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1,3-Dichloraceton

1,3-Dichloroacetone

HCID 10793
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Grundinformationen

CAS
534-07-6
Standard-SMILES
O=C(CCl)CCl
InChIKey
SUNMBRGCANLOEG-UHFFFAOYSA-N
Summenformel
C3H4Cl2O
Durchschnittliche Molmasse
126,97 g/mol
Monoisotopische Masse
125,96392011

Überblick

1,3-dichloroacetone appears as a crystalline solid. Denser than water and insoluble in water. Inhalation of dust or powder may cause adverse health reactions.

Namen und Bezeichner

Bevorzugter Name
1,3-Dichloroacetone
IUPAC
1,3-dichloropropan-2-one
Lokaler Name
1,3-Dichloraceton
Englischer Name
1,3-Dichloroacetone
Summenformel
C3H4Cl2O
Molmasse
126.97

Namen und Synonyme

1,3-Dichloroacetone534-07-61,3-Dichloro-2-propanone1,3-Dichloropropanonesym-Dichloroacetone2-Propanone, 1,3-dichloro-BISCHLOROMETHYL KETONEAcetone, 1,3-dichloroalpha,gamma-Dichloroacetone1,3-DichloroacetonaDichloro-1,3 acetoneDTXSID2021577
Weitere Namen anzeigen
DCAdichloroacetone1,3-dichloro-propan-2-one1,3-DCANSC 8745s-Dichloroacetone,-Dichloroacetone
UFH8559WS5NSC-8745alpha,alpha'-DichloroacetoneDTXCID001577CHEBI:156485RefChem:72632208-585-61,3-dichloropropan-2-one

Datenbank-Bezeichner

CAS
534-07-6
PubChem CID
10793
DTXSID
DTXSID2021577
ChEMBL
CHEMBL1231783
ChEBI
CHEBI:156485
UNII

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,2
Polarare Oberfläche (TPSA)
17,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
2
Schwere Atome
6
Formalladung
0
Komplexität
46,8

Experimentelle und physikochemische Eigenschaften

Chemical ClassesFlammable agents - 2nd degree
SpringerMaterials PropertiesSchoenflies notation
Density · 3 Einträge

1.3826 at 114.8 °F (EPA, 1998) - Denser than water; will sink

1.3826 at 46 °C/4 °C

1.3826 @ 46°C

Color/Form · 2 Einträge

Prisms or needles

Plates, needles on distillation

Solubility · 3 Einträge

> 10% in water

> 10% in ethanol

> 10% in ether

Boiling Point · 3 Einträge

343 °F at 760 mmHg (EPA, 1998)

173.4 °C

173 °C @760 [mm Hg]

Melting Point · 3 Einträge

113 °F (EPA, 1998)

45 °C

45 °C

Vapor Density4.38 (EPA, 1998) - Heavier than air; will sink (Relative to Air)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P203, P260, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P320, P321, P330, P361+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 82 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 4 Einträge

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

Status: Active Update: 15-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/17083

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

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire Hazards · 2 Einträge

When heated to decomposition, it emits highly toxic fumes of chlorides. This material may burn but does not ignite readily. Container may explode in heat of fire. (EPA, 1998)

· Combustible material: may burn but does not ignite readily.

Health Hazards · 2 Einträge

It may be fatal if inhaled, swallowed or absorbed through skin. Contact may cause burns to skin and eyes. Fire may produce irritating or poisonous gases. Runoff from fire control water may give off poisonous gases. Runoff from fire control or dilution water may cause pollution. (EPA, 1998)

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Chemie und Industrie

Pharmakologische Informationen

Absorption, Distribution and Excretion... Readily absorbed through the intact skin of rats and humans.

Verwendung und Herstellung

Uses · 2 Einträge

Vesicant

Synthesis of citric acid based on the reaction of glycerol derived 1,3-dichloroacetone with cyanide.

Methods of ManufacturingPrepd by the oxidation of dichlorohydrin with sodium dichromate.
General Manufacturing Information2-Propanone, 1,3-dichloro-: ACTIVE

Anwendungen

Verwenden1,3-Dichloroacetone was used as acceptor substrate in the cross-aldol reaction with donor substrates such as acetone, cyclopentanone and cyclohexanon

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Natriumdichromat Dihydrat1,3-Dichlor-2-propanol1-Chlor-2,3-epoxypropan

Nachgelagerte Produkte

(2-(Trifluoromethyl)thiazol-4-yl)methanamine2-(4-(Chloromethyl)thiazol-2-yl)guanidine(S)-((2-Guanidino-4-thiazolyl)methylisothiourea dihydrochloride

Zugehörige Reaktionen

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UFH8559WS5
EC Number
208-585-6
Nikkaji
J1.590C
Refractive Index
Index of refraction: 1.4716 at 40 °C
Physical Description1,3-dichloroacetone appears as a crystalline solid. Denser than water and insoluble in water. Inhalation of dust or powder may cause adverse health reactions.
Other Experimental PropertiesUV: 1-10 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /1,1-Dichloroacetone/

Physikochemische Eigenschaften

Schmelzpunkt
43 °C · 43 °C
Siedepunkt
73 °C733.4 · 73 °C733.4 mm Hg(lit.)
Dichte
1.383 g/mL · 1.383 g/mL at 25 °C(lit.)
Dampfdichte
4.38 · 4.38 (vs air)
Dampfdruck
0.1 mm · <0.1 mm Hg ( 20 °C)
Brechungsindex
1.44 · 1.4400
Flammpunkt
193 °F · 193 °F
storage temp.
Refrigerator (+4°C) + Poison room
Löslichkeit
alcohol: very soluble
Aggregatzustand
Crystals
Farbe
White or colorless
Wichte
1.383 · 1.383
PH
4.2 · 4.2 (10g/l, H2O, 20℃)
Wasserlöslichkeit
27.9 g/L · 27.9 g/L (20 º C)
Merck
14 · 14,3052
BRN
605456 · 605456
Dielectric constant
14 · 14.0(20℃)
InChI
1S/C3H4Cl2O/c4-1-3(6)2-5/h1-2H2
InChIKey
SUNMBRGCANLOEG-UHFFFAOYSA-N
SMILES
ClCC(=O)CCl
CAS Datenbank
534 · 534-07-6(CAS DataBase Reference)
NIST chemische Informationen
1 · 1,3-Dichloro-2-propanone(534-07-6)
EPA chemische Informationen
Bis(chloromethyl) ketone (534-07-6)
Hazards Summary · 1 Eintrag

The major hazards encountered in the use and handling of bischloromethyl ketone stem from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal absorption), exposure to this crystalline substance may occur from its use as vesicant or in the synthesis of citric acid. Effects from exposure may include contact burns to the skin and eyes, and even death with sufficiently high concentrations. In activities or situations where over exposure may occur, wear a self-contained breathing apparatus and chemical protective clothing which is specifically recommended by the shipper or producer. If contact should occur. immediately flush affected skin or eyes with running water for at least 15 minutes, and remove contaminated clothing and shoes at the site. While bischloromethyl ketone does not ignite easily, it may burn with the production of irritating and poisonous gases. Also, containers may explode violently in the heat of a fire. Fires involving bischloromethyl ketone may be extinguished with dry chemical, CO2, Halon, water spray, fog, or standard foam. Fight the fire from as far a distance as possible, and dike runoff from fire control water. Containers for international shipment by air and water must bear the labels, "Corrosive" and "Poison", respectively. Small spills of bischloromethyl ketone may be taken up and placed into containers for later disposal (liquid solutions are first absorbed by sand or other noncombustible material). Large liquid spills should be diked far ahead of the spill area for later disposal. Prior to implementing land disposal of bischloromethyl ketone, consult with environmental regulatory agencies for guidance.

DOT ID and Guide2649 153
Reactive GroupHalogenated Organic Compounds
Reactivity Profile · 1 Eintrag

A halogenated ketone. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.

DOT Emergency Guidelines · 5 Einträge

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Health: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.

For more DOT Emergency Guidelines (Complete) data for BISCHLOROMETHYL KETONE (8 total), please visit the HSDB record page.

DOT Hazard Classification · 4 Einträge

1,3-Dichloroacetone

UN2649

Div 6.1 Poisonous materials (49 eCFR § 173.132)

PG II: the degree of danger presented by the material is medium

Air and Water ReactionsInsoluble in water.
CERCLA Reportable Quantities · 1 Eintrag

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Bis(chloromethyl) ketone is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 10/10,000 lbs.

Sicherheit und Schutzausrüstung

Fire Fighting · 1 Eintrag

Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Wear positive pressure breathing apparatus and special protective clothing. Remove and isolate contaminated clothing at the site. If water pollution occurs, notify appropriate authorities.

Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 Einträge

Warning: Bis(chloromethyl) ketone may be fatal if inhaled, swallowed, or absorbed through skin.

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Disposal Methods · 1 Eintrag

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.

Isolation and Evacuation · 2 Einträge

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

Immediate precautionary measure

Protective Action Criteria (PAC) · 3 Einträge

0.025 [mg/m3]

0.27 [mg/m3]

1.0 [mg/m3]

Personal Protective Equipment (PPE) · 1 Eintrag

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

Emergency Response Planning GuidelinesSmall Fire

Toxikologische Informationen

Human Toxicity ExcerptsLacrimator ...
Non-Human Toxicity Excerpts... 1,3-Dichloro-2-propanone is strongly mutagenic without activation.
Probable Routes of Human Exposure... skin ...

Regulatorische Informationen

CERCLA Reportable Quantities · 1 Eintrag

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Bis(chloromethyl) ketone is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 10/10,000 lbs.

Sicherheitsdaten

F
19
wgk
3
tsca
TSCA listed
ridadr
UN 2649
hs_code
29147090
RTECS-Nr.
UC1430000
risk_code
24-26/28-34-68-36/37/38-11
Toxizität
mmo-sat 1250 ng/plate MUREAV 157,111,85
hazard_code
T+,F
safety_code
26-36/37/39-45-28A-1-28-16
hazard_class
6.1
packing_group
II
Speicherklasse
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Giftige Stoffe Daten
534-07-6(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 1 InhalationAcute Tox. 2 DermalAcute Tox. 2 OralMuta. 2Skin Corr. 1B
Fluconazole
3-(2-Guanidino-thiazol-4-yl-methylthio)-propionitrile
Famotidine
5-Chloro-4-(chloromethyl)-1,2,3-thiadiazole, 97%, 97
Nizatidine
4-(Chloromethyl)thiazole
1,1-Dichloraceton
4-Chloromethyl-2-phenyl-oxazole
4-Chloromethyl-2-methylthiazole hydrochloride
2,3-Dichlorpropanol