Propionyl chloride

HCID 62324CAS 79-03-8

Basic information

Standard SMILES
CCC(=O)Cl
InChIKey
RZWZRACFZGVKFM-UHFFFAOYSA-N
Molecular formula
C3H5ClO
Average molar mass
92.52 g/mol
Monoisotopic mass
92.00289246

Overview

Propionyl chloride appears as a colorless liquid with a pungent odor. Corrosive and very irritating to skin and eyes. Used to make other chemicals.

Names & identifiers

Preferred name
Propionyl chloride
IUPAC
propanoyl chloride
English name
Propionyl chloride
Molecular formula
C3H5ClO
Molecular weight
92.52

Names & synonyms

Propionyl chloridePROPANOYL CHLORIDE79-03-8Propionic acid chloridePropionic chlorideMB6VL5OMB9UN1815NSC-83547CHLORO ETHYL KETONEDTXSID4058819UN-1815RefChem:176428
Show more names
propionylPropionylchloridPropionyl chloride, 98.5%PropionchloridePropionyl clorideAKOS BBS-00004085PROPIONYL CHLORIDE extrapure
DTXCID0048133201-170-0PropionylchlorideMFCD00000745PROPIONYL-D5 CHLORIDEUNII-MB6VL5OMB9propanoylchloridepropanoic chloride

Database identifiers

CAS
79-03-8
PubChem CID
62324
DTXSID
DTXSID4058819
UNII
MB6VL5OMB9
EC Number
201-170-0
Nikkaji
J4.227G

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
5

Experimental & physicochemical properties

Chemical Classes · 2 items

Toxic Gases & Vapors -> Acid Halides

Flammable agents - 3rd degree

SpringerMaterials PropertiesSchoenflies notation
OdorPungent odor
Density · 2 items

1.0646 g/cu cm at 20 °C

1.065 @25 °C

Color/FormColorless liquid
SolubilitySoluble in ether

Physicochemical properties

Melting point
-94 °C · -94 °C
Boiling point
77 · 77-79 °C (lit.)
Density
1.059 g/mL · 1.059 g/mL at 25 °C (lit.)
vapor density
3.2 · 3.2 (vs air)
vapor pressure
106 hPa · 106 hPa (20 °C)
refractive index
20 · n20/D 1.404(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

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

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

Hazard information

Hazards IdentificationWater-reactive material (WR)
Regulatory Information · 5 items

Chemical: Propanoyl chloride

List I Chemical: A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)

Status: Active Update: 23-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/5578

Propionyl chloride: 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.)

Other Safety InformationIMAP assessments - Propanoyl chloride: Human health tier I assessment
DOT LabelFlammable Liquid Corrosive
Fire Hazards · 2 items

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

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

Fire Potential · 2 items

Flammable ... .

Dangerous fire hazard when exposed to heat or flame.

Safety & protection

Fire FightingExcerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:
Accidental Release Measures · 2 items

· 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 items

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

General First Aid:

Firefighting HazardsCarbon oxides, Hydrogen chloride gas
Exposure Control and Personal Protection · 2 items

· 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 · 3 items

Dry powder

To fight fire, use CO2, dry chemical, do not use water.

Wear self-contained breathing apparatus for firefighting if necessary.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Propionyl chloride reacts vigorously with water to form propionic acid and hydrochloric acid(1); therefore, leaching in soil and volatilization from moist soil are not expected to be important fate processes(SRC). Propionyl chloride is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 97 mm Hg at 25 °C(SRC), determined from a fragment constant method(2).

AQUATIC FATE: Propionyl chloride reacts vigorously with water to form propionic acid and hydrochloric acid(1). This decomposition reaction will be the dominant fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), propionyl chloride, which has an estimated vapor pressure of 97 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 propionyl chloride 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 27 days(SRC), calculated from its rate constant of 5.9X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). Propionyl chloride hydrolyzes in moist air(3) yielding propionic acid and hydrochloric acid(4).

Adverse EffectsDermatotoxin - Skin burns.
Toxicity Summary · 1 item

IDENTIFICATION AND USE: Propionyl chloride is used in chemical synthesis. HUMAN STUDIES: There are no data available. ANIMAL STUDIES: It was corrosive in an eye irritation test in rabbits. In dermal irritation test in rabbits severe necrosis was observed after 1, 5 and 15 min of exposure. Propionyl chloride was negative in mutagenicity test in S. typhimurium strains TA 1535, TA 1537, TA 98 and TA 100 and E. coli WP2 uvr A with and without metabolic activation.

Soil Adsorption/MobilityPropionyl chloride reacts vigorously or violently with water to form propionic acid and hydrochloric acid(1); therefore, leaching in soil is not expected to be an important fate process(SRC).
Artificial Pollution Sources · 1 item

Propionyl chloride's production and use as a chemical intermediate(1) for the introduction of the propionyl group(e.g., in the production of pharmaceuticals) and for the synthesis of propionate esters may result in its release to the environment through various waste streams(SRC). Propionyl chloride is used as an intermediate in the production of agrochemicals and pharmaceuticals and it serves as an intermediate for dyes, textile auxiliaries and peroxide compounds(3).

Environmental BioconcentrationPropionyl chloride reacts vigorously or violently with water to form propionic acid and hydrochloric acid(1); therefore, bioconcentration in aquatic organisms is not expected to be an important fate process(SRC).

Safety data

PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
UG6657000
ridadr
UN 1815
hs_code
29399990

Chemistry & industry

Uses & manufacturing

Uses · 4 items

Used to make other chemicals; [CAMEO]

Toxic Gas from Spilling Chemical in Water [Category: Other]

Chemical intermediate.

Propionyl chloride is used for the introduction of the propionyl group and for the synthesis of propionate esters because of its high reactivity.

Methods of Manufacturing · 1 item

Propionyl chloride is produced industrially by treatment of propionic acid with phosgene or thionyl chloride. The reaction occurs at about 50 °C in the liquid phase in the presence of dialkylformamides. The product is then separated by distillation.

DEA Listed Chemicals · 2 items

Propionyl chloride

A chemical specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act and is important to the manufacture of a controlled substance. (21 eCFR 1310.02)

General Manufacturing InformationPropanoyl chloride: ACTIVE
Applications · 3 items

UsesPropionyl chloride is used as an intermediate in the production of agrochemicals and pharmaceuticals. It serves as an intermediate for dyes, textile auxiliaries and peroxide compounds. It acts as a crop protecting agent.

General DescriptionPropionyl chloride appears as a colorless liquid with a pungent odor. Corrosive and very irritating to skin and eyes. Used to make other chemicals.

General DescriptionPropionyl chloride is an important chemical intermediate used to synthesize various propionic acid derivatives.

Preparation methods · 1 item

PreparationPropionyl chloride is synthesized by reacting propionic acid with phosphorus trichloride at 40-50°C for 1h, cooling, standing, separating and distilling to obtain the product.CH3CH2COOH+PCl3→CH3CH2COCl+HOPCl2Propionyl chloride is produced industrially by treatment of propionic acid with phosgene or thionyl chloride. The reaction occurs at ca. 50°C in the liquid phase in the presence of dialkylformamides. The product is then separated by distillation.CH3CH2CO2H + COCl2 → CH3CH2COCl + HCl + CO2Propionyl chloride can also be obtained by the reaction of propionic acid with PCl5.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海伟聂化工科技有限公司13046668259 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
常州市紫东联化进出口有限公司0519-85560282 13656141470 · [email protected]

Related reactions

1,877 records

Linked notes

Loading…