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2,3-ジクロロ-1-プロパノール

(+-)-2,3-Dichloro-1-propanol

HCID 12018
ノート反応
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
部分構造検索類似構造を探す

基本情報

CAS
616-23-9
標準SMILES
OCC(Cl)CCl
InChIKey
ZXCYIJGIGSDJQQ-UHFFFAOYSA-N
分子式
C3H6Cl2O
平均分子量
128.98 g/mol
単同位体質量
127.9795702

概要

2,3-dichloro-1-propanol is a viscous colorless to amber liquid with an ethereal odor. (NTP, 1992)

名称と識別子

優先名称
(+-)-2,3-Dichloro-1-propanol
IUPAC
2,3-dichloropropan-1-ol
現地名
2,3-ジクロロ-1-プロパノール
英語名
2,3-DICHLORO-1-PROPANOL
分子式
C3H6Cl2O
分子量
128.99

名称と別名

2,3-Dichloro-1-propanol616-23-91-Propanol, 2,3-dichloro-alpha,beta-Dichlorohydrin2,3-DICHLOROPROPANOL1,2-Dichloro-3-propanol2,3-Dichloropropyl alcoholGlycerol 1,2-dichlorohydrinGlycerol alpha,beta-dichlorohydrinbeta-DichlorohydrinDTXSID20240381,2-Dichloropropanol-3
名称をさらに表示
2,3-ジクロロ-1-プロパノール2,3-ジクロロプロパン-1-オールグリセロール2,3-ジクロロヒドリンα,β-ジクロロヒドリン1,2-ジクロロ-3-プロパノールグリセロールα,β-ジクロロヒドリンβ-ジクロロヒドリン2,3-ジクロロ-1-プロパノ-ル2,3ジクロロ1プロパノル2,3‐ジクロロ‐1‐プロパノール2,3‐ジクロロ‐1‐プロパノール標準品2,3-ジクロロ-1-プロパノール標準品GLYCEROL-ALPHA2,3-DICHLORO-1-PROPAArotinolol impurity 62,3-dichloro-1-propano
DC1P88I7UKE7IMDTXCID504038BETA,GAMMA-DICHLOROHYDRINRefChem:81588(+-)-2,3-DICHLORO-1-PROPANOL210-470-02,3-Dichloropropan-1-ol

データベース識別子

物性

構造計算による物性

XLogP
0.8
極性表面積
20.2 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
2
重原子数
6
形式電荷
0
複雑度
32

実験および物理化学的性質

Chemical ClassesOther Classes -> Halogenated Alcohols
PesticidesPesticide -> EPA IRIS
Density · 2 件

1.3607 at 68 °F (NTP, 1992) - Denser than water; will sink

1.3607 @ 20 °C/4 °C

Color/FormVISCOUS LIQ
Solubility · 2 件

1 to 10 mg/mL at 76.1 °F (NTP, 1992)

Soluble in ethanol, ether, acetone

Flash Point196.5 °F (NTP, 1992)
Boiling Point · 2 件

361 to 365 °F at 760 mmHg (NTP, 1992)

183-185 °C

DecompositionWhen heated to decomposition it emits toxic fumes of /hydrogen chloride/.
Vapor Pressure0.18 [mmHg]
Refractive IndexINDEX OF REFRACTION: 1.4819 @ 20 °C/D
Physical Description · 3 件

2,3-dichloro-1-propanol is a viscous colorless to amber liquid with an ethereal odor. (NTP, 1992)

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

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 111 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H227: Combustible liquid [Warning Flammable liquids]

危険有害性情報

Regulatory Information · 3 件

Chemical: 1-Propanol, 2,3-dichloro-

1-Propanol, 2,3-dichloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propanol, 2,3-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)

2,3-Dichloro-1-propanol: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelPoison
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health Hazards · 1 件

SYMPTOMS: Symptoms of exposure to this compound may include irritation of the eyes, skin, mucous membranes and respiratory tract; abdominal pain, dyspnea, coughing, hemolytic anemia, cerebral hemorrhage, toxic hepatitis, gastrointestinal hemorrhage, nephritis, respiratory edema, headache, nausea, vomiting, somnolence, vertigo, diarrhea, abdominal pain, decreased urinary output, jaundice, death by renal failure, comatose, central nervous system depression and damage to the kidney and liver.

Hazards Summary · 1 件

Irritating to skin; Severely irritating to eyes; Poisonous by ingestion and skin contact; Moderately toxic by inhalation; Two middle aged men developed severe hepatic injury just after cleaning a dichloropropanol tank at a plant producing dichloropropanol. They died from hepatic failure 4 and 11 days respectively, after carrying out the work. Liver specimens taken at autopsy from one of the cases showed submassive hepatic necrosis. [HSDB] Toxic after ingestion or skin absorption; An irritant; May cause serious injury to eyes; [MSDSonline]

化学と産業

用途と製造

Uses · 2 件

Used for the production of epichlorohydrin; [HSDB]

Production of epichlorohydrin

U.S. Production2023: 10,000,000 - <50,000,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2 件

All Other Basic Organic Chemical Manufacturing

1-Propanol, 2,3-dichloro-: ACTIVE

応用分野 · 3 件

用途主にエピクロロヒドリンの製造に使用。

使用2,3-Dichloro-1-propanol may be employed as carbon and energy supplement for the growth of Pseudomonas putida strain (MC4).

一般的な説明Viscous colorless to amber liquid with an ethereal odor.

上流・下流製品情報

上流原料

2-アセトキシ-1,3-ジクロロプロパン2,3-ジクロロ-1-プロパノールアセタート2-クロロプロパン-1,3-ジオール1-アセトキシ-3-クロロ-2-プロパノールジグリセロール3-クロロ-1,2-プロパンジオール

関連反応

2 件
反応記録を作成
HRID 247364 の反応式
HRID 247364反応物としてuspto-grants-1987_11
HRID 1383882 の反応式
HRID 1383882反応物としてuspto-grants-2001_07

化合物ノート

読み込み中…

このページの内容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
CAS
616-23-9
PubChem CID
12018
DTXSID
DTXSID2024038
ChEMBL
CHEMBL1538584
UNII
88I7UKE7IM
EC Number
210-470-0
Nikkaji
J3.003A

Liquid

Colorless to amber liquid with an ethereal odor; [CAMEO]

Other Experimental Properties1 MG/L IS EQUIV TO 189.5 PPM @ 25 °C & 760 MM HG; 1 PPM IS EQUIV TO 5.28 MG/CU M @ 25 °C & 760 MM HG

物理化学的性質

融点
-29.15 °C · -29.15°C
沸点
182 °C · 182 °C
比重(密度)
1.36 g/mL · 1.360 g/mL at 20 °C (lit.)
屈折率
1.4835 · 1.4835-1.4855
闪点
93 °C · 93 °C
貯蔵温度
2 · Sealed in dry,2-8°C
溶解性
1 · 1~10g/l
酸解離定数(Pka)
13.75 · 13.75±0.10(Predicted)
外見
液体
色
無色透明
BRN
1732060 · 1732060
Henry's Law Constant
7.8 · 7.8×100 mol/(m3Pa) at 25℃, Wang et al. (2017)
InChI
1S/C3H6Cl2O/c4-1-3(5)2-6/h3,6H,1-2H2
InChIKey
ZXCYIJGIGSDJQQ-UHFFFAOYSA-N
SMILES
OCC(Cl)CCl
CAS データベース
616 · 616-23-9(CAS DataBase Reference)
EPAの化学物質情報
2 · 2,3-Dichloropropanol (616-23-9)

化学的性質

化学的特性CLEAR COLORLESS LIQUID

Reactive GroupAlcohols and Polyols
TSCA Requirements · 1 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. 2,3-dichloropropanol is included on this list.

Reactivity Profile2,3-DICHLORO-1-PROPANOL is incompatible with oxidizers, oxygen and peroxides. (NTP, 1992)
Air and Water ReactionsMay be sensitive to prolonged exposure to air. Slightly soluble in water.
Hazard Classes and Categories · 2 件

Acute Tox. 3 (100%)

Flammable liquids - Category 4

Skin, Eye, and Respiratory IrritationsA skin and severe eye irritant.

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

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.

Preventive Measures · 1 件

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 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

毒性情報

Target OrgansCardiovascular
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4(SRC), determined from a structure estimation method(2), indicates that 2,3-dichloropropanol is expected to have very high mobility in soil(SRC). Volatilization of 2,3-dichloropropanol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4X10-9 atm-cu m/mole(SRC), obtained using a fragment constant estimation method(3). 2,3-Dichloropropanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.18 mm Hg(SRC), determined from a fragment constant method(4). The half-life for the biodegradation of 2,3-dichloropropanol in two different soils was 23.1 and 55.3 days(5).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4(SRC), determined from a structure estimation method(2), indicates that 2,3-dichloropropanol is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 4X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(3,SRC), from an estimated log Kow(6,SRC), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 2,3-Dichloropropanol has a neutral first-order hydrolysis rate constant of 5.3X10-5 1/s and base-catalyzed second-order hydrolysis rate constant of 20.6 L/mole-hour(7) and, based on these values, is expected to have a hydrolysis half-life of approximately 1.4 years at pH 7 and 140 days at pH 8(7,SRC). Limited data indicate that 2,3-dichloropropanol may slowly biodegrade under aerobic conditions(8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,3-dichloropropanol, which has an estimated vapor pressure of 0.18 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,3-dichloropropanol 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 9 days(SRC) from its estimated rate constant of 1.77X10-12 atm cu m/mol(3).

Adverse EffectsOccupational hepatotoxin - Primary hepatotoxins: the toxic effect to the liver is the principal adverse effect of the chemical.
Effluent Concentrations2,3-Dichloropropanol has been detected in 1 of 46 US industrial effluent samples(1).
EPA IRIS Information · 3 件

2,3-Dichloropropanol

Cardiovascular

3 x 10 ^-3 mg/kg-day

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2,3-dichloropropanol can be estimated to be about 4(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,3-dichloropropanol is expected to have very high mobility in soil.

Human Toxicity Excerpts · 2 件

Two middle aged men developed severe hepatic injury just after cleaning a dichloropropanol tank at a plant producing dichloropropanol. They died from hepatic failure 4 and 11 days respectively, after carrying out the work. Liver specimens taken at autopsy from one of the cases showed submassive hepatic necrosis. /Dichloropropanol/

Poison by ingestion and skin contact. Moderately toxic by inhalation.

Artificial Pollution Sources2,3-Dichloropropanol's production and use in the production of epichlorohydrin(1) may result in it's release to the environment through various waste streams(SRC).
Environmental Biodegradation · 1 件

Incubation of 1,200 and 750 mg/kg 2,3-dichloropropanol with soil samples from Texas and Mississippi that had not previously been exposed to chemical waste resulted in calculated biodegradation removal half-lives of 23.1 and 55.3 days, respectively(1).

Environmental Bioconcentration · 1 件

An estimated BCF of 3 was calculated for 2,3-dichloropropanol(SRC), using an estimated log Kow of 0.78(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Volatilization from Water/Soil · 1 件

The Henry's Law constant for 2,3-dichloropropanol is estimated as 3X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,3-dichloropropanol is expected to be essentially nonvolatile(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as >10,000 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as >80,000 days(SRC). 2,3-Dichloropropanol's Henry's Law constant(1) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). 2,3-Dichloropropanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.18 mm Hg(SRC) determined from a fragment constant method(3).

Non-Human Toxicity Excerpts · 2 件

2,3-DICHLOROPROPANOL-1 RATED 5 ON RABBIT EYES. ...TESTED EXTERNALLY ON EYES OF RABBITS...PAYING PARTICULAR ATTENTION TO CONDITION OF CORNEA. MOST SEVERE INJURIES HAVE BEEN RATED 10.

ALL PROPANOL DERIV TESTED, INCL 2,3-DICHLORO-1-PROPANOL, WERE MUTAGENIC FOR SALMONELLA TYPHIMURIUM.

法規制情報

TSCA Requirements · 1 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. 2,3-dichloropropanol is included on this list.

安全データ

wgk
3
tsca
TSCA listed
rtecs
UB1225000
ridadr
UN 2810 6.1/PG 2
hs_code
29051990
risk_code
20-24/25-41
化審法
(2)-2002
安衛法
変異原性物質
消防法
危-4-3-III
hazard_code
T
safety_code
26-36/37/39-45
hazard_class
6.1
packing_group
III
Hazard Classifications
Acute Tox. 2 DermalAcute Tox. 3 OralEye Irrit. 2
ストレージクラス
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
有毒物質データの
616-23-9(Hazardous Substances Data)
1,3-ジクロロ-2-プロパノン
アクリル酸2,3-ジクロロプロピル
2,3-ジクロロプロピオンアルデヒド
1,2,3-トリクロロプロパン
塩化アリル
アリルアルコール

下流製品

エピクロロヒドリングリシジルメチルエーテル2,3-ジメルカプト-1-プロパノールテトラクロロエチレン1-ブロモ-2,3-ジクロロプロパン