N-(Hydroxymethyl)benzamide supplier

Name
N-(Hydroxymethyl)benzamide
EINECS 228-495-0
CAS No. 6282-02-6
Article Data25
CAS DataBase
Density 1.187 g/cm³
Solubility
Melting Point 95-100 °C
Formula C₈H₉NO₂
Boiling Point 381 °C at 760 mmHg
Molecular Weight 151.165
Flash Point 184.2 °C
Transport Information
Appearance white crystalline powder
Safety 26-37/39
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms Benzamidomethanol;Monomethylolbenzamide;N-Methylolbenzamide;N-Monomethylolbenzamide;
PSA 49.33000
LogP 0.75710

Synthetic route

: 50-00-0
formaldehyd

: 55-21-0
benzamide

: 6282-02-6
N-(hydroxymethyl)benzamide

Conditions

Conditions	Yield
With NaY zeolite In water at 100℃; for 1h; Reagent/catalyst; Time;	96%
With water at 100℃; for 1h; Reagent/catalyst;	96%
With aluminum oxide; water at 60 - 65℃; for 0.133333h; microwave irradiation;	75%

: 55-21-0
benzamide

: 6282-02-6
N-(hydroxymethyl)benzamide

Conditions

Conditions	Yield
With formaldehyd	84%

: 50-00-0
formaldehyd

: 55-21-0
benzamide

: 108-38-3
m-xylene

: 6282-02-6
N-(hydroxymethyl)benzamide

Conditions

Conditions	Yield
With water at 100℃; for 10h; Reagent/catalyst; Sealed tube;	62%

...Expand

: 50-00-0
formaldehyd

: 55-21-0
benzamide

A: 6282-02-6
N-(hydroxymethyl)benzamide

B: 1575-94-6
N,N'-methylenebisbenzamide

C: 113660-19-8
bis-N-benzamidomethyl ether

Conditions

Conditions	Yield
With potassium carbonate In water Heating;	A 57% B n/a C n/a

...Expand

: 58379-67-2
N-<(phenylsulfenyl)methyl>benzamide

A: 13156-28-0
1-Benzamido-1-methoxymethane

B: 6282-02-6
N-(hydroxymethyl)benzamide

C: 76965-50-9
N-<(phenylsulfonyl)methyl>benzamide

D: 110682-76-3
N-<(phenylsulfinyl)methyl>benzamide

Conditions

Conditions	Yield
With sodium periodate In methanol for 60h; Ambient temperature;	A 8 % Spectr. B 4 % Spectr. C 40% D 8 % Spectr.

...Expand

: 50-00-0
formaldehyd

: 55-21-0
benzamide

A: 6282-02-6
N-(hydroxymethyl)benzamide

B: 1575-94-6
N,N'-methylenebisbenzamide

Conditions

Conditions	Yield
With HY zeolite In water at 100℃; for 12h; Reagent/catalyst;	A 28% B 35%
In 1,4-dioxane; water at 40 - 60℃; Thermodynamic data; Kinetics; Mechanism; activation energy, pH 3.5-4.0;

...Expand

: 50-00-0
formaldehyd

: 55-21-0
benzamide

: 108-38-3
m-xylene

A: 84359-55-7
N-(2,4-dimethylbenzyl)benzamide

B: 6282-02-6
N-(hydroxymethyl)benzamide

Conditions

Conditions	Yield
With water at 100℃; for 10h; Sealed tube;	A 20% B 35%
With water at 100℃; for 10h; Concentration; Reagent/catalyst; Sealed tube;	A n/a B 10%

...Expand

: 50-00-0
formaldehyd

: 55-21-0
benzamide

: 121-44-8
triethylamine

: 6282-02-6
N-(hydroxymethyl)benzamide

...Expand

: 61652-83-3
benzamidomethyl benzoate

A: 6282-02-6
N-(hydroxymethyl)benzamide

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With water In acetonitrile at 25℃; Rate constant;
With water; acetic acid In acetonitrile at 25℃; Rate constant; various buffer concentrations;
With sulfuric acid; water In acetonitrile at -258.2℃; Kinetics; Thermodynamic data; ΔS(excit.) ΔH(excit.), var. temp., var. acid concentrations;

: 50-00-0
formaldehyd

: 55-21-0
benzamide

acid aqueous solution: acid aqueous solution

: 6282-02-6
N-(hydroxymethyl)benzamide

Conditions

Conditions	Yield
at 25℃; Rate constant; sowie bei 50grad und 70grad;

...Expand

: 50-00-0
formaldehyd

: 55-21-0
benzamide

alkaline aqueous solution: alkaline aqueous solution

: 6282-02-6
N-(hydroxymethyl)benzamide

Conditions

Conditions	Yield
at 15℃; Equilibrium constant; sowie bei 20grad, 25grad und 30grad;
at 25℃;

...Expand

: 50-00-0
formaldehyd

: 55-21-0
benzamide

potassium carbonate: potassium carbonate

: 6282-02-6
N-(hydroxymethyl)benzamide

...Expand

: 6282-02-6
N-(hydroxymethyl)benzamide

: 645-96-5
Benzeneselenol

: 110682-74-1
N-<(phenylselenyl)methyl>benzamide

Conditions

Conditions	Yield
With hydrogenchloride at 60 - 70℃; for 0.75h;	95%

conc. aqueous HCl: conc. aqueous HCl

: 60-29-7
diethyl ether

: 1953-02-2
N-(2-mercaptopropionyl)glycine

: 6282-02-6
N-(hydroxymethyl)benzamide

: N-[2-(S-benzamidomethyl)mercaptopropionyl]glycine

Conditions

Conditions	Yield
In water	94.4%

...Expand

: 811-98-3
d(4)-methanol

: 6282-02-6
N-(hydroxymethyl)benzamide

: C8H8(2)HNO

Conditions

Conditions	Yield
With C54H43ClN3P2Ru(1+)*F6P(1-); caesium carbonate In toluene at 140℃; for 72h; Inert atmosphere; Glovebox; Green chemistry;	92%
With tris(2-diphenylphosphinoethyl)phosphine; potassium tert-butylate; water; caesium carbonate; cobalt(II) bromide In m-xylene at 140℃; for 30h; Green chemistry;

: 70-18-8
GLUTATHIONE

: 6282-02-6
N-(hydroxymethyl)benzamide

: 76-05-1
trifluoroacetic acid

: 96236-83-8
S-benzamidomethylglutathione trifluoroacetate salt hydrate

Conditions

Conditions	Yield
for 0.0833333h;	90%

...Expand

: 6282-02-6
N-(hydroxymethyl)benzamide

: 2-(4-tert-Butyl-phenyl)-6-chloro-imidazo[1,2-a]pyridine

: 3-benzamidomethyl-2-(4'-t-butylphenyl)-6-chloroimidazo<1,2-a>pyridine

Conditions

Conditions	Yield
With sulfuric acid In acetic acid for 14h; Heating;	90%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 135-19-3
β-naphthol

: 69025-33-8
N-((2-hydroxynaphthalen-1-yl)methyl)benzamide

Conditions

Conditions	Yield
With sulfuric acid In ethanol for 7h; Friedel-Crafts Acylation; Heating; Green chemistry;	89%
With sulfuric acid In ethanol at 50℃; for 7h;	71%
With hydrogenchloride; ethanol
With hydrogenchloride In ethanol for 4h; Heating; Yield given;
With hydrogenchloride; ethanol

: 6282-02-6
N-(hydroxymethyl)benzamide

: 25979-07-1
tert-butyldichlorophosphine

: 119930-52-8
aminomethyl-P-t-butyl-phosphinic acid

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid 1.) 60 min, 25 deg C then reflux, 60 min; 2.) reflux;	89%
With hydrogenchloride 1.) glacial acetic acid, reflux, 30 min, 2.) reflux, 6 h; Yield given. Multistep reaction;

: 948-65-2
2-phenyl-indole

: 6282-02-6
N-(hydroxymethyl)benzamide

: N-[(2-phenyl-1H-indol-4-yl)methyl]benzamide

Conditions

Conditions	Yield
With sulfuric acid In ethanol at 35℃; for 120h; Friedel-Crafts Alkylation;	88.9%

: 131-56-6
2,4-dihydroxybenzophenone

: 6282-02-6
N-(hydroxymethyl)benzamide

: C29H24N2O5

Conditions

Conditions	Yield
With sulfuric acid In ethanol at 35℃; for 72h; Reagent/catalyst; Friedel-Crafts Acylation;	87%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 545-06-2
trichloroacetonitrile

: N-(trichloroacetamidomethyl)benzamide

Conditions

Conditions	Yield
With sodium hydride In dichloromethane at 20℃;	86.5%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 108-98-5
thiophenol

: 58379-67-2
N-<(phenylsulfenyl)methyl>benzamide

Conditions

Conditions	Yield
With hydrogenchloride 1.) 60-70 deg C, 1h, 2.) RT, 2h;	86%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 38792-42-6
N-(chloromethyl)benzamide

Conditions

Conditions	Yield
With phosphorus pentachloride In diethyl ether at 5 - 20℃; for 2.5h;	85%
With thionyl chloride In dichloromethane	77%
With thionyl chloride In dichloromethane	45%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 106-54-7
p-Chlorothiophenol

: 92290-67-0
N-(4-chlorophenylthiomethyl)benzamide

Conditions

Conditions	Yield
With hydrogenchloride; ethanol Ambient temperature;	85%

: 6282-02-6
N-(hydroxymethyl)benzamide

: C8H8(2)HNO

Conditions

Conditions	Yield
With d(4)-methanol; C54H43ClN3P2Ru(1+)*F6P(1-); caesium carbonate In toluene at 140℃; for 72h; Inert atmosphere; Sealed tube; Green chemistry;	85%

: 128-39-2
2,6-di-tert-butylphenol

: 6282-02-6
N-(hydroxymethyl)benzamide

: N-[(4-hydroxy-3,5-di-tert-butyl)methyl]benzamide

Conditions

Conditions	Yield
With sulfuric acid In ethanol at 35℃; for 120h; Friedel-Crafts Alkylation;	83.3%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 106-45-6
para-thiocresol

: 103603-53-8
N-(4-methylphenylthiomethyl)benzamide

Conditions

Conditions	Yield
With hydrogenchloride In ethanol	83.2%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 25807-94-7
1-mercapto-2-hydroxybutane

: 96228-47-6
1-<(benzamidomethyl)thio>-2-butanol

Conditions

Conditions	Yield
With sulfuric acid In water for 48h;	83%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 180901-13-7
6-Phenoxy-2-phenyl-imidazo[1,2-b]pyridazine

: N-(6-Phenoxy-2-phenyl-imidazo[1,2-b]pyridazin-3-ylmethyl)-benzamide

Conditions

Conditions	Yield
With sulfuric acid In acetic acid for 14h; Heating;	83%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 180901-27-3
2-(4'-t-butylphenyl)-6-chloroimidazo<1,2-b>pyridazine

: 3-benzamidomethyl-2-(4'-t-butylphenyl)-6-chloroimidazo<1,2-b>pyridazine

Conditions

Conditions	Yield
With sulfuric acid In acetic acid at 120℃;	82%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 2-(4-tert-Butyl-phenyl)-6-methylsulfanyl-imidazo[1,2-b]pyridazine

: N-[2-(4-tert-Butyl-phenyl)-6-methylsulfanyl-imidazo[1,2-b]pyridazin-3-ylmethyl]-benzamide

Conditions

Conditions	Yield
With sulfuric acid In acetic acid for 14h; Heating;	82%

: 609-14-3
2-acetylpropanoic acid ethyl ester

: 6282-02-6
N-(hydroxymethyl)benzamide

: 101105-75-3
2-(benzoylamino-methyl)-2-methyl-acetoacetic acid ethyl ester

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate at 0 - 20℃; for 2h;	82%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 2881-63-2
ethyl (4-chlorobenzoyl)acetate

: ethyl 2-(benzamidomethyl)-3-(4-chlorophenyl)-3-oxopropanoate

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate at 0 - 20℃; for 2h;	81%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 68-11-1
mercaptoacetic acid

: 55843-15-7
Benzamidomethyl-thioessigsaeure

Conditions

Conditions	Yield
With hydrogenchloride at 0℃; for 0.5h;	80%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 180900-91-8
2-Naphthalen-2-yl-6-phenylsulfanyl-imidazo[1,2-b]pyridazine

: N-(2-Naphthalen-2-yl-6-phenylsulfanyl-imidazo[1,2-b]pyridazin-3-ylmethyl)-benzamide

Conditions

Conditions	Yield
With sulfuric acid In acetic acid for 14h; Heating;	79%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 188692-68-4
2-(4-tert-Butyl-phenyl)-6-iodo-imidazo[1,2-a]pyridine

: N-[2-(4-tert-Butyl-phenyl)-6-iodo-imidazo[1,2-a]pyridin-3-ylmethyl]-benzamide

Conditions

Conditions	Yield
With sulfuric acid In acetic acid for 14h; Heating;	79%

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 6282-02-6
N-(hydroxymethyl)benzamide

: N-[(4-hydroxy-2-oxo-2H-chromen-8-yl)methyl]benzamide

Conditions

Conditions	Yield
With sulfuric acid In ethanol at 35℃; for 120h; Friedel-Crafts Alkylation;	76.5%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 867-04-9
phosphorisocyanatidic acid dimethyl ester

: 125376-12-7
dimethyl (N-benzamidomethyl)amidophosphate

Conditions

Conditions	Yield
With triethylamine In benzene at 40 - 50℃; for 3h;	75%

: 6282-02-6
N-(hydroxymethyl)benzamide

: 6-methylthio-2-styrylimidazo<1,2-b>pyridazine

: 3-benzamidomethyl-6-methylthio-2-styrylimidazo<1,2-b>pyridazine

Conditions

Conditions	Yield
With sulfuric acid In acetic acid at 120℃;	74%

N-(Hydroxymethyl)benzamide Specification

The N-(Hydroxymethyl)benzamide, with the CAS registry number 6282-02-6, is also known as Benzamidomethanol. It belongs to the product categories of Intermediates of Dyes and Pigments; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts. Its EINECS registry number is 228-495-0. This chemical's molecular formula is C₈H₉NO₂ and molecular weight is 151.16. What's more, its IUPAC name is the same with its product name. It should be stored in a cool, dry and well-ventilated place.

Physical properties about N-(Hydroxymethyl)benzamide are: (1)ACD/LogP: 0.445; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.45; (4)ACD/LogD (pH 7.4): 0.45; (5)ACD/BCF (pH 5.5): 1.28; (6)ACD/BCF (pH 7.4): 1.28; (7)ACD/KOC (pH 5.5): 41.59; (8)ACD/KOC (pH 7.4): 41.59; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 49.33 Å²; (13)Index of Refraction: 1.564; (14)Molar Refractivity: 41.411 cm³; (15)Molar Volume: 127.286 cm³; (16)Polarizability: 16.416×10^-24cm³; (17)Surface Tension: 49.221 dyne/cm; (18)Density: 1.188 g/cm³; (19)Flash Point: 184.239 °C; (20)Enthalpy of Vaporization: 66.376 kJ/mol; (21)Boiling Point: 381.027 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of N-(Hydroxymethyl)benzamide: this chemical can be prepared by benzamide with formaldehyde. This reaction needs reagent K₂CO₃ and solvent H₂O at ambient temperature. The reaction time is 2 hours. The yield is 50 %.

N-(Hydroxymethyl)benzamide can be prepared by benzamide with formaldehyde.

Uses of N-(Hydroxymethyl)benzamide: (1) it is used as dyes intermediates, and also in organic synthesis; (2) it is used to produce other chemicals. For example, it can react with benzoic acid to get 3-(benzoylamino-methyl)-benzoic acid. This is condensation reaction and the reaction occurs with reagent H₂SO₄. The yield is 70 %.

N-(Hydroxymethyl)benzamide can react with benzoic acid to get 3-(benzoylamino-methyl)-benzoic acid.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and may cause inflammation to the skin or other mucous membranes. It is harmful if swallowed. This chemical is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable gloves and eye/face protection. In case of contacting 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: O=C(NCO)c1ccccc1
(2) InChI: InChI=1S/C8H9NO2/c10-6-9-8(11)7-4-2-1-3-5-7/h1-5,10H,6H2,(H,9,11)
(3) InChIKey: UOUBPDZUBVJZOQ-UHFFFAOYSA-N

Product Name

N-(Hydroxymethyl)benzamide

Synthetic route

N-(Hydroxymethyl)benzamide Specification

Related Products

Hot Products