3-Heptanone

3-Heptanone
Names
	Preferred IUPAC name Heptan-3-one
	Other names Ethyl butyl ketone; 3-Oxoheptane; Butyl ethyl ketone
Identifiers
CAS Number	106-35-4 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	506161
ChEBI	CHEBI:50139;
ChemSpider	7514 ;
ECHA InfoCard	100.003.081
EC Number	203-388-1;
MeSH	3-Heptanone
PubChem CID	7802;
RTECS number	MJ5250000;
UNII	10GA6SR3AT ;
UN number	1224
CompTox Dashboard (EPA)	DTXSID2047438 ;
	InChI InChI=1S/C7H14O/c1-3-5-6-7(8)4-2/h3-6H2,1-2H3 Key: NGAZZOYFWWSOGK-UHFFFAOYSA-N;
	SMILES CCC(=O)CCCC;
Properties
Chemical formula	C7H14O
Molar mass	114.188 g·mol−1
Appearance	Colorless liquid
Odor	powerful, fruity
Density	0.812 g cm−3
Melting point	−39 °C (−38 °F; 234 K)
Boiling point	146 to 149 °C (295 to 300 °F; 419 to 422 K)
Solubility in water	1% (20 °C)
Vapor pressure	4 mmHg (20 °C)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226, H319, H332
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P312, P337+P313, P370+P378, P403+P235, P501
Flash point	41 °C (106 °F; 314 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	2760 mg/kg (rat, oral)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 50 ppm (230 mg/m3)
REL (Recommended)	TWA 50 ppm (230 mg/m3)
IDLH (Immediate danger)	1000 ppm
Safety data sheet (SDS)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

3-Heptanone (butyl ethyl ketone), is a seven carbon ketone. It is a colorless liquid with a "green odor," also described to have a fruity scent. It is often used as a perfume/fragrance, as a solvent for cellulose, nitrocellulose, or vinyl resins, and as a synthetic building block in the preparation of other organic molecules.^[4]

Preparation

3-Heptanone is produced industrially through reductive condensation of propionaldehyde (propanal) with butanone (methyl ethyl ketone). This reaction yields hept-4-en-3-one, which is subsequently hydrogenated to 3-heptanone.

CH
₃CH
₂CHO + CH
₃C(O)CH
₂CH
₃ → CH
₃CH
₂C(O)CHCHCH
₂CH
₃ + H
₂O

CH
₃CH
₂C(O)CHCHCH
₂CH
₃ + H
₂ → CH
₃CH
₂C(O)CH
₂CH
₂CH
₂CH
₃

References

[4]

[1]

[3]

[2]

Names

Preferred IUPAC name Heptan-3-one
Other names Ethyl butyl ketone 3-Oxoheptane Butyl ethyl ketone
Identifiers
CAS Number	106-35-4^Y
3D model (JSmol)	Interactive image
Beilstein Reference	506161
ChEBI	CHEBI:50139
ChemSpider	7514^Y
ECHA InfoCard	100.003.081
EC Number	203-388-1
MeSH	3-Heptanone
PubChem CID	7802
RTECS number	MJ5250000
UNII	10GA6SR3AT^Y
UN number	1224
CompTox Dashboard (EPA)	DTXSID2047438
InChI InChI=1S/C7H14O/c1-3-5-6-7(8)4-2/h3-6H2,1-2H3 Key: NGAZZOYFWWSOGK-UHFFFAOYSA-N
SMILES CCC(=O)CCCC
Properties
Chemical formula	C₇H₁₄O
Molar mass	114.188 g·mol⁻¹
Appearance	Colorless liquid
Odor	powerful, fruity^[1]
Density	0.812 g cm⁻³
Melting point	−39 °C (−38 °F; 234 K)
Boiling point	146 to 149 °C (295 to 300 °F; 419 to 422 K)
Solubility in water	1% (20 °C)^[1]
Vapor pressure	4 mmHg (20 °C)^[1]
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H226, H319, H332
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P312, P337+P313, P370+P378, P403+P235, P501
Flash point	41 °C (106 °F; 314 K)
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	2760 mg/kg (rat, oral)^[3]
NIOSH (US health exposure limits):
PEL (Permissible)	TWA 50 ppm (230 mg/m³)^[1]
REL (Recommended)	TWA 50 ppm (230 mg/m³)^[1]
IDLH (Immediate danger)	1000 ppm^[1]
Safety data sheet (SDS)	^[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references