• Name

  FEMA 2561

• EINECS 229-854-4
• CAS No. 6789-80-6
• Article Data32
• CAS DataBase
• Density 0.982 g/mL at 25 °C
• Solubility Slightly soluble in water.
• Melting Point -78°C (estimate)
• Formula C6H10 O
• Boiling Point 20 °C0.2 mm Hg
• Molecular Weight 98.1448
• Flash Point 140 °F
• Transport Information UN 1207 3
• Appearance colorless liquid
• Safety Moderately toxic by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.
• Risk Codes 22-36
• Molecular Structure
• Hazard Symbols Xn
• Synonyms 3-Hexenal,(Z)- (8CI); 3-Hexenal, cis- (7CI); (Z)-3-Hexenal; (Z)-Hex-3-enal;3-(Z)-Hexenal; cis-3-Hexenal
• PSA 17.07000
• LogP 1.54160

Synthetic route

928-96-1

(Z)-3-Hexen-1-ol

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
With Dess-Martin periodane In various solvent(s) for 18h; Ambient temperature;	89%
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 1h; Schlenk technique; Inert atmosphere;	85%
With Dess-Martin periodane In dichloromethane at 20℃; for 20h; Inert atmosphere;	30%

68000-82-8

hept-4c-ene-1,2-diol

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
With lead(IV) acetate; sodium carbonate In dichloromethane at -40 - -30℃; for 0.333333h; Oxidation;	84%
With sodium periodate In water at 20℃;

504-60-9

penta-1,3-diene

201230-82-2

carbon monoxide

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
With ruthenium(III) chloride trihydrate; 1-(2-piperidinyl)ethyl-3-methylimidazole hexafluorophosphate In N,N-dimethyl-formamide at 30 - 80℃; under 15001.5 Torr; for 6h; Reagent/catalyst; Solvent; Temperature; Pressure; Autoclave; Inert atmosphere;	80.97%

79797-00-5

((Z)-2-Pent-2-enyl)-[1,3]dioxolane

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
With acetic acid for 24h; Ambient temperature;	63%

504-60-9

penta-1,3-diene

A

6789-80-6

(3Z)-hexenal

B

14250-96-5, 16958-22-8, 623-36-9

2-methyl-2-pentenal

Conditions

Conditions	Yield
With Rh(CO)2acac; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 90℃; under 22502.3 Torr; for 16h; Solvent;	A 13% B 58%

143618-83-1

(Z)-3-hexenyl 2-oxo-2-phenylacetate

A

6789-80-6

(3Z)-hexenal

B

100-52-7

benzaldehyde

C

143618-84-2

(Z)-3-Hydroxy-4-methyl-3-phenyl-3,4,7,8-tetrahydro-oxocin-2-one

Conditions

Conditions	Yield
In benzene Irradiation;	A n/a B n/a C 45%
In benzene Product distribution; Mechanism; Quantum yield; Irradiation;

...Expand

6728-26-3

(E)-2-Hexenal

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
With air at 12.84 - 20.84℃; Quantum yield; Photolysis;

142-83-6

trans,trans-2,4-Hexadienal

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
With air at 12.84 - 20.84℃; Quantum yield; Photolysis;

18229-85-1

1,1-diethoxyhex-3-yne

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 82 percent / i-BuMgBr; Cp2TiCl2 / diethyl ether / 48 h / 20 °C 2: 2,5-di-tert-butylhydroquinone / H2O; acetic acid / 1 h / 20 °C View Scheme

41818-37-5

1-methoxy-hex-1-en-3-yne

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaOMe / 24 h / 110 - 115 °C 2: H2 / Lindlar catalyst / hexane 3: oxalic acid, benzene-1,2-diol / acetone; H2O / 45 - 50 °C View Scheme

19781-78-3

1-hepten-4-yne

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (i) aq. H2O2, HCO2H, (ii) aq. Na2CO3 2: H2 / Lindlar-catalyst / propan-2-ol 3: NaIO4 / H2O / 20 °C View Scheme

93042-77-4

dodec-6-ene-3,9-diyne

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (i) aq. H2O2, HCO2H, (ii) aq. Na2CO3 2: H2 / Lindlar-catalyst / propan-2-ol 3: NaIO4 / dioxane; H2O / 20 °C View Scheme

89897-10-9

hept-4-yne-1,2-diol

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Lindlar-catalyst / propan-2-ol 2: NaIO4 / H2O / 20 °C View Scheme

91764-28-2

dodeca-3,9-diyne-6,7-diol

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Lindlar-catalyst / propan-2-ol 2: NaIO4 / dioxane; H2O / 20 °C View Scheme

90112-91-7

1,1-dimethoxyhex-3-yne

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Lindlar catalyst / hexane 2: oxalic acid, benzene-1,2-diol / acetone; H2O / 45 - 50 °C View Scheme

C18H30O4

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
With hydroperoxide lyase Enzymatic reaction;

463-40-1

(9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid

A

1576-86-9

cis-2-penten-1-one

B

6789-80-6

(3Z)-hexenal

Conditions

Conditions	Yield
With recombinant lipoxygenase from the red alga Pyropia haitanensis In aq. buffer at 20℃; for 1h; pH=8; Kinetics; Catalytic behavior; Concentration; pH-value; Temperature; Sealed tube; Enzymatic reaction;

6789-80-6

(3Z)-hexenal

513-81-5

2,3-dimethyl-buta-1,3-diene

1367736-83-1

(Z)-4,5-dimethyl-2-(pent-2-en-1-yl)-3,6-dihydro-2H-pyran

Conditions

Conditions	Yield
With [Fe(5,10,15,20-tetraphenylporphyrin)]BF4 In benzene at 80℃; for 12h; hetero-Diels-Alder reaction; Inert atmosphere; Sealed vial; chemoselective reaction;	92%

6789-80-6

(3Z)-hexenal

928-96-1

(Z)-3-Hexen-1-ol

Conditions

Conditions	Yield
With 1% Rh/Al2O3; hydrogen; iron In ethanol at 120℃; under 15001.5 Torr; for 4h; Reagent/catalyst; Temperature; Pressure; Solvent; Autoclave;	80.35%
With aldehyde reductase; nicotinamide adenine dinucleotide phosphate Enzymatic reaction;

32804-66-3

methyl 3-butynoate

6789-80-6

(3Z)-hexenal

methyl (S,Z)-5-hydroxydec-7-en-3-ynoate

Conditions

Conditions	Yield
Stage #1: methyl 3-butynoate With (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; dimethyl zinc(II) In toluene at 0℃; for 2h; Inert atmosphere; Schlenk technique; Stage #2: (3Z)-hexenal In toluene at 0 - 4℃; for 24h; Inert atmosphere; Schlenk technique;	80%

6789-80-6

(3Z)-hexenal

3,3-diethoxypropyl triphenylphosphonium iodide

81812-26-2

(Z,Z)-1,1-diethoxynona-3,6-diene

Conditions

Conditions	Yield
Stage #1: 3,3-diethoxypropyl triphenylphosphonium iodide With sodium hexamethyldisilazane In tetrahydrofuran; toluene at 20℃; for 2h; Stage #2: (3Z)-hexenal In tetrahydrofuran; toluene at -90 - 20℃; Wittig olefination;	76%

6789-80-6

(3Z)-hexenal

69049-76-9

(6-((tetrahydro-2H-pyran-2-yl)oxy)hexyl)magnesium chloride

(3Z)-12-((tetrahydro-2H-pyran-2-yl)oxy)-3-dodecene-6-ol

Conditions

Conditions	Yield
In tetrahydrofuran for 0.416667h; Cooling with ice;	71%

6789-80-6

(3Z)-hexenal

1826-67-1

vinyl magnesium bromide

50306-18-8

(1Z,5Z)-octa-1,5-dien-3-ol

Conditions

Conditions	Yield
With water In tetrahydrofuran at 10℃; Grignard reaction;	60%

6789-80-6

(3Z)-hexenal

89896-29-7

hex-3c-enal semicarbazone

6789-80-6

(3Z)-hexenal

119-26-6

(2,4-dinitro-phenyl)-hydrazine

2121-99-5

hex-3c-enal-(2,4-dinitro-phenylhydrazone)

Conditions

Conditions	Yield
With diethylene glycol dimethyl ether; acetic acid
With ethanol; acetic acid

6789-80-6

(3Z)-hexenal

4301-14-8

acetylenemagnesium bromide

37619-62-8

(S,Z)-(-)-5-octen-1-yn-3-ol

6789-80-6

(3Z)-hexenal

4301-14-8

acetylenemagnesium bromide

37619-62-8, 80696-43-1, 80696-52-2, 61008-92-2

(±)-(Z)-5-octen-1-yn-3-ol

6789-80-6

(3Z)-hexenal

87921-49-1

2-(1-bromo-2-propenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

A

87921-60-6

(1Z,6Z)-1-bromo-1,6-nonadien-4-ol

B

102787-40-6

(1E,6Z)-1-bromo-1,6-nonadien-4-ol

Conditions

Conditions	Yield
Yield given. Yields of byproduct given. Title compound not separated from byproducts;
at 0℃; for 15h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

6789-80-6

(3Z)-hexenal

A

6728-26-3

(E)-2-Hexenal

B

69112-21-6

(E)-3-hexenal

Conditions

Conditions	Yield
With Mc Ilvain's buffer; tea leaves at 35℃; for 0.166667h; Product distribution; biogenetic isomerisation, also in the heat;

6789-80-6

(3Z)-hexenal

74-86-2

acetylene

37619-62-8, 80696-43-1, 80696-52-2, 61008-92-2

(±)-(Z)-5-octen-1-yn-3-ol

Conditions

Conditions	Yield
Yield given. Multistep reaction;

6789-80-6

(3Z)-hexenal

130236-43-0

(E)-6-(2-tetrahydropyranyloxy)-hex-3-enyltriphenyl phosphonium iodide

162087-49-2

(3E,6Z,9Z)-1-(2-tetrahydropyranyloxy)-dodeca-3,6,9-triene

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, from -78 deg C to RT; Yield given. Multistep reaction;
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, from -78 deg C to RT, 90 min; Yield given. Multistep reaction;

867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

6789-80-6

(3Z)-hexenal

75958-90-6

(2E,5Z)-Octa-2,5-dienoic acid ethyl ester

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at 0℃;
With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h; Yield given;

3-HEXENAL, (Z)- Chemical Properties

3-HEXENAL, (Z)- Toxicity Data With Reference

3-HEXENAL, (Z)- Consensus Reports

3-HEXENAL, (Z)- Safety Profile