[R,(+)]-2-[(4-クロロ-o-トリル)オキシ]プロピオン酸
Mecoprop-P
基本情報
- CAS
16484-77-8- 標準SMILES
Cc1cc(Cl)ccc1O[C@H](C)C(=O)O- InChIKey
WNTGYJSOUMFZEP-SSDOTTSWSA-N- 分子式
- C10H11ClO3
- 平均分子量
- 214.64 g/mol
- 単同位体質量
- 214.0396719
概要
(R)-mecoprop is the (R)-enantiomer of 2-(4-chloro-2-methylphenoxy)propanoic acid; the active stereoisomer of the racemic herbicide mecoprop. It has a role as a phenoxy herbicide. It is a conjugate acid of a (R)-2-(4-chloro-2-methylphenoxy)propanoate. It is an enantiomer of a (S)-mecoprop.
名称と識別子
- 優先名称
- Mecoprop-P
- IUPAC
- (2R)-2-(4-chloro-2-methylphenoxy)propanoic acid
- 現地名
- [R,(+)]-2-[(4-クロロ-o-トリル)オキシ]プロピオン酸
- 英語名
- MECOPROP-P
- 分子式
- C10H11ClO3
- 分子量
- 214.65
名称と別名
Mecoprop-P16484-77-8(R)-MecopropMecoprop-P [ISO]Duplosan KVMecoprop, D-DTXSID3032670(R)-MCPPEINECS 240-539-0UNII-455R9M917HIPPONJIME EKIZAIPropanoic acid, 2-(4-chloro-2-methylphenoxy)-, (R)-
名称をさらに表示
[R,(+)]-2-(4-クロロ-2-メチルフェノキシ)プロパン酸メコプロップP(2R)-2-(2-メチル-4-クロロフェノキシ)プロピオン酸(R)-2-(4-クロロ-2-メチルフェニルオキシ)プロパン酸(R)-2-(4-クロロ-2-メチルフェノキシ)プロパン酸(R)-2-(2-メチル-4-クロロフェノキシ)プロパン酸(R)-メコプロップ(2R)-2-(4-クロロ-2-メチルフェノキシ)プロパン酸(R)-2-(2-メチル-4-クロロフェノキシ)プロピオン酸(R)-2-(4-クロロ-2-メチルフェノキシ)プロピオン酸[R,(+)]-2-[(4-クロロ-o-トリル)オキシ]プロピオン酸メコプロップ‐P標準品CS_N-12363-250MG_メコプロップ-Pメコプロップ-PMCPP-P標準品(2R)-2-(4-クロロ-o-トリルオキシ)プロピオン酸(R)-2-(4-クロロ-o-トリルオキシ)プロピオン酸メコプロップ-P標準品D(+)-MECOPROP2m-4xpOPTICA(R)Astix(TM)duplosankvDUPLOSAN(R) KV
物性
構造計算による物性
- XLogP
- 3.1
- 極性表面積
- 46.5 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 3
- 回転可能結合数
- 3
- 重原子数
- 14
- 形式電荷
- 0
- 複雑度
- 208
実験および物理化学的性質
SpringerMaterials PropertiesFusion temperature
Pesticides
Herbicides
Active substance -> EU Pesticides database: Approved
Pesticides -> Herbicides, Chlorophenoxy
Environmental transformation -> Pesticides (parent, predecessor)
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionColorless odorless solid; [Reference #1]
物理化学的性質
- 融点
- 95 °C · 95 °C
- 沸点
- 308.11 °C · 308.11°C (rough estimate)
- 比重(密度)
- 1.2413 · 1.2413 (rough estimate)
- 蒸気圧
- 0.001 Pa · 0.001Pa at 25℃
- 屈折率
- 1.539 · 1.5390 (estimate)
- 闪点
- 100 °C · >100 °C
- 貯蔵温度
- 0 · 0-6°C
- 酸解離定数(Pka)
- 3.19 · 3.19±0.10(Predicted)
- 水溶解度
- 880 mg/L · 880mg/L at 20℃
- BRN
- 5261833 · 5261833
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, P391, and P501 (click each P-code to see the statement)
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, P391, and P501 (click each P-code to see the statement)
危険有害性情報
Regulatory Information
Commission Regulation No 844/2012
MCPP-p acid + salts is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)
03/70/EC, Dir. 03/70/EC, Reg (EU) 2026/2025, Reg. (EU) 2016/2016, Reg. (EU) 2016/2016, Reg. (EU) 2018/1796, Reg. (EU) 2018/1796, Reg. (EU) 2018/84, Reg. (EU) 2018/84, Reg. (EU) 2019/2094, Reg. (EU) 2019/2094, Reg. (EU) 2021/2068, Reg. (EU) 2021/52, Reg. (EU) 2024/324, Reg. (EU) 2025/787 , Reg. (EU) No 2023/114, Reg. (EU) No 540/2011, Reg. (EU) No 540/2011, Reg. (EU) No 823/2012, Reg. (EU) No 823/2012
REACH registered substance: mecoprop-P (ISO); (R)-2-(4-chloro-2-methylphenoxy)propionic acid (EC: 240-539-0)
Mecoprop-p: HSNO Approval: HSR003313 Approved with controls
Hazards SummaryThe potassium salt and dimethylamine salt dissociate to the MCPP-p acid. The mixture of isomers (Mecoprop) and the active isomer (MCPP-p) have similar toxic effects. {Reference #1] See Mecoprop and Mecoprop dimethylamine salt.
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute toxicity (ingestion) - category 4
Acute Tox. 4
毒性情報
TreatmentTreatment may include washing any areas of contact, GI decontamination if swallowed, administering an IV and forced alkaline diuresis. (L346)
化学と産業
薬理情報
Metabolism/Metabolites
CDDs are absorbed through oral, inhalation, and dermal routes of exposure. CDDs are carried in the plasma by serum lipids and lipoproteins, distributing mainly to the liver and adipose tissue. CDDs are very slowly metabolized by the microsomal monooxygenase system to polar metabolites that can undergo conjugation with glucuronic acid and glutathione. They may increase the rate of their own metabolism by inducing CDDs induce both phase I and phase II enzymes. The major routes of excretion of CDDs are the bile and the feces, though smaller amounts are excreted in the urine and via lactation. (L177)
用途と製造
Uses
Used as a plant growth regulator (herbicide); The R isomer has been identified as the herbicidally active isomer and with advances in chemical synthesis can now be affordably commercially manufactured; This enriched isomeric form is being called Mecoprop-p (MCPP-p) and is replacing the racemic mixture in all formulations being used in the US; [Reference #1]
Dioxins occur as by-products from the manufacture of organochlorides, the bleaching of paper, chlorination by waste and drinking water treatment plants, municipal solid waste and industrial incinerators, and natural sources such as volcanoes and forest fires. (L177, L178)
Household Products
Information on 8 consumer products that contain Mecoprop-p in the following categories is provided:
Information on 14 consumer products that contain d-Mecoprop in the following categories is provided:
Use ClassificationEnvironmental transformation -> Pesticides (parent, predecessor)
応用分野
使用Mecoprop-P has been used as a reference standard for identification of mecoprop enantiomer elution using chiral GC columns. It has also been used as a pesticide in a comparative study to detect the pesticide contamination of indoor air and human hair samples.
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