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1-Aminoanthraquinone

1-Aminoanthraquinone structure

CAS No:
82-45-1
Formula:
C14H9NO2
Chemical Name:
1-Aminoanthraquinone
Synonyms:
9,10-Anthracenedione,1-amino-;Anthraquinone,1-amino-;1-Amino-9,10-anthracenedione;α-Aminoanthraquinone;1-Aminoanthraquinone;α-Anthraquinonylamine;1-Amino-9,10-anthraquinone;Smoke Orange G;1-AAQ;NSC 30415;NSC 458;9,10-Dioxo-9,10-dihydro-1-anthracenamine;1-Amino-9,10-dihydroanthracene-9,10-dione
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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Description

deep brown crystalline powder

1-Aminoanthraquinone Basic Attributes

Molecular Weight：

223.23

Exact Mass：

223.23

BRN：

396360

EC Number：

201-423-5

UNII：

N5YYY1NEUI

NSC Number：

30415|458

DSSTox ID：

DTXSID2052572

HScode：

29223900

Characteristics

PSA：

60.2

XLogP3：

3.2

Density：

1.4±0.1 g/cm3

Melting Point：

253.5 °C

Boiling Point：

464.9°C at 760 mmHg

Flash Point：

235.0±25.7 °C

Refractive Index：

1.708

Water Solubility：

soluble in alcohol, benzene, chlroform, ether, glacial acetic acid, HCl

Storage Conditions：

Store below +30°C.

Vapor Pressure：

5.00e-09 mmHg

Toxicity：

Abdominal-rat LD50: 1500 mg/kg; Abdominal-mouse LD50: 6026 mg/kg

Flammability characteristics：

Flammable; burning produces toxic nitrogen oxide fumes

Safety Information

Hazard category：

Transport codes：

3077

wgk germany：

hazard class code：

36/37/38

safety instructions：

24/25

RTECS Number：

CB5075000

Storage features：

Warehouse ventilated, low temperature and dry

Stability/Shelf Life：

Stable. Incompatible with acids, acid chlorides, acid anhydrides, chloroformates, strong oxidizing agents.

Precautionary statement(s)：

P260, P264, P273, P305+P351+P338, P314, P337+P313, P391, P501

Hazard Statements：

H320

GHS Classification：

|Warning|H312 (25%): Harmful in contact with skin [Warning Acute toxicity, dermal]|P261, P264, P271, P273, P280, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P332+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 10 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H320: Causes eye irritation [Warning Serious eye damage/eye irritation]|P260, P264, P305+P351+P338, P314, P337+P313, and P501

Toxicity

Toxicity class：

moderately toxic

Bioconcentration：

95.50

Drug Information

Biological Half-Life：

0.26 Days

MeSH Entry Terms：

1-aminoanthraquinone

1-Aminoanthraquinone Use and Manufacturing

Methods of Manufacturing

1. Anthraquinone sulfonation oxidation method Anthraquinone is sulfonated with oleum in the presence of a small amount of mercury salt to generate anthraquinone-1-sulfonic acid, and then neutralized by potassium hydroxide to potassium anthraquinone sulfonate, under high temperature and high pressure , Ammonia reacts with anthraquinone sulfonate potassium salt to generate 1-aminoanthraquinone, and the generated sulfite reacts with the product again, which reduces the quality of the product. Therefore, nitrobenzene sulfonate is usually used as the oxidant to oxidize the sulfite to sulfate, which itself is reduced to m-aminobenzenesulfonic acid. In this process, mercury is used as a locating agent in the sulfonation stage, which produces a large amount of mercury-containing sewage, so the anthraquinone nitration reduction method was developed. 2. Anthraquinone nitration reduction method Anthraquinone is nitrated with mixed acid, refined with sodium sulfite after dilution, neutralization, filtration, washing, and then reduced with sodium sulfide, refined and dried to obtain the finished product. Raw material consumption quota: anthraquinone (≥96%) 1626kg/t, sodium sulfite (93%) 1214kg/t, nitric acid (97%) 2182kg/t, sulphuric acid (85%) 998kg/t, sulfuric acid (92.5%) 7874kg/ t.

Uses

Intermediate for the preparation of dispersion, reactive, vat dyes

Manufacturing Info：

9,10-Anthracenedione, amino-: INACTIVE|9,10-Anthracenedione, 1-amino-: ACTIVE

Computed Properties

Molecular Weight:223.23
XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:223.063328530
Monoisotopic Mass:223.063328530
Topological Polar Surface Area:60.2
Heavy Atom Count:17
Complexity:352
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Disodium sulfide

Methanol

Sulfuric acid

Nitric acid

Sodium sulfite

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