2,2-ジクロロプロピオン酸

2,2-ジクロロプロピオン酸 · 2,2-ジクロロプロパン酸 · トリポン · ダラポン · バシネックスP · α,α-ジクロロプロピオン酸 · ダラシド · プロプロップ

識別子と物理属性

CAS No.	75-99-0
分子式	C3H4Cl2O2
平均分子量	142.97 g/mol
単同位体質量	141.95883473 g/mol
SMILES	CC(Cl)(Cl)C(=O)O
InChIKey	NDUPDOJHUQKPAG-UHFFFAOYSA-N
PubChem CID	6418
ChEMBL	CHEMBL445525
ChEBI	CHEBI:81859
EC No.	200-923-0
DTXSID	DTXSID2021575
現地名	2,2-ジクロロプロピオン酸

化学・物理的性質

XLogP	1.3
極性表面積	37.3
水素結合供与体数	1
水素結合受容体数	2
回転可能結合数	1
重原子数	7
形式電荷	0
複雑度	88.9
物質分類	Corrosives
pH	(Aq): 1.32 (0.099 N, 23 °C)
SpringerMaterials Properties	Optical coefficient
農薬	Pesticide -> EPA IRISHerbicidesActive substance -> EU Pesticides database: Not approvedPesticides -> Herbicides, OtherPesticide (Dalapon) -> USDA PDB
LogP（分配係数）	log Kow= 0.780.761.34
臭い	Acrid odor.
密度	1.4 (NIOSH, 2024) - Denser than waterwill sink1.4014 at 20 °CRelative density (water = 1): 1.40
Color/Form	LiquidColorless liquid [Note: A white to tan powder below 46 degrees F. The sodium salt, a white powder, is often used].
溶解度	50 % (NIOSH, 2024)Very soluble in alcohol. Soluble in etherVery soluble in alkali solvents.In water, 502,000 mg/L at 25 °CSolubility in water, g/100ml at 25 °C: 9050%Acetonitrile (Slightly), Chloroform (Sparingly), Methanol (Slightly)50.2g/100mL
Corrosivity	Corrosive to ironFormulations are ... corrosive to equipment.
沸点	374 °F at 760 mmHg (USCG, 1999)190 °C202°C
Decomposition	When heated to decomposition it emits toxic fumes of /hydrgen chloride/.Decomposes >191 °C
融点	166°C (dec.)
屈折率	1.4544
引火点	>110°C
貯蔵条件	0-6°C
外観・状態	液体
pKa（酸解離定数）	pK1:2.06 (25°C)
色	Colorless to Light yellow
Merck	14,2802
BRN	1750149
ヘンリー定数	1.7×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
安定性	Hygroscopic
主な用途	農業環境
InChI	1S/C3H4Cl2O2/c1-3(4,5)2(6)7/h1H3,(H,6,7)
InChIKey	NDUPDOJHUQKPAG-UHFFFAOYSA-N
SMILES	CC(Cl)(Cl)C(O)=O
CAS データベース	75-99-0(CAS DataBase Reference)
NISTの化学物質情報	Propanoic acid, 2,2-dichloro-(75-99-0)
EPAの化学物質情報	Dalapon (75-99-0)

化学的特性

clear yellow liquid

安全性と法規制

GHS 分類	DangerH315: Causes skin irritation [Warning Skin corrosion/irritation]P264, P264+P265, P273, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, P362+P364, and P501 (click each P-code to see the statement)H302 (14%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P354+P338, P317, P321, P330, P332+P317, P362+P364, and P501 (click each P-code to see the statement)
規制情報	Hazard Traits - Nephrotoxicity and Other Toxicity to the Urinary SystemDalapon: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
その他の安全情報	IMAP assessments - Propanoic acid, 2,2-dichloro-: Environment tier I assessment
輸送ラベル（DOT）	Corrosive
火災危険	Combustible. Irritating fumes of hydrochloric acid may form in fire. Volatilizes with steam. (USCG, 1999)Gives off irritating or toxic fumes (or gases) in a fire.
火災の可能性	NONFLAMMABLE
健康有害性	VAPOR: Irritating to eyes, nose and throat. LIQUID: Will burn skin and eyes. Harmful if swallowed. (USCG, 1999)
有害性の概要	A irritant of the skin and respiratory tract[EPA Pesticides, p. 119] Contact with skin can cause burns[CHRIS]
反応性グループ	Acids, Carboxylic
EC 分類	Symbol: XnR: 22-38-41-52/53S: (2)-26-39-61
Special Reports	California State Dept Food and Agriculture. Pesticide Use Report Annual 1984, pp.31-32.Shore FL et alReport Iss EPA/600/4-85/060 PB86-108484/GAR p 136 (1985). Hazardous waste detection of chlorinated herbicides.Hill EF, Camardese MBUS Fish Wildl Serv Fish Wildl Tech Rep 2: 1-147 (1986). The report provides the most comprehensive data base available for avian subacute dietary toxicity tests and is primarily intended for use in ranking toxicities by a standard method that has a reasonable degree of environmental relevance.

用途

衛生材料、農薬(除草剤) 【注】国内での農薬登録(除草剤)は本物質のナトリウム塩として認可されており、今回のGHS分類においてはすべてナトリウム塩として調査を実施した。ナトリウム塩は、CAS番号が127-20-8、分子式がC3H3CL2NAO2、分子量が164.95である。なお、フリー体の性状は液体である。

説明

Dalapon is a commonly used herbicide for the control of annual and perennial grasses in croplands. The US Environmental Protection Agency (EPA) has listed dalapon as a general use pesticide and categorized dalapon as a Class II toxic agent (moderately toxic). As such, any product that contains dalapon would be labeled with ‘warning.’ The moderate toxicity associated with dalapon is confined primarily to workers around dalapon and those individuals who are applying dalapon. Contact with the herbicide can be caustic to human skin, damaging to the conjunctiva of the human eye, and irritating/damaging to the upper respiratory system of humans. When used to control grasses in cropland as well as noncropland, dalapon is distributed via either aerial or ground equipment for foliage application. Some of the common croplands that have benefitted from dalapon application include corn, potatoes, legume crops, citrus, fruit, and nut trees. It is used extensively in the western United States to control a variety of grasses such as Bermuda, Johnson, Crab, and Quack grasses. Dalapon is translocated to the roots where it acts as a growth regulator. Although highly soluble with the ability to readily move through the environment, dalapon is relative safe and instances of dalapon intoxication are rare. The primary sources of toxicity are contact with the sodium or magnesium salt of dalapon, which is an irritant to the eyes, skin, and respiratory system. Cases of elevated levels of dalapon in drinking water or groundwater have also been rare, and little toxicity has been reported following dalapon exposure in water. Individuals who were exposed to high levels for extended periods of time can experience kidney dysfunction. Collectively, dalapon is a relatively safe herbicide for the control of many annual and perennial grasses.

使用

Dalapon is used primarily for the selective control of annual and perennial grass weeds in cropland and noncropland. Dalapon is also used as a selective aquatic herbicide. It is acidic in nature and are not strongly sorbed by soils, and reported to be rapidly degraded in both soil and water by microbial processes.

一般的な説明

A colorless liquid. Soluble in water. Density 11.6 lb /gal. Corrosive to metals and tissue. Used as a herbicide.