プロパンスルトン

Propane sultone

HCID 14264CAS 1120-71-4

基本情報

標準SMILES
O=S1(=O)CCCO1
InChIKey
FSSPGSAQUIYDCN-UHFFFAOYSA-N
分子式
C3H6O3S
平均分子量
122.15 g/mol
単同位体質量
122.00376505

概要

1,3-Propane Sultone can cause cancer according to an independent committee of scientific and health experts.

名称と識別子

優先名称
Propane sultone
IUPAC
oxathiolane 2,2-dioxide
現地名
プロパンスルトン
英語名
1,3-Propanesultone
分子式
C3H6O3S
分子量
122.14

名称と別名

1120-71-41,3-PROPANE SULTONEPropane sultone1,2-oxathiolane 2,2-dioxidePropanesultone1,2-Oxathiolane, 2,2-dioxideRCRA waste number U193DTXSID80211953-Hydroxy-1-propanesulfonic acid gamma-sultone1,2-Oxathrolane 2,2-dioxide3-Hydroxy-1-propanesulphonic acid sultoneL6NTK7VJX9
名称をさらに表示
プロパンスルトン1-オキサ-2-チア(VI)シクロペンタン-2,2-ジオン3-ヒドロキシ-1-プロパンスルホン酸サルトン3-ヒドロキシプロパン-1-スルホン酸スルトン1,3-プロパンスルトン3-ヒドロキシ-1-プロパンスルホン酸1,3-スルトン3-ヒドロキシ-1-プロパンスルホン酸スルトン1,3-プロパンサルトン1,3プロパンスルトンプロパンサルトン1,2-オキサチオラン2,2-ジオキシド2,2-ジオキソ-1,2λ(6)-オキサチオラン1,3‐プロパンスルトン1,3-プロパンスルトン, 99%調子1,3-PS1,3-PROPANESULTONE1,3-propanesulfonic acid lactone1,3-Propanesulfone1,3-propyl sultoneoxathiolane 2,2-dioxidetonePropyl Sultone
3-HYDROXY-1-PROPANESULFONIC ACID SULTONENSC-423861-Propanesulfonic acid, 3-hydroxy-, gamma-sultoneDTXCID001195NSC42386gamma-Propane sultoneRefChem:729061-Propanesulfonic acid-3-hydroxy-gamma-sultone

データベース識別子

CAS
1120-71-4
PubChem CID
14264
DTXSID
DTXSID8021195
ChEMBL
CHEMBL3185243
ChEBI
CHEBI:82370
UNII
L6NTK7VJX9
EC Number
214-317-9
Nikkaji
J4.528D

物性

構造計算による物性

XLogP
-0.2
極性表面積
51.8 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
0
重原子数
7

実験および物理化学的性質

Chemical Classes · 3 件

Hazardous Air Pollutants (HAPs)

Other Classes -> Sulfur Compounds

Carcinogens

SpringerMaterials PropertiesDielectric constant
Odor · 2 件

Foul odor above 31.11 °C.

Releases a fould odor as it melts.

Density · 5 件

1.39 (NIOSH, 2024) - Denser than water; will sink

SPECIFIC GRAVITY: 1.393 @ 40 °C/4 °C

Density (at 25 °C): 1.392 g/cm³

1.393 @ 40°C

1.39

Color/Form · 2 件

COLORLESS LIQ OR WHITE CRYSTALS

White, crystalline solid or a colorless liquid (above 86 degrees F).

Solubility · 6 件

10 % (NIOSH, 2024)

READILY SOL IN KETONES, ESTERS & AROMATIC HYDROCARBONS

INSOL IN ALIPHATIC HYDROCARBONS

SOL IN WATER (100 G/L)

Solubility in water, g/100ml: 10 (moderate)

10%

物理化学的性質

融点
30 · 30-33 °C (lit.)
沸点
180 °C/30 · 180 °C/30 mmHg (lit.)
比重(密度)
1.392 g/mL · 1.392 g/mL at 25 °C (lit.)
蒸気圧
0.001 · 0.001-0.48Pa at 20-25℃
屈折率
1.4332 · 1.4332 (estimate)
闪点
230 °F · >230 °F

化学的性質

化学的特性1,3-Propane sultone is a white crystalline solid or a colorless liquid above 30°C. It releases a foul odor as it melts. It is readily soluble in water and many organic solvents such as ketones, esters and aromatic hydrocarbons.

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P280, P301+P317, P302+P352, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)

Danger

H301+H311 (21.2%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]

P203, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P318, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 6 件

Chemical: 1,2-Oxathiolane, 2,2-dioxide

Hazard Traits - Carcinogenicity

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

Status: Active Update: 07-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13407

Substance: 1,3-propanesultone

1,3-Propane sultone: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,2-Oxathiolane, 2,2-dioxide: Human health tier II assessment
DOT LabelPoison
Fire Hazards · 2 件

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Gives off irritating or toxic fumes (or gases) in a fire.

Health HazardsExcerpt from NIOSH Pocket Guide for Propane sultone:
Hazards Summary · 2 件

1,3-Propane sultone is used as a chemical intermediate. No information is available on the acute (short- term), chronic (long-term), reproductive, developmental, and carcinogenic effects of 1,3-propane sultone in humans. In rodents exposed to 1,3-propane sultone via gavage (experimentally placing the chemical in the stomach) and intravenous injection, tumors of the brain and other central nervous system (CNS) tissues have been observed. Leukemia, and tumors of the ear duct, small intestine, kidneys, lung, mammary gland, uterus, and skin have been reported in rodents exposed via gavage, injection, or dermal contact. The International Agency for Research on Cancer (IARC) has classified 1,3-propane sultone as a Group 2B, possible human carcinogen.

A carcinogen in animal testing; [HSDB]

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

In case of fire in the surroundings, use appropriate extinguishing media.

First Aid Measures · 4 件

Fresh air, rest.

Wear protective gloves when administering first aid. Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention if skin irritation occurs.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer for medical attention.

Rinse mouth. Seek medical attention if you feel unwell.

First Aid · 2 件

Excerpt from NIOSH Pocket Guide for Propane sultone:

(General first aid procedures)

Safe StorageDry. Well closed. Separated from food and feedstuffs.
Storage Conditions · 1 件

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practical to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should be contiguous to storage area. /Chemical Carcinogens/

Cleanup Methods · 1 件

PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

毒性情報

Cancer Sites[in animals: skin tumors, leukemia, gliomas]
Interactions · 5 件

1,3-PROPANE SULTONE-INDUCED SEEDLING GROWTH & ROOT GROWTH INJURY, M1 SPIKE STERILITY & M2 MUTATION FREQUENCY OF BARLEY INCR UNDER ACIDIC CONDITIONS OF PH IN CITRATE PHOSPHATE OR PHTHALAN SOLN.

GROWTH REGULATORS GIBBERELLIC ACID AND 3-INDOLEACETIC ACID EFFECTIVELY BLOCKED SEEDLING GROWTH INJURY AND MITOTIC CHROMOSOME ABERRATION INDUCTION BY THE ALKYLATING AGENT 1,3-PROPANE SULTONE IN BARLEY.

SODIUM AZIDE-INDUCED MUTATION OF BARLEY WAS SIGNIFICANTLY ENHANCED BY PRIOR TREATMENT WITH 1,3-PROPANE SULTONE, WHEREAS NO SUCH INTERACTION WAS OBSERVED WHEN SODIUM AZIDE-PRETREATED SEEDS WERE EXPOSED TO 1,3-PROPANE SULTONE.

The effects of 3 phenolic antioxidants, butylated hydroxyanisole, butylated hydroxytoluene, and propyl gallate on the mutagenic activity of propane sultone were studied using barley (Hordeum vulgare) as the test system. The antioxidants produced seedling injury marginally but did not produce any chromosomal aberrations. When administered either prior to propane sultone treatment or in a mixture with it, the seedling injury, chromosomal aberrations, mutation per 100 ml spikes as well as M2 chlorophyll mutation frequency, were enhanced. Post treatments reduced M1 spike sterility, mutations per 100 ml spikes and M2 chlorophyll mutation frequency.

In Chinese hamster (K1) cells and human lymphocytes treated with anticancer antibiotics and propane sultone, hyperthermia increased the potential of these compounds to induce chromosome aberrations when applied at temperature higher than 37 °C, irrespective of cell cycle phase.

Target OrgansEyes, skin, respiratory system
Environmental Fate · 3 件

TERRESTRIAL FATE: If 1,3-propane sultone is released to soil, it will be expected to rapidly hydrolyze if the soil is moist, based upon the rapid hydrolysis observed in aqueous solution(1,2,SRC). Since it rapidly hydrolyzes, adsorption to and volatilization from moist soil are not expected to be significant processes, although no data specifically regarding the fate of 1,3-propane sultone in soil were located(SRC).

AQUATIC FATE: If 1,3-propane sultone is released to water, it will be expected to rapidly hydrolyze, based upon a measured rate constant of 8.2X10-2 hr-1 for hydrolysis in aqueous solution at 25 °C(1) which corresponds to a half-life of 8.5 hr(SRC). The product of hydrolysis is 3-hydroxy-1-propanesulphonic acid(2). Since it rapidly hydrolyzes, bioconcentration, volatilization, and adsorption to sediment and suspended solids are not expected to be significant processes((SRC). No data were located concerning biodegradation, but 1,3-propane sultone will probably abiotically hydrolyze significantly faster than biodegradation(SRC).

ATMOSPHERIC FATE: If 1,3-propane sultone is released to the atmosphere, it will be susceptible to photooxidation via vapor phase reaction with photochemically produced hydroxyl radicals. An atmospheric half-life of 8 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm has been calculated for this process based upon an estimated rate constant(1,SRC).

Adverse EffectsIARC Carcinogen - Class 3: Chemicals are not classifiable by the International Agency for Research on Cancer.
Exposure Routes · 2 件

The substance can be absorbed into the body by inhalation, through the skin and by ingestion.

inhalation, skin absorption, ingestion, skin and/or eye contact

法規制情報

RCRA Requirements · 1 件

As stipulated in 40 CFR 261.33, when 1,3-propane sultone, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

Atmospheric Standards · 1 件

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. 1,3-Propane sultone is included on this list.

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 10 lb or 4.54 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).

安全データ

F
21
wgk
3
tsca
TSCA listed
rtecs
RP5425000
ridadr
UN 2810 6.1/PG 3
毒性
mouse,LD50,intraperitoneal,100mg/kg (100mg/kg),SKIN AND APPENDAGES (SKIN): HAIR: OTHERSENSE ORGANS AND SPECIAL SENSES: OTHER: EYEBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),National Technical Information Service. Vol. OTS0555330,

化学と産業

薬理情報

Mechanism of Action · 1 件

The reaction of propane sultone with guanosine and DNA at pH 6-7.5 gave an N7-alkylguanosine as the main products (>90%). Similar evidence suggested that 2 of the minor adducts were N1-and 6-alkyl derivatives, accounting for approx 1.6% and 0.5% of the total adduct,/respectively/. N7- and N1-alkylguanine were also detected in the DNA reacted with propane sultone.

Biological Half-LifeHALF-LIFE IS 110 MIN AT 37 °C IN PHOSPHATE BUFFER.

用途と製造

Uses · 4 件

1,3-Propane sultone is used as a chemical intermediate to introduce sulfopropyl groups into molecules and to confer water solubility and anionic character.

Used as a chemical intermediate in the production of organic chemicals; [HSDB]

1,3-PROPANE SULTONE IS USED AS CHEMICAL INTERMEDIATE TO INTRODUCE SULFOPROPYL GROUP ... INTO MOLECULES, & TO CONFER WATER SOLUBILITY & ANIONIC CHARACTER.

CHEM INT, EG, A SULFOALKYLATING AGENT (FORMER USE)

U.S. Production2023: 100,000 - <250,000 lb
Consumer UsesIon exchange agent
Industry UsesIon exchange agent
Methods of ManufacturingPREPN: 1,3-PROPANE SULTONE IS PRODUCED COMMERCIALLY BY DEHYDRATING GAMMA-HYDROXY-PROPANESULFONIC ACID, WHICH IS PREPARED FROM SODIUM HYDROXYPROPANESULFONATE. THIS SODIUM SALT IS PREPARED BY ADDITION OF SODIUM BISULFITE TO ALLYL ALCOHOL.
Formulations/PreparationsCommercial grade contains 99% active ingredient, 0.2% water and 0.8% acid (as 3-hydroxy-1-propanesulphonic acid)
応用分野 · 5 件

用途リチウムイオン電池の電解液

用途水溶性及び陰イオン性を付与するためにスルホプロピル基を導入する中間体 (HSDB (2009))

説明Propane sultone also known as 1,3-propane sultone was first produced in the United States in 1963. Propane sultone exists at room temperature as a colorless liquid with a foul odor or as a white crystalline solid.

使用1,3-Propane sultone is used as a chemical intermediate to introduce the sulfopropyl group into molecules and to confer water solubility and an anionic character to the molecules. It is used as a chemical intermediate in the production of fungicides, insecticides, cation-exchange resins, dyes, vulcanization accelerators, detergents, lathering agents, bacteriostats, and a variety of other chemicals and as a corrosion inhibitor for mild (untempered) steel.

一般的な説明Propanesultone is a synthetic, colorless liquid or white crystalline solid that is readily soluble in water and many organic solvents such as ketones, esters and aromatic hydrocarbons. Melting point 86°F. Releases a foul odor when melting.

調製方法

製造方法1,3-propane sultone is produced commercially by dehydrating gamma-hydroxy-propanesulfonic acid, which is prepared from sodium hydroxypropanesulfonate. this sodium salt is prepared by addition of sodium bisulfite to allyl alcohol.

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
補足説明 · 1 件

定義1,3-Propane sultone is a sultone. It is used as a chemical intermediate. When heated to decomposition, it emits toxic fumes of sulfur oxides. Humans are potentially exposed to residues of 1,3-propane sultone when using products manufactured from this compound. The primary routes of potential human exposure to 1,3-propane sultone are ingestion and inhalation. Contact with this chemical can cause mild irritation of the eyes and skin. It is reasonably anticipated to be a human carcinogen.

関連反応

198 件

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