1,3-디클로로프로펜
1,3-다이클로로프로펜 · 1,3-디클로로프로펜 · 1,3-디클로로프로펜(시스그리고트렌스) · 디클로로프로펜 · 1,3-디클로로-1-프로펜 · 3-클로로알릴염화물 · 3-클로로프로페닐염화물 · D-D
식별자 및 물리적 특성
| CAS No. | 542-75-6 |
|---|---|
| 분자식 | C3H4Cl2 |
| 평균 분자량 | 110.97 g/mol |
| 단동위원소 질량 | 109.96900549 g/mol |
| SMILES | ClC=CCCl |
| InChIKey | UOORRWUZONOOLO-UHFFFAOYSA-N |
| PubChem CID | 24883 |
| ChEMBL | CHEMBL155926 |
| EC No. | 208-826-5 |
| DTXSID | DTXSID1022057 |
| 현지명 | 1,3-디클로로프로펜 |
화학 및 물리적 성질
| XLogP | 1.7 |
|---|---|
| 극성 표면적 | 0 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 0 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 5 |
| 형식 전하 | 0 |
| 복잡도 | 31.9 |
| 물질 분류 | Hazardous Air Pollutants (HAPs)Urban Hazardous Air Pollutants (HAPs) - EPA specified greatest potential health threat in urban areasCarcinogensVolatile Organic Compound (VOC) |
| SpringerMaterials Properties | Optical coefficient |
| 농약 | Pesticide -> EPA IRISAgrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: Not approvedHerbicides, NematicidesPesticides -> Fumigants |
| LogP(분배 계수) | log Kow = 2.06 (cis-isomer), 2.03 (trans-isomer) at 25 °C1.82 |
| 냄새 | Pungent odorSharp, sweet, irritating, chloroform-like odorSweet penetrating odor (technical product, 97-98% pure) |
| 맛 | Bitter |
| 밀도 | 1.2 at 68 °F (USCG, 1999) - Denser than waterwill sink1.220 at 25 °CRelative density (water = 1): 1.221.211.22 @25 °C |
| Color/Form | Colorless to straw-colored liquidAmber liquid |
| 용해도 | less than 0.1 mg/mL at 61.7 °F (NTP, 1992)In water, 2 g/L at 20 °CIn water at 25 °C: 2,180 mg/L (cis isomer), 2,320 mg/L (trans isomer)Miscible with hydrocarbons, halogenated solvents, esters, and ketonesSoluble in toluene, acetone, octaneSolubility in water, g/100ml at 20 °C: 0.2클로로포름, 메탄올에 용해됨 |
| Corrosivity | Corrosive to aluminum, magnesium, and alloys of these metalsIt apparently reacts with certain materials such as rubber, leather, & fur to form a strong odor. |
| 인화점 | 95 °F (NTP, 1992)28 °C (82 °F) - closed cup25 °C closed cup35 °C open cup35 °C (open cup)25 °C c.c.78 °F |
| 끓는 점 | 219 °F at 760 mmHg (NTP, 1992)108 °CColorless to straw-colored liquid, pungent, sweet, penetrating odorboiling point 104 °Cspecific gravity 1.211 (25 °C)vapor pressure 28 mm Hg (20 °C) /Technical 1,3-dichloropropene/226 °F108 °C @760 [mm Hg]97-112 °C(lit.) |
| 녹는점 | -60 °C |
| 증기압 | E-isomer 3700 Pa, Z-isomer 3500 Pa at 25 °C |
| 굴절률 | n20/D 1.472(lit.) |
| 저장 조건 | 2-8°C |
| 물리적 상태 | liquid |
| 색상 | Colorless to Light yellow to Light orange |
| 용해도 | 16.5&C에서 <0.01g/100mL |
| Merck | 14,3075 |
| BRN | 1719556 |
| 헨리 상수 | 6.4×10-3 mol/(m3Pa) at 25℃, Wright et al. (1992) |
| 주요 응용 | 환경 |
| InChI | 1S/C3H4Cl2/c4-2-1-3-5/h1-2H,3H2/b2-1+ |
| InChIKey | UOORRWUZONOOLO-OWOJBTEDSA-N |
| SMILES | ClC\C=C/Cl |
| LogP(분배 계수) | 2.040 |
| NIST | 1-Propene, 1,3-dichloro-(542-75-6) |
| EPA | 1,3-Dichloropropene (542-75-6) |
화학적 성질
1,3-Dichloropropene is a colorless to strawcolored liquid. Sharp, sweet, irritating, chloroform-like odor.
안전 및 규제
| GHS 분류 | DangerH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P331, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)H226 (98.4%): Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| 규제 정보 | Chemical: 1-Propene, 1,3-dichloro-Hazard Traits - CarcinogenicityDermatotoxicityHepatotoxicity and Digestive System ToxicityOther Toxicological Hazard TraitsRegulation (EC) No 1107/2009 (amended)1-Propene, 1,3-dichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propene, 1,3-dichloro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)2007/619/EC, 2011/36/EU, Reg. (EU) 2022/7402002/2076 |
| 기타 안전 정보 | IMAP assessments - CMR chemicals not registered under REACH: Human health tier II assessment |
| 운송 라벨(DOT) | Flammable Liquid |
| 화재 위험 | FLAMMABLE. POISONOUS GASES ARE PRODUCED IN FIRE. Flashback along vapor trail may occur. Vapor may explode if ignited in an enclosed area. Toxic and irritating gases may be generated. (USCG, 1999)Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 25 °C explosive vapour/air mixtures may be formed. |
| 화재 가능성 | Flammable liquid.A flammable liquid and dangerous fire hazard when exposed to heat, flame, or oxidizers. |
| 건강 유해성 | VAPOR: Irritating to eyes, nose and throat. LIQUID: Will burn skin and eyes. Harmful if swallowed. (USCG, 1999) |
| 유해성 요약 | 1,3-Dichloropropene is used as a component in formulations for soil fumigants. Acute (short-term) inhalation exposure of humans following a spill caused mucous membrane irritation, chest pain, and breathing difficulties. Effects on the lung have been observed in rats acutely exposed to 1,3- dichloropropene by inhalation. Chronic (long-term) dermal exposure may result in skin sensitization in humans. Damage to the nasal mucosa and urinary bladder are the primary health effects of rodents chronically exposed to 1,3-dichloropropene by inhalation. Information on the carcinogenic effects of 1,3- dichloropropene in humans is limited |
용도
개요
This nematocide is used as a sol fumigant prior to crop cultivation. Mainly farmers and process operators employed at pesticide plants are exposed.
용도
1,3-Dichloropropene (a technical-grade mixture of the cis-and transisomers) is used as a preplanting fumigant, mainly for the control of nematodes affecting the roots of plants, selected plant diseases, garden centipedes, wireworms, and weeds; as a solvent; and as an intermediate in the manufacture of 3,3-dichloro-1-propene and other pesticides. It is registered for use on all vegetable, fruit, and nut crops, all forage crops, tobacco, all fiber crops, and all nursery crops (EPA 1998). In Hawaii, 1,3-dichloropropene is used to control nematodes on pineapples at planting (Albrecht 1987). In 2009, three products containing 1,3-dichloropropene as an active ingredient were registered for restricted, non-residential use in the United States (EPA 2009). No products containing 1,3-dichloropropene are registered for use by homeowners (EPA 1998).
일반 설명
A clear colorless liquid. Flash point 95°F. Denser (at 10.2 lb / gal) than water and insoluble in water. Vapors are heavier than air. Used to make other chemicals and as soil fumigant.
제조 및 합성 방법
생산 방법
1,3-DCP is produced either by high-temperature chlorination of propylene or from 1,3-dichloro-2-propanol by dehydration with phosphoryl chloride or phosphorus pentoxide in benzene. All commercial preparations of 1,3-DCP are mixtures of the cis- and trans-isomers. According to SRI Consulting, Dow AgroSciences LLC (Freeport, Texas) is the only current manufacturer of 1,3- DCP. Active registrants of 1,3-DCP pesticide formulations include Dow AgroSciences LLC (Indianapolis, Indiana),Soil Chemicals Corporation (Hollister, California), and Trical (Hollister, California).