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100-51-6

Basic Information
CAS No.: 100-51-6
Name: Benzyl alcohol
Molecular Structure:
Molecular Structure of 100-51-6 (Benzyl alcohol)
Formula: C7H8O
Molecular Weight: 108.14
Synonyms: Benzyl alcohol (JP14/NF);Phenylmethyl alcohol;alpha-Hydroxytoluene;phenylcarbinol;Benzenecarbinol;.alpha.-Hydroxytoluene;(Hydroxymethyl)benzene;Phenylmethanol;Benzal alcohol;benzenemethanol;.alpha.-Toluenol;Methanol, phenyl-;Sunmorl BK 20;NCI-C06111;see Carbamo(dithioperox)imidic acid,phenylmethyl ester;Benzyl alcohol F.F.C.;Benzyl Alcohol , Natural;Benzyl alcohol nat.;benzoic alcohol;Benzyl Alcohol, Reagent;Phenolcarbinol;Phenyl Methanol;FEMA No. 2137;alpha-Toluenol;Benzyl Alcohol Natural;BenzylAlcohol(PhenylCarbinol);
EINECS: 202-859-9
Density: 1.047 g/cm3
Melting Point: -15 °C
Boiling Point: 204.7 °C at 760 mmHg
Flash Point: 97.5 °C
Solubility: 4.29 g/100 mL (20°C) in water
Appearance: colourless liquid
Hazard Symbols: HarmfulXn,ToxicT
Risk Codes: 20/22-63-43-36/37/38-23/24/25-45-40
Safety: 26-36/37-24/25-23-53
Transport Information: UN 1593 6.1/PG 3
PSA: 20.23000
LogP: 1.17890
Synthetic route
93-89-0

benzoic acid ethyl ester

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 0.5h;100%
With RuCl2(2-(diphenylphosphino)-N-(thiophen-2-ylmethyl)ethanamine)PPh3; hydrogen; sodium methylate In toluene at 100℃; under 37503.8 Torr; for 16h; Autoclave;100%
With dichloro(benzene)ruthenium(II) dimer; 2-((di-p-tolylphosphino)methyl)-1-methyl-1H-imidazole; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 4.5h;99%
100-52-7

benzaldehyde

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With Triethoxysilane; potassium fluoride for 36h; Product distribution;100%
With n-butyllithium; 1-methoxycyclohexa-1,4-diene In tetrahydrofuran; Petroleum ether for 5h; Product distribution; Ambient temperature;100%
With sodium tetrahydroborate In methanol; dichloromethane at 22℃; for 0.00166667h; also in other alcohols, also at other temperatures, also the reduction time required for 50percent reduction;100%
98-88-4

benzoyl chloride

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; silica gel In hexane at 25℃; for 3h;100%
With diisopropoxytitanium(III) tetrahydroborate In dichloromethane at -20℃; for 0.133333h;100%
With trihexyl(tetradecyl)phosphonium decanoate*BH3 at 20℃; Product distribution / selectivity;99%
93-58-3

benzoic acid methyl ester

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With C32H34BrN5ORu; potassium tert-butylate; hydrogen In tetrahydrofuran at 70℃; under 37503.8 Torr; for 4h; Reagent/catalyst;100%
With C56H70Cl3N10Ru2(1+)*F6P(1-); potassium tert-butylate; hydrogen In tetrahydrofuran; dodecane at 70℃; under 37503.8 Torr; for 16h; Inert atmosphere; Glovebox; Autoclave;100%
With C32H32Cl2N2P2Ru; hydrogen; sodium methylate In para-xylene; toluene at 5 - 100℃; under 37503.8 Torr; for 4h; Reagent/catalyst; Glovebox;100%
1927-62-4

tetrahydro-2-(benzyloxy)-2H-pyran

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With dinitrogen tetraoxide In dichloromethane at -10℃; deprotection;100%
poly(4-vinylpyridinium) p-toluenesulfonate In tetrahydrofuran; ethanol at 75℃; for 30h; Hydrolysis;99%
With C24H20O3; toluene-4-sulfonic acid In tetrahydrofuran; methanol at 20℃; for 1h;99%
14642-79-6

benzyloxy-trimethylsilane

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With dinitrogen tetraoxide In dichloromethane at -10℃; deprotection;100%
With water; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 20℃; for 0.25h;100%
montmorillonite K-10 for 0.0166667h; Solid phase reaction; desilylation; microwave irradiation;99%
22768-01-0

O-Alloc benzyl alcohol

A

187737-37-7

propene

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene at 5℃;A n/a
B 100%
104-57-4

benzyl formate

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In o-xylene at 80℃; for 24h; Inert atmosphere;100%
Stage #1: benzyl formate With phenylsilane; C74H74Mn2N6P4 at 25℃; for 0.5h; Glovebox; Inert atmosphere;
Stage #2: With sodium hydroxide In water at 25℃; for 2h; Glovebox; Inert atmosphere;
99%
Stage #1: benzyl formate With phenylsilane; (Ph2PPrPDI)Mn at 25℃; for 0.25h; Glovebox; Inert atmosphere;
Stage #2: With sodium hydroxide In water at 25℃; for 2h; Catalytic behavior; Reagent/catalyst; Glovebox;
88%
120-51-4

benzoic acid benzyl ester

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With C56H70Cl3N10Ru2(1+)*F6P(1-); potassium tert-butylate; hydrogen In tetrahydrofuran; dodecane at 70℃; under 37503.8 Torr; for 16h; Inert atmosphere; Glovebox; Autoclave;100%
With dichloro(benzene)ruthenium(II) dimer; 2-((di-p-tolylphosphino)methyl)-1-methyl-1H-imidazole; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 2h;99%
With C66H102N4OP2Ru; hydrogen In toluene at 105℃; under 22502.3 Torr; for 20h; Inert atmosphere; Glovebox;99%
99464-81-0

benzyl (1-chloroethyl) carbonate

ammonium thiocyanate

A

117972-00-6

benzyl 1-thiocyanoethylcarbonate

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With tetrabutyl phosphonium bromide In acetone for 18.5h; Heating;A 100%
B 18%
100-39-0

benzyl bromide

133957-60-5

2-(trimethylsilyl)ethyl benzeneselenenate

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 7h; Ambient temperature;100%
With tetrabutyl ammonium fluoride In tetrahydrofuran for 7h; Product distribution; Ambient temperature; other alkyl halides, different reation times;100%
111396-78-2

benzyl 2-(2-hydroxypropyl)phenyl sulfone

A

111396-79-3

3-methyl-1-oxobenzo-2,1-oxathiane

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 1h;A 100%
B 100%
152757-22-7

benzenesulphonylacetic acid benzyl ester

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With ethanol; magnesium; mercury dichloride In tetrahydrofuran for 2h; Ambient temperature;100%
5159-41-1

2-iodobenzyl alcohol

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); hypophosphorous acid; sodium hydrogencarbonate In ethanol for 5h; Heating;100%
With tri(2-furyl)germane; triethyl borane In tetrahydrofuran at 20℃; for 1.5h; Reduction;93%
With tri(2-furyl)germane; triethyl borane In tetrahydrofuran; hexane at 20℃; for 1.5h;93%
With isopropyl alcohol at 20℃; for 12h; UV-irradiation; chemoselective reaction;86%
With potassium phosphate; palladium diacetate; hydrazine hydrate In dimethyl sulfoxide; N,N-dimethyl-formamide at 20℃; for 8h; Green chemistry;78%
351-70-2

benzyl trifluoroacetate

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With silica gel; triethylamine In diethyl ether; Petroleum ether Substitution; Detrifluoroacetylation;100%
67-56-1

methanol

22767-96-0

Benzyl 3-phenylpropionate

A

103-25-3

3-phenylpropanoic acid methyl ester

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A 100%
B n/a
64-17-5

ethanol

22767-96-0

Benzyl 3-phenylpropionate

A

2021-28-5

ethyl dihydrocinnamate

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A 100%
B n/a
22767-96-0

Benzyl 3-phenylpropionate

107-18-6

allyl alcohol

A

15814-45-6

allyl 3-phenylpropionate

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A 100%
B n/a
934971-01-4

(2R,3S)-1-chloro-3-dibenzylamino-4-phenyl-2-butanol sulfuric acid salt

A

934971-02-5

(2R,3S)-1-chloro-3-amino-4-phenyl-2-butanol sulfuric acid salt

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With hydrogen; palladium hydroxide/carbon In methanol at 40℃; for 3h;A 100%
B n/a
85283-42-7

Li(1+)*ReMn(CO)9(CHO)(1-)=Li(ReMn(CO)9(CHO))

100-52-7

benzaldehyde

A

14693-30-2

decacarbonylmanganeserhenium

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
In tetrahydrofuran under N2, benzaldehyde was added to soln. of Re-Mn-complex in THF at -78°C, warmed to -30°C, 5 min, quenched with aq. THF;A 58%
B 100%

Li[cis-Re2(CO)9(CHO)]*tetrahydrofuran

100-52-7

benzaldehyde

A

14285-68-8

decacarbonyldirhenium(0)

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With tetradecane In tetrahydrofuran under N2, 1.13 equiv of benzaldehyde in THF was added to soln. of Re-complex in THF, stirred for 1 h, water was added , extd. with ether, driedover Na2SO4, 1 equiv of tetradecane standard was added; solvent removed, dissolved in min. ether, hexane added, placed in freezer overnight, crystd., filtered, vac. dried;A 100%
B 74%

C28H28BO4(1-)*Na(1+)

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With water100%
18052-27-2

tert-butyldimethyl(phenoxy)silane

53172-91-1

(benzyloxy)(tert-butyl)dimethylsilane

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With 1,11-bis(3-methyl-3H-imidazolium-1-yl)-3,6,9-trioxaundecane di(methanesulfonate) In methanol at 20℃; for 1.41667h;100%
65-85-0

benzoic acid

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With diisobutylaluminum borohydride In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;99%
Stage #1: benzoic acid With borane-2-methyltetrahydrofuran complex In 2-methyltetrahydrofuran at 0 - 20℃; for 3h;
Stage #2: With water In 2-methyltetrahydrofuran Product distribution / selectivity;
97.1%
With [Zn(BH4)2(py)] In tetrahydrofuran for 1.5h; Heating;96%
2315-68-6

propyl benzoate

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With C32H36ClNO2P2Ru; potassium tert-butylate; hydrogen In tetrahydrofuran at 120℃; under 38002.6 Torr; for 12h; Autoclave; Green chemistry;99%
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;95%
With lithium aluminium tetrahydride In diethyl ether for 1h; Heating; Yield given;
140-11-4

Benzyl acetate

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With [Ru(2-(methylthio)-N-[(pyridin-2-yl)methyl]ethan-1-amine)(triphenylphosphine)Cl2]; potassium tert-butylate; hydrogen In toluene at 80℃; under 30003 Torr; for 3h;99%
With methanol; sodium methylate at 60℃; Reagent/catalyst;99%
With Ximenia american In water at 30℃; for 72h; pH=5; Enzymatic reaction;98%
53172-91-1

(benzyloxy)(tert-butyl)dimethylsilane

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With C24H20O3; tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1h;99%
With water; aluminium In hexane for 15h; Ambient temperature;98%
With polymer-supported dicyanoketene acetal; water In acetonitrile at 20℃; for 24h; Hydrolysis;98%
20383-28-2

N,N-diisopropyl benzamide

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With n-butyllithium; borane-THF; 2,3-dihydropyrrole at 65℃;99%
With LiPyrrBH3 In tetrahydrofuran at 25℃; for 2h;99%
139706-45-9

benzyl tert-butyldiphenylsilyl ether

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With potassium fluoride; Tetraethylene glycol at 80℃; for 3.5h;99%
With hafnium tetrakis(trifluoromethanesulfonate) In methanol at 20℃; for 3h; chemoselective reaction;97%
With hafnium tetrakis(trifluoromethanesulfonate) In methanol at 20℃; for 3h; chemoselective reaction;97%
93-99-2

benzoic acid phenyl ester

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With dimethylsulfide borane complex In 2-methyltetrahydrofuran at 90℃; under 7500.75 Torr; for 0.333333h; Inert atmosphere; Flow reactor; chemoselective reaction;99%
With sodium tetrahydroborate; C36H30F6N10Ni4O10(2+)*2C2F3O2(1-); zinc(II) chloride In tetrahydrofuran at 45℃; for 12h;90%
With methylsilane; potassium tert-butylate In tetrahydrofuran at 70℃; for 72h; Reagent/catalyst; Time; Inert atmosphere; Schlenk technique; Glovebox; chemoselective reaction;76%
110-87-2

3,4-dihydro-2H-pyran

100-51-6

benzyl alcohol

1927-62-4

tetrahydro-2-(benzyloxy)-2H-pyran

Conditions
ConditionsYield
zeolite HSZ-360 In neat (no solvent) at 25℃; for 5h;100%
With high p-toluenesulfonate content diphenylamine and terephthalaldehyde resin In acetonitrile at 20℃; for 1h;100%
With monoaluminum phosphate for 0.25h; Product distribution; Heating; other catalyst: AlPO4-Al2O3, other alcohols and phenols;99%
504-29-0

2-aminopyridine

100-51-6

benzyl alcohol

6935-27-9

N-benzylpyridin-2-amine

Conditions
ConditionsYield
With dichloro-[1,3-bis(4-tert-butylbenzyl)perhydrobenzimidazol-2-ylidene](p-cymene)ruthenium(II); potassium tert-butylate at 120℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;100%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 24h;99%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 24h; Inert atmosphere;99%
59-67-6

nicotinic acid

100-51-6

benzyl alcohol

94-44-0

benzyl nicotinate

Conditions
ConditionsYield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride In dichloromethane for 1h; Ambient temperature;100%
With N,N'-dimethylaminopyridine; di-tert-butyl dicarbonate In nitromethane at 50℃; for 16h;81%
With boric acid; glycerol Entfernen des entstehenden H2O;
85-44-9

phthalic anhydride

100-51-6

benzyl alcohol

2528-16-7

o-(benzyloxycarbonyl)benzoic acid

Conditions
ConditionsYield
In pyridine; benzene at 100℃; for 2h;100%
With 1-hydro-3-(3-sulfopropyl)-imidazolium 4-methyl-benzenesulfonate at 60℃; Heating;95%
In pyridine; benzene at 100℃; for 2h;84%
108-24-7

acetic anhydride

100-51-6

benzyl alcohol

140-11-4

Benzyl acetate

Conditions
ConditionsYield
With iodine for 15h; Ambient temperature;100%
With magnesium(II) perchlorate at 20℃; for 0.25h;100%
With nickel dichloride for 0.116667h; microwave irradiation;100%
141-97-9

ethyl acetoacetate

100-51-6

benzyl alcohol

5396-89-4

benzyl acetoacetate

Conditions
ConditionsYield
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In toluene for 6h; Heating;100%
With rhizopus niveus lipase; Pseudomonas sp. lipoprotein lipase; Candida antarctica lipase B immobilized on acrylic resin; Carica papaya protease In toluene at 40℃; for 48h; Enzymatic reaction;98%
1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane In toluene for 16h; Heating;96%
98-88-4

benzoyl chloride

100-51-6

benzyl alcohol

120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With bifunctional polymer In toluene at 20℃; for 6h;100%
Stage #1: benzoyl chloride; benzyl alcohol In dichloromethane at 20℃;
Stage #2: With poly{trans-bicyclo[2.2.1]hept-5-ene-2,3-di(chlorocarbonyl)} In dichloromethane Heating;
95%
With triethylamine94%
104-94-9

4-methoxy-aniline

100-51-6

benzyl alcohol

17377-95-6

benzyl(4-methoxyphenyl)amine

Conditions
ConditionsYield
With chloro(η5-pentamethylcyclopentadienyl)(L-prolinato)iridium(III) In toluene at 95℃; for 24h; Inert atmosphere; Sealed tube;100%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 48h;99%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 48h; Inert atmosphere;99%
122-04-3

4-nitro-benzoyl chloride

100-51-6

benzyl alcohol

14786-27-7

benzyl 4-nitrobenzoate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 96h; Inert atmosphere;100%
With dmap In dichloromethane at 20℃; for 24h;92%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;82%
64-19-7

acetic acid

100-51-6

benzyl alcohol

140-11-4

Benzyl acetate

Conditions
ConditionsYield
zirconium(IV) oxide In toluene for 1h; Heating; in vapor-phase at 150 deg C;100%
LaY zeolite at 116℃; for 8h; Acetylation;99%
With bismuth(lll) trifluoromethanesulfonate at 20℃; for 0.25h;99%
79-08-3

bromoacetic acid

100-51-6

benzyl alcohol

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene at 120℃; for 24h;100%
With toluene-4-sulfonic acid In benzene at 120℃; for 24h; Inert atmosphere;100%
With toluene-4-sulfonic acid In benzene at 120℃; for 24h;100%
372-09-8

cyanoacetic acid

100-51-6

benzyl alcohol

14447-18-8

benzyl 2-cyanoacetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1h;100%
With pyridine In acetonitrile 1.) 0 deg C, 1 h, 2.) 25 deg C, 1 h;98%
With sulfuric acid In benzene for 2.5h; Fischer esterification; Heating;93%
107-13-1

acrylonitrile

100-51-6

benzyl alcohol

6328-48-9

3-benzyloxypropionitrile

Conditions
ConditionsYield
With [μN,κP,κC,κN-{2-(i-Pr2PO),6-(CH2NBn)-(C6H3)}Ni]2 In benzene at 50℃; for 1h;100%
With sodium hydroxide In water at 20℃; for 6h; Michael addition;99%
With sodium hydroxide at 20℃; Michael Addition;97%
545-06-2

trichloroacetonitrile

100-51-6

benzyl alcohol

81927-55-1

O-benzyl 2,2,2-trichloroacetimidate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In n-heptane at 0℃; for 0.25h; Solvent;100%
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In dichloromethane; water at -15 - 20℃; for 1.5h;99%
With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at -15 - 25℃; for 1h;97%
62-53-3

aniline

100-51-6

benzyl alcohol

758640-21-0

N-Benzylaniline

Conditions
ConditionsYield
With C25H27ClIrN4O(1+)*Cl(1-); caesium carbonate at 120℃; for 20h;100%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 48h;99%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 48h; Inert atmosphere;99%
1885-14-9

phenyl chloroformate

100-51-6

benzyl alcohol

28170-07-2

benzyl phenyl carbonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 16h; Inert atmosphere;100%
With pyridine In dichloromethane at 23℃; Cooling with ice; Inert atmosphere;99%
With pyridine; dmap In dichloromethane at 0 - 20℃; for 13.5h;95%
65-85-0

benzoic acid

100-51-6

benzyl alcohol

120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With cyanomethylenetributyl-phosphorane In benzene at 100℃; for 24h;100%
With TiO(acac)2 In xylene for 15h; Heating;100%
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 5h;99%
103-80-0

phenylacetyl chloride

100-51-6

benzyl alcohol

102-16-9

benzyl 2-phenylacetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;100%
With samarium In acetonitrile at 70℃; for 0.0333333h;92%
With triethylamine In dichloromethane at 20℃; for 12h;70.1%
407-25-0

trifluoroacetic anhydride

100-51-6

benzyl alcohol

351-70-2

benzyl trifluoroacetate

Conditions
ConditionsYield
erbium(III) triflate In acetonitrile at 20℃; for 0.166667h;100%
With erbium(III) chloride for 2h; Heating;99%
In diethyl ether at 0℃; for 2h; Inert atmosphere;95%
77-92-9

citric acid

100-51-6

benzyl alcohol

631-25-4

tribenzyl citrate

Conditions
ConditionsYield
toluene-4-sulfonic acid In toluene for 18h; Heating / reflux;100%
With hydrogenchloride In xylene for 12h; Esterification; Heating;95%
at 160 - 165℃;
With hydrogenchloride; xylene
93-58-3

benzoic acid methyl ester

100-51-6

benzyl alcohol

120-51-4

benzoic acid benzyl ester

Conditions
ConditionsYield
With 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; 4-pyrrolidin-1-ylpyridine In octane for 24h; Reflux;100%
With dilithium tetra(tert-butyl)zincate at 0℃; for 1h; Temperature; Inert atmosphere;100%
With lanthanum(III) isopropoxide; 2-(2-methoxyethoxy)ethyl alcohol In hexane Reflux; chemoselective reaction;97%
1189-71-5

isocyanate de chlorosulfonyle

100-51-6

benzyl alcohol

89979-13-5

benzyl N-chlorosulfonylcarbamate

Conditions
ConditionsYield
In dichloromethane for 1h;100%
In diethyl ether at 23℃; Inert atmosphere; Cooling with ice;97%
In dichloromethane at -10℃; for 1h;69%
91-01-0

1,1-Diphenylmethanol

100-51-6

benzyl alcohol

26059-49-4

benzyl diphenylmethyl ether

Conditions
ConditionsYield
methyltrioxorhenium(VII) for 48h; Ambient temperature;100%
With boron trifluoride diethyl etherate In toluene at 100℃; for 7h; Concentration; Solvent; Time;98%
With trimethylsilyl bromide at 50℃; for 24h; Sealed tube;98%
112-80-1

cis-Octadecenoic acid

100-51-6

benzyl alcohol

55130-16-0

benzyl (Z)-9-octadecenoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water; benzene for 22h; Heating;100%
With porous phenol sulfonic acid-formaldehyde resin In neat (no solvent) at 90℃; for 6h;91%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 2.5h;85%
100-51-6

benzyl alcohol

62-23-7

4-nitro-benzoic acid

14786-27-7

benzyl 4-nitrobenzoate

Conditions
ConditionsYield
With [Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In various solvent(s) at 150℃; for 10h;100%
With [bis(acetoxy)iodo]benzene; triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 25℃; for 16h; Mitsunobu reaction;100%
Stage #1: 4-nitro-benzoic acid With N-chlorobenzotriazole; triphenylphosphine In dichloromethane for 0.25h; Cooling;
Stage #2: benzyl alcohol With triethylamine In dichloromethane at 20℃; for 0.333333h;
98%
100-51-6

benzyl alcohol

103-50-4

dibenzyl ether

Conditions
ConditionsYield
With copper(ll) bromide at 175℃; for 8h; Reagent/catalyst;100%
With (NH4)2.8H0.9[ε-VMo9.4V2.6O40Bi2]·7.2H2O at 129.84℃; for 3h; Catalytic behavior; Reagent/catalyst;97%
With benzyl bromide In neat (no solvent) at 120℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Sealed tube; Green chemistry;97%
100-51-6

benzyl alcohol

100-39-0

benzyl bromide

Conditions
ConditionsYield
With 1,1,1,2,2,2-hexamethyldisilane; pyridinium hydrobromide perbromide In chloroform at 25℃; for 0.5h;100%
With phosphorus tribromide In benzene at 20℃;100%
Stage #1: benzyl alcohol With 1,2,3-Benzotriazole; thionyl chloride In dichloromethane for 0.0833333h;
Stage #2: With potassium bromide In dichloromethane; N,N-dimethyl-formamide for 0.5h;
99%
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Specification

Benzyl alcohol is an organic compound with the formula C6H5CH2OH. With the cas number 100-51-6, it is also called (Hydroxymethyl)benzene;alcoolbenzylique;Bentalol;benzalalcohol;Benzalcohol;Benzenemethan-lo;benzenmethanol;Benzoyl alcohol. Benzyl Alcohol is an aromatic alcohol used as a preservative, as the active ingredient in head lice treatment, and as a solvent. It is most often created by combining benzyl chloride (a suspected carcinogen that has been used as a war gas) with sodium hydroxide (lye).

Physical properties about Benzyl alcohol are: (1)ACD/LogP: 1.055; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.06; (4)ACD/LogD (pH 7.4): 1.06; (5)ACD/BCF (pH 5.5): 3.73 ; (6)ACD/BCF (pH 7.4): 3.73; (7)ACD/KOC (pH 5.5): 89.37 ; (8)ACD/KOC (pH 7.4): 89.37; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.546; (13)Molar Refractivity: 32.704 cm3; (14)Molar Volume: 103.25 cm3; (15)Polarizability: 12.965 10-24cm3; (16)Surface Tension: 40.7179985046387 dyne/cm; (17)Density: 1.047 g/cm3; (18)Flash Point: 97.507 °C ; (19)Enthalpy of Vaporization: 46.614 kJ/mol; (20)Boiling Point: 204.699 °C at 760 mmHg; (21)Vapour Pressure: 0.158000007271767 mmHg at 25°C

Preparation of Benzyl Alcohol: Benzyl alcohol is produced naturally by many plants and is commonly found in fruits and teas. It is also found in a variety of essential oils including jasmine, hyacinth, and ylang-ylang. Benzyl alcohol is prepared by the hydrolysis of benzyl chloride using sodium hydroxide:
C6H5CH2Cl + NaOH → C6H5CH2OH + NaCl
It can also be prepared via a Grignard reaction by reacting phenylmagnesium bromide (C6H5MgBr) with formaldehyde, followed by acidification.

Uses of Benzyl Alcohol: Benzyl Alcohol (CAS NO.100-51-6) is used as a bacteriostatic preservative at low concentration in intravenous medications. It is also used as a general solvent for inks, paints, lacquers, and epoxy resin coatings.In organic synthesis, benzyl esters are good protecting groups due to they can be removed by mild hydrogenolysis. Besides Benzyl alcohol has been used as a dielectric solvent for the dielectrophoretic reconfiguration of nanowires. Moreover it is also a precursor to a variety of esters, used in the soap, perfume, and flavor industries. It is often added to intravenous medication solutions as a preservative because of its bacteriostatic and antipruritic properties. At last it is also used as a photographic developer.

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing and gloves;
3. Avoid contact with skin and eyes;
4. Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer);
5. Avoid exposure - obtain special instruction before use;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2;
(2)InChIKey=WVDDGKGOMKODPV-UHFFFAOYSA-N;
(3)Smilesc1(ccccc1)CO

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 100mg/kg (100mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
 
cat LDLo intravenous 625mg/kg (625mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 16, Pg. 1, 1920.
cat LDLo skin 10gm/kg (10000mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: TREMOR
Journal of Pharmacology and Experimental Therapeutics. Vol. 84, Pg. 358, 1945.
dog LDLo intravenous 50mg/kg (50mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Toxicology and Applied Pharmacology. Vol. 18, Pg. 60, 1971.
 
dog LDLo parenteral 9mg/kg (9mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology and Applied Pharmacology. Vol. 25, Pg. 153, 1973.
 
guinea pig LD50 oral 2500mg/kg (2500mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(7), Pg. 81, 1985.
mouse LD50 intraperitoneal 650mg/kg (650mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Journal of Pharmaceutical Sciences. Vol. 75, Pg. 702, 1986.
 
mouse LD50 intravenous 324mg/kg (324mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 330, 1962.
 
mouse LD50 oral 1360mg/kg (1360mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(7), Pg. 81, 1985.
rabbit LD50 oral 1040mg/kg (1040mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Journal of Pharmacology and Experimental Therapeutics. Vol. 84, Pg. 358, 1945.
rabbit LD50 skin 2gm/kg (2000mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 6, 1974.
rat LCLo inhalation 1000ppm/8H (1000ppm)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat LD50 intraarterial 441mg/kg (441mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA
Toxicology and Applied Pharmacology. Vol. 18, Pg. 60, 1971.
 
rat LD50 intraperitoneal 400mg/kg (400mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 6, 1974.
rat LD50 intravenous 53mg/kg (53mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Toxicology and Applied Pharmacology. Vol. 18, Pg. 60, 1971.
 
rat LD50 oral 1230mg/kg (1230mg/kg) BEHAVIORAL: COMA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT
Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rat LDLo subcutaneous 1700mg/kg (1700mg/kg) BEHAVIORAL: COMA

KIDNEY, URETER, AND BLADDER: OTHER CHANGES 

SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE
Revue Medicale de la Suisse Romande. Vol. 15, Pg. 561, 1895.