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n-Propylchlorformiat

Propyl chloroformate

HCID 7998
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Grundinformationen

CAS
109-61-5
Standard-SMILES
CCCOC(=O)Cl
InChIKey
QQKDTTWZXHEGAQ-UHFFFAOYSA-N
Summenformel
C4H7ClO2
Durchschnittliche Molmasse
122,55 g/mol
Monoisotopische Masse
122,0134572

Überblick

N-propyl chloroformate appears as a colorless liquid. May be decomposed by water. Severely irritates skin and eyes. Very toxic by ingestion, inhalation or skin absorption. Denser than water and vapors heavier than air. Flash point 50 °F. Used to make other chemicals.

Namen und Bezeichner

Bevorzugter Name
Propyl chloroformate
IUPAC
propyl carbonochloridate
Lokaler Name
n-Propylchlorformiat
Englischer Name
Propyl chloroformate
Summenformel
C4H7ClO2
Molmasse
122.55

Namen und Synonyme

Propyl chloroformate109-61-5Propyl chlorocarbonateN-PROPYL CHLOROFORMATECarbonochloridic acid, propyl esterFormic acid, chloro-, propyl esterUN2740A5Y2T003JUDTXSID3042342UN-2740RefChem:176484DTXCID1022342
Weitere Namen anzeigen
NPCFchloro-formicacipropylesterPropyl chloroforMatProply chloroformateChloride propyl forMatePropyl chloridocarbonate
203-687-7propyl carbonochloridateChloroformic Acid Propyl Estern-PrOCOClchloroformic acid n-propyl ester1-propyl chloroformatePropyl chloridocarbonate #propylchloroformate

Datenbank-Bezeichner

CAS
109-61-5
PubChem CID
7998
DTXSID
DTXSID3042342
UNII
A5Y2T003JU
EC Number
203-687-7
Nikkaji
J34.719A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,3
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
7
Formalladung
0
Komplexität
62,7

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Toxic Gases & Vapors -> Acid Halides

Flammable agents - 3rd degree

SpringerMaterials PropertiesDielectric constant
LogP1.12
Density · 5 Einträge

1.09 at 68 °F (EPA, 1998) - Denser than water; will sink

1.091 AT 20 °C/4 °C

1.09 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.06

1.09 @25 °C

Viscosity0.80 cP @ 20 °C
Color/FormCOLORLESS LIQUID
Solubility · 3 Einträge

MISCIBLE WITH BENZENE, CHLOROFORM, ETHER

Insoluble in water

Solubility in water: reaction

Flash Point · 3 Einträge

-58 °F (EPA, 1998)

-50 °C (-58 °F)

26 °C c.c.

Boiling Point · 3 Einträge

237 to 241 °F at 760 mmHg (EPA, 1998)

112.4 °C

115 °C

Vapor Density · 3 Einträge

4.2 (EPA, 1998) - Heavier than air; will sink (Relative to Air)

4.2 (AIR= 1)

Relative vapor density (air = 1): 4.23

Vapor Pressure · 3 Einträge

20.0 [mmHg]

20 mm Hg @ 25.3 °C

Vapor pressure, kPa at 20 °C: 2.6

Refractive IndexINDEX OF REFRACTION: 1.4045 @ 20 °C

Physikochemische Eigenschaften

Siedepunkt
105 · 105-106 °C(lit.)
Dichte
1.09 g/mL · 1.09 g/mL at 25 °C(lit.)
Dampfdruck
0.87 psi · 0.87 psi ( 20 °C)
Brechungsindex
20 · n20/D 1.404(lit.)
Flammpunkt
84 °F · 84 °F
storage temp.
2 · 2-8°C
Löslichkeit
benzene: miscible(lit.)
Aggregatzustand
Oil
Farbe
Colourless
Wichte
1.09 · 1.09
Merck
13 · 13,7940
Dielectric constant
11.2 · 11.2(20℃)
Stabilität
Volatile
InChIKey
QQKDTTWZXHEGAQ-UHFFFAOYSA-N
LogP
1.385 · 1.385 (est)
CAS Datenbank
109 · 109-61-5(CAS DataBase Reference)
NIST chemische Informationen
n-Propylchloroformate(109-61-5)
EPA chemische Informationen
Propyl chloroformate (109-61-5)

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 · 6 Einträge

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Hazards IdentificationToxic/poison by inhalation (TIH/PIH)
Regulatory Information · 3 Einträge

REACH registered substance: Propyl chloroformate (EC: 203-687-7)

Carbonochloridic acid, propyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

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 Inhalation Hazard Flammable Liquid Corrosive
Fire Hazards · 3 Einträge

When heated to decomposition, it emits toxic fumes of chlorine containing compounds. Propyl chloroformate is a flammable/combustible material; it may be ignited by heat, sparks or flames. Vapors may travel to a source of ignition and flash back. Container may explode in heat or fire. Vapor explosion and poison hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Runoff from fire control or dilution water may cause pollution. Gradually decomposed by water and alcohol. Unstable, decomposes spontaneously to form hydrochloric acid and other products. Avoid moist air. (EPA, 1998)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 26 °C explosive vapour/air mixtures may be formed.

Health Hazards · 2 Einträge

Strongly irritating to eyes and mucous membranes. Poisonous; may be fatal if inhaled, swallowed or absorbed through skin. (EPA, 1998)

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

Hazards SummaryA corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation can cause pulmonary edema; [ICSC] A strong eye and mucous membrane irritant; [HSDB] See CHLOROFORMATES.
DOT ID and Guide2740 155
Reactive GroupAcyl Halides, Sulfonyl Halides, and Chloroformates
EC ClassificationSymbol: T; R: 10-23-34; S: (1/2)-26-36-45
UN ClassificationUN Hazard Class: 6.1; UN Subsidiary Risks: 3 and 8; UN Pack Group: I
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 Eintrag

Unstable, decomposes spontaneously to form hydrochloric acid and other products. Avoid moist air. [EPA, 1998]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Wear positive pressure breathing apparatus and special protective clothing. Isolate for 1/2 mile in all directions if tank car or truck is involved in fire.

NO water. Use dry powder, carbon dioxide, alcohol-resistant foam. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact with water.

First Aid Measures · 4 Einträge

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

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. Give one or two glasses of water to drink. Refer for medical attention .

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: Propyl chloroformate is strongly irritating to eyes and mucous membranes. Caution is advised.

General First Aid:

Safe StorageFireproof. Provision to contain effluent from fire extinguishing. Separated from acids, alcohols, amines, bases, oxidants and food and feedstuffs. Dry. Well closed. Store in an area without drain or sewer access.
Exposure Control and Personal Protection · 2 Einträge

· Wear positive pressure self-contained breathing apparatus (SCBA).

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

Fire Fighting Procedures · 1 Eintrag

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Apply water from as far a distance as possible. Use "alcohol" foam, carbon dioxide or dry chemical. Keep run-off water out of sewers and water sources.

Storage ConditionsOWING TO THE FACT THAT THESE COMPOUNDS DECOMP EASILY, STORAGE CONTAINERS SHOULD BE VENTED. /CHLOROFORMATES/
Nonfire Spill ResponseExcerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:
Spillage Disposal · 1 Eintrag

Evacuate danger area! Consult an expert! Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable dry plastic containers as far as possible. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations.

Preventive Measures · 1 Eintrag

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 Evacuation · 4 Einträge

Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:

Immediate precautionary measure

Small spill:

Small spill:

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Signs and Symptoms · 4 Einträge

Sore throat. Burning sensation. Cough. Laboured breathing. Shortness of breath. Symptoms may be delayed.

Redness. Pain. Skin burns.

Redness. Pain. Severe deep burns.

Abdominal pain. Burning sensation. Shock or collapse.

ICSC Environmental DataThe substance is toxic to aquatic organisms.
Human Toxicity ExcerptsTHE VAPORS ARE STRONGLY IRRITATING TO THE EYES & MUCOUS MEMBRANES.
Toxicity DataLC50 (mice) = 319 ppm/1h

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. Propyl chloroformate is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.

DHS Chemicals of Interest (COI) · 4 Einträge

Propyl chloroformate

1.00

10,000

Flammable chemical that can be released at a facility.

Sicherheitsdaten

wgk
1
tsca
TSCA listed
ridadr
UN 2740
hs_code
29151300
RTECS-Nr.
LQ6830000
risk_code
10-23-34-22-11
Toxizität
mouse,LC50,inhalation,319ppm/1H (319ppm),"Kirk-Othmer Encyclopedia of Chemical Technology," 3rd ed., Grayson, M., and D. Eckroth, eds. New York, John Wiley & Sons, Inc., 1978Vol. 4, Pg. 758, 1978.
hazard_code
T,F
safety_code
26-36-45-16
hazard_class
6.1
packing_group
I
Giftige Stoffe Daten
109-61-5(Hazardous Substances Data)

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Used in organic synthesis; [CAMEO] Used as a military poison gas (lachrymator); [Hawley] Used as a reactive intermediate to polymerization initiators and other chemicals; [HSDB]

Reactive intermediate to polymerization initiators and other chemicals

ImpuritiesCarbon dioxide, hydrogen chloride, phosgene, and alkyl chlorides; main impurities are corresponding carbonates /chloroformic esters/
U.S. ProductionND (1992)
Methods of ManufacturingPrepared by the reaction of liquid anhydrous alcohol /n-propyl alcohol/ with molar excess of dry, chlorine-free phosgene at low temperature /low molecular weight alkyl chlorofomates/
Formulations/Preparations · 2 Einträge

Typical specifications of commercial chloroformates: purity, 98%; phosgene, <0.1%, iron, <10 ppm; acidity as HCl, <0.1%; alcohol or phenol, <2% /chloroformic esters/

Commercial products have concentrations of 97-99 wt% /chloroformic esters/

General Manufacturing Information · 2 Einträge

Carbonochloridic acid, propyl ester: ACTIVE

Most chloroformate production is used captively and production figures are not available.

Anwendungen

VerwendenPropyl Chloroformate is used as a dramatizing agent for the determination of morphine, codeine and 6-acetyl morphine in urine and blood using direct aqueous derivatization.

Darstellung · 1 Eintrag

synthetischeSynthesis of Propyl chloroformate: Add n-propanol to the phosgene-passing kettle, start stirring, and then pass phosgene through the phosgene flowmeter. The phosgene-passing temperature is about 30 °C, and continue to pass the phosgene for several hours. When the end point is approached, sample and analyze, and stop when the standard is reached. Pass phosgene, cool, and then pass nitrogen to drive away phosgene and hydrogen chloride, destroy phosgene, and sample and analyze it as a product. Reaction equation: CH3CH2CH2OH+COCl2→ClCOOCH2CH2CH3

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Flow CellHydrogenchlorid

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