1,1-Dichloropropane

HCID 6573CAS 26638-19-7

Basic information

Standard SMILES
CCC(Cl)Cl
InChIKey
WIHMGGWNMISDNJ-UHFFFAOYSA-N
Molecular formula
C3H6Cl2
Average molar mass
112.98 g/mol
Monoisotopic mass
111.9846556

Names & identifiers

Preferred name
1,1-Dichloropropane
IUPAC
1,1-dichloropropane
English name
1,1-DICHLOROPROPANE
Molecular formula
C3H6Cl2
Molecular weight
112.99

Names & synonyms

1,1-DICHLOROPROPANE78-99-9Propylidene chloridePropane, 1,1-dichloro-R 270fbalpha,alpha-Dichloropropanealpha,alpha-Propylene dichlorideUNII-SR71OVZ2OZSR71OVZ2OZHSDB 5131EINECS 201-165-3BRN 1731152
Show more names
1,1-Dichlorpropanr270fbpropylidenchloriddichloro-1,1propane1,1-dichloro-propanpropane,1,1-dichloropropane,1,1-dichloro-Propylidene dichloride
4-01-00-00195 (Beilstein Handbook Reference)DTXSID9058818PROPYLIDENE CHLORIDE [MI]1,1-DICHLOROPROPANE [HSDB]Propane, 1,1dichloroRefChem:71046alpha,alphaDichloropropanealpha,alphaPropylene dichloride

Database identifiers

CAS
26638-19-7、78-99-9
PubChem CID
6573
DTXSID
DTXSID9058818
ChEMBL
CHEMBL2287704
UNII
SR71OVZ2OZ
EC Number
201-165-3
Nikkaji
J4.226I

Properties

Computed structural properties

XLogP
2.5
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
1
Heavy atoms
5

Experimental & physicochemical properties

LogP2.3 (calculated)
OdorSweet
Density · 5 items

1.1321 at 68 °F (USCG, 1999) - Denser than water; will sink

1.1321 g/cu cm at 20 °C

Density: 1.143 at 10 °C

Relative density (water = 1): 1.13

1.1321 @ 20°C

Color/Form · 2 items

Liquid

Colorless watery liquid

Solubility · 5 items

In water, 2,700 mg/L at 20 °C

Very slightly soluble in water

Soluble in alcohol, ether, benzene, chloroform

Soluble in many org solvents

Solubility in water: none

Flash Point · 4 items

70 °F (est.) (USCG, 1999)

16 °C

7 °C (45 °F) - closed cup

16 °C o.c.

Physicochemical properties

Melting point
-83.56 °C · -83.56°C (estimate)
Boiling point
88 °C · 88 °C (lit.)
Density
1.13 g/mL · 1.13 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.4275(lit.)
Flash point
45 °F · 45 °F
solubility
organic solvents: soluble(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H225 (92.9%): Highly Flammable liquid and vapor [Danger Flammable liquids];H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation];H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P318, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationChemical: Propane, 1,1-dichloro-
DOT LabelCombustible Liquid
Fire Hazards · 2 items

Special Hazards of Combustion Products: Emits fumes of phosgene (USCG, 1999)

Highly flammable. Heating will cause rise in pressure with risk of bursting. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.

Fire PotentialA very dangerous fire hazard when exposed to heat, flame, or oxidizers.
Health HazardsINHALATION: May cause some central nervous system depression. EYES: May cause some pain and irritation. SKIN: Mild irritation. (USCG, 1999)
Hazards SummaryA skin and eye irritant; [ICSC] Inhalation can cause CNS depression; High concentrations may cause lacrimation; [HSDB] An irritant; Inhalation of high concentrations can cause CNS depression; May damage liver and kidneys; [MSDSonline]

Safety & protection

Fire Fighting · 2 items

Fire Extinguishing Agents: Foam, carbon dioxide, dry chemical. (USCG, 1999)

Use water spray, foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

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 Aid · 1 item

Call a doctor.;INHALATION: Remove to fresh air. If breathing has stopped, give artificial respiration.;EYES: Flush with running water for 15 minutes.;SKIN: Wash thoroughly with soap and water.;INGESTION: Gastric lavage or emesis and catharsis. (USCG, 1999)

Safe StorageSeparated from strong oxidants, strong bases and food and feedstuffs. Cool. Well closed. Keep in a well-ventilated room.
Fire Fighting Procedures · 2 items

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Storage class (TRGS 510): Flammable liquids.

Toxicology

Ecotoxicity Values · 5 items

LC50; Species: Lepomis macrochirus (bluegill) young of year weight 0.32-1.2 g; Conditions: freshwater, static, 21-23 °C, pH 6.5-7.9, dissolved oxygen 0.3-9.7 mg/L; Concentration: 98,000 ug/L for 24 hr /> or = 80% purity/

LC50; Species: Lepomis macrochirus (bluegill); Concentration: 97,900 ug/L for 96 hr

EC50; Species: Daphnia magna (Water Flea) age 6-24 hr; Conditions: freshwater, static; Concentration: 40000 ug/L for 24 hr; Effect: intoxication, immobilization /formulation/

LC50; Species: Daphnia magna (Water Flea) age < or =24 hr; Conditions: freshwater, static, 22 °C, pH 7.4-9.4, dissolved oxygen 6.5-9.1 mg/L; Concentration: 30000 ug/L for 24 hr (95% confidence interval: 20000-45000 ug/L) /> or = 80% purity/

For more Ecotoxicity Values (Complete) data for 1,1-Dichloropropane (6 total), please visit the HSDB record page.

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 61(SRC), determined from a structure estimation method(2), indicates that 1,1,-dichloropropane is expected to have high mobility in soil(SRC). Volatilization of 1,1,-dichloropropane from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.8X10-3 atm-cu m/mole(SRC), based upon its vapor pressure, 68.3 mm Hg(3), and water solubility, 2,700 mg/L(4). 1,1,-Dichloropropane is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). 1,1-Dichloropropane was degraded by an anaerobic enrichment culture able to reductively dechlorinate 1,2-dichloropropane(5); however, biodegradation is not expected to be an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 61(SRC), determined from a structure estimation method(2), indicates that 1,1,-dichloropropane is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.8X10-3 atm-cu m/mole(SRC), derived from its vapor pressure, 68.3 mm Hg(4), and water solubility, 2,700 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3 hrs and 4 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 14(SRC), from an estimated log Kow of 2.25(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Alkyl halides are susceptible to neutral and basic hydrolysis, but additional halides on a carbon atom markedly decreases the hydrolysis rate(7). 1,1-Dichloropropane was degraded by an anaerobic enrichment culture able to reductively dechlorinate 1,2-dichloropropane(8); however, biodegradation is not expected to be an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,1,-dichloropropane, which has a vapor pressure of 68.3 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,1,-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 19 days(SRC), calculated from its rate constant of 8.5X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 1,1,-Dichloropropane does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse Effects · 1 item

Neurotoxin - Acute solvent syndrome;Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.;Lacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.

Exposure RoutesThe substance can be absorbed into the body by inhalation.
Toxicity Summary · 1 item

IDENTIFICATION AND USE: 1,1-Dichloropropane is a liquid. It is used as a solvent for pesticide formulations. HUMAN STUDIES: Inhalation of a high vapor concentration can result in gasping, refusal to breathe, coughing, substernal pain, and extreme respiratory distress at vapor concentration over 1500 ppm. Irritation of eyes and upper respiratory mucosa appears promptly after exposure to concentrated vapors. Lacrimation and headache are prominent. Coma may occur rapidly. Inhalation of a low vapor concentration may cause central nervous depression and moderate irritation of respiratory system. Headache is frequent. Dermal exposure causes severe skin irritation with marked inflammatory response of epidermis and underlying tissues. Oral exposure may lead to acute gastrointestinal distress with pulmonary congestion and edema, as well as central nervous depression, perhaps even in the absence of impaired oxygen uptake. Exposure by any route may cause possible late injuries to liver, kidneys and heart. After inhalation exposures, malaise, headache, chest and abdominal discomfort and irritability have been reported to persist for several weeks and perhaps for several years. ANIMAL STUDIES: It was tested externally on eyes of rabbits and rated 2 on scale of 1-10 according to degree of injury observed after 24 hr, paying particular attention to condition of cornea. Most severe injuries have rated 10.

Signs and Symptoms · 3 items

Dizziness.

Redness. Pain.

Redness. Pain.

Regulatory information

Regulatory InformationChemical: Propane, 1,1-dichloro-
TSCA Requirements · 1 item

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, 1,1-dichloro is included on this list. Effective date: 3/7/86; Sunset date: 12/19/95.

CERCLA Reportable Quantities · 1 item

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. 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 item

1,1-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.

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
rtecs
TX9450000
ridadr
UN 1993 3/PG 2
Toxicity
LD50 orally in rats: 6.5 g/kg (Smyth et al.)
risk_code
20/21/22-36/37/38-40-11

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

(36)Chloride labeled chloropropanes such as 1,1-dichloropropane were enzymatically dechlorinated by enzyme system located in rabbit, rat, and guinea pig liver microsomes. System required NADPH and oxygen and was inducible by phenobarbital or benzo(a)pyrene but not methylcholanthrene. The optimum pH of the system was 8.2.

Uses & manufacturing

Uses · 2 items

Used as a solvent for pesticide formulations; [HSDB]

Farming (Pesticides) [Category: Industry]

U.S. Production · 2 items

(1977) NOT PRODUCED COMMERCIALLY IN USA

(1979) NOT PRODUCED COMMERCIALLY IN USA

Methods of ManufacturingObtained by the action of phosphorus pentachloride on propionaldehyde.
General Manufacturing InformationSRP: Contaminant of 1,2-dichloropropane.

Applications

Uses1,1-Dichloropropane was used in the synthesis of chloropropenes by undergoing flash vacuum pyrolysis over magnesium.

General DescriptionColorless watery liquid with a sweet odor. Sinks in water. Produces irritating vapor.

Suppliers1 total

Kinbester Co., Ltd[email protected]

Related reactions

7 records

Linked notes

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