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1,3-ジクロロプロパン (1mg/mlメタノール溶液) [水質分析用]

1,3-Dichloropropane

HCID 8881
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
142-28-9
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

1,3-DICHLOROPROPANE142-28-9Trimethylene dichloridePropane, 1,3-dichloro-R 270faAJ1HQ2GUCPDTXSID6022004NSC-6204DTXCID802004CHEBI:137978RefChem:72637205-531-3
名称をさらに表示
1,3-ジクロロプロパン1,3-ジクロロプロパン (1mg/mlメタノール溶液) [水質分析用]トリメチレンジクロリド塩化トリメチレントリメチレンクロリド1,3ジクロロプロパン二塩化トリメチレン1,3‐ジクロロプロパン1,3-ジクロロプロパン STANDARD1,3-ジクロロプロパン Standard, 0.2 mg/mL in MeOH1,3-ジクロロプロパン Standard, 2.0 mg/mL in MeOH1,3-ジクロロプロパン Standard, 5.0 mg/mL in MeOHpropylendichlorider270faNSC 62041.3-DichloroprAKOS BBS-000044061,3-Dichlorpropan1,3-dichloro-propan
1,3-Dichloro-propaneCH2ClCH2CH2ClCl(CH2)3ClMFCD00000999Trimethylene ChlorideCCRIS 9220HSDB 5482Dichloropropane, 1,3-

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補完中

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

SolventsSolvents -> Chlorinated Aliphatics
SpringerMaterials PropertiesSchoenflies notation
PesticidesVolatile Organic Compound (VOC) (Pesticide/Volatile Organic Compound (VOC))
LogP · 3 件

log Kow = 2.00

2.0

2.0

OdorSweet
Density · 4 件

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

Color/FormColorless liquid
Solubility · 3 件

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 · 3 件

70 °F (est.) (USCG, 1999)

16 °C

16 °C o.c.

Boiling Point · 4 件

248.7 °F at 760 mmHg (USCG, 1999)

120.4 °C @ 760 mm Hg

120 °C

120.9 °C @760 [mm Hg]

DecompositionWhen heated to decomposition it emits highly toxic fumes of /hydrogen chloride/ and phosgene.
Melting Point · 4 件

-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 · 1 件

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

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 · 6 件

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 · 3 件

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

DOT LabelFlammable Liquid
Fire Hazards · 2 件

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 · 2 件

Flammable

A very dangerous fire hazard when exposed to heat or flame.

Health HazardsINHALATION: May cause some central nervous system depression. EYES: May cause some pain and irritation. SKIN: Mild irritation. (USCG, 1999)
Hazards SummaryA skin, eye, and respiratory tract irritant; [ICSC] Inhalation of high concentrations can cause CNS depression, kidney, and liver injury; [HSDB] An irritant; [MSDSonline]
Reactive GroupHalogenated Organic Compounds
UN ClassificationUN Hazard Class: 3; UN Subsidiary Risks: 6.1; UN Pack Group: II
Special ReportsTSCA CHIPs present a preliminary assessment of 1,3-dichloropropane's potential for injury to human health & the environment (available at EPA's TSCA Assistance Office: (202) 554-1404
TSCA Requirements · 2 件

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 AlertsHighly Flammable
Reactivity Profile · 1 件

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 · 2 件

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 · 4 件

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.

First AidCall a doctor.
Safe StorageSeparated from food and feedstuffs, oxidants, acids, bases and alumina. Cool. Well closed. Keep in a well-ventilated room.
Firefighting HazardsFlash back along vapor trail may occur.
Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Disposal Methods · 1 件

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 · 1 件

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 · 2 件

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.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Eye PreventionWear safety spectacles.
Fire PreventionNO open flames, NO sparks and NO smoking. Above 16 °C use a closed system, ventilation and explosion-proof electrical equipment.

毒性情報

Body Burden1,3-Dichloropropane was identified, not quantified, in human adipose tissue(1).
Ecotoxicity Values · 5 件

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 · 3 件

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).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure RoutesThe substance can be absorbed into the body by inhalation and by ingestion.
Signs and Symptoms · 3 件

Dizziness.

Redness. Pain.

Redness. Pain.

Effluent Concentrations1,3-Dichloropropane was detected at levels of 18, 0.038, 0.008 and 0.012 ppm in leachate from four monitoring wells located at an abandoned organic chemical manufacturing facility near Salem, OH(1).
Medical SurveillanceEvaluate the skin, liver, and renal function on a periodic basis, as well as cardiac and respiratory status & general health.
Soil Adsorption/Mobility · 1 件

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 · 3 件

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).

Atmospheric ConcentrationsSOURCE DOMINATED: 1,3-Dichloropropane was detected in the air near an unspecified industrial site at a concn of 2 ppb(1).
Human Toxicity Excerpts · 2 件

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 · 2 件

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 · 1 件

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 件

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

UsesNo known commercial production or sale in the US in 2000; [HSDB]
U.S. Production(1977) 4.5X10+8 G MIN-PROBABLY AS A BYPRODUCT
Consumption PatternsNo evidence of commercial prodn or sales of the isolated cmpd in USA in 2000.
Methods of ManufacturingMay be produced as a result of the photochlorination of isopropyl ether.
General Manufacturing Information · 3 件

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 · 3 件

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 · 1 件

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

1,3-プロパンジオールD-D Extender塩酸2,3-プロパンジオール2,2'-オキシビス(1-クロロプロパン)1-クロロ-2-プロパノール (約25%2-クロロ-1-プロパノール含む)

下流製品

2-(2-(ジフェニルホスフィノ)エチル)ピリジン[1,3-ビス(ジフェニルホスフィノ)プロパン]ニッケル(II)ジクロリド1,3-ビス(ジフェニルホスフィノ)プロパンビス(2,4-ペンタンジオナト)パラジウム(II)ビス(ジベンジリデンアセトン) パラジウム(0)シクロプロパンS,S'-[2-(ジメチルアミノ)-1,3-プロパンジイル]ビス(ベンゼンスルホノチオアート)グリシジルメチルエーテル1,3-ジアミノプロパン1,1,3-トリクロロプロパン1,1-シクロブタンジカルボン酸ジエチルアリルブチルエーテル(3-クロロプロピル)マロン酸ジエチルトリメチレン ビス(4-アミノベンゾアート)1,2-ジアザシクロペンタン3-クロロプロピルアミン
補足説明 · 1 件

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

47 件
反応記録を作成
HRID 4761 の反応式
HRID 4761反応物としてuspto-grants-1988_02
HRID 91522 の反応式
HRID 91522反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 173480 の反応式
HRID 173480反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 205034 の反応式
HRID 205034反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 258786 の反応式
HRID 258786反応物としてuspto-grants-1977_07
HRID 355355 の反応式
HRID 355355反応物としてuspto-grants-1998_11
HRID 363302 の反応式
HRID 363302反応物としてuspto-grants-1999_02
HRID 400297 の反応式
HRID 400297反応物としてuspto-grants-1998_10
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