2-Amino-4-methoxyphenol

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2-Amino-4-methoxyphenol manufacturers

2-Amino-4-methoxyphenol Basic information
Product Name:2-Amino-4-methoxyphenol
Synonyms:ASISCHEM B52508;ASINEX-REAG BAS 13015559;ART-CHEM-BB B025279;CBI-BB ZERO/005376;AKOS BB-8243;ZERENEX E/4047269;TIMTEC-BB SBB009779;2-Hydroxy-5-methoxyaniline, 3-Amino-4-hydroxyanisole
CAS:20734-76-3
MF:C7H9NO2
MW:139.15
EINECS:
Product Categories:Amines;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
Mol File:20734-76-3.mol
2-Amino-4-methoxyphenol Structure
2-Amino-4-methoxyphenol Chemical Properties
Melting point 135-140 °C
Boiling point 289.1±25.0 °C(Predicted)
density 1.219±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka10.24±0.18(Predicted)
form powder
color Black
Sensitive Air Sensitive
InChIInChI=1S/C7H9NO2/c1-10-5-2-3-7(9)6(8)4-5/h2-4,9H,8H2,1H3
InChIKeyTUADYTFWZPZZTP-UHFFFAOYSA-N
SMILESC1(O)=CC=C(OC)C=C1N
Safety Information
Hazard Codes T,Xi,Xn
Risk Statements 22-52/53
Safety Statements 61
WGK Germany 3
HazardClass IRRITANT
HS Code 2922290090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Aquatic Chronic 3
MSDS Information
2-Amino-4-methoxyphenol Usage And Synthesis
Uses2-Amino-4-methoxyphenol is a volatile constituent in the aroma concentrate of Tieguanyin teas[1]. 2-Amino-4-methoxyphenol is used for the synthesis of pyridine analogues[2].
Synthesis Reference(s)Journal of the American Chemical Society, 71, p. 1265, 1949 DOI: 10.1021/ja01172a036
Synthesis
4-Methoxy-2-nitrophenol

1568-70-3

2-Amino-4-methoxyphenol

20734-76-3

The general procedure for the synthesis of 2-amino-4-methoxyphenol from 4-methoxy-2-nitrophenol was as follows: a suspension of 4-methoxy-2-nitrophenol (10 g, 59.17 mmol), methanol (500 mL), and 10% palladium-carbon-catalyst (500 mg) in methanol (5 mL) was added in a round bottom flask. Subsequently, hydrogen was passed through a balloon into the reaction system and the reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated under reduced pressure to afford 2-amino-4-methoxyphenol as a brown oil (7.9 g, 96% yield).

References[1] Chen YJ, et al. Effects of baking and aging on the changes of phenolic and volatile compounds in the preparation of old Tieguanyin oolong teas. Food Research International (Ottawa, Ont.), 01 Oct 2013, 53(2):732-743.
[2] Sina Rezazadeh, et al. Synthesis of substituted 2-heteroarylbenzazol-5-ol derivatives as potential ligands for estrogen receptors. Tetrahedron 69(30):6076–6082.
2-Amino-4-methoxyphenol Preparation Products And Raw materials
Raw materials4-Methoxy-2-nitrophenol-->Hydrogen-->Methanol-->Activated carbon-->Palladium
Preparation ProductsBenzoxazole, 2-chloro-5-methoxy--->3,4-dihydro-2H-1,4-benzoxazin-6-ol-->5-methoxy-3H-benzooxazol-2-one
Tag:2-Amino-4-methoxyphenol(20734-76-3) Related Product Information
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