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123-38-6

Basic Information
CAS No.: 123-38-6
Name: Propionaldehyde
Article Data: 1109
Molecular Structure:
Molecular Structure of 123-38-6 (Propionaldehyde)
Formula: C3H6O
Molecular Weight: 58.08
Synonyms: 1-Propanal;1-Propanone;Ethylcarboxaldehyde;Methylacetaldehyde;NSC 6493;Propaldehyde;Propional;Propionic aldehyde;Propylic aldehyde;n-Propanal;n-Propionaldehyde;Propanal;
EINECS: 204-623-0
Density: 0.798 g/cm3
Melting Point: -81 °C
Boiling Point: 49.339 °C at 760 mmHg
Flash Point: ?16°F
Solubility: 540 g/L (20 °C) in water
Appearance: colourless liquid
Hazard Symbols: FlammableF,IrritantXi
Risk Codes: 11-36/37/38
Safety: 9-16-29
Transport Information: UN 1275 3/PG 2
PSA: 17.07000
LogP: 0.59530
Synthetic route
107-18-6

allyl alcohol

123-38-6

propionaldehyde

Conditions
ConditionsYield
(sulphos)Rh(CO)2 In octane; water at 100℃; for 1h; Product distribution; Further Variations:; Solvents; autoclave;100%
With chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); silver(I) 4-methylbenzenesulfonate In toluene at 60℃; for 6h; Inert atmosphere;100%
With [Ru(η3:η3-C10H16)Cl2(benzimidazole)] In glycerol at 75℃; for 12h; Sealed tube; Inert atmosphere; Green chemistry;99%
107-02-8

acrolein

123-38-6

propionaldehyde

Conditions
ConditionsYield
With hydrogen; palladium(II) complex of ferrocenylamine sulfide (2) In acetone under 4137.2 Torr; for 1h; or with catalyst 3, 2 h;100%
With hydrogen; Ni/AlPO4-SiO2; nickel In methanol at 47.9℃; for 0.666667h;100%
With 2%Pd/Al2O3; hydrogen; palladium In water at 150℃; under 3750.38 Torr;85%
1333-74-0

hydrogen

107-02-8

acrolein

123-38-6

propionaldehyde

Conditions
ConditionsYield
With C61H62ClN3P2Ru In dichloromethane-d2 at 50℃; under 3040.2 Torr; for 8h; Reagent/catalyst; Time;100%
71-23-8

propan-1-ol

A

123-38-6

propionaldehyde

B

802294-64-0

propionic acid

Conditions
ConditionsYield
With potassium hydroxide at 50℃; electrolysis;A n/a
B 99%
With C30H24N2O7W; dihydrogen peroxide In water; acetonitrile for 12h; Reflux;A 64%
B 23%
palladium at 50℃; for 4h; electrooxydation on Pt-Rh-electrode;A 19.5%
B 17%
74-85-1

ethene

201230-82-2

carbon monoxide

123-38-6

propionaldehyde

Conditions
ConditionsYield
propylamine; di(rhodium)tetracarbonyl dichloride In ethanol at 110℃; under 50 Torr; for 1h;99%
With ; hydrogen In N,N-dimethyl-formamide at 100℃; under 42753.4 Torr; for 4.5h; Product distribution; other alkene; selectivity of the hydroformylation;74%
With hydrogen; silica gel; palladium var. Pd dispersion;

4-(1-propenyloxymethyl)-1,3-dioxalan-2-one

A

931-40-8

4-hydroxymethyl-1,3-dioxolan-2-one

B

123-38-6

propionaldehyde

Conditions
ConditionsYield
With water; dichloro bis(acetonitrile) palladium(II) at 40℃; for 2h;A 99%
B n/a
71-23-8

propan-1-ol

123-38-6

propionaldehyde

Conditions
ConditionsYield
With tetrahexylammonium tetrakis(diperoxomolybdo)phosphate In chloroform at 40℃; for 48h;98%
With C19H20N3O2Ru(2+)*2F6P(1-) In aq. buffer at 24.84℃; for 1h; pH=1.8; Thermodynamic data; Activation energy; Reagent/catalyst;95%
With cetyltrimethylammonium bromochromate In dichloromethane for 2h; Heating;92%
540-54-5

1-Chloropropane

123-38-6

propionaldehyde

Conditions
ConditionsYield
With C30H38Cl2Ir2N4 In dimethyl sulfoxide at 50℃; for 5h;95%
With oxygen; kieselguhr; copper(l) chloride In dichloromethane for 1.5h; Oxidation; Heating;91%
71-23-8

propan-1-ol

82807-94-1

[closo-3,3-(triphenylphosphine)2-3-HSO4-3,1,2-RhC2B9H11] tetrahydrofuran solvate

A

53687-46-0

closo-3,3-(PPh3)2-3-H-3,1,2-RhC2B9H11

B

123-38-6

propionaldehyde

Conditions
ConditionsYield
In propan-1-ol byproducts: H2SO4; under Ar, Rh complex suspended in 1-propanol, suspn. heated to 50°C in water bath for 10 min; ppt. filtered off, washed three times with ethanol and twice with diethyl ether, air-dried;A 94%
B n/a
583-04-0

vinyl benzoate

A

123-38-6

propionaldehyde

B

65-85-0

benzoic acid

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; diethylene glycol dimethyl ether; 1,6-bis(diphenylphosphino)hexane; water In 1,2-dimethoxyethane; dichloromethane at 20 - 85℃; for 0.666667h; Inert atmosphere;A 89 %Chromat.
B 94%
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Consensus Reports

Community Right-To-Know List. Reported in EPA TSCA Inventory.

Standards and Recommendations

ACGIH TLV: TWA 20 ppm
DOT Classification:  3; Label: Flammable Liquid

Specification

The Propionaldehyde, with the CAS registry number 123-38-6, is also known as Propionic aldehyde. Its EINECS registry number is 204-623-0. This chemical's molecular formula is C3H6O and molecular weight is 58.07914. Its IUPAC name is called Propanal. What's more, this chemical's classification codes are Mutation Data; Skin / Eye Irritant.

Physical properties of Propionaldehyde: (1)ACD/LogP: 0.40; (2)ACD/LogD (pH 5.5): 0.404; (3)ACD/LogD (pH 7.4): 0.404; (4)ACD/BCF (pH 5.5): 1.194; (5)ACD/BCF (pH 7.4): 1.194; (6)ACD/KOC (pH 5.5): 39.517; (7)ACD/KOC (pH 7.4): 39.517; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.348; (11)Molar Refractivity: 16.134 cm3; (12)Molar Volume: 75.374 cm3; (13)Surface Tension: 20.503 dyne/cm; (14)Density: 0.771 g/cm3; (15)Enthalpy of Vaporization: 28.31 kJ/mol; (16)Boiling Point: 49.339 °C at 760 mmHg; (17)Vapour Pressure: 299.383 mmHg at 25°C.

Preparation: Propionaldehyde is mainly produced industrially through hydroformylation, by combining synthesis gas (carbon monoxide and hydrogen) with ethylene using a metal catalyst:

CO + H2 + C2H4 → CH3CH2CHO

Uses of Propionaldehyde: It is principally used as a precursor to trimethylolethane (CH3C(CH2OH)3) through a condensation reaction with methanol; this triol is an important intermediate in the production of alkyd resins. Condensation of propionaldehyde with tert-butylamine gives CH3CH2CH=N-t-Bu, a three-carbon building block used in organic synthesis. Deprotonation of this imine with LDA produces CH3CHLiCH=N-t-Bu, which in turn condenses with aldehydes.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is highly flammable. In addition, it is irritating to eyes, respiratory system and skin. There will be a explosive when mixed with combustible material. Contact with water, it will liberate toxic gas.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCC=O
(2)InChI: InChI=1S/C3H6O/c1-2-3-4/h3H,2H2,1H3
(3)InChIKey: NBBJYMSMWIIQGU-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin 10mL/kg (10mL/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0533450,
mammal (species unspecified) LC50 inhalation 21800mg/m3 (21800mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 12(7), Pg. 16, 1968.
mammal (species unspecified) LD50 oral 1400mg/kg (1400mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(10), Pg. 25, 1988.
mouse LC50 inhalation 21800mg/m3/2H (21800mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 102, 1982.
mouse LD50 intraperitoneal 200mg/kg (200mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
National Technical Information Service. Vol. OTS0533450,
mouse LD50 subcutaneous 680mg/kg (680mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950.
mouse LDLo oral 800mg/kg (800mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
rabbit LD50 skin 2460mg/kg (2460mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
National Technical Information Service. Vol. OTS0543436,
rat LCLo inhalation 8000ppm/4H (8000ppm)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat LD50 intraperitoneal 200mg/kg (200mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: MUSCLE WEAKNESS
National Technical Information Service. Vol. OTS0533450,
rat LD50 oral 1410mg/kg (1410mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat LD50 subcutaneous 820mg/kg (820mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Acta Pharmacologica et Toxicologica. Vol. 6, Pg. 299, 1950.

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