Product Name

  • Name

    Geraniol

  • EINECS 203-377-1
  • CAS No. 106-24-1
  • Article Data300
  • CAS DataBase
  • Density 0.867 g/cm3
  • Solubility practically insoluble in water
  • Melting Point -15 °C
  • Formula C10H18O
  • Boiling Point 229.499 °C at 760 mmHg
  • Molecular Weight 154.252
  • Flash Point 76.667 °C
  • Transport Information
  • Appearance colourless to pale yellow liquid with an odour of roses
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 106-24-1 (Geraniol)
  • Hazard Symbols IrritantXi
  • Synonyms 3,7-Dimethyl-trans-2, 6-octadien-1-ol;2,6-Dimethyl-trans-2, 6-octadien-8-ol;trans-Geraniol;Geraniol alcohol;Guaniol;(E)-3,7-dimethylocta-2,6-dien-1-ol;Lemonol;2,6-Octadien-1-ol,3,7-dimethyl-,(2E)-;Geranyl alcohol;Geraniol extra;trans-3,7-Dimethyl-2,6-octadien-1-ol;Nerol;Geraniol;2,6-Dimethyl-2,6-octadien-8-ol;
  • PSA 20.23000
  • LogP 2.67140

Synthetic route

3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With phosphotungstic acid; sodium tetrahydroborate In methanol100%
With sodium tetrahydroborate; sodium hydroxide In water at 35℃; for 0.416667h; pH=12; Reagent/catalyst; Green chemistry;99%
antimony(III) chloride; aluminium In water; N,N-dimethyl-formamide for 1h; Ambient temperature;98%
3,7-dimethylocta-2,6-dien-1-yl ethanoate
16409-44-2

3,7-dimethylocta-2,6-dien-1-yl ethanoate

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With potassium carbonate In methanol Inert atmosphere;100%
3,7-dimethyl-2E,6-octadien-1-yl acetate
105-87-3

3,7-dimethyl-2E,6-octadien-1-yl acetate

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With potassium carbonate In methanol at 25℃; for 0.166667h;99%
With methanol at 80℃; for 6h; Inert atmosphere; Schlenk technique;99%
With methanol; oxo[hexa(trifluoroacetato)]tetrazinc for 12h; Reflux; Inert atmosphere;96%
(2E)-3,7-dimethyl-1-triphenylmethoxy-2,6-octadiene
92464-82-9

(2E)-3,7-dimethyl-1-triphenylmethoxy-2,6-octadiene

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With naphthalene; lithium In tetrahydrofuran at -78℃; for 1.5h;99%
geranyl 2-tetrahydropyranyl ether
59632-99-4

geranyl 2-tetrahydropyranyl ether

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With dimethylbromosulphonium bromide In methanol; dichloromethane at 20℃; for 2h;98%
Nafion-H In methanol for 6h;97%
With lithium perchlorate at 55℃; Product distribution; acid catalyst generated by electrolysis;96%
geraniol tert-butyldimethylsilyl ether
80873-81-0

geraniol tert-butyldimethylsilyl ether

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With Decaborane In tetrahydrofuran; methanol at 20℃; for 1h;98%
With iron(III) chloride In methanol at 20℃; for 0.5h;96%
With iron(III) p-toluenesulfonate hexahydrate In methanol at 20℃; for 2.25h; chemoselective reaction;86%
{[(2E)-3.7-dimethyl-2,6-octadien-1-yl]oxy}(triethyl)silane
160882-63-3

{[(2E)-3.7-dimethyl-2,6-octadien-1-yl]oxy}(triethyl)silane

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
10percent Pd/C In methanol at 20℃; for 2h;98%
C25H32O3
1204225-79-5

C25H32O3

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With ethanol; copper(ll) bromide at 20℃; for 0.5h;98%
O-(trans-3,7-dimethylocta-2,6-dien-1-yl)trimethylsilane
72106-90-2

O-(trans-3,7-dimethylocta-2,6-dien-1-yl)trimethylsilane

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
Tetrabutyl-1,3-diisothiocyanato-distannoxane In methanol for 16h; Ambient temperature;95%
1,3-di(NCS)-tetrabutyldistannoxane In methanol for 16h; Ambient temperature; Deprotection of silyl ethers;95%
With water; aluminium In hexane for 0.0833333h; Ambient temperature;90%
(E)-3,7-dimethyl-1-(2-phenylallyloxy)-2,6-octadiene

(E)-3,7-dimethyl-1-(2-phenylallyloxy)-2,6-octadiene

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h;95%
ethyl (E)-3,7-dimethylocta-2,6-dienoate
32659-21-5

ethyl (E)-3,7-dimethylocta-2,6-dienoate

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With diisobutylaluminium hydride In hexane at -70 - 10℃;92%
With diisobutylaluminium hydride In tetrahydrofuran72%
With lithium aluminium tetrahydride Yield given;
With diisobutylaluminium hydride In tetrahydrofuran at -78 - 22℃; for 3h; Inert atmosphere;
With diisobutylaluminium hydride In diethyl ether; hexane at -78℃; for 3h; Inert atmosphere;
geranyl benzyl ether
52188-73-5

geranyl benzyl ether

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With lithium; ethylenediamine In tetrahydrofuran at -10℃; for 3.33333h;92%
2-{(E)-2-[((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-dimethyl-silanyl]-vinyl}-phenol
152753-75-8

2-{(E)-2-[((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-dimethyl-silanyl]-vinyl}-phenol

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
In acetonitrile for 0.5h; Irradiation;91%
(2R,3R)-2-((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-3-heptadecafluorooctyl-tetrahydro-pyran

(2R,3R)-2-((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-3-heptadecafluorooctyl-tetrahydro-pyran

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With methanol; toluene-4-sulfonic acid In tetrahydrofuran at 70℃; for 24h; deprotection of alcoholic OH;91%
3-{(E)-2-[((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-diisopropyl-silanyl]-vinyl}-naphthalen-2-ol
342890-05-5

3-{(E)-2-[((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-diisopropyl-silanyl]-vinyl}-naphthalen-2-ol

A

Geraniol
106-24-1

Geraniol

B

2,2-diisopropyl-2H-1-oxa-2-sila-anthracene

2,2-diisopropyl-2H-1-oxa-2-sila-anthracene

Conditions
ConditionsYield
In methanol for 0.75h; Irradiation;A 90%
B 91%
3,7-dimethyl-1-[tris(trimethylsilyl)silyl]-2,6-octadien-1-ol

3,7-dimethyl-1-[tris(trimethylsilyl)silyl]-2,6-octadien-1-ol

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With methanol In dichloromethane at 10℃; for 0.5h; Product distribution; Irradiation;90%
In methanol; dichloromethane desilylation; Photolysis;90%
2-((E)-3,7-Dimethyl-octa-2,6-dienyloxymethyl)-1,3-dimethyl-benzene

2-((E)-3,7-Dimethyl-octa-2,6-dienyloxymethyl)-1,3-dimethyl-benzene

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With lithium; ethylenediamine In tetrahydrofuran at -10℃; for 2h;88%
1-(1-geranyloxy)-1-(2-nitrophenyl)-2,4-hexadiene

1-(1-geranyloxy)-1-(2-nitrophenyl)-2,4-hexadiene

A

Geraniol
106-24-1

Geraniol

B

2-Methyl-2,4a-dihydro-[1,2]oxazino[2,3-a]indol-5-one

2-Methyl-2,4a-dihydro-[1,2]oxazino[2,3-a]indol-5-one

Conditions
ConditionsYield
In methanol for 1.75h; Decomposition; Irradiation;A 84%
B 60%
(E)-1-(1-((3,7-dimethylocta-2,6-dien-1-yl)oxy)methyl)-4-methoxybenzene
82529-81-5

(E)-1-(1-((3,7-dimethylocta-2,6-dien-1-yl)oxy)methyl)-4-methoxybenzene

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane; water for 1h; Ambient temperature;81.9%
With lithium; ethylenediamine In tetrahydrofuran at -10℃; for 4h;55%
With dimethylsulfide; magnesium bromide In dichloromethane for 8h; Ambient temperature;35%
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide for 72h; Inert atmosphere; Glovebox; UV-irradiation;10%
(E)-Geranyl chloroacetate
60758-60-3

(E)-Geranyl chloroacetate

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol at 0 - 20℃; Inert atmosphere;80%
2-{(E)-2-[((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-diisopropyl-silanyl]-vinyl}-phenol
152753-81-6

2-{(E)-2-[((E)-3,7-Dimethyl-octa-2,6-dienyloxy)-diisopropyl-silanyl]-vinyl}-phenol

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
In acetonitrile for 0.5h; Irradiation;75%
{[(2E)-3.7-dimethyl-2,6-octadien-1-yl]oxy}(triethyl)silane
160882-63-3

{[(2E)-3.7-dimethyl-2,6-octadien-1-yl]oxy}(triethyl)silane

A

3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

B

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With water; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 20℃; for 0.75h;A 73.6%
B 24.4%
1-((E)-3,7-Dimethyl-octa-2,6-dienyloxymethoxy)-4-methoxy-benzene
124068-38-8

1-((E)-3,7-Dimethyl-octa-2,6-dienyloxymethoxy)-4-methoxy-benzene

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile at 0℃; for 0.5h; Product distribution; different reagents, times, solvents, temperatures and catalyst;73%
(E)-1-(((3,7-dimethylocta-2,6-dien-1-yl)oxy)methyl)-2-methoxybenzene
1426824-93-2

(E)-1-(((3,7-dimethylocta-2,6-dien-1-yl)oxy)methyl)-2-methoxybenzene

A

Geraniol
106-24-1

Geraniol

B

2-methylmethoxybenzene
578-58-5

2-methylmethoxybenzene

Conditions
ConditionsYield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide for 72h; Inert atmosphere; Glovebox; UV-irradiation;A 73%
B 23%
1-hydroxy-3-phenylsulfinylmethyl-7-methylocta-2Z,6-diene
112766-85-5

1-hydroxy-3-phenylsulfinylmethyl-7-methylocta-2Z,6-diene

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With ammonia; sodium In diethyl ether at -70℃; for 0.0833333h;72%
Nerol
106-25-2

Nerol

A

3,7-dimethylocta-1,6-dien-3-ol
78-70-6

3,7-dimethylocta-1,6-dien-3-ol

B

Geraniol
106-24-1

Geraniol

C

terpineol
98-55-5

terpineol

Conditions
ConditionsYield
With bis-trimethylsilanyl peroxide; bis(acetylacetonate)oxovanadium In dichloromethane at 25℃; for 7h;A 70%
B 11%
C 3%
bis(acetylacetonate)oxovanadium; bis-trimethylsilanyl peroxide In dichloromethane at 25℃; for 7h;A 70 % Chromat.
B 11 % Chromat.
C 3 % Chromat.
bis(acetylacetonate)oxovanadium; bis-trimethylsilanyl peroxide In dichloromethane at 25℃; for 7h; Product distribution;A 70 % Chromat.
B 11 % Chromat.
C 3 % Chromat.
geranyl benzyl ether
52188-73-5

geranyl benzyl ether

A

Geraniol
106-24-1

Geraniol

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With bis(acetylacetonate)oxovanadium; methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate at 120℃; for 48h;A 63%
B 69%
1-phenylsulfonyl-2-methyl-4-hydroxy-but-2-ene
59830-37-4

1-phenylsulfonyl-2-methyl-4-hydroxy-but-2-ene

3-methyl-2-butenylmagnesium chloride
35189-96-9

3-methyl-2-butenylmagnesium chloride

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
copper acetylacetonate In tetrahydrofuran for 18h; Ambient temperature;65%
2,3,6,7-tetrabromo-3,7-dimethyl-octan-1-ol
87378-16-3

2,3,6,7-tetrabromo-3,7-dimethyl-octan-1-ol

Geraniol
106-24-1

Geraniol

Conditions
ConditionsYield
With sodium sulfide; Aliquat 336 In water; benzene for 1h; Ambient temperature;64%
Geraniol
106-24-1

Geraniol

Citronellol
106-22-9

Citronellol

Conditions
ConditionsYield
With hydrogen; aluminum oxide; copper In isopropyl alcohol at 90℃; for 12h;100%
With hydrogen; polymer-supported rhodium catalyst In dichloromethane under 1551.49 Torr; for 10h; Hydrogenation;96%
With 1,1'-bis(diphenylphosphino)ferrocene; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; Butane-1,4-diol; potassium tert-butylate at 110℃; for 24h; Inert atmosphere;71%
Geraniol
106-24-1

Geraniol

acetic anhydride
108-24-7

acetic anhydride

3,7-dimethyl-2E,6-octadien-1-yl acetate
105-87-3

3,7-dimethyl-2E,6-octadien-1-yl acetate

Conditions
ConditionsYield
With pyridine Ambient temperature;100%
With pyridine In tetrahydrofuran at 0 - 20℃; Acetylation;100%
With pyridine; dmap at 20℃; for 1h; Acetylation;99%
Geraniol
106-24-1

Geraniol

trans-geranyl bromide
6138-90-5

trans-geranyl bromide

Conditions
ConditionsYield
With phosphorus tribromide In diethyl ether at 0℃; for 2h;100%
With phosphorus tribromide In diethyl ether at 0℃; for 0.166667h;100%
With titanium(IV) bromide; N-methylaniline In dichloromethane at -23℃; for 1h;100%
Geraniol
106-24-1

Geraniol

1-chloro-3,7-dimethylocta-2,6-diene
5389-87-7

1-chloro-3,7-dimethylocta-2,6-diene

Conditions
ConditionsYield
With titanium tetrachloride; N-methylaniline In dichloromethane at -23℃; for 1h;100%
With chloro-trimethyl-silane; potassium carbonate In Petroleum ether at 0℃; for 2h;97%
With dmap; triethylamine; p-toluenesulfonyl chloride In dichloromethane for 3h; Ambient temperature;97%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

Geraniol
106-24-1

Geraniol

geranyl 2-tetrahydropyranyl ether
59632-99-4

geranyl 2-tetrahydropyranyl ether

Conditions
ConditionsYield
bis(trimethylsilyl)sulphate In dichloromethane; 1,2-dichloro-ethane at 0℃; for 0.25h;100%
With toluene-4-sulfonic acid In dichloromethane for 3h; Ambient temperature;99.5%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃;99%
Geraniol
106-24-1

Geraniol

[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methanol
50727-94-1

[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methanol

Conditions
ConditionsYield
With tetrahexylammonium tetrakis(diperoxomolybdo)phosphate In chloroform at 40℃; for 7h;100%
With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium In chlorobenzene at 80℃; for 5h;100%
With tetrabutylphosphonium peroxotantalate; dihydrogen peroxide In water at 0℃; for 3.5h; Schlenk technique; regioselective reaction;100%
Geraniol
106-24-1

Geraniol

(2S,3S)-2,3-epoxygeraniol
82188-73-6

(2S,3S)-2,3-epoxygeraniol

Conditions
ConditionsYield
With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve In dichloromethane at -23℃; for 2h;100%
With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate In dichloromethane at -40℃; for 5h; Sharpless Asymmetric Epoxidation; Inert atmosphere; enantioselective reaction;99%
With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate In dichloromethane at -25 - -20℃; Molecular sieve;98%
Geraniol
106-24-1

Geraniol

3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

Conditions
ConditionsYield
With manganese(IV) oxide In hexane at 0℃; for 6h;100%
With manganese(IV) oxide100%
With manganese(IV) oxide In hexane at 0℃; for 6h; Product distribution; also with activated MnO2, other substrates;100%
Geraniol
106-24-1

Geraniol

diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

(E)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate
60699-32-3

(E)-3,7-dimethylocta-2,6-dien-1-yl diethyl phosphate

Conditions
ConditionsYield
With pyridine In diethyl ether at -15 - 20℃;100%
In pyridine at 0 - 20℃; for 1h;98%
With pyridine In diethyl ether at -15 - 20℃; for 3h;94%
Geraniol
106-24-1

Geraniol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

geraniol tert-butyldimethylsilyl ether
80873-81-0

geraniol tert-butyldimethylsilyl ether

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;100%
With 1H-imidazole In N,N-dimethyl-formamide99%
With 1H-imidazole In N,N-dimethyl-formamide98%
Geraniol
106-24-1

Geraniol

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

(E)-tert-butyl[(3,7-dimethylocta-2,6-dien-1-yl)oxy]diphenylsilane
139109-03-8, 117638-12-7

(E)-tert-butyl[(3,7-dimethylocta-2,6-dien-1-yl)oxy]diphenylsilane

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide for 0.25h; Ambient temperature;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1h; Silylation;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1h;100%
Geraniol
106-24-1

Geraniol

(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-ol
40036-54-2

(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-ol

Conditions
ConditionsYield
With tert.-butylhydroperoxide In acetonitrile at 80℃; for 24h; Catalytic behavior; Reagent/catalyst;100%
With urea hydrogen peroxide adduct; methyltrioxorhenium(VII) In dichloromethane at 20℃; for 0.25h;73%
Stage #1: Geraniol With N-Bromosuccinimide; dimethyl sulfoxide at 10℃; for 0.5h; Inert atmosphere;
Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 0℃; for 0.5h; Inert atmosphere;
60%
vinyl acetate
108-05-4

vinyl acetate

Geraniol
106-24-1

Geraniol

3,7-dimethyl-2E,6-octadien-1-yl acetate
105-87-3

3,7-dimethyl-2E,6-octadien-1-yl acetate

Conditions
ConditionsYield
With dilithium tetra(tert-butyl)zincate In toluene at 0℃; for 1h; Inert atmosphere;100%
With N,N'-bismesityl-imidazol-2-ylidene In tetrahydrofuran at 20℃; for 1h;99%
1,3-bis(2,4,6-trimethyl-phenyl)imidazol-2-ylidene In tetrahydrofuran at 20℃; for 1h;99%
Geraniol
106-24-1

Geraniol

ethyl dihydrocinnamate
2021-28-5

ethyl dihydrocinnamate

(E)-3,7-dimethylocta-2,6-dien-1-yl 3-phenylpropanoate

(E)-3,7-dimethylocta-2,6-dien-1-yl 3-phenylpropanoate

Conditions
ConditionsYield
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In toluene at 150℃; for 16h;100%
Geraniol
106-24-1

Geraniol

phenyl isocyanate
103-71-9

phenyl isocyanate

(E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate
57706-89-5

(E)-3,7-dimethylocta-2,6-dien-1-yl phenylcarbamate

Conditions
ConditionsYield
With MoCl2O2(dmf)2 In dichloromethane at 20℃; for 0.333333h;100%
In pyridine at 5 - 20℃; for 12h;88%
Stage #1: Geraniol; phenyl isocyanate In toluene for 1h; Heating;
Stage #2: With 5-hydroxymethyl-2-norbornene In toluene Heating;
Stage #3: With [{1,3-bis(mesyl)imidazolidin-2-yl}RuCl2(PCy3)(=CHPh)] In dichloromethane for 0.5h; Heating; Further stages.;
78%
Geraniol
106-24-1

Geraniol

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

(E)-3,7-dimethylocta-2,6-dien-1-yl 3-phenylpropanoate

(E)-3,7-dimethylocta-2,6-dien-1-yl 3-phenylpropanoate

Conditions
ConditionsYield
With [Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In various solvent(s) at 150℃; for 10h;100%
Stage #1: 3-Phenylpropionic acid With iodine; triphenylphosphine In dichloromethane at 20℃; for 0.166667h;
Stage #2: With gadolinium(III) trifluoromethanesulfonate In dichloromethane at 50℃; for 0.5h;
Stage #3: Geraniol In dichloromethane
71%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 16h;
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;
Geraniol
106-24-1

Geraniol

(E)-geranyl-H-phosphinic acid
701279-14-3

(E)-geranyl-H-phosphinic acid

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); 9,9-dimethyl-4,6-bis(diphenylphosphino)xanthene; hypophosphorous acid In N,N-dimethyl-formamide at 85℃;100%
With hypophosphorous acid; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 85℃;
Geraniol
106-24-1

Geraniol

C11H20O2

C11H20O2

Conditions
ConditionsYield
With tert.-butylhydroperoxide In chloroform for 4h; Catalytic behavior; Reflux;100%
Geraniol
106-24-1

Geraniol

acetic acid
64-19-7

acetic acid

3,7-dimethyl-2E,6-octadien-1-yl acetate
105-87-3

3,7-dimethyl-2E,6-octadien-1-yl acetate

Conditions
ConditionsYield
With Candida antarctica lipase B at 50℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;99.9%
With hydroquinone at 120℃; Temperature; Reagent/catalyst;99.2%
With 1,3-propanesultone; N-ethyl-N-methylbutan-1-amine; toluene-4-sulfonic acid at 110℃; for 2h; Temperature; Reagent/catalyst;97%
Geraniol
106-24-1

Geraniol

butyric acid
107-92-6

butyric acid

Geranyl butyrate
106-29-6

Geranyl butyrate

Conditions
ConditionsYield
With Candida antarctica lipase B at 50℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;99.9%
With sodium hydroxide at 80℃; for 8h;66.94%
In hexane at 30℃; for 72h; Corynebacterium sp. S-401;23%
Geraniol
106-24-1

Geraniol

propionic acid
802294-64-0

propionic acid

geranyl propionate
105-90-8

geranyl propionate

Conditions
ConditionsYield
With Candida antarctica lipase B at 50℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;99.6%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 23℃; for 0.5h;90%
In hexane at 30℃; for 72h; Corynebacterium sp. S-401;13%
In water at 30℃; for 18h; lipase from Aspergillus niger; Yield given;
With candida antarctica B (CALB) lipase immobilized in polyurethane (PU) foam Enzymatic reaction;
(phenylthio)acetic acid chloride
7031-27-8

(phenylthio)acetic acid chloride

Geraniol
106-24-1

Geraniol

3,7-dimethyl-2(E),6-octadienyl (phenylthio)acetate
87519-21-9

3,7-dimethyl-2(E),6-octadienyl (phenylthio)acetate

Conditions
ConditionsYield
With pyridine In dichloromethane for 3h;99.3%
Geraniol
106-24-1

Geraniol

pivaloyl chloride
3282-30-2

pivaloyl chloride

(E)-3,7-dimethylocta-2,6-dien-1-yl pivalate
85796-37-8

(E)-3,7-dimethylocta-2,6-dien-1-yl pivalate

Conditions
ConditionsYield
With pyridine; 1H-imidazole at 20℃; for 1h;99%
With pyridine In dichloromethane at 20℃; for 2h; Inert atmosphere;96%
With pyridine In dichloromethane at 20℃; for 2h; Inert atmosphere;96%
Geraniol
106-24-1

Geraniol

3-methylbut-3-enoyl chloride
3350-77-4

3-methylbut-3-enoyl chloride

(E)-geranyl 3-methyl-3-butenoate
84825-22-9

(E)-geranyl 3-methyl-3-butenoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at -78℃; for 3h;99%
With pyridine In diethyl ether for 1.5h;86%
Geraniol
106-24-1

Geraniol

(+/-)-2,3-epoxygeraniol
62960-04-7

(+/-)-2,3-epoxygeraniol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; V(IV)O(salen derivative) In carbon dioxide; water at 45℃; under 165487 Torr; for 48h;99%
With dihydrogen peroxide; W2O11(2-)*2Ph3PCH2Ph(1+) In 1,2-dichloro-ethane at 0℃; for 24h;98%
With tert.-butylhydroperoxide; chromium silicalite-2 In methanol at 65℃; for 5h;95%
Geraniol
106-24-1

Geraniol

benzoyl chloride
98-88-4

benzoyl chloride

(E)-geranyl benzoate
94-48-4

(E)-geranyl benzoate

Conditions
ConditionsYield
With pyridine; dmap In diethyl ether for 20h; Inert atmosphere; Schlenk technique;99%
Stage #1: Geraniol; benzoyl chloride In dichloromethane at 20℃;
Stage #2: With poly{trans-bicyclo[2.2.1]hept-5-ene-2,3-di(chlorocarbonyl)} In dichloromethane Heating;
94%
With pyridine; dmap In diethyl ether for 2h; Ambient temperature; Yield given;
Geraniol
106-24-1

Geraniol

propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

methyl (E)-3-{[(E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}acrylate

methyl (E)-3-{[(E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}acrylate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane99%
With tributylphosphine In dichloromethane for 0.05h; Ambient temperature;91%
3,3-Dimethylacryloyl chloride
3350-78-5

3,3-Dimethylacryloyl chloride

Geraniol
106-24-1

Geraniol

(E)-geranyl 3-methyl-3-butenoate
84825-22-9

(E)-geranyl 3-methyl-3-butenoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at -78℃; for 3h;99%

Geraniol Consensus Reports

Reported in EPA TSCA Inventory.

Geraniol Specification

Geraniol, with the CAS registry number 106-24-1, is also named as 3,7-Dimethyl-trans-2,6-octadien-1-ol. The product's categories are Acyclic Monoterpenes; Biochemistry; Terpenes, and the other registry number is 8007-13-4. Besides, it is colourless to pale yellow liquid with an odour of roses, which should be sealed in brown glass bottles in cool and dark place at 2-8 °C. It can react with oxoacids and carboxylic acids to form esters plus water. In addition, it is stable and incompatible with strong oxidizing agents.

Physical properties about Geraniol are: (1)ACD/LogP: 3.279; (2)ACD/LogD (pH 5.5): 3.28; (3)ACD/LogD (pH 7.4): 3.28; (4)ACD/BCF (pH 5.5): 182.88; (5)ACD/BCF (pH 7.4): 182.88; (6)ACD/KOC (pH 5.5): 1448.34; (7)ACD/KOC (pH 7.4): 1448.34; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.471; (12)Molar Refractivity: 49.714 cm3; (13)Molar Volume: 177.941 cm3; (14)Polarizability: 19.708 10-24cm3; (15)Surface Tension: 29.1669998168945 dyne/cm; (16)Density: 0.867 g/cm3; (17)Flash Point: 76.667 °C; (18)Enthalpy of Vaporization: 54.187 kJ/mol; (19)Boiling Point: 229.499 °C at 760 mmHg; (20)Vapour Pressure: 0.0130000002682209 mmHg at 25°C;

Preparation of Geraniol: It can be obtained by separation of the plant essential oil. Additionally, this chemical can be prepared by 3,7-Dimethyl-octa-2,6-dienal.



This reaction needs BER and Methanol at temperature of 25 °C. The reaction time is 3 hours. The yield is 90 %.

Uses of Geraniol: This chemical is commonly used in perfumes. It is also used in flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry. And it is used as one of the 599 additives to cigarettes to improve their flavor. Besides, it is an effective plant-based mosquito repellent. Furthermore, it can be used to produce Neryl benzyl ether.



This reaction needs NaH and Tetrahydrofuran at ambient temperature for 6 hours. The yield is 70 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing. Moreover, you should avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7+;
(2)InChIKey=GLZPCOQZEFWAFX-JXMROGBWSA-N;
(3)SmilesC(\CC\C=C(\C)C)(=C\CO)C;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 4gm/kg (4000mg/kg)   Journal of Scientific and Industrial Research, Section C: Biological Sciences. Vol. 21, Pg. 342, 1962.
mouse LD50 subcutaneous 1090mg/kg (1090mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE Sapporo Igaku Zasshi. Sapporo Medical Journal. Vol. 3, Pg. 73, 1952.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 881, 1974.
rabbit LDLo intravenous 50mg/kg (50mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 58, Pg. 394, 1962.
rat LD50 oral 3600mg/kg (3600mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: COMA
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

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