基本情報
- 標準SMILES
ClCCCCl- InChIKey
YHRUOJUYPBUZOS-UHFFFAOYSA-N- 分子式
- C3H6Cl2
- 平均分子量
- 112.98 g/mol
- 単同位体質量
- 111.98465555
概要
1,3-dichloropropane is a colorless watery liquid with a sweet odor. Sinks in water. Produces irritating vapor. (USCG, 1999)
名称と識別子
- 優先名称
- 1,3-Dichloropropane
- IUPAC
- 1,3-dichloropropane
- 現地名
- 1,3-ジクロロプロパン (1mg/mlメタノール溶液) [水質分析用]
- 英語名
- 1,3-Dichloropropane
- 分子式
- C3H6Cl2
- 分子量
- 112.99
名称と別名
名称をさらに表示
データベース識別子
- CAS
142-28-9- PubChem CID
- 8881
- DTXSID
DTXSID6022004- ChEMBL
CHEMBL157427- ChEBI
CHEBI:137978- UNII
- AJ1HQ2GUCP
- EC Number
- 205-531-3
- Nikkaji
- J2.543G
物性
構造計算による物性
- XLogP
- 2
- 極性表面積
- 0 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 0
- 回転可能結合数
- 2
- 重原子数
- 5
- 形式電荷
- 0
- 複雑度
- 12.4
実験および物理化学的性質
LogP
log Kow = 2.00
2.0
2.0
Density
1.1878 at 68 °F (USCG, 1999) - Denser than water; will sink
1.1876 @ 20 °C/4 °C
Relative density (water = 1): 1.19
1.1876 @25 °C
Solubility
Sol in benzene, chloroform, alcohol, ether
In water, 2.75X10+3 mg/l @ 25 °C
Solubility in water, g/100ml at 20 °C: 0.3
Flash Point
70 °F (est.) (USCG, 1999)
16 °C
16 °C o.c.
Boiling Point
248.7 °F at 760 mmHg (USCG, 1999)
120.4 °C @ 760 mm Hg
120 °C
120.9 °C @760 [mm Hg]
Melting Point
-147.1 °F (USCG, 1999)
-99.5 °C
-99 °C
-99.5 °C
物理化学的性質
- 融点
- 99 °C · −99 °C(lit.)
- 沸点
- 120 · 120-122 °C(lit.)
- 比重(密度)
- 1.19 g/mL · 1.19 g/mL at 25 °C(lit.)
- 蒸気圧
- 24 · 24-24.265hPa at 20-25℃
- 屈折率
- 20 · n20/D 1.448(lit.)
- 闪点
- 90 °F · 90 °F
- 貯蔵温度
- Refrigerator
- 溶解性
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- 外見
- 液体
- 色
- 無色透明
- 水溶解度
- 0.8 g/L · 0.8g/L(20℃)
- BRN
- 505960 · 505960
- Henry's Law Constant
- 1 · 1.0×10-2 mol/(m3Pa) at 25℃, Burkholder et al. (2019)
- Dielectric constant
- 9.51 · 9.5099999999999998
- InChI
- 1S/C3H6Cl2/c4-2-1-3-5/h1-3H2
- InChIKey
- YHRUOJUYPBUZOS-UHFFFAOYSA-N
- SMILES
- ClCCCCl
- LogP
- 2 at · 2 at 25℃ and pH7
- CAS データベース
- 142 · 142-28-9(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · Propane, 1,3-dichloro-(142-28-9)
- EPAの化学物質情報
- 1 · 1,3-Dichloropropane (142-28-9)
化学的性質
化学的特性1,3-Dichloropropene occurs as a clear colourless liquid with a sweet chloroform-like odor. It is soluble in alcohol and ether, dissolves in water (0.27g/100ml). The half-life of 1,3-dichloropropene in ambient air may range from 7 to 50 hours.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 0.7% (1 of 141) of reports.
Danger
H225 (20.6%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264+P265, P272, P273, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 141 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
危険有害性情報
Regulatory Information
Chemical: Propane, 1,3-dichloro-
Status: Active Update: 31-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25727
1,3-Dichloropropane: Does not have an individual approval but may be used under an appropriate group standard
Fire Hazards
Special Hazards of Combustion Products: Emits fumes of phosgene.
Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 16 °C explosive vapour/air mixtures may be formed.
Fire Potential
Flammable
A very dangerous fire hazard when exposed to heat or flame.
TSCA Requirements
Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Propane, 1,3-dichloro- is included on this list.
Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.
Reactivity Profile
Halogenated aliphatic compounds, such as 1,3-DICHLOROPROPANE, are moderately or very reactive. Halogenated organics generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Low molecular weight haloalkanes are highly flammable and can react with some metals to form dangerous products. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.
安全と保護具
Fire Fighting
Fire Extinguishing Agents: Foam, carbon dioxide, dry chemical. (USCG, 1999)
Use water spray, powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest.
First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth. Do NOT induce vomiting.
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Spillage Disposal
Evacuate danger area! Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance.
Preventive Measures
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
毒性情報
Ecotoxicity Values
LC50 Poecilia reticulata (guppy) 84 ppm/7 days
LC50 Cyprinodon variegatus (sheepshead minnow) 86,700 ug/l 96 hr
EC50 Selenastrum capricornutum 72,200 ug/l/96 hr Toxic Effect: Cell numbers
LC50 Daphnia magna (cladoceran) 282,000 ug/l 96 hr
For more Ecotoxicity Values (Complete) data for 1,3-DICHLOROPROPANE (7 total), please visit the HSDB record page.
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 290(SRC), determined from a log Kow of 2.0(2) and a regression-derived equation(3), indicates that 1,3-dichloropropane is expected to have moderate mobility in soil(SRC). Volatilization of 1,3-dichloropropane from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 9.76X10-4 atm-cu m/mole(4). The potential for volatilization of 1,3-dichloropropane from dry soil surfaces may exist (SRC) based upon a vapor pressure of 18.2 mm Hg(5). Using a standard dilution method and a sewage seed inoculum, 1,3-dichloropropane achieved 16% of the theoretical BOD during a 5 day incubation period(6), suggesting biodegradation may occur in soil(SRC). The hydrolysis half-life of 1,3-dichloropropane is 2.3 years at pH 7 and 25 °C(7), suggesting hydrolysis will occur slowly in moist soils(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 290(SRC), determined from a log Kow of 2.0(2) and a regression-derived equation(3), indicates that 1,3-dichloropropane is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 9.76X10-4 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 hours and 4.5 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 7(SRC) from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low. The hydrolysis half-life of 1,3-dichloropropane is 2.3 years at pH 7 and 25 °C(7). Using a standard dilution method and a sewage seed inoculum, 1,3-dichloropropane achieved 16% of the theoretical BOD during a 5 day incubation period(8), suggesting biodegradation may occur in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,3-dichloropropane, which has a vapor pressure of 18.2 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,3-dichloropropane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 21 days(SRC), calculated from its rate constant of 7.8X10-13 cu cm/molecule-sec at 25 °C(3).
Signs and Symptoms
Dizziness.
Redness. Pain.
Redness. Pain.
Soil Adsorption/Mobility
The Koc of 1,3-dichloropropane is estimated as 290(SRC), using a measured log Kow of 2.0(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1,3-dichloropropane is expected to have moderate mobility in soil.
TSCA Test Submissions
Toxicity of 1,3-dichloropropane (DCP) with respect to testicular changes was evaluated in male albino Wistar rats (10/treated group, 20 in arachis oil vehicle control group) exposed orally to DCP by gavage at dosage levels of 0, 100 or 400 mg/kg/day for 14 days. On day 15, the animals were sent for pathological examination. No significant differences between treated and control animals were observed in the following: maternal mortality, clinical observations, body weights and weight gain, testes weights, morphology, or detailed macroscopic and microscopic examination of the kidneys, testes, epididymides, ductuli efferentes, and vasa deferentes.
The mutagenicity of 1,3-dichloropropane was evaluated in Salmonella tester strains TA1535, TA1537, TA1538, TA98 and TA100 (Ames Test), Escherichia coli test strains WP2 and WP2 uvrA and Saccharomyces cerevisiae strain JD1, both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Bacterial cultures were tested at concentrations up to 4000ug/plate using the plate incorporation technique. 1,3-Dichloropropane was tested at concentrations up to 5.0mg/ml in liquid suspension cultures of Saccharomyces cerevisiae. 1,3-Dichloropropane produced a dose-related increase in the reversion frequency in Salmonella tester strain TA1535 at concentrations at or above 500ug/plate in the presence of metabolic activation. 1,3-Dichloropropane did not cause a positive response in any of the remaining tester strains with or without metabolic activation.
The ability of 1,3-dichloropropane (DCP) to cause chromosome aberrations in cultures of rat liver (RL4) cells was evaluated in the absence of added metabolic activation. Monolayer slide cultures of RL4 cells were exposed to 0, 125, 250 or 500 ug/ml for 24 hrs and 100 cells/culture (200-300 cells/dose level) were scored for chromosome aberrations. None of the cultures produced frequencies of chromosome aberrations statistically greater than those produced by the controls (DMSO vehicle).
Human Toxicity Excerpts
Vapors cause a slight smarting of eyes & resp system if present in high concn. The effect is temporary. ... If spilled on clothing & allowed to remain, may cause smarting & reddening of skin. ... Alters pancreatic function /as late effect/.
Symptomatology: 1A) Inhalation, high vapor concn: gasping, refusal to breathe, coughing, substernal pain, & extreme respiratory distress at vapor concn over 1500 ppm. Irritation of eyes & upper respiratory mucosa appears promptly after exposure to concentrated vapors. Lacrimation & headache are prominent. Coma may occur rapidly. B) Inhalation, low vapor concn: central nervous depression & moderate irritation of respiratory system. Headache is frequent. 2) Dermal: severe skin irritation with marked inflammatory response of epidermis & underlying tissues. 3) Oral: acute gastrointestinal distress with pulmonary congestion & edema. Central nervous depression, perhaps even in the absence of impaired oxygen uptake. 4) By any route, possible late injuries to liver, kidneys & heart. 5) After inhalation exposures, malaise, headache, chest & abdominal discomfort & irritability have been reported to persist for several weeks & perhaps for several years.
法規制情報
TSCA Requirements
Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Propane, 1,3-dichloro- is included on this list.
Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble of the 51 FR 41329.
CERCLA Reportable Quantities
Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1,000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
Clean Water Act Requirements
1,3-Dichloropropane is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance.
安全データ
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- TX9660000
- ridadr
- UN 1993 3/PG 2
- 毒性
- dog,LDLo,oral,3gm/kg (3000mg/kg),LIVER: OTHER CHANGESLUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMABLOOD: HEMORRHAGE,American Journal of Hygiene. Vol. 16, Pg. 325, 1932.
- hs_code
- 29031990
- risk_code
- 11-20-20/22-52/53-36/37/38-39/23/24/25-23/24/25-36-20/21/22
- 化審法
- (9)-576
- 消防法
- 危-4-2-III
- hazard_code
- F,Xn,T,Xi
- safety_code
- 9-16-29-33-24-61-26-45-36/37-7
- hazard_class
- 3
- packing_group
- II
- Hazard Classifications
- Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 142-28-9(Hazardous Substances Data)
化学と産業
用途と製造
General Manufacturing Information
Propane, 1,3-dichloro-: ACTIVE
PART OF DICHLOROPROPENE-DICHLOROPROPANE MIXT (PROBABLE USE)
Photochlorination of isopropyl ether leads to 1,3-dichloropropane.
応用分野
用途有機合成中間体、溶剤、ドライクリーニング用洗剤
使用1,3-Dichloropropane is used as an intermediate in organic synthesis. It is also used as solvent, detergent and chromatographic analysis. Further, it is used to prepare 3,7-dithia-nonanedioic acid by reacting with mercaptoacetic acid.
一般的な説明1,3-dichloropropane is a colorless watery liquid with a sweet odor. Sinks in water. Produces irritating vapor. (USCG, 1999)
調製方法
製造方法1,3-Dichloropropane is obtained by the action of propylene glycol with hydrochloric acid.1,3-Dichloropropane synthesis: A process for the preparation of 1,3-dichloropropane by reacting bis(3-hydroxypropyl)ether with hydrogen chloride, optionally in the presence of tertiary basic nitrogen compounds or other tertiary aliphatic bases as catalysts, distilling off the 1,3-dichloropropane and the water of reaction and working up the two phases. Process for the preparation of 1,3-dichloropropane
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: 1,3-dichloropropane is a chloroalkane that is propane in which a hydrogen from each of the terminal methyl groups has been replaced by a chlorine. It has a role as an environmental contaminant and a nematicide. It is a chloroalkane and a chlorohydrocarbon.
関連反応
関連ノート
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