Uses
ChemicalBook > CAS DataBase List > 5-AMINO-1,3-DIHYDROXYMETHYLBENZENE

5-AMINO-1,3-DIHYDROXYMETHYLBENZENE

Uses
Product Name
5-AMINO-1,3-DIHYDROXYMETHYLBENZENE
CAS No.
71176-54-0
Chemical Name
5-AMINO-1,3-DIHYDROXYMETHYLBENZENE
Synonyms
(5-Amino-1,3-phenylene)dimethanol;(5-Amino-1,3-phenylene);3,5-Di(hydroxymethyl)aniline;5-amino-1,3-Benzenedimethanol;1,3-Benzenedimethanol,5-amino-;5-AMINO-1,3-DIHYDROXYMETHYLBENZENE;(3-AMino-5-hydroxyMethyl-phenyl)-Methanol
CBNumber
CB8847524
Molecular Formula
C8H11NO2
Formula Weight
153.18
MOL File
71176-54-0.mol
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5-AMINO-1,3-DIHYDROXYMETHYLBENZENE Property

Melting point:
98 °C
Boiling point:
388.5±32.0 °C(Predicted)
Density 
1.283±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
14.16±0.10(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
A634830
Product name
(5-Amino-1,3-phenylene)dimethanol
Packaging
500mg
Price
$110
Updated
2021/12/16
ChemScene
Product number
CS-W007237
Product name
(5-Amino-1,3-phenylene)dimethanol
Packaging
1g
Price
$55
Updated
2021/12/16
ChemScene
Product number
CS-W007237
Product name
(5-Amino-1,3-phenylene)dimethanol
Packaging
5g
Price
$208
Updated
2021/12/16
ChemScene
Product number
CS-W007237
Product name
(5-Amino-1,3-phenylene)dimethanol
Packaging
10g
Price
$364
Updated
2021/12/16
AK Scientific
Product number
3067AJ
Product name
5-Amino-1,3-dihydroxymethylbenzene
Packaging
10g
Price
$514
Updated
2021/12/16
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5-AMINO-1,3-DIHYDROXYMETHYLBENZENE Chemical Properties,Usage,Production

Uses

(5-Amino-1,3-phenylene)dimethanol is a useful research chemical, a reagent in the synthesis of nucleic acid analogs consisting of a benzene-phosphate backbone.

Synthesis

71176-55-1

71176-54-0

5-Nitro-m-xylene-α,α′-diol (1.07 g, 5.84 mmol) was used as the starting material, which was dissolved in methanol (50 mL) and Pd/C (10%, 311 mg, 0.29 mmol) was added as a catalyst. The hydrogenation reaction was carried out at 5 psi hydrogen pressure for 2 h at room temperature after hydrogen was introduced to displace the air in the reaction system. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated by rotary evaporation to afford 5-amino-m-xylene-α,α′-diol (26) as a white solid (900 mg, 100% yield).1H NMR (400 MHz, MeOD): δ 6.71 (s, 1H), 6.66 (s, 2H), 4.51 (s, 4H); 13C NMR (400 MHz, MeOD): δ 148.9, 143.8, 116.7, 114.3, 65.5. Compound 26 was dissolved in anhydrous acetonitrile (30 mL), and ethyl bromoacetate (443 μL, 4.67 mmol) and potassium carbonate (807 mg, 5.84 mmol) were added sequentially. The reaction mixture was refluxed at 86 °C in an oil bath for 17 hours. At the end of the reaction, it was cooled to room temperature, diluted with dichloromethane, filtered through diatomaceous earth and the solid was washed with dichloromethane. A white precipitate precipitated from the filtrate and was collected by filtration to afford 5-amino-1,3-dihydroxymethylbenzene (27) as a white solid (414 mg, 39% yield).1H NMR (400 MHz, MeOD): δ 6.67 (s, 1H), 6.53 (s, 2H), 4.51 (s, 4H), 3.94 (s, 2H), 3.73 (s, 3H ); 13C NMR (400 MHz, MeOD): δ 174.0, 149.7, 143.9, 116.2, 111.6, 65.6, 52.6, 46.5; MS (m/z): measured value 248.0 (M + Na)+.

References

[1] Patent: WO2010/91150, 2010, A1. Location in patent: Page/Page column 119-120
[2] Chemische Berichte, 1985, vol. 118, # 3, p. 1204 - 1229

5-AMINO-1,3-DIHYDROXYMETHYLBENZENE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-AMINO-1,3-DIHYDROXYMETHYLBENZENE manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
5-AMINO-1,3-DIHYDROXYMETHYLBENZENE 71176-54-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-04-29