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HCID 119435Erstellt: 3. November 2026

(+)-R-2-(2,4-Dichlorphenoxy)-propionsäure

DICHLORPROP-P · AHM 867 · Duplosan · (R)-DCPP · duplosandp · Brn 3203102 · PS44_SUPELCO · DICHLOROPROP-P

https://huagongshe.com/de/chemical/119435

Molekülstruktur von (+)-R-2-(2,4-Dichlorphenoxy)-propionsäure

Identifikatoren & physikalische Daten

CAS No.15165-67-0
SummenformelC9H8Cl2O3
Durchschnittliche Molmasse235,06 g/mol
Monoisotopische Masse233,9850495 g/mol
SMILESC[C@@H](Oc1ccc(Cl)cc1Cl)C(=O)O
InChIKeyMZHCENGPTKEIGP-RXMQYKEDSA-N
PubChem CID119435
ChEMBLCHEMBL2252703
ChEBICHEBI:75373
EC No.403-980-1
DTXSIDDTXSID0034851
Lokaler Name(+)-R-2-(2,4-Dichlorphenoxy)-propionsäure

Chemische & physikalische Eigenschaften

XLogP3,4
Polarare Oberfläche (TPSA)46,5
H-Brücken-Donoren1
H-Brücken-Akzeptoren3
Frei drehbare Bindungen3
Schwere Atome14
Formalladung0
Komplexität210
Dampfdruck0.00000046 [mmHg]
Physical DescriptionWhite solid with naphthalene odor[Reference #1]
Schmelzpunkt124°
Siedepunkt348.3±27.0 °C(Predicted)
Dichte1.421±0.06 g/cm3(Predicted)
Flammpunkt2 °C
LagerbedingungenSealed in dry,Room Temperature
pKa (Säurekonstante)3.03±0.10(Predicted)
Merck13,3104
BRN5265110
Henry-Konstante4.0×104 mol/(m3Pa) at 25℃, Mackay et al. (2006)
Hauptanwendungenagricultureenvironmental
InChIInChI=1S/C9H8Cl2O3/c1-5(9(12)13)14-8-3-2-6(10)4-7(8)11/h2-5H,1H3,(H,12,13)/t5-/m1/s1
InChIKeyMZHCENGPTKEIGP-RXMQYKEDSA-N
SMILESC(O)(=O)[C@H](OC1=CC=C(Cl)C=C1Cl)C
LogP (Verteilungskoeffizient)2.780 (est)
EPA chemische Informationen(R)-Dichlorprop (15165-67-0)

Sicherheit & Vorschriften

GHS-EinstufungDangerH302: Harmful if swallowed [Warning Acute toxicity, oral]H315: Causes skin irritation [Warning Skin corrosion/irritation]H317: May cause an allergic skin reaction [Warning Sensitization, Skin]H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P354+P338, P317, P321, P330, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Regulatorische InformationenCommission Regulation No 844/20122,4-DP-p + salt & ester is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)2006/74/EC, Reg. (EU) 2019/168, Reg. (EU) 2018/524, Reg. (EU) 2020/421, Reg. (EU) 2021/566, Reg. (EU) 2022/378, Reg. (EU) 2023/689, Reg. (EU) 2025/99, Reg. (EU) No 1166/2013, Reg. (EU) No 540/2011, Reg. (EU) No 878/2014Status: Active Update: 10-11-2008 https://echa.europa.eu/registration-dossier/-/registered-dossier/9307Dichlorprop-p: Does not have an individual approval but may be used under an appropriate group standard
GefahrenübersichtRisk of serious damage to eyesA 6-year study of workers handling phenoxy herbicides did not find any adverse effectsWorkers had no abnormalities of hemoglobin, liver function tests, or kidney function tests[European Food Safety Authority (EFSA): Active Substances in Plant Protection Products] See Dichlorprop.
Hazard Classes and CategoriesAcute Tox. 4 (100%)Skin Irrit. 2 (100%)Skin Sens. 1 (100%)Eye Dam. 1 (100%)Aquatic Acute 1 (50%)Aquatic Chronic 2 (50%)Skin irritation - category 2Eye damage - category 1Skin sensitisation - category 1Acute toxicity (ingestion) - category 4Acute Tox. 4 *
TreatmentTreatment may include washing any areas of contact, GI decontamination if swallowed, administering an IV and forced alkaline diuresis. (L346)

Anwendungen & Verwendung

Verwenden

Herbicide.

Gesundheitliche AuswirkungenIt is considered to be a severe eye irritant. There has been concern that chlorophenoxy herbicides including dichlorprop may cause cancer, and in 1987 the International Agency for Research on Cancer (IARC) ranked this class of compounds as group 2B "possibly carcinogenic to humans". The EPA classifies the R-isomer as “Not Likely to be Carcinogenic to Humans.”(L369) Exposure to large amounts of CDDs causes chloracne, a severe skin disease with acne-like lesions that occur mainly on the face and upper body. CDDs may also cause liver damage and induce long-term alterations in glucose metabolism and subtle changes in hormonal levels. In addition, studies have shown that CDDs may disrupt the endocrine system and weaken the immune system, as well as cause reproductive damage and birth defects, central and peripheral nervous system pathology, thyroid disorders, endometriosis, and diabetes. 2,3,7,8-Tetrachlorodibenzo-p-dioxin is also a known human carcinogen. (L177, L178)
Unerwünschte WirkungenOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
ToxizitätsübersichtCDDs cause their toxic effects by binding to the aryl hydrocarbon receptor and subsequently altering the trascription of certain genes. The affinity for the Ah receptor depends on the structure of the specific CDD. The change in gene expression may result from the direct interaction of the Ah receptor and its heterodimer-forming partner, the aryl hydrocarbon receptor nuclear translocator, with gene regulatory elements or the initiation of a phosphorylation/dephosphorylation cascade that subsequently activates other transcription factors. The affected genes include several oncogenes, growth factors, receptors, hormones, and drug-metabolizing enzymes. The change in transcription/translation of these genes is believed to be the cause of most of the toxic effects of CDDs. This includes 2,3,7,8-tetrachlorodibenzo-p-dioxin's carcinogenicity is thought to be the result of its ability to alter the capacity of both exogenous and endogenous substances to damage the DNA by inducing CYP1A1- and CYP1A2-dependent drug-metabolizing enzymes. (L177)
Signs and SymptomsIn addition to chloracne, CDD exposure causes skin rashes, discoloration, and excessive body hair. (L177)
Carcinogen Classification2B, possibly carcinogenic to humans. (L135)
Toxicity DataLC50 (rat) >2700 mg/m3LD50: 344 mg/kg (Oral, Rat)
RAIS Toxicity Values1.25OPP0.06
EPA Human Health Benchmarks for Pesticides2,4-DP-p + salt & ester1.258330Children0.06400
Wassergefährdungsklasse (WGK)1
UN-TransportnummerUN1648 3/PG 2
RTECS-Nr.UA2458860
R-Sätze (R)22-38-41-43-36-20/21/22-11
GefahrensymboleXn,F
Sicherheitshinweise (S)24-26-37/39-36-16-36/37
Lagerklasse11 - Combustible Solids
GefahrenklasseAcute Tox. 4 OralEye Dam. 1Skin Irrit. 2Skin Sens. 1