Product Name

  • Name

    4-(CHLOROMETHYL)BENZYL ALCOHOL 99

  • EINECS
  • CAS No. 16473-35-1
  • Article Data22
  • CAS DataBase
  • Density 1.195 g/cm3
  • Solubility
  • Melting Point 58-60 °C(lit.)
  • Formula C8H9ClO
  • Boiling Point 275.9 °C at 760 mmHg
  • Molecular Weight 156.612
  • Flash Point 123.2 °C
  • Transport Information UN 1759 8/PG 2
  • Appearance white powder
  • Safety 26-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 16473-35-1 (4-(CHLOROMETHYL)BENZYL ALCOHOL 99)
  • Hazard Symbols CorrosiveC
  • Synonyms 4-Chloromethylbenzyl alcohol;4-Hydroxymethylbenzyl chloride;[4-(Chloromethyl)phenyl]methanol;p-(Chloromethyl)benzyl alcohol;p-(Hydroxymethyl)benzyl chloride;1-(Chloromethyl)-4-(hydroxymethyl)benzene;Benzyl alcohol,p-(chloromethyl)- (6CI,8CI);
  • PSA 20.23000
  • LogP 1.91770

Synthetic route

p-methyloxycarbonylbenzyl chloride
34040-64-7

p-methyloxycarbonylbenzyl chloride

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 20℃; for 2h;98%
With diisobutylaluminium hydride In hexane; dichloromethane at -78 - 0℃; Inert atmosphere;96%
With diisobutylaluminium hydride In dichloromethane at -78℃;91%
p-(chloromethyl)benzoic acid
1642-81-5

p-(chloromethyl)benzoic acid

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 20℃;96%
With diisobutylaluminum borohydride In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;95%
In tetrahydrofuran; water78.3%
p-xylylene glycol
589-29-7

p-xylylene glycol

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

Conditions
ConditionsYield
With hydrogenchloride94%
With hydrogenchloride In toluene at 20℃; for 12h;80%
With thionyl chloride In chloroform at 0℃; for 1h;75%
p-(chloromethyl)benzoyl chloride
876-08-4

p-(chloromethyl)benzoyl chloride

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran; ethanol at 20℃; for 2h; Inert atmosphere;92%
With sodium tetrahydroborate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1h;66.9%
With sodium tetrahydroborate; ethanol In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyl-[[4-(chloromethyl)phenyl]methoxy]dimethylsilane
874883-18-8

tert-butyl-[[4-(chloromethyl)phenyl]methoxy]dimethylsilane

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 0℃; for 1h;100%
With 1H-imidazole; dmap In dichloromethane at 20℃; for 1h; Inert atmosphere;97%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

(4-(azidomethyl)phenyl)methanol
439691-96-0

(4-(azidomethyl)phenyl)methanol

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 90℃; for 17h;100%
With sodium azide In N,N-dimethyl-formamide at 90℃; for 17h;100%
With sodium azide In N,N-dimethyl-formamide at 90℃; for 16h;
6-amino-2-butylamino-9H-purine
5463-09-2

6-amino-2-butylamino-9H-purine

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

C17H22N6O
1421583-10-9

C17H22N6O

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide100%
1H-imidazole
288-32-4

1H-imidazole

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

4-((1H-imidazol-1-yl)methyl)phenylmethanol
103573-92-8

4-((1H-imidazol-1-yl)methyl)phenylmethanol

Conditions
ConditionsYield
Stage #1: 1H-imidazole With potassium hydroxide In acetonitrile at 20℃; for 1h;
Stage #2: 4-(hydroxymethyl)benzyl chloride In acetonitrile at 90℃; for 16h;		96%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

4-<(tetrahydropyranyloxy)methyl>benzyl chloride
171358-70-6

4-<(tetrahydropyranyloxy)methyl>benzyl chloride

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 24h; Ambient temperature;95%
With pyridinium p-toluenesulfonate; sodium hydrogencarbonate In dichloromethane95%
With hydrogenchloride In dichloromethane at 20℃; for 12h;86%
methyl 3-(4-{[(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate
865137-72-0

methyl 3-(4-{[(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

methyl 3-(4-{[4-(chloromethyl)benzyl][(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate
865137-73-1

methyl 3-(4-{[4-(chloromethyl)benzyl][(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate

Conditions
ConditionsYield
Stage #1: methyl 3-(4-{[(2-nitrophenyl)sulfonyl]amino}phenyl)propanoate; 4-(hydroxymethyl)benzyl chloride With triphenylphosphine In toluene at 0℃;
Stage #2: With diethylazodicarboxylate In toluene at 20℃; for 72h;		95%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

4-chloromethylbenzaldehyde
73291-09-5

4-chloromethylbenzaldehyde

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 20℃; for 2h;94%
With pyridinium chlorochromate In dichloromethane at 0℃;90%
With manganese(IV) oxide In dichloromethane at 20℃; for 24h;83%
C38H44Cl3NO9Si

C38H44Cl3NO9Si

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

4-(chloromethyl)benzyl 2,3,4-tri-O-benzoyl-6-O-triisopropylsilyl-β-D-glucopyranoside
1300064-22-5

4-(chloromethyl)benzyl 2,3,4-tri-O-benzoyl-6-O-triisopropylsilyl-β-D-glucopyranoside

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -40℃; for 1h; Inert atmosphere; Molecular sieve;94%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

potassium phtalimide
1074-82-4

potassium phtalimide

2-(4-(hydroxymethyl)benzyl)isoindoline-1,3-dione
439691-95-9

2-(4-(hydroxymethyl)benzyl)isoindoline-1,3-dione

Conditions
ConditionsYield
18-crown-6 ether In acetonitrile at 50℃; for 18h;93%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

4-(hydroxylmethyl)benzaldehyde
52010-97-6

4-(hydroxylmethyl)benzaldehyde

Conditions
ConditionsYield
With 4-methylmorpholine N-oxide In tetrahydrofuran at 20℃; for 6h; Reflux;93%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

2-hydroxy-N,N-dimethylbenzamide
1778-08-1

2-hydroxy-N,N-dimethylbenzamide

2-((4-(hydroxymethyl)benzyl)oxy)-N,N-dimethylbenzamide

2-((4-(hydroxymethyl)benzyl)oxy)-N,N-dimethylbenzamide

Conditions
ConditionsYield
With potassium carbonate In acetone at 60 - 65℃; for 20h; Inert atmosphere;92%
4-carbamoyl-4-(4-hydroxy-1-oxo-1,3-dihydro-isoindol-2-yl)-butyric acid methyl ester
1323407-16-4

4-carbamoyl-4-(4-hydroxy-1-oxo-1,3-dihydro-isoindol-2-yl)-butyric acid methyl ester

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

4-carbamoyl-4-[4-(4-chloromethylbenzyloxy)-1-oxo-1,3-dihydroisoindol-2-yl]butyric acid methyl ester
1323407-39-1

4-carbamoyl-4-[4-(4-chloromethylbenzyloxy)-1-oxo-1,3-dihydroisoindol-2-yl]butyric acid methyl ester

Conditions
ConditionsYield
Stage #1: 4-carbamoyl-4-(4-hydroxy-1-oxo-1,3-dihydro-isoindol-2-yl)-butyric acid methyl ester With di-isopropyl azodicarboxylate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 4-(hydroxymethyl)benzyl chloride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;		92%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

5-phenyl-1-(piperazin-1-yl)pentan-1-one

5-phenyl-1-(piperazin-1-yl)pentan-1-one

1-(4-{[4-(hydroxymethyl)phenyl]methyl}piperazin-1-yl)-5-phenylpentan-1-one

1-(4-{[4-(hydroxymethyl)phenyl]methyl}piperazin-1-yl)-5-phenylpentan-1-one

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In dichloromethane at 120℃; under 7757.43 Torr; for 2h; Sealed tube; Microwave irradiation;91.7%
N-methylcyclohexylamine
626-67-5

N-methylcyclohexylamine

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

(4-(hydroxymethyl)benzyl)-N-methylpiperidinium chloride

(4-(hydroxymethyl)benzyl)-N-methylpiperidinium chloride

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 18h;91%
2-hydroxy-N,N-diethylnicotinamide

2-hydroxy-N,N-diethylnicotinamide

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

N,N-diethyl-2-((4-(hydroxymethyl)benzyl)oxy)nicotinamide

N,N-diethyl-2-((4-(hydroxymethyl)benzyl)oxy)nicotinamide

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 20h; Inert atmosphere;90.3%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

p-(chloromethyl)benzyl p-toluenesulfonate
1165800-05-4

p-(chloromethyl)benzyl p-toluenesulfonate

Conditions
ConditionsYield
With potassium carbonate for 0.0833333h; Neat (no solvent);90%
1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

1-tert-butyl 2-(4-chloromethyl-benzyl)-pyrrolidine-1,2-dicarboxylate

1-tert-butyl 2-(4-chloromethyl-benzyl)-pyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 0 - 20℃; for 4h;88%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

3-[4-(hydroxymethyl)benzyl]-1-methylimidazolium hexafluorophosphate
1312423-95-2

3-[4-(hydroxymethyl)benzyl]-1-methylimidazolium hexafluorophosphate

Conditions
ConditionsYield
With potassium hexafluorophosphate In acetonitrile at 80℃; Inert atmosphere;88%
carbon disulfide
75-15-0

carbon disulfide

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

1-dodecylthiol
112-55-0

1-dodecylthiol

dodecylsulfanyl ([4-(hydroxymethyl)phenyl]methylsulfanyl)methanethione

dodecylsulfanyl ([4-(hydroxymethyl)phenyl]methylsulfanyl)methanethione

Conditions
ConditionsYield
Stage #1: 1-dodecylthiol With potassium phosphate In acetone for 0.166667h;
Stage #2: carbon disulfide In acetone for 2h;
Stage #3: 4-(hydroxymethyl)benzyl chloride In acetone at 20℃; for 19h;		87%
...Expand
tert-butyl 5-amino-2-(4-hydroxy-1-oxoisoindolin-2-yl)-5-oxopentanoate

tert-butyl 5-amino-2-(4-hydroxy-1-oxoisoindolin-2-yl)-5-oxopentanoate

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

tert-butyl 5-amino-2-(4-(4-(chloromethyl)benzyloxy)-1-oxoisoindolin-2-yl)-5-oxopentanoate

tert-butyl 5-amino-2-(4-(4-(chloromethyl)benzyloxy)-1-oxoisoindolin-2-yl)-5-oxopentanoate

Conditions
ConditionsYield
Stage #1: tert-butyl 5-amino-2-(4-hydroxy-1-oxoisoindolin-2-yl)-5-oxopentanoate With di-isopropyl azodicarboxylate In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: 4-(hydroxymethyl)benzyl chloride In tetrahydrofuran at 0 - 20℃; for 6h; Inert atmosphere;		87%
4-ethoxycarbonylpyrazole
37622-90-5

4-ethoxycarbonylpyrazole

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

ethyl 1-(4-(hydroxymethyl)benzyl)-1H-pyrazole-4-carboxylate
1357956-12-7

ethyl 1-(4-(hydroxymethyl)benzyl)-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
With dmap; potassium carbonate In acetonitrile at 90℃; for 2h;86%
With potassium carbonate In acetone at 50℃; for 3h;
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

2-Amino-6-chloropurin
10310-21-1

2-Amino-6-chloropurin

[4-(2-Amino-6-chloropurin-9-ylmethyl)phenyl]methanol
203202-55-5

[4-(2-Amino-6-chloropurin-9-ylmethyl)phenyl]methanol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;84%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

5-fluoropyridin-2-ol
51173-05-8

5-fluoropyridin-2-ol

5-fluoro-1-(4-hydroxymethyl-benzyl)-1H-pyridin-2-one

5-fluoro-1-(4-hydroxymethyl-benzyl)-1H-pyridin-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃; for 36h; Inert atmosphere;84%
With potassium carbonate In acetone at 50℃; for 36h; Inert atmosphere;84%
pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate
1252553-69-7

pentafluorophenyl 5-methyl-2-oxo-1,3-dioxane-5-carboxylate

4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

C14H15ClO5
1401995-68-3

C14H15ClO5

Conditions
ConditionsYield
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In tetrahydrofuran for 12h;81%
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In tetrahydrofuran for 12h;81%
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In tetrahydrofuran for 12h;81%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

2-methyl-5-(tert-butyl)phenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

2-methyl-5-(tert-butyl)phenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

4-(chloromethyl)benzyl 3,6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

4-(chloromethyl)benzyl 3,6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Conditions
ConditionsYield
Stage #1: 4-(hydroxymethyl)benzyl chloride; 2-methyl-5-(tert-butyl)phenyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside In toluene at 20℃; for 1h; Molecular sieve; Inert atmosphere;
Stage #2: With N-iodo-succinimide; trifluorormethanesulfonic acid In toluene at -30℃; for 3h; Molecular sieve; Inert atmosphere;		81%
4-(hydroxymethyl)benzyl chloride
16473-35-1

4-(hydroxymethyl)benzyl chloride

6-Amino-2-chlorpurin
1839-18-5

6-Amino-2-chlorpurin

2-chloro-9-(4-hydroxymethylbenzyl)adenine
930785-53-8

2-chloro-9-(4-hydroxymethylbenzyl)adenine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;80%

Benzenemethanol,4-(chloromethyl)- Specification

The Benzenemethanol,4-(chloromethyl)-, with the CAS registry number 16473-35-1, is also known as p-(Chloromethyl)benzyl alcohol. It belongs to the product categories of Alcohols; C7 to C8; Oxygen Compounds. This chemical's molecular formula is C8H9ClO and molecular weight is 156.61. What's more, its systematic name is [4-(chloromethyl)phenyl]methanol. It should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides.

Physical properties of Benzenemethanol,4-(chloromethyl)- are: (1)ACD/LogP: 1.30; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.3; (4)ACD/LogD (pH 7.4): 1.3; (5)ACD/BCF (pH 5.5): 5.76; (6)ACD/BCF (pH 7.4): 5.76; (7)ACD/KOC (pH 5.5): 121.88; (8)ACD/KOC (pH 7.4): 121.88; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.562; (14)Molar Refractivity: 42.46 cm3; (15)Molar Volume: 130.9 cm3; (16)Polarizability: 16.83×10-24cm3; (17)Surface Tension: 43.3 dyne/cm; (18)Density: 1.195 g/cm3; (19)Flash Point: 123.2 °C; (20)Enthalpy of Vaporization: 54.33 kJ/mol; (21)Boiling Point: 275.9 °C at 760 mmHg; (22)Vapour Pressure: 0.0024 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=CC=C1CO)CCl
(2)InChI: InChI=1S/C8H9ClO/c9-5-7-1-3-8(6-10)4-2-7/h1-4,10H,5-6H2
(3)InChIKey: OGALXJIOJZXBBP-UHFFFAOYSA-N

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