Product Name

  • Name

    4-Chlorobenzyl alcohol

  • EINECS 212-852-2
  • CAS No. 873-76-7
  • Article Data477
  • CAS DataBase
  • Density 1.237 g/cm3
  • Solubility Soluble in water (2.5 mg/ml at 20°C), and methanol.
  • Melting Point 68-71 °C(lit.)
  • Formula C7H7ClO
  • Boiling Point 234.069 °C at 760 mmHg
  • Molecular Weight 142.585
  • Flash Point 95.362 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 873-76-7 (4-Chlorobenzyl alcohol)
  • Hazard Symbols
  • Synonyms Benzenemethanol, 4-chloro- (9CI);(4-Chlorophenyl)methanol;Benzyl alcohol, p-chloro-;4-Chlorobenzenemethanol;Benzenemethanol, 4-chloro-;p-Chlorobenzylalcohol;
  • PSA 20.23000
  • LogP 1.83230

Synthetic route

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With magnesium(II) perchlorate; polymer-bound NADH (2a) In acetonitrile; benzene at 80℃; for 120h; Further byproducts given;100%
With diisopropoxytitanium(III) tetrahydroborate In dichloromethane at -20℃; for 0.133333h;100%
With zirconium dioxide hydrate; isopropyl alcohol at 60℃; for 0.133333h; Meerwein-Ponndorf-Verley Reduction;100%
para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With C25H42N6Rh(1+)*CF3O3S(1-); phenylsilane In tetrahydrofuran at 30℃; for 20h; Inert atmosphere;100%
With samarium diiodide; benzaldehyde; samarium(III) trifluoromethanesulfonate In tetrahydrofuran; methanol; water at 20℃; for 0.0166667h; Reduction;99%
With samarium diiodide; phosphoric acid In tetrahydrofuran for 0.000833333h; Ambient temperature;94%
Methyl 4-chlorobenzoate
1126-46-1

Methyl 4-chlorobenzoate

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With C39H39N6ORu(1+)*Br(1-); potassium methanolate; 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 C13H34BFeNOP2; hydrogen In tetrahydrofuran at 60℃; under 22502.3 Torr; for 18h; Autoclave; Inert atmosphere;99%
4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With N-methylpyrrolidine zinc borohydride In tetrahydrofuran at 20℃; for 1.16667h;100%
With Zr(BH4)2Cl2(dabco)2 In tetrahydrofuran for 1.7h; Heating;98%
With sodium tetrahydroborate; lithium perchlorate In acetonitrile for 0.666667h;95%
4-chlorobenzoic anhydride
790-41-0

4-chlorobenzoic anhydride

A

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

B

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate In tetrahydrofuran for 1h; Ambient temperature;A 94%
B 100%
sodium tetrakis(4-chlorobenzyloxy)borate

sodium tetrakis(4-chlorobenzyloxy)borate

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With water100%
2-(4-chlorobenzyloxy)tetrahydro-2H-pyran
18484-03-2

2-(4-chlorobenzyloxy)tetrahydro-2H-pyran

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
silica-supported prop-1-ylsulfonic acid In methanol99.4%
With sulfuric acid; silica gel In methanol at 20℃; for 0.5h;98%
With lithium borohydride In methanol at 20℃; for 0.416667h;96%
4-chlorobenzamide
619-56-7

4-chlorobenzamide

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With samarium diiodide; water In tetrahydrofuran for 0.00277778h; Ambient temperature;99%
With C24H20ClN2OPRu; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 10640.7 Torr; for 36h; Inert atmosphere; Schlenk technique;85%
With [fac-8-(2-diphenylphosphinoethyl)aminotrihydroquinoline]RuH(η1-BH4)(CO); hydrogen In isopropyl alcohol at 140℃; under 37503.8 Torr; for 24h; Autoclave;62 %Chromat.
ethyl 4-chlorobenzoate
7335-27-5

ethyl 4-chlorobenzoate

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate; hafnium tetrachloride In tetrahydrofuran at 20℃; for 5.6h; Inert atmosphere; Cooling with ice;98%
With phenylsilane; potassium tert-butylate; water; sodium triethylborohydride; cobalt(II) chloride In 1,4-dioxane; toluene at 60℃; for 15h; Inert atmosphere; Glovebox; Schlenk technique;98%
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;96%
4-chlorobenzyl acetate
5406-33-7

4-chlorobenzyl acetate

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With methanol; potassium permanganate at 25℃; chemoselective reaction;98%
With methanol; [Dy2((2-hydroxy-3-methoxyphenyl)methylene benzohydrazide)2(triflate)2(H2O)4] for 40h; Reflux; Inert atmosphere; chemoselective reaction;81%
With water In acetonitrile for 0.166667h; Quantum yield; Irradiation;
4-chlorobenzyltrimethylsilyl ether
14856-74-7

4-chlorobenzyltrimethylsilyl ether

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With poly (ethylene glycol)-sulfonated sodium montmorillonite nanocomposite In methanol at 20℃; for 0.0333333h;98%
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;96%
With rice husk ash supported on anatase-phase titania nanoparticles nanocomposite In methanol at 20℃; for 0.05h;96%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

A

(4'-chlorobenzyl) 4-chlorobenzoate
19048-85-2

(4'-chlorobenzyl) 4-chlorobenzoate

B

N-benzyl-4-chloro-N-methylbenzamide
137374-28-8

N-benzyl-4-chloro-N-methylbenzamide

C

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
tris(bis(trimethylsilyl)amido)lanthanum(III) In benzene-d6 at 25℃; for 24h;A n/a
B 98%
C n/a
1-chloro-4-[(methoxymethoxy)methyl]benzene
1200-16-4

1-chloro-4-[(methoxymethoxy)methyl]benzene

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.0166667h; Microwave irradiation; chemoselective reaction;97%
phosphotungstic acid In ethanol for 4.5h; Heating;87%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

aniline
62-53-3

aniline

A

4-chlorobenzanilide
6833-15-4

4-chlorobenzanilide

B

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
Stage #1: aniline With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
Stage #2: 4-chlorobenzaldehyde With yttrium(III) chloride In toluene at 20℃; for 48h; Cannizzaro reaction; Inert atmosphere;
Stage #3: With hydrogenchloride In water; toluene at 20℃; Inert atmosphere;
A 97%
B n/a
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

isopropyl alcohol
67-63-0

isopropyl alcohol

A

acetone
67-64-1

acetone

B

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With titanium(IV) oxide at 24.84℃; Meerwein-Ponndorf-Verley Reduction; Sealed tube; UV-irradiation; Inert atmosphere; Green chemistry; chemoselective reaction;A 96%
B 87%
C13H13ClOSi

C13H13ClOSi

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With sodium hydroxide In water Schlenk technique; Inert atmosphere;96%
With water; sodium hydroxide In benzene-d6 at 20℃; Glovebox; Inert atmosphere;
With sodium hydroxide In methanol for 2h;
With sodium hydroxide In water
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

A

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

B

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 4-chlorobenzaldehyde With potassium hydroxide for 0.0833333h; Cannizzaro Reaction; Milling; Inert atmosphere; Sealed tube; Green chemistry;
Stage #2: With hydrogenchloride In water Green chemistry;
A 95%
B 95%
With sodium hydroxide In water at 20℃; for 3.5h; Cannizzaro Reaction;A n/a
B 89%
With TEA; magnesium bromide In dichloromethane at 20℃; for 48h; Cannizzaro reaction;A 88%
B n/a
4-chloro-1-[(ethoxymethoxy)methyl]benzene
1202-68-2

4-chloro-1-[(ethoxymethoxy)methyl]benzene

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.0166667h; Microwave irradiation; chemoselective reaction;95%
phosphotungstic acid In ethanol for 4.5h; Heating;87%
benzyloxy-trimethylsilane
14642-79-6

benzyloxy-trimethylsilane

4-chloro-1-[(ethoxymethoxy)methyl]benzene
1202-68-2

4-chloro-1-[(ethoxymethoxy)methyl]benzene

A

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

B

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.0166667h; Microwave irradiation; chemoselective reaction;A 95%
B 10%
Benzyl acetate
140-11-4

Benzyl acetate

4-chloro-1-[(ethoxymethoxy)methyl]benzene
1202-68-2

4-chloro-1-[(ethoxymethoxy)methyl]benzene

A

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

B

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
With 1-methylimidazole hydrogen sulfate at 120℃; for 0.0166667h; Microwave irradiation; chemoselective reaction;A 95%
B 20%
4-chlorobenzaldehyde p-toluenesulfonylhydrazone
19350-69-7

4-chlorobenzaldehyde p-toluenesulfonylhydrazone

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With water; potassium carbonate at 130℃; for 0.166667h; Microwave irradiation;95%
C15H22BClO

C15H22BClO

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With sodium hydroxide In water Inert atmosphere;95%
2-((4-chlorobenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1143018-85-2

2-((4-chlorobenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With silica gel at 25℃; Inert atmosphere; Glovebox;95%
With silica gel In methanol for 4h; Reflux;94%
With silica gel In hexane; ethyl acetate92%
4-[(chlorophenyl)methoxy](1,1-dimethylethyl)dimethylsilane
256521-85-4

4-[(chlorophenyl)methoxy](1,1-dimethylethyl)dimethylsilane

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With hafnium tetrakis(trifluoromethanesulfonate) In methanol at 20℃; for 7h;95%
With hafnium tetrakis(trifluoromethanesulfonate) In methanol at 20℃; for 7h;95%
With methanol at 20℃; for 2.33333h;95%
4-chlorobenzoyl azide
21368-28-5

4-chlorobenzoyl azide

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With zinc(II) tetrahydroborate In 1,2-dimethoxyethane for 5.5h; Ambient temperature;94%
With Ca(BH2S3)2 In tetrahydrofuran for 2h; Heating;87%
p-hydroxymethylphenylboronic acid
59016-93-2

p-hydroxymethylphenylboronic acid

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With N-chloro-succinimide; copper(l) chloride In acetonitrile at 80℃; for 12h;94%
With N-chloro-succinimide In acetonitrile at 80℃; for 16h;93%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

A

1-(4-chlorophenyl)-3-(4-methylphenyl)prop-2-yn-1-one

1-(4-chlorophenyl)-3-(4-methylphenyl)prop-2-yn-1-one

B

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With triethylamine; zinc(II) iodide In toluene at 80℃; for 12h; Schlenk technique; Inert atmosphere;A 94%
B n/a
4-chlorobenzyl β-(trimethylsilyl)ethoxymethyl ether

4-chlorobenzyl β-(trimethylsilyl)ethoxymethyl ether

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With carbon tetrabromide In isopropyl alcohol for 2h; Heating;93%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

A

1,2-bis(4-chlorophenyl)-1,2-ethandiol
37580-81-7, 67111-67-5, 69483-09-6, 116262-76-1, 38152-44-2

1,2-bis(4-chlorophenyl)-1,2-ethandiol

B

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With vanadium(II) chloride In ethanol; water at 16 - 22℃; for 0.416667h; sonication;A 92%
B 2%
With ammonium chloride; magnesium Ambient temperature;A 90%
B 7%
With zinc(II) chloride; zinc In tetrahydrofuran; water for 3h; Ambient temperature;A 16%
B 82%
acetophenone
98-86-2

acetophenone

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

3-(4-chlorophenyl)-1-phenylpropan-1-one
5739-39-9

3-(4-chlorophenyl)-1-phenylpropan-1-one

Conditions
ConditionsYield
With titanium(IV) oxide; potassium hydroxide In toluene at 100℃; for 10h; Sealed tube; Irradiation;100%
With C27H24Cl3F6IrN2; potassium hydroxide In toluene at 130℃; for 2h;94%
With C16H14IrN2O3; caesium carbonate In tert-Amyl alcohol for 6h; Reflux;91%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

Conditions
ConditionsYield
With oxygen; perruthenate modified mesoporous silicate MCM-41 In toluene at 80℃; for 1h; Oxidation;100%
With n-butyltriphenylphosphonium permanganate In acetonitrile at 20℃; for 0.25h;100%
With butyltriphenylphosphonium chlorochromate In acetonitrile for 0.75h; Heating;100%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

1-Chloro-4-(chloromethyl)benzene
104-83-6

1-Chloro-4-(chloromethyl)benzene

Conditions
ConditionsYield
With tetrachloromethane; cross-linked polymer (containing 2.50 mmol of phosphine/g) for 3h; Heating;100%
With ziconium(IV) oxychloride octahydrate; lithium chloride In ethanol; water at 90℃; for 1.5h;95%
With 1,3,5-trichloro-2,4,6-triazine; dimethyl sulfoxide at 20℃; for 0.25h; chemoselective reaction;94%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

4-chlorobenzyltrimethylsilyl ether
14856-74-7

4-chlorobenzyltrimethylsilyl ether

Conditions
ConditionsYield
With aluminum potassium sulfate dodecahydrate In acetonitrile at 20℃; for 0.333333h;100%
With 1,3-disulfonic acid imidazolium hydrogen sulfate In neat (no solvent) at 20℃; for 0.0166667h; Green chemistry;100%
With asymmetric salen type di-Schiff base-based zinc complex supported on Fe3O4 nanoparticles at 20℃; for 0.2h;100%
acetic anhydride
108-24-7

acetic anhydride

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

4-chlorobenzyl acetate
5406-33-7

4-chlorobenzyl acetate

Conditions
ConditionsYield
(NH4)8[CeW10O36]*20H2O for 0.0833333h; Heating;100%
With SBA-15-Ph-Pr-SO3H at 20℃; for 0.333333h;100%
With tin(IV) tetraphenylporphyrin perchlorate at 20℃; for 0.0833333h;99%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

Conditions
ConditionsYield
With bromine; oxygen In acetonitrile for 10h; Irradiation;100%
With periodic acid; tripropylammonium fluorochromate (VI) In acetonitrile at 0℃;99%
With silica-supported Jones reagent In dichloromethane for 0.035h;99.4%
Dimethoxymethane
109-87-5

Dimethoxymethane

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

1-chloro-4-[(methoxymethoxy)methyl]benzene
1200-16-4

1-chloro-4-[(methoxymethoxy)methyl]benzene

Conditions
ConditionsYield
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide at 20℃; for 1.2h;100%
With zirconyl triflate at 20℃; for 0.166667h; neat (no solvent); chemoselective reaction;100%
With 12-tungstophosphoric acid immobilized on [bmim][FeCl4] at 75 - 82℃; for 0.00555556h; Microwave irradiation;98%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

Conditions
ConditionsYield
With ammonium hydroxide; oxygen In tert-Amyl alcohol at 130℃; under 3750.38 Torr; for 24h;100%
Stage #1: para-Chlorobenzyl alcohol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodine In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere;
99%
With ammonia; oxygen In tert-Amyl alcohol; water at 100℃; under 3750.38 Torr; for 5h; Autoclave; High pressure;99%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

4-chlorobenzoic acid N-hydroxysuccinimide ester
68388-09-0

4-chlorobenzoic acid N-hydroxysuccinimide ester

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; benzoic acid In ethyl acetate for 0.5h; cooling;100%
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In decane; acetonitrile at 80℃; for 18h; Solvent;92%
With tert.-butylhydroperoxide; oxygen In acetonitrile for 24h; Irradiation; Sealed tube;52%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

C14H21ClN2O

C14H21ClN2O

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) at 100℃; for 0.0833333h; Microwave irradiation;100%
C14H17N3O3*ClH

C14H17N3O3*ClH

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

4-chlorobenzyl 4-[3-oxo-3-(2-oxo-2,3-dihydrobenzoxazol-6-yl)propyl]piperazine-1-carboxylate
1144035-02-8

4-chlorobenzyl 4-[3-oxo-3-(2-oxo-2,3-dihydrobenzoxazol-6-yl)propyl]piperazine-1-carboxylate

Conditions
ConditionsYield
Stage #1: para-Chlorobenzyl alcohol; 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 3h;
Stage #2: C14H17N3O3*ClH In N,N-dimethyl-formamide at 20℃; for 18h;
100%
1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

3-(4-chlorophenyl)-1-phenylpropan-1-one
5739-39-9

3-(4-chlorophenyl)-1-phenylpropan-1-one

Conditions
ConditionsYield
With Cu-Ag supported on hydrotalcite In o-xylene at 150℃; for 8h; Inert atmosphere;100%
With C44H35ClO4P2Ru; potassium hydroxide In para-xylene at 130℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Molecular sieve;95%
With C44H35ClO4P2Ru; sodium sulfate; potassium hydroxide In toluene at 150℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;95%
L-valine
72-18-4

L-valine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

(S)-1-((4-chlorobenzyl)oxy)-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate

(S)-1-((4-chlorobenzyl)oxy)-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate

Conditions
ConditionsYield
In water; toluene for 24h; Reflux; Dean-Stark;100%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

2-(4-chlorobenzyloxy)tetrahydro-2H-pyran
18484-03-2

2-(4-chlorobenzyloxy)tetrahydro-2H-pyran

Conditions
ConditionsYield
silica-supported prop-1-ylsulfonic acid In acetonitrile for 0.166667h;99.9%
With chloromethylated polystyrene supported tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate In tetrahydrofuran at 20℃; for 0.1h;99%
With mesoporous p-hydroxybenzenesulphonic acid-formaldehyde polymer resin In neat (no solvent) at 20℃; for 1.15h; chemoselective reaction;97%
L-phenylalanine
63-91-2

L-phenylalanine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

phenylalanine p-chlorobenzyl ester p-toluenesulfonate

phenylalanine p-chlorobenzyl ester p-toluenesulfonate

Conditions
ConditionsYield
In toluene for 5h; Heating;99.5%
4-chloro-aniline
106-47-8

4-chloro-aniline

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

4-chloro-N-(4-chlorobenzyl)aniline
13159-74-5

4-chloro-N-(4-chlorobenzyl)aniline

Conditions
ConditionsYield
With sodium hydrogencarbonate In toluene at 110℃; for 48h; Inert atmosphere;99%
Stage #1: 4-chloro-aniline; para-Chlorobenzyl alcohol With (1,3-bis(2,6-di-iso-propylphenyl)-4,5-dihydroimidazol-2-ylidene) copper chloride; potassium tert-butylate; oxygen In tetrahydrofuran at 20℃; for 6h; Molecular sieve;
Stage #2: With (1,3-bis(2,6-di-iso-propylphenyl)-4,5-dihydroimidazol-2-ylidene) copper chloride In tetrahydrofuran at 20℃; for 8h; Molecular sieve;
94%
With C51H40Cl2N2O3P2Ru; potassium hydroxide In toluene at 120℃; for 14h;84%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

para-chlorotoluene
106-43-4

para-chlorotoluene

Conditions
ConditionsYield
With hydrazine hydrate; C23H40MnNO2P2; potassium tert-butylate In tert-butyl alcohol at 115℃; for 48h; Wolff-Kishner Reduction; Green chemistry;99%
With carbon monoxide; hydrogen; benzene at 190℃; under 176522 Torr; Reagens 4: Octacarbonyldikobalt, Reagens 5: Kobaltcarbonat;
With 2,4,6-trimethyl-pyridine; 4,4'-dimethoxyphenyl disulfide; iridium(lll) bis[2-(2,4-difluorophenyl)-5-methylpyridine-N,C20]-4,40-di-tert-butyl-2,20-bipyridine hexafluorophosphate; triphenylphosphine In toluene for 24h; Irradiation;74 %Chromat.
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

4-chlorobenzyl bromide
622-95-7

4-chlorobenzyl bromide

Conditions
ConditionsYield
Stage #1: para-Chlorobenzyl alcohol With 1,2,3-Benzotriazole; thionyl chloride In dichloromethane
Stage #2: With potassium bromide In dichloromethane; N,N-dimethyl-formamide for 0.266667h;
99%
With N-Bromosuccinimide; triphenylphosphine for 0.00277778h; microwave irradiation;98%
With bromine; triphenylphosphine In dichloromethane at -78 - 20℃; for 18h; Inert atmosphere;97%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

1-chloro-4-(iodomethyl)benzene
35424-56-7

1-chloro-4-(iodomethyl)benzene

Conditions
ConditionsYield
Stage #1: para-Chlorobenzyl alcohol With 1,2,3-Benzotriazole; thionyl chloride In dichloromethane
Stage #2: With potassium iodide In dichloromethane; N,N-dimethyl-formamide for 0.0833333h;
99%
With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; hydrogen; iodine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,2-dichloro-ethane at 20℃; under 22502.3 Torr; Autoclave; Schlenk technique;99%
With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; Ru(OCOCH3)2{(S)-2,2'-bis(diphenylphosphino)-1,1'-dinaphthyl)}; hydrogen; iodine In toluene at 20℃; under 22502.3 Torr; for 5.5h;99%
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

C20H21N3O6S
194664-25-0

C20H21N3O6S

1-benzyloxycarbonyl-2-tert-butyloxycarbonyl-1-(4-chlorobenzyl)-2-(4-cyanobenzenesulfonyl)-hydrazine
194664-26-1

1-benzyloxycarbonyl-2-tert-butyloxycarbonyl-1-(4-chlorobenzyl)-2-(4-cyanobenzenesulfonyl)-hydrazine

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran99%
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Mitsunobu reaction;99%
acetic acid
64-19-7

acetic acid

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

4-chlorobenzyl acetate
5406-33-7

4-chlorobenzyl acetate

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate at 20℃; for 0.583333h;99%
With potassium fluoride at 80℃; for 3h;97%
With 50wtpercent Cs2.5H0.5PW12O40 supported on MCM-41 In acetonitrile at 50℃; for 0.5h;97%
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine
35661-39-3

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

(S)-2-[(4-Chloro-benzyl)-(2-nitro-benzenesulfonyl)-amino]-propionic acid

(S)-2-[(4-Chloro-benzyl)-(2-nitro-benzenesulfonyl)-amino]-propionic acid

Conditions
ConditionsYield
Multistep reaction;99%

4-Chlorobenzyl alcohol Specification

The 4-Chlorobenzyl alcohol, with the CAS registry number 873-76-7, is also known as Benzenemethanol, 4-chloro-. It belongs to the product categories of Alcohols and Derivatives; Benzhydrols, Benzyl & Special Alcohols; Alcohol; Alcohols; Chlorine Compounds; C7 to C8; Oxygen Compounds. Its EINECS registry number is 212-852-2. This chemical's molecular formula is C7H7ClO and molecular weight is 142.58. What's more, both its IUPAC name and systematic name are the same which is called (4-Chlorophenyl)methanol. It should be stored in a cool, dry and well-ventilated place. When you are dealing with this chemical, you should be very careful. The gas can not be breathed. You should avoid contacting with skin and eyes. 

Physical properties about 4-Chlorobenzyl alcohol are: (1)ACD/LogP: 1.639; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.64; (4)ACD/LogD (pH 7.4): 1.64; (5)ACD/BCF (pH 5.5): 10.36; (6)ACD/BCF (pH 7.4): 10.36; (7)ACD/KOC (pH 5.5): 185.54; (8)ACD/KOC (pH 7.4): 185.54; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.566; (14)Molar Refractivity: 37.599 cm3; (15)Molar Volume: 115.201 cm3; (16)Polarizability: 14.905×10-24 cm3; (17)Surface Tension: 43.99 dyne/cm; (18)Density: 1.238 g/cm3; (19)Flash Point: 95.362 °C; (20)Enthalpy of Vaporization: 49.756 kJ/mol; (21)Boiling Point: 234.069 °C at 760 mmHg; (22)Vapour Pressure: 0.030 mmHg at 25 °C.

Preparation of 4-Chlorobenzyl alcohol: this chemical can be prepared by 4-Chloro-benzoic acid ethyl ester. This reaction needs reagent Ca(BH4)2 and solvents tetrahydrofuran, toluene at temperature of 100 °C. The reaction time is 1 hour. The yield is 95 %.

4-Chlorobenzyl alcohol can be prepared by 4-Chloro-benzoic acid ethyl ester.

Uses of 4-Chlorobenzyl alcohol: (1) it is used as medicine, synthetic organic intermediates; (2) it is used to produce other chemicals. For example, it can react with pyridine-2,3-diamine to get 2-(4-chloro-phenyl)-3H-imidazo[4,5-b]pyridine. The reaction occurs with reagent sulfur at temperature of 185-200 °C. The reaction time is 2 hours. The yield is 61 %.

4-Chlorobenzyl alcohol can react with pyridine-2,3-diamine to get 2-(4-chloro-phenyl)-3H-imidazo[4,5-b]pyridine.

You can still convert the following datas into molecular structure:
(1) SMILES: Clc1ccc(cc1)CO
(2) InChI: InChI=1S/C7H7ClO/c8-7-3-1-6(5-9)2-4-7/h1-4,9H,5H2
(3) InChIKey: PTHGDVCPCZKZKR-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 unreported 1800mg/kg (1800mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(5), Pg. 13, 1990.
rat LD50 unreported 3840mg/kg (3840mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(5), Pg. 13, 1990.

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