123-19-3

Basic information

• Product Name: 4-Heptanone
• Synonyms: (n-C3H7)2CO;4-Heptanon;4-Oxoheptane;Di-n-propylketon;Dipropylketon;dpk;Heptan-4-on;Heptan-4-one
• CAS NO: 123-19-3
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.19
• EINECS: 204-608-9
• Product Categories: Industrial/Fine Chemicals;ketone
• Mol File: 123-19-3.mol
• Article Data: 147

Chemical Properties

• Melting Point: -33 °C
• Boiling Point: 149-150 °C(lit.)
• Flash Point: 120 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 0.817 g/mL at 25 °C(lit.)
• Vapor Density: 3.94 (vs air)
• Vapor Pressure: 5.2 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.408(lit.)
• Storage Temp.: Flammables area
• Solubility: H2O: insoluble
• Explosive Limit: 1%(V)
• Water Solubility: 4.6 g/L (20 ºC)
• Stability: Stable. Flammable. Incompatible with strong oxidizing agents, strong bases, strong reducing agents.
• Merck: 14,3345
• BRN: 1699049
• CAS DataBase Reference: 4-Heptanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Heptanone(123-19-3)
• EPA Substance Registry System: 4-Heptanone(123-19-3)

Safety Data

• Hazard Codes: Xn
• Statements: 10-20/22-20-R20-R10-2017/10/20
• Safety Statements: 24/25-S24/25
• RIDADR: UN 2710 3/PG 3
• WGK Germany: 2
• RTECS: MJ5600000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 123-19-3(Hazardous Substances Data)

Usage

Description

Different sources of media describe the Description of 123-19-3 differently. You can refer to the following data:
1. 4-Heptanone is an organic ketone containing seven carbon atoms. It can be found in urine samples of human being. It arises from in vivo beta-oxidation of 2-ethylhexanoic acid (EHA) from plasticisers, which is similar to the formation of 3-heptanone from valproic acid. It is mainly used as the solvents of nitrocellulose, nitrocellulose paint and synthetic resin and as the raw materials of organic synthesis. It can also be used as a internal standard of gas chromatography-mass spectrometry for the analysis of 3-monochloro-1, 2-propane diol which is a potential carcinogen found in soy sauce. It can be synthesized during the reaction of 1-butanol over base catalysts such as MgO.
2. 4-Heptanone has a penetrating odor and burning taste. It is prepared by passing butyric acid over a wood coal at 425°C and then over cerium oxide at 500°C or over thorium oxide; also over manganese oxide at 400 - 425°C.

References

Walker V, and Mills GA. "Urine 4-heptanone: a beta-oxidation product of 2-ethylhexanoic acid from plasticisers. " Clinica Chimica Acta306.2(2001):51-61. Dayrit, F. M., and M. R. Ni?onuevo. "Development of an analytical method for 3-monochloropropane-1,2-diol in soy sauce using 4-heptanone as derivatizing agent." Food Additives & Contaminants 21.3(2004):204-9. Plint, Neville, et al. "Catalysed synthesis of 4-heptanone from 1-butanol."Catalysis Today 49.1–3(1999):71-77.

Chemical Properties

Different sources of media describe the Chemical Properties of 123-19-3 differently. You can refer to the following data:
1. 4-Heptanone has a penetrating odor and burning taste.
2. colourless liquid

Occurrence

Reported found in apple juice, papaya, pear, cabbage, baked potato, roasted peanut, chicken fat, coffee, bachang (Mangifera foetida L ) and rooibus tea (Aspalathius linearis)

Uses

Different sources of media describe the Uses of 123-19-3 differently. You can refer to the following data:
1. Solvent for nitrocellulose, oils, resins, and polymers and in flavorings
2. Dipropyl ketone (DPK) is used as a solventin oils, resins, nitrocellulose, and polymers;and as a flavoring compound.
3. 4-Heptanone is used as a solvent for nitrocellulose as well as in organic synthesis. It is involved in the preparation of flavorings. It is used as an intermediate in the synthesis of active pharmaceutical ingredients. Further, it is used in paints and coatings.

Preparation

By passing butyric acid over wood coal at 425°C and then over cerium oxide at 500°C or over thorium oxide; also over manganese oxide at 400 to 425°C.

Aroma threshold values

Detection: 8.2 to 41 ppb; aroma characteristics at 1.0%: sweet ethereal, banana fruity, pungent, green apple with cheese nuances.

Taste threshold values

Taste characteristics at 5 ppm: fruity, banana, green apple, blue cheese with nut-like nuances.

Synthesis Reference(s)

The Journal of Organic Chemistry, 59, p. 245, 1994 DOI: 10.1021/jo00080a042

General Description

A colorless liquid with a pleasant odor. Insoluble in water and less dense than water. Flash point 120°F. Toxic by inhalation. A skin irritant. Used to make flavorings and as a solvent.

Air & Water Reactions

Flammable. Insoluble in water.

Reactivity Profile

4-Heptanone is incompatible with the following: Oxidizers .

Health Hazard

Different sources of media describe the Health Hazard of 123-19-3 differently. You can refer to the following data:
1. Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
2. Inhalation of DPK vapors can cause narcosisand irritation of the eyes and respiratory tract.Exposure to 4000 ppm for 4 hours was fatalto rats. This compound exhibited low to verylow oral toxicity in test animals.LD50 value, oral (rats): 3730 mg/kg.

Fire Hazard

Combustible liquid; flash point (closed cup) 49°C (120°F); vapor density 3.9 (air = 1); vapor pressure 5.2 torr at 20°C (68°F); fireextinguishing agent: “alcohol” foam or water spray. DPK forms explosive mixtures with air; LEL and UEL values have not been reported. It is incompatible with strong acids, alkalies, and oxidizers. .

Biochem/physiol Actions

Taste at 5 ppm

Safety Profile

and skin contact. A skin and eye irritant. Flammable liquid when exposed to heat or flame; can react with oxidizing materials. To fight fire, use CO2, dry chemical, alcohol foam, fog, and mist. When heated to decomposition it emitsacrid smoke and fumes. See also KETONES.

Metabolism

When 950 mg methyl amyl ketone/kg body weight was administered orally to rabbits, 40% was excreted as heptyl-2-glucuronide, and traces of the unchanged ketone were also found in the urine (Kamil, Smith & Williams, 1953). 2-Heptanone (methyl amyl ketone) was identified as being among the approximately 300 compounds present in the volatile constituents of urine from male and female subjects (Zlatkis & Liebich, 1971).

Purification Methods

Dry 4-pentanone with CaSO4, then distil it from P2O5 under nitrogen. [Beilstein 1 IV 3323.]

Waste Disposal

DPK is burned in a chemical incineratorequipped with an afterburner and scrubber.

InChI:InChI=1/C7H14O/c1-3-5-7(8)6-4-2/h3-6H2,1-2H3

Upstream product

• 690633-38-6 1-methoxy-5-propyl-oct-4-en-3-one 
• 121-44-8 triethylamine 
• 141-75-3 butyryl chloride 
• 71-36-3 butan-1-ol 
• 187737-37-7 propene 
• 201230-82-2 carbon monoxide 
• 1188-63-2 4-heptanone oxime 
• 105-66-8 propyl butanoate 
• 42330-10-9 3-bromoheptan-4-one 
• 3208-22-8 2-propyltetrahydrofuran 
• 10599-55-0 2-propenylfuran 
• 141-78-6 ethyl acetate 
• 2586-89-2 hept-3-yne 
• 7664-93-9 sulfuric acid 

Downstream Products

• 589-55-9 heptan-4-ol 
• 7307-02-0 heptane-2,4-dione 
• 105-54-4 butanoic acid ethyl ester 
• 7307-02-0 4-hydroxy-hept-3-en-2-one 
• 63386-03-8 N-(1-Propylbutyliden)benzolamin 
• 598-01-6 4-methylheptan-4-ol 
• 40596-10-9 3-phenyl-4-propyl-1-hepten-4-ol 
• 55552-41-5 (E)-1-phenyl-4-propyl-1-hepten-4-ol 
• 33786-51-5 (Z)-4-(p-Isopropylphenyl)-3-hepten 
• 33786-52-6 (E)-4(p-Isopropylphenyl)-3-hepten 
• 10297-61-7 Propylure 
• 38204-69-2 3-(4-Isopropyl-cyclohex-1-enylmethyl)-heptan-4-one 
• 38211-73-3 1-(4-Isopropyl-cyclohex-1-enyl)-2-methyl-heptan-4-one 
• 63049-12-7 4-(1'-Phenylthio-cycloprop-1'-yl)-hept-3-en 

Related news

Catalysed synthesis of 4-Heptanone (cas 123-19-3) from 1-butanol09/07/2019

While investigating the reaction of 1-butanol over base catalysts, such as MgO, we observed the formation of small amounts of 4-heptanone. Further studies revealed that a CeO2/MgO catalyst gave good selectivity to this product. To optimise the reaction and determine the reaction mechanism a seri...detailed

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