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6282-02-6

Basic Information
CAS No.: 6282-02-6
Name: N-(Hydroxymethyl)benzamide
Article Data: 25
Molecular Structure:
Molecular Structure of 6282-02-6 (N-(Hydroxymethyl)benzamide)
Formula: C8H9NO2
Molecular Weight: 151.165
Synonyms: Benzamidomethanol;Monomethylolbenzamide;N-Methylolbenzamide;N-Monomethylolbenzamide;
EINECS: 228-495-0
Density: 1.187 g/cm3
Melting Point: 95-100 °C
Boiling Point: 381 °C at 760 mmHg
Flash Point: 184.2 °C
Appearance: white crystalline powder
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-36/37/38
Safety: 26-37/39
PSA: 49.33000
LogP: 0.75710
Synthetic route
50-00-0

formaldehyd

55-21-0

benzamide

6282-02-6

N-(hydroxymethyl)benzamide

Conditions
ConditionsYield
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
ConditionsYield
With formaldehyd84%
50-00-0

formaldehyd

55-21-0

benzamide

108-38-3

m-xylene

6282-02-6

N-(hydroxymethyl)benzamide

Conditions
ConditionsYield
With water at 100℃; for 10h; Reagent/catalyst; Sealed tube;62%
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
ConditionsYield
With potassium carbonate In water Heating;A 57%
B n/a
C n/a
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
ConditionsYield
With sodium periodate In methanol for 60h; Ambient temperature;A 8 % Spectr.
B 4 % Spectr.
C 40%
D 8 % Spectr.
50-00-0

formaldehyd

55-21-0

benzamide

A

6282-02-6

N-(hydroxymethyl)benzamide

B

1575-94-6

N,N'-methylenebisbenzamide

Conditions
ConditionsYield
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;
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
ConditionsYield
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%
50-00-0

formaldehyd

55-21-0

benzamide

121-44-8

triethylamine

6282-02-6

N-(hydroxymethyl)benzamide

61652-83-3

benzamidomethyl benzoate

A

6282-02-6

N-(hydroxymethyl)benzamide

B

65-85-0

benzoic acid

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