the preceding 8-hr occupational exposure to 2-(2-alkoxyethoxy)ethanol. /2-(2-Alkoxyethoxy)ethanol/

PMID:15705492 Laitinen J, Pulkkinen J; Toxicol Lett 156 (1): 117-26 (2005)