Product Name

  • Name

    (1-BENZYL-1H-IMIDAZOL-2-YL)METHANOL

  • EINECS
  • CAS No. 5376-10-3
  • Article Data18
  • CAS DataBase
  • Density 1.13 g/cm3
  • Solubility
  • Melting Point 89-92 °C
  • Formula C11H12N2O
  • Boiling Point 354.9 °C at 760 mmHg
  • Molecular Weight 188.229
  • Flash Point 168.4 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 5376-10-3 ((1-BENZYL-1H-IMIDAZOL-2-YL)METHANOL)
  • Hazard Symbols IrritantXi
  • Synonyms Imidazole-2-methanol, 1-benzyl-;
  • PSA 38.05000
  • LogP 1.42370

Synthetic route

N-benzylimidazole-2-carboxaldehyde
10045-65-5

N-benzylimidazole-2-carboxaldehyde

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0℃; for 2.5h;93.1%
With sodium tetrahydroborate In methanol at 0℃; for 2.5h;
With methanol; sodium tetrahydroborate at 0 - 20℃;
1-benzylimidazole
4238-71-5

1-benzylimidazole

formaldehyd
50-00-0

formaldehyd

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

Conditions
ConditionsYield
In water at 150℃; for 3h;92%
In water for 72h; Heating;56%
In 1,4-dioxane at 135℃; under 5250.53 Torr; for 20h; Autoclave;50%
1-benzylimidazole
4238-71-5

1-benzylimidazole

formaldehyd
50-00-0

formaldehyd

A

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

B

1-benzylimidazole-2,5-dimethanol
115960-26-4

1-benzylimidazole-2,5-dimethanol

C

1-benzylimidazole-2,4,5-trimethanol
118599-62-5

1-benzylimidazole-2,4,5-trimethanol

Conditions
ConditionsYield
With sodium acetate In water; acetic acid at 140℃; for 12h;A 10%
B 20%
C 5%
...Expand
1-benzylimidazole
4238-71-5

1-benzylimidazole

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) n-BuLi / 1.) Et2O, hexane, -45 deg C, 30 min, 2 a.) -75 deg C, b.) 0 deg C, 10 min
2: NaBH4 / methanol / 2.5 h / 0 °C
View Scheme
With sodium hydroxide; formaldehyd
With sodium hydroxide; formaldehyd
1-benzyl-1H-imidazole-2-thione
23269-10-5

1-benzyl-1H-imidazole-2-thione

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous HNO3
View Scheme
N-benzyl-N-(2,2-diethoxyethyl)amine
61190-10-1

N-benzyl-N-(2,2-diethoxyethyl)amine

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethanol; aqueous HCl
2: aqueous HNO3
View Scheme
Multi-step reaction with 3 steps
1: ethanol; aqueous HCl
2: aqueous HNO3
View Scheme
benzyl bromide
100-39-0

benzyl bromide

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium hydroxide / acetone / 2 h
2: sodium tetrahydroborate / methanol / 2.5 h / 0 °C
View Scheme
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

1-(phenylmethyl)-2-chloromethyl-1H-imidazole monohydrochloride
19276-03-0

1-(phenylmethyl)-2-chloromethyl-1H-imidazole monohydrochloride

Conditions
ConditionsYield
With thionyl chloride In chloroform for 2h; Heating;95%
Multi-step reaction with 2 steps
1: HCl / CH2Cl2
2: SOCl2 / 0.5 h / Ambient temperature
View Scheme
With thionyl chloride In dichloromethane
With thionyl chloride In dichloromethane
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

[Cd(1-benzyl-2-hydroxymethylimidazole)4](NO3)2(H2O)2

[Cd(1-benzyl-2-hydroxymethylimidazole)4](NO3)2(H2O)2

Conditions
ConditionsYield
In methanol; water soln. of ligand in MeOH stirred with aq. soln. of metal salt in molar ratio of 4:1; crystd. at room temp. for 1 wk, filtered, dried in vac.; elem. anal.;88%
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

2-chloroetyl vinyl ether
110-75-8

2-chloroetyl vinyl ether

1-benzyl-2-(vinyloxyethyloxymethyl)imidazole
959857-27-3

1-benzyl-2-(vinyloxyethyloxymethyl)imidazole

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water; toluene at 90℃; for 24h;87%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In toluene at 90℃; for 24h;85%
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

silver nitrate

silver nitrate

tetrakis(2-hydroxymethyl-N-benzylimidazole)disilver(I) nitrate

tetrakis(2-hydroxymethyl-N-benzylimidazole)disilver(I) nitrate

Conditions
ConditionsYield
In ethanol stoich., stirred at room temp. for 24 h; filtred, ethyl acetate added, slowly evapd.: elem. anal.;72.8%
zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

[Zn(1-benzyl-2-hydroxymethylimidazole)4](NO3)2*1.5H2O

[Zn(1-benzyl-2-hydroxymethylimidazole)4](NO3)2*1.5H2O

Conditions
ConditionsYield
In methanol; water soln. of ligand in MeOH stirred for 4 h with aq. soln. of metal salt in molar ratio of 4:1; crystd. at room temp. for 2 wk, filtered, dried in vac.; elem. anal.;72%
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

6-chloro-3-phenyl-7,8,9,10-tetrahydro-(7,10-ethano)-1,2,4-triazolo[3,4-a]phthalazine
202931-56-4

6-chloro-3-phenyl-7,8,9,10-tetrahydro-(7,10-ethano)-1,2,4-triazolo[3,4-a]phthalazine

6-(1-benzylimidazol-2-yl)methyloxy-3-phenyl-7,8,9,10-tetrahydro-(7,10-ethano)-1,2,4-triazolo[3,4-a]phthalazine

6-(1-benzylimidazol-2-yl)methyloxy-3-phenyl-7,8,9,10-tetrahydro-(7,10-ethano)-1,2,4-triazolo[3,4-a]phthalazine

Conditions
ConditionsYield
Stage #1: 1-benzyl-2-(hydroxymethyl)imidazole With sodium hydride In N,N-dimethyl-formamide at 20℃;
Stage #2: 6-chloro-3-phenyl-7,8,9,10-tetrahydro-(7,10-ethano)-1,2,4-triazolo[3,4-a]phthalazine In N,N-dimethyl-formamide at 20℃;		67%
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

2-mercaptoethylamine hydrochloride
156-57-0

2-mercaptoethylamine hydrochloride

2-<<(1-benzylimidazol-2-yl)methyl>thio>ethanamine dihydrochloride
141995-51-9

2-<<(1-benzylimidazol-2-yl)methyl>thio>ethanamine dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In isopropyl alcohol for 5h; Heating;65%
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-benzyl-2-[(tertiary-butyldimethylsilanyloxy)methyl]-1H-imidazole

1-benzyl-2-[(tertiary-butyldimethylsilanyloxy)methyl]-1H-imidazole

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 25 - 30℃;47.5%
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

2-hydroxymethyl-1H-imidazole
3724-26-3

2-hydroxymethyl-1H-imidazole

Conditions
ConditionsYield
With ammonia; sodium
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

1-(phenylmethyl)-1H-imidazole-2-carboxylic acid
16042-26-5

1-(phenylmethyl)-1H-imidazole-2-carboxylic acid

Conditions
ConditionsYield
With potassium permanganate
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

p-nitrophenyl picolinate
74104-89-5

p-nitrophenyl picolinate

4-nitro-phenol
100-02-7

4-nitro-phenol

Conditions
ConditionsYield
With potassium nitrate In water at 25℃; Rate constant; Mechanism; 2,6-lutidine-HNO3 buffer, pH:7.06; add. of CTABr in EtOH and/or Zn(II);
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

1-benzyl-2-imidazolylmethyl chloride
58610-70-1

1-benzyl-2-imidazolylmethyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride
With thionyl chloride
With thionyl chloride
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

1-benzyl-2-(hydroxymethyl)imidazole hydrochloride
5272-57-1

1-benzyl-2-(hydroxymethyl)imidazole hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

1-benzyl-2-(N-hydroxymethylaminomethyl)imidazole

1-benzyl-2-(N-hydroxymethylaminomethyl)imidazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2
2: Na2CO3 / methanol; H2O
View Scheme
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

1,6-bis(N-benzylimidazol-2-yl)-2,5-dithiahexane
83219-46-9

1,6-bis(N-benzylimidazol-2-yl)-2,5-dithiahexane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / SOCl2 / CHCl3 / 2 h / Heating
2: 97 percent / dimethylformamide / 1 h / 80 °C
3: 85 percent / aq. NaOH / 1.17 h / Heating
4: 44 percent / ethanol / 4.5 h / Heating
View Scheme
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

2-(1-Benzyl-1H-imidazol-2-ylmethyl)-isothiourea; hydrochloride
83219-47-0

2-(1-Benzyl-1H-imidazol-2-ylmethyl)-isothiourea; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / SOCl2 / CHCl3 / 2 h / Heating
2: 97 percent / dimethylformamide / 1 h / 80 °C
View Scheme
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

Sodium; (1-benzyl-1H-imidazol-2-yl)-methanethiolate
83219-48-1

Sodium; (1-benzyl-1H-imidazol-2-yl)-methanethiolate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / SOCl2 / CHCl3 / 2 h / Heating
2: 97 percent / dimethylformamide / 1 h / 80 °C
3: 85 percent / aq. NaOH / 1.17 h / Heating
View Scheme
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

N-Benzoyl-N'-[2-(1-benzyl-1H-imidazol-2-ylmethylsulfanyl)-ethyl]-N''-[3-(1H-imidazol-4-yl)-propyl]-guanidine
141995-60-0

N-Benzoyl-N'-[2-(1-benzyl-1H-imidazol-2-ylmethylsulfanyl)-ethyl]-N''-[3-(1H-imidazol-4-yl)-propyl]-guanidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / conc. HCl / propan-2-ol / 5 h / Heating
2: 2) pyridine / 1) CH2Cl2, RT, 15 min, 2) 1-2h, reflux
View Scheme
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

N-[2-(1-Benzyl-1H-imidazol-2-ylmethylsulfanyl)-ethyl]-N'-[3-(1H-imidazol-4-yl)-propyl]-guanidine; hydrochloride
141995-50-8

N-[2-(1-Benzyl-1H-imidazol-2-ylmethylsulfanyl)-ethyl]-N'-[3-(1H-imidazol-4-yl)-propyl]-guanidine; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 65 percent / conc. HCl / propan-2-ol / 5 h / Heating
2: 2) pyridine / 1) CH2Cl2, RT, 15 min, 2) 1-2h, reflux
3: 80 percent / 20percent HCl / Heating
View Scheme
1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

1-Benzyl-2-morpholinomethylimidazole
85102-36-9

1-Benzyl-2-morpholinomethylimidazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl / CH2Cl2
2: SOCl2 / 0.5 h / Ambient temperature
3: ethanol
View Scheme
cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

trans(O)-[tetrakis(1-benzyl-2-hydroxymethylimidazole)cobalt(II)] nitrate

trans(O)-[tetrakis(1-benzyl-2-hydroxymethylimidazole)cobalt(II)] nitrate

Conditions
ConditionsYield
In further solvent(s) Co:ligand 1:6 molar ratio, a soln. of ligand added dropwise to a soln. of Co salt (trimethyl orthoformate), left to stand for a few d; crysts. filtered, washed (cold diethyl ether), dried (3 d, vac.); elem. anal.;
cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

1-benzyl-2-(hydroxymethyl)imidazole
5376-10-3

1-benzyl-2-(hydroxymethyl)imidazole

cis(O)-[tetrakis(1-benzyl-2-hydroxymethylimidazole)cobalt(II)] nitrate hydrate

cis(O)-[tetrakis(1-benzyl-2-hydroxymethylimidazole)cobalt(II)] nitrate hydrate

Conditions
ConditionsYield
In further solvent(s) Co:ligand 1:4 molar ratio, a soln. of ligand added dropwise to a soln. of Co salt (trimethyl orthoformate), left to stand for a few d; crysts. filtered, washed (cold diethyl ether), dried (3 d, vac.); elem. anal.;

1H-Imidazole-2-methanol,1-(phenylmethyl)- Specification

The 1H-Imidazole-2-methanol,1-(phenylmethyl)-, with the CAS registry number 5376-10-3, is also known as Imidazole-2-methanol, 1-benzyl-. This chemical's molecular formula is C11H12N2O and molecular weight is 188.2258. What's more, both its IUPAC name and systematic name are the same which is called (1-Benzyl-1H-imidazol-2-yl)-methanol.

Physical properties about 1H-Imidazole-2-methanol,1-(phenylmethyl)- are: (1)ACD/LogP: 0.97; (2)#of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 4; (6) Polar Surface Area: 27.05Å2; (7)Index of Refraction: 1.592; (8) Molar Refractivity: 56 cm3; (9)Molar Volume: 165.4 cm3; (10)Surface Tension: 45.2 dyne/cm; (11)Density: 1.13 g/cm3; (12)Flash Point: 168.4 °C; (13)Enthalpy of Vaporization: 63.31 kJ/mol; (14)Boiling Point: 354.9 °C at 760 mmHg; (15)Vapour Pressure: 1.19E-05 mmHg at 25 °C; (16)Melting Point: 89-92 °C.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: OCc1nccn1Cc2ccccc2
(2) InChI: InChI=1/C11H12N2O/c14-9-11-12-6-7-13(11)8-10-4-2-1-3-5-10/h1-7,14H,8-9H2
(3) InChIKey: SGIKRGDBBXWNRI-UHFFFAOYAW

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