Dalapon
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MedKoo CAT#: 584181

CAS#: 75-99-0 (free acid)

Description: Dalapon is a selective herbicide used to control perennial grasses. The major use of dalapon is on food crops including sugarcane and sugar beets. Its use is no longer authorized in France. The National Institute for Occupational Safety and Health in the United States has identified it as a potential workplace hazard. The recommended time-weighted average exposure limit is 6 milligrams per cubic meter during a 10-hour workday. Exposure to dalapon affects the eyes, central nervous system, digestive system, respiratory system, and skin. Dalapon can be absorbed through inhalation, eye contact, skin contact, or by ingesting it. The symptoms of dalapon exposure include eye irritation, central nervous system depression, bradycardia, vomiting, diarrhea, loss of appetite, fatigue, burn, upper respiratory irritation, and skin irritation. First aid measures for exposure include artificial respiration, immediate eye irrigation, and immediate washing with water. Immediate medical attention should be sought if dalapon is ingested.


Price and Availability

Size Price Shipping out time Quantity
1g USD 250 2 Weeks
5g USD 450 2 Weeks
25g USD 950 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-07-11. Prices are subject to change without notice.

Dalapon purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 584181
Name: Dalapon
CAS#: 75-99-0 (free acid)
Chemical Formula: C3H4Cl2O2
Exact Mass: 141.9588
Molecular Weight: 142.963
Elemental Analysis: C, 25.20; H, 2.82; Cl, 49.59; O, 22.38


Related CAS #: 75-99-0 (free acid)   27-20-8 (sodium)   53606-78-3 (calcium)    

Synonym: Basfapon B; Dowpon M; Dawpon-Rae

IUPAC/Chemical Name: 2,2-Dichloropropionic acid

InChi Key: NDUPDOJHUQKPAG-UHFFFAOYSA-N

InChi Code: InChI=1S/C3H4Cl2O2/c1-3(4,5)2(6)7/h1H3,(H,6,7)

SMILES Code: CC(Cl)(Cl)C(O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Hawker DW, Cumming JL, Watkinson A, Bartkow ME. The occurrence of the herbicide dalapon (2,2-dichloropropionate) in potable water as a disinfection by-product. J Environ Monit. 2011 Feb;13(2):252-6. doi: 10.1039/c0em00475h. Epub 2010 Dec 17. PubMed PMID: 21165509.

2: Tate TM, Jackson RN, Christian FA. Effects of glyphosate and dalapon on total free amino acid profiles of Pseudosuccinea columella snails. Bull Environ Contam Toxicol. 2000 Feb;64(2):258-62. PubMed PMID: 10656893.

3: Low-Décarie E, Kolber M, Homme P, Lofano A, Dumbrell A, Gonzalez A, Bell G. Community rescue in experimental metacommunities. Proc Natl Acad Sci U S A. 2015 Nov 17;112(46):14307-12. doi: 10.1073/pnas.1513125112. Epub 2015 Nov 2. PubMed PMID: 26578777; PubMed Central PMCID: PMC4655536.

4: Wells RJ, Hook JM, Al-Deen TS, Hibbert DB. Quantitative nuclear magnetic resonance (QNMR) spectroscopy for assessing the purity of technical grade agrochemicals: 2,4-dichlorophenoxyacetic acid (2,4-D) and sodium 2,2-dichloropropionate (Dalapon sodium). J Agric Food Chem. 2002 Jun 5;50(12):3366-74. PubMed PMID: 12033797.

5: Sparacino AC, Tano F, Ferro R, Ditto D, Riva N, Braggio R. Effects of water management and herbicide treatments on red rice control. Meded Rijksuniv Gent Fak Landbouwkd Toegep Biol Wet. 2002;67(3):441-9. PubMed PMID: 12696411.

6: Xie Y. Analyzing haloacetic acids using gas chromatography/mass spectrometry. Water Res. 2001 Apr;35(6):1599-602. PubMed PMID: 11317908.

7: Marchesi JR, Weightman AJ. Diversity of alpha-halocarboxylic acid dehalogenases in bacteria isolated from a pristine soil after enrichment and selection on the herbicide 2,2-dichloropropionic acid (Dalapon). Environ Microbiol. 2003 Jan;5(1):48-54. PubMed PMID: 12542712.

8: Senior E, Bull AT, Slater JH. Enzyme evolution in a microbial community growing on the herbicide Dalapon. Nature. 1976 Oct 7;263(5577):476-9. PubMed PMID: 972691.

9: Greaves MP, Davies HA, Marsh JA, Wingfield GI. Effects of pesticides on soil microflora using dalapon as an example. Arch Environ Contam Toxicol. 1981 Jul;10(4):437-49. PubMed PMID: 6789784.

10: Hawker DW, Cumming JL, Neale PA, Bartkow ME, Escher BI. A screening level fate model of organic contaminants from advanced water treatment in a potable water supply reservoir. Water Res. 2011 Jan;45(2):768-80. doi: 10.1016/j.watres.2010.08.053. Epub 2010 Sep 8. PubMed PMID: 20851445.

11: Christian FA, Jackson RN, Tate TM. Effect of sublethal concentrations of glyphosate and dalapon on protein and aminotransferase activity in Pseudosuccinea columella. Bull Environ Contam Toxicol. 1993 Nov;51(5):703-9. PubMed PMID: 8241626.

12: Cotterill EG. Determination of residues of dalapon in soil by gas chromatography of the 1-butyl ester. J Chromatogr. 1975 Mar 26;106(2):409-11. PubMed PMID: 1150803.

13: Busto MD, Smith PP, Pérez-Mateos M, Burns RG. Degradation of aliphatic halogen-substituted pesticides by dehalogenase isolated from Pseudomonas alcaligenes. Identification and properties of the enzyme. Sci Total Environ. 1992 Aug 12;123-124:267-77. PubMed PMID: 1439734.

14: Christian FA, Thompson JA. Sublethal effects of 2,2-dichloropropionic acid (dalapon) on Fossaria cubensis, intermediate host of the liver fluke, Fasciola hepatica. Bull Environ Contam Toxicol. 1990 Sep;45(3):343-9. PubMed PMID: 2257331.

15: Kochkin VP. [Experimental data on the hygienic standardization of the Dalapon content of water reservoirs]. Gig Sanit. 1967 Feb;32(2):7-11. Russian. PubMed PMID: 5615392.

16: Bounds HC, Magee LA, Colmer AR. The reversal of Dalapon toxicity by microbial action. Can J Microbiol. 1969 Oct;15(10):1121-4. PubMed PMID: 5370992.

17: Gizbullin NG, Solov'eva E. [Influence of herbicides of alipure, murbetol and dalapon on soil microflora]. Mikrobiol Zh. 1968 Jul-Aug;30(4):354-7. Ukrainian. PubMed PMID: 5733231.

18: Urbansky ET, Freeman DM, Rubio FJ. Ascorbic acid reduction of residual active chlorine in potable water prior to halocarboxylate determination. J Environ Monit. 2000 Jun;2(3):253-6. PubMed PMID: 11256708.

19: Tafuri F, Businelli M, Scarponi L, Marucchini C. Stimulation of the activity of the IAA-oxidising enzyme system in Lens culinaris roots by dalapon and perfluidone. J Sci Food Agric. 1977 Feb;28(2):180-4. PubMed PMID: 853723.

20: Foy CL. Absorption, distribution, & metabolism of 2,2-dichloropropionic acid in relation to phytotoxicity. II. Distribution & metabolic fate of dalapon in plants. Plant Physiol. 1961 Sep;36(5):698-709. PubMed PMID: 16655577; PubMed Central PMCID: PMC406206.