Product Name

  • Name

    Leaf alcohol

  • EINECS 213-192-8
  • CAS No. 928-96-1
  • Article Data85
  • CAS DataBase
  • Density 0.843 g/cm3
  • Solubility insoluble in water
  • Melting Point -60oC
  • Formula C6H12O
  • Boiling Point 156.5 °C at 760 mmHg
  • Molecular Weight 100.161
  • Flash Point 44.4 °C
  • Transport Information UN 1987 3/PG 3
  • Appearance colourless liquid
  • Safety 16
  • Risk Codes 10
  • Molecular Structure Molecular Structure of 928-96-1 (Leaf alcohol)
  • Hazard Symbols FlammableF
  • Synonyms 3-Hexen-1-ol,(Z)- (8CI);3-Hexen-1-ol, cis- (5CI);(3Z)-3-Hexen-1-ol;(3Z)-Hexenol;(Z)-3-Hexen-1-ol;(Z)-3-Hexenol;(Z)-Hex-3-en-1-ol;3Z-Hexen-1-ol;Blaetteralkohol;ENT 25091;Folic alcohol;Green leaf alcohol;cis-3-Hexen-1-ol;cis-3-Hexene-1-ol;cis-3-Hexenol;
  • PSA 20.23000
  • LogP 1.33500

Synthetic route

3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
With hydrogen; N,N′-bis(salicylidene)-ethylenediamino‑palladium In pyridine for 0.283333h;100%
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760.051 Torr;99%
With trichlorosilane; silica gel; acetic acid; tetrakis(triphenylphosphine) palladium(0) In dichloromethane for 3h; Ambient temperature;96%
3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A 99%
B n/a
With hydrogen In methanol at 30℃; under 760.051 Torr; for 3h;A 99%
B 1%
With hydrogen In methanol at 20℃; under 150.015 - 900.09 Torr; for 0.0116667h; Inert atmosphere; Schlenk technique; Green chemistry;A n/a
B n/a
2,4-hexadiene-1-ol
111-28-4

2,4-hexadiene-1-ol

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

C

hex-4-en-1-ol
6126-50-7, 928-91-6, 928-92-7

hex-4-en-1-ol

D

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen; (methyl benzoate)Cr(CO)6 In methanol at 190 - 200℃; under 36775.4 Torr; for 2h;A 92.5%
B 4.6%
C 2.3%
D 0.6%
With hydrogen; (1,2,4,5-tetramethylbenzene)tricarbonylchromium(0) In methanol at 190 - 200℃; under 36775.4 Torr; for 4h; Product distribution; other arene ligands, other solvents; also in absence of arene ligands;
...Expand
3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

C

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With hydrogen In methanol at 20℃; under 1800.18 Torr; Catalytic behavior; Reagent/catalyst;A 88%
B n/a
C n/a
With hydrogen; poly(N-vinyl-2-pyrrolidone)-stabilised Pd-nanoclusters In methanol at 29℃;
With hydrogen In isopropyl alcohol at 30℃; under 2250.23 Torr; for 20h; Autoclave; optical yield given as %de; stereoselective reaction;
...Expand
Sorbyl alcohol
17102-64-6

Sorbyl alcohol

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
With Na12(Ga4(1,5-bis(2,3-dihydroxybenzamido)naphthalene))6; [(DMPE)Rh(COD)][BF4]; hydrogen In water-d2 at 20℃; for 12h;84%
With hydrogen; chromium(0) hexacarbonyl In hexane at 160 - 180℃; under 38000 - 60800 Torr; for 4h;
With hydrogen; [(η5-C5Me5)Ru(η4-MeCH=CHCH=CHCO2H)] triflate In ethylene glycol at 40℃; under 15001.5 Torr; for 0.42h; Catalytic hydrogenation;
(3Z)-hexenal
6789-80-6

(3Z)-hexenal

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
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;
6-methyl-3,6-dihydro-2H-pyran
55230-25-6

6-methyl-3,6-dihydro-2H-pyran

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
With calcium; ethylenediamine at 90℃; for 8h;60%
homoalylic alcohol
627-27-0

homoalylic alcohol

diethylaluminium chloride
96-10-6

diethylaluminium chloride

A

3-methyl-1-pentanol
589-35-5, 20281-83-8

3-methyl-1-pentanol

B

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

C

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

D

butan-1-ol
71-36-3

butan-1-ol

E

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at -45℃; for 2h; Mechanism; Product distribution; variation of added base;A 13%
B 3%
C 18%
D 20%
E 21%
...Expand
3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
With Pd-BaSO4; benzene at 50℃; Hydrogenation;
With lithium; Trimethylenediamine at 25℃; for 2h;
With palladium/highly-ordered mesoporous silica supported 3-D pore network(3.7) 1-phenylethan-1-amine 0.02 for 2.91667h;
With hydrogen In methanol at 20℃; under 862.586 Torr; for 8h; Catalytic behavior; Flow reactor;A n/a
B n/a
cis/trans-3-chloro-2-ethyltetrahydrofuran
98486-14-7

cis/trans-3-chloro-2-ethyltetrahydrofuran

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran Product distribution; Heating; using dipolar-aprotic cosolvents;
With samarium diiodide In tetrahydrofuran for 5h; Heating; Yield given. Yields of byproduct given;
6-methyl-3,6-dihydro-2H-pyran
55230-25-6

6-methyl-3,6-dihydro-2H-pyran

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

C

(E)-hex-4-en-1-ol
928-92-7

(E)-hex-4-en-1-ol

Conditions
ConditionsYield
With lithium In various solvent(s) at -78℃; Yield given. Yields of byproduct given;
...Expand
5-methyl-2-thiophenemethanol
63826-59-5

5-methyl-2-thiophenemethanol

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
With lithium In various solvent(s) Yield given. Yields of byproduct given. Title compound not separated from byproducts;
formaldehyd
50-00-0

formaldehyd

1-penten
109-67-1

1-penten

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
dimethylaluminum chloride In n-heptane; dichloromethane at 25℃; Yield given. Yields of byproduct given;
...Expand
3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

C

4-hexyn-1-ol
928-93-8

4-hexyn-1-ol

D

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium; Trimethylenediamine at 60℃; for 1.33333h; Product distribution; other compounds containing a triple bond and/or an aromatic ring; var. temp., time;
...Expand
(3R,4R)-3,4-Dibromo-hexan-1-ol
78076-11-6, 89583-13-1

(3R,4R)-3,4-Dibromo-hexan-1-ol

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide -1.4 V (vs. SCE) at a mercury pool (divided cell); Yield given;
2-Chlorobutanal
28832-55-5

2-Chlorobutanal

ethyl acetate
141-78-6

ethyl acetate

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
...Expand
3-chloro-2-vinyltetrahydrofuran
102067-72-1, 102067-73-2

3-chloro-2-vinyltetrahydrofuran

A

5-Hexen-1-ol
821-41-0

5-Hexen-1-ol

B

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

C

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

D

(E)-hex-4-en-1-ol
928-92-7

(E)-hex-4-en-1-ol

Conditions
ConditionsYield
With sodium In diethyl ether Yield given. Yields of byproduct given;
With sodium In toluene Yield given. Yields of byproduct given;
...Expand
2-hydroxymethyl-5-methyl-2,5-dihydrothiophene
74379-24-1

2-hydroxymethyl-5-methyl-2,5-dihydrothiophene

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
With lithium In various solvent(s) Yield given. Yields of byproduct given. Title compound not separated from byproducts;
2,4-hexadiene-1-ol
111-28-4

2,4-hexadiene-1-ol

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
With hydrogen; chromium(0) hexacarbonyl In methanol at 190 - 200℃; under 36775.4 Torr; for 4h; Yield given. Yields of byproduct given;
With hydrogen; [Ru(C5(1,2,4-tBu3)H2)(1,3-COD)]BF4 In acetone at 70℃; under 3750.38 Torr; Product distribution / selectivity;
With diphenyl-phosphinic acid; hydrogen; [Ru(C5(1,2,4-tBu3)H2)(1,3-COD)]BF4 In acetone at 70℃; under 3750.38 Torr; Product distribution / selectivity;
methyl (Z)-hex-3-enoate
13894-62-7

methyl (Z)-hex-3-enoate

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate; zinc 2-ethylhexanoate 1.) THF, 70 deg C, 4 h, 2.) 40 deg, 1 h; Yield given; Multistep reaction;
diethyl ether
60-29-7

diethyl ether

3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

hydrogen

hydrogen

palladium-barium sulfate

palladium-barium sulfate

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
at -18℃; Hydrogenation;
...Expand
tetrachloromethane
56-23-5

tetrachloromethane

3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

palladium-barium sulfate

palladium-barium sulfate

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
at 100℃; Hydrogenation;
...Expand
3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

benzene
71-43-2

benzene

palladium-barium sulfate

palladium-barium sulfate

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
at 50℃; Hydrogenation;
...Expand
3-hexyn-1-ol
1002-28-4

3-hexyn-1-ol

water
7732-18-5

water

palladium

palladium

A

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

B

(E)-3-hexen-1-ol
928-97-2

(E)-3-hexen-1-ol

Conditions
ConditionsYield
at 21 - 23℃; under 843 Torr; Hydrogenation;
...Expand
trans,trans-2,4-Hexadienal
142-83-6

trans,trans-2,4-Hexadienal

2-vinyl-trans(?)-crotonaldehyde

2-vinyl-trans(?)-crotonaldehyde

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / H2O / 2 h / Ambient temperature
2: H2 / Cr(CO)6 / methanol / 4 h / 190 - 200 °C / 36775.4 Torr
View Scheme
Multi-step reaction with 2 steps
1: NaBH4 / H2O / 2 h / Ambient temperature
2: 92.5 percent / H2 / (methyl benzoate)Cr(CO)6 / methanol / 2 h / 190 - 200 °C / 36775.4 Torr
View Scheme
2-methylthiophene-5-carboxylic acid
1918-79-2

2-methylthiophene-5-carboxylic acid

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: LiAlH4 / diethyl ether
3: Li / various solvent(s)
View Scheme
methyl 5-methylthiophene-2-carboxylate
19432-69-0

methyl 5-methylthiophene-2-carboxylate

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether
2: Li / various solvent(s)
View Scheme
5-methyl-2,5-dihydrothiophene-2-carboxylic acid
71624-90-3

5-methyl-2,5-dihydrothiophene-2-carboxylic acid

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: LiAlH4 / diethyl ether
3: Li / various solvent(s)
View Scheme
Methyl 2,5-Dihydro-5-methyl-2-thiophenecarboxylate
71624-92-5

Methyl 2,5-Dihydro-5-methyl-2-thiophenecarboxylate

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether
2: Li / various solvent(s)
View Scheme
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide
18303-04-3

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

1,1-dimethylethyl (Z)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate
126745-58-2

1,1-dimethylethyl (Z)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0℃;100%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 3h; Ambient temperature;88%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 6h; Mitsunobu reaction;74%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

(Z)-3-hexenyl bromoacetate
90448-99-0

(Z)-3-hexenyl bromoacetate

Conditions
ConditionsYield
With pyridine In dichloromethane100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃;
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

triphenylphosphine
603-35-0

triphenylphosphine

(Z)-hex-3-en-1-yliodotriphenyl-λ5-phosphane

(Z)-hex-3-en-1-yliodotriphenyl-λ5-phosphane

Conditions
ConditionsYield
Stage #1: (Z)-3-Hexen-1-ol; triphenylphosphine With 1H-imidazole In dichloromethane at 0℃; for 0.333333h;
Stage #2: With iodine In dichloromethane at 0 - 20℃; for 3h;
Stage #3: triphenylphosphine In acetonitrile for 19h; Reflux;		100%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

2-(3-ethyloxiran-2-yl)ethan-1-ol
67663-02-9

2-(3-ethyloxiran-2-yl)ethan-1-ol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; C14H17BrMoN2O2 In dichloromethane at 54.84℃; for 24h; Reagent/catalyst;99%
With Oxone; ethylenediaminetetraacetic acid; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; acetone In water; acetonitrile for 4h;90%
With dihydrogen peroxide; sodium acetate; ortho-tungstic acid In methanol; water at 20℃; for 16h; pH=4.5;49%
succinic acid anhydride
108-30-5

succinic acid anhydride

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

4-[(Z)-3-hexenyloxy]-4-oxobutanoic acid

4-[(Z)-3-hexenyloxy]-4-oxobutanoic acid

Conditions
ConditionsYield
zinc(II) perchlorate In diethyl ether for 7h; Heating;99%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

acetic anhydride
108-24-7

acetic anhydride

(Z)-3-Hexenyl acetate
3681-71-8

(Z)-3-Hexenyl acetate

Conditions
ConditionsYield
zinc(II) perchlorate at 20℃; for 1.83333h;99%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

(Z)-(hex-3-en-1-yloxy)triisopropylsilane

(Z)-(hex-3-en-1-yloxy)triisopropylsilane

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 1h; Inert atmosphere;99%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

1-benzyloxyallene
67515-49-5

1-benzyloxyallene

(R,Z)-(((1-(hex-3-en-1-yloxy)allyl)oxy)methyl)benzene

(R,Z)-(((1-(hex-3-en-1-yloxy)allyl)oxy)methyl)benzene

Conditions
ConditionsYield
With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris-(dibenzylideneacetone)dipalladium(0); triethylamine In dichloromethane at 20℃; for 20h; Inert atmosphere;99%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

methanesulfonic acid hex-3(Z)-enyl ester
79503-95-0

methanesulfonic acid hex-3(Z)-enyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1.5h;98%
With triethylamine In dichloromethane for 0.5h; Ambient temperature;97%
With pyridine at 0 - 20℃; for 6h;91%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

[(Z)-3-hexenyl] tert-butyl carbonate

[(Z)-3-hexenyl] tert-butyl carbonate

Conditions
ConditionsYield
With zinc diacetate at 50℃; for 9h;98%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

acetic acid
64-19-7

acetic acid

(Z)-3-Hexenyl acetate
3681-71-8

(Z)-3-Hexenyl acetate

Conditions
ConditionsYield
With cobalt(II) chloride at 60℃; for 10h;97%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

diethyl (1-((4-methylphenyl)sulfonamido)prop-1-en-1-yl)phosphonate

diethyl (1-((4-methylphenyl)sulfonamido)prop-1-en-1-yl)phosphonate

diethyl ((Z)-1-((N-((Z)-hex-3-en-1-yl)-4-methylphenyl)sulfonamido)prop-1-en-1-yl)phosphonate

diethyl ((Z)-1-((N-((Z)-hex-3-en-1-yl)-4-methylphenyl)sulfonamido)prop-1-en-1-yl)phosphonate

Conditions
ConditionsYield
With tributylphosphine; di-isopropyl azodicarboxylate In tetrahydrofuran; toluene at 20℃; for 1h; Mitsunobu Displacement; Inert atmosphere;97%
styrene oxide
96-09-3

styrene oxide

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

(2R,3S,4R)-2-Benzyl-4-chloro-3-ethyl-tetrahydro-pyran

(2R,3S,4R)-2-Benzyl-4-chloro-3-ethyl-tetrahydro-pyran

Conditions
ConditionsYield
With indium(III) chloride In chloroform at 20℃; for 5h;96%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

(Z)-2-(hex-3-en-1-yloxy)tetrahydro-2H-pyran

(Z)-2-(hex-3-en-1-yloxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide at 25℃; for 6h;96%
undec-10-enoyl chloride
38460-95-6

undec-10-enoyl chloride

(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

(Z)-hex-3-en-1-yl undec-10-enoate

(Z)-hex-3-en-1-yl undec-10-enoate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 4h;95%
With pyridine In dichloromethane at 0 - 20℃; for 4h;95%
With pyridine In dichloromethane at 0 - 20℃;95%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

mono-L-menthyl glutarate
220621-22-7

mono-L-menthyl glutarate

cis-3-hexenyl L-menthyl glutarate

cis-3-hexenyl L-menthyl glutarate

Conditions
ConditionsYield
With dmap; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃;94%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

(3R,4R)-3,4-Dibromo-hexan-1-ol
78076-11-6, 89583-13-1

(3R,4R)-3,4-Dibromo-hexan-1-ol

Conditions
ConditionsYield
With pyridinium perbromide hydrobromide In chloroform at -60 - -10℃;93%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

2-((2SR,3RS)-3-ethyloxiran-2-yl)ethan-1-ol
67393-83-3, 67393-84-4, 67663-02-9, 91603-21-3, 91603-22-4, 118759-60-7, 118759-61-8

2-((2SR,3RS)-3-ethyloxiran-2-yl)ethan-1-ol

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide; N-tosylimidazole In methanol for 3h;93%
With dihydrogen peroxide; ethenetetracarbonitrile In acetonitrile for 12h; Product distribution; Ambient temperature; other olefins, var. reagents (tetracyanoethylene oxide, carbonyl cyanide), var. temp.;92%
With dihydrogen peroxide; ethenetetracarbonitrile In acetonitrile for 12h; Ambient temperature;92%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

Benzoylformic acid
611-73-4

Benzoylformic acid

(Z)-3-hexenyl 2-oxo-2-phenylacetate
143618-83-1

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

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 48h;93%
for 2h; Heating; Yield given;
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

(Z)-hex-3-en-1-yl sulfamate
450414-10-5

(Z)-hex-3-en-1-yl sulfamate

Conditions
ConditionsYield
With formic acid; isocyanate de chlorosulfonyle In N,N-dimethyl acetamide at 20℃;93%
With formic acid; isocyanate de chlorosulfonyle In N,N-dimethyl acetamide at 0 - 20℃;93%
With sulphamoyl chloride; triethylamine In acetonitrile at 0 - 23℃; Inert atmosphere;69%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

(3Z)-1-chloro-3-hexene
21676-01-7

(3Z)-1-chloro-3-hexene

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide In dimethyl sulfoxide at 5 - 25℃; for 3h; Concentration;92%
With pyridine; thionyl chloride; chloroform
With pyridine; thionyl chloride In chloroform
With pyridine; thionyl chloride In hexane
Multi-step reaction with 2 steps
1: pyridine / CH2Cl2 / 16 h / 20 °C
2: 1.5 g / LiCl / acetone
View Scheme
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

trityl chloride
76-83-5

trityl chloride

cis-1-trityloxy-3-hexene
102952-59-0

cis-1-trityloxy-3-hexene

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane for 24h;92%
With pyridine; benzene
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

(Z)-tert-butyl(hex-3-en-1-yloxy)diphenylsilane
121353-04-6

(Z)-tert-butyl(hex-3-en-1-yloxy)diphenylsilane

Conditions
ConditionsYield
With 1H-imidazole; triethylamine In dichloromethane at 20℃; for 16h; Inert atmosphere;92%
With 1H-imidazole; diisopropylamine In dichloromethane for 40h; Ambient temperature;
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

C16H23IO4

C16H23IO4

Conditions
ConditionsYield
With iodine In dichloromethane at 23℃; for 0.583333h; Prins-cyclization;92%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

3,5-Bis(1,1-dimethylethyl)-4-methoxy-benzoic acid
93156-92-4

3,5-Bis(1,1-dimethylethyl)-4-methoxy-benzoic acid

(Z)-hex-3-en-1-yl 3,5-di-tert-butyl-4-methoxybenzoate

(Z)-hex-3-en-1-yl 3,5-di-tert-butyl-4-methoxybenzoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;92%
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

(Z)-3-hexenyl iodide
21676-03-9

(Z)-3-hexenyl iodide

Conditions
ConditionsYield
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 20℃; for 1h;91%
(i) TsCl, Py, (ii) NaI, acetone; Multistep reaction;
Multi-step reaction with 2 steps
1: 60 percent / pyridine / 8 h / 20 °C
2: NaI / acetonitrile / 3 h / 70 °C
View Scheme
(Z)-3-Hexen-1-ol
928-96-1

(Z)-3-Hexen-1-ol

methyl 2-oxocyclopentane-1-carboxylate
10472-24-9

methyl 2-oxocyclopentane-1-carboxylate

2-Oxo-cyclopentanecarboxylic acid (Z)-hex-3-enyl ester

2-Oxo-cyclopentanecarboxylic acid (Z)-hex-3-enyl ester

Conditions
ConditionsYield
With N,N-3-diethylaminopropylated silica gel In xylene for 3.5h; Heating;91%

Leaf alcohol Chemical Properties

IUPAC Name:(Z)-hex-3-en-1-ol
Molecular Formula:C6H12O
Molecular Weight:100.18
EINECS:213-192-8
Density:0.848g/mL at 25 °C(lit.)
Boiling Point:156-157 °C
Flash Point:44 °C
Water Solubility:Insoluble
Appearance:Colourless liquid
cis-3-HEXENOL's(928-96-1) Synonyms: (3Z)-3-Hexen-1-ol;(z)-3-hexen-1-o;(Z)-3-Hexen-1-ol;(Z)-Hex-3-en-1-ol;(Z)-Hex-3-ene-1-ol;(Z)Hex-3-enol;1-Hydroxyhex-3-ene;3-(Z)-Hexenol 
cis-3-HEXENOL's(928-96-1) Molecular Structure:

Leaf alcohol Toxicity Data With Reference

1.   

orl-rat LD50:4700 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 12 (1974),909.
2.   

ipr-rat LD50:600 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 7 (1969),451.
3.   

orl-mus LD50:7000 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 7 (1969),451.
4.   

ipr-mus LD50:400 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 7 (1969),451.

Leaf alcohol Consensus Reports

Reported in EPA TSCA Inventory.

Leaf alcohol Safety Profile

A poison by intraperitoneal route. Mildly toxic by ingestion. Flammable liquid. When heated to decomposition it emits acrid smoke and fumes. See also ALCOHOL, DENATURED; ALCOHOLS, C6-12; ALCOHOLS, C9-11; ALCOHOLS, C12-13, ETHOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED; ALCOHOLS, C12-16, ETHOXYLATED; ALCOHOLS, C14-15, ETHOXYLATED; ALCOHOLS, C16-18, ETHOXYLATED; ALCOHOLS, C8-10, ETHOXYLATED PROPOXYLATED; ALCOHOLS, C12-15, ETHOXYLATED PROPOXYLATED; ALCOHOLS, N.O.S..

Safety Information of cis-3-HEXENOL(928-96-1)
Hazard Codes  F
Risk Statements  10
Safety Statements  16
RIDADR  UN 1987 3/PG 3
WGK Germany  1
RTECS  MP8400000
F  10
HazardClass  3
PackingGroup  III
HS Code  29052990

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