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2,5-Diaminotoluene sulfate
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Name

2,5-Diaminotoluene sulfate

 EINECS 210-431-8
CAS No. 615-50-9 Density 1366[at 20℃]
PSA 135.02000 LogP 2.74980
Solubility soluble in water Melting Point >300 °C(lit.)
Formula C7H10N2.H2SO4 Boiling Point 273.7 °C at 760 mmHg
Molecular Weight 220.249 Flash Point 140.6 °C
Transport Information UN 2811 6.1/PG 3 Appearance powder
Safety 24-37-45-61 Risk Codes 20/21-25-43-51/53
Molecular Structure Molecular Structure of 615-50-9 (2,5-Diaminotoluene sulfate) Hazard Symbols ToxicT, DangerousN
Synonyms

Toluene-2,5-diamine sulfate;Toluene-2,5-diamine, sulfate (1:1);2-Methyl-p-phenylenediamine sulfate;Toluylene-2,5-diamine sulfate;2-methylbenzene-1,4-diamine;p-Toluenediamine sulfate;2-Methyl-1,4-benzenediamine sulfate;1,4-Benzenediamine, 2-methyl-, sulfate (1:1);p-Toluylenediamine sulfate;2,5-Toluenediamine sulfate;CI 76043;Toluene-2,5-diamine, sulfate;2,5-Diamino toluene sulfate;p-Tolylenediamine sulfate;2,5-Diaminamethyl pheneesulfate;Jarocol TDS;

 

2,5-Diaminotoluene sulfate Synthetic route

615-50-9

2-methyl(p-phenylenediamine) dihydrogen sulfate

4755-77-5

Ethyl oxalyl chloride

1392473-01-6

Et2H2Meppba

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 1h; Reflux;80%
With triethylamine In tetrahydrofuran at 0℃; for 1h; Reflux;80%

1-(1-(tert-butoxycarbonyl)piperidin-4-yl)-1H-indazole-3-carboxylic acid

615-50-9

2-methyl(p-phenylenediamine) dihydrogen sulfate

tert-butyl 4-(3-((4-amino-3-methylphenyl)carbamoyl)-1H-indazol-1-yl)piperidine-1-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;79%
50890-83-0

1-methyl-1H-indazole-3-carboxylic acid

615-50-9

2-methyl(p-phenylenediamine) dihydrogen sulfate

N-(4-amino-3-methylphenyl)-1-methyl-1H-indazole-3-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 72h; Inert atmosphere;31.4%
82-44-0

1-chloroanthracene-9,10-dione

615-50-9

2-methyl(p-phenylenediamine) dihydrogen sulfate

A

1-(4-amino-2-methylphenylamino)anthraquinone

B

1-(4-amino-3-methylphenylamino) anthraquinone

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate at 100℃; for 8h; Concentration; Temperature; Ullmann Condensation; Inert atmosphere; Supercritical conditions; Overall yield = 68.03 %;
6994-64-5

3-amino-2,6-dimethyl-phenol

615-50-9

2-methyl(p-phenylenediamine) dihydrogen sulfate

A

30809-89-3

C15H17N3O

B

C15H17N3O

Conditions
ConditionsYield
With potassium hexacyanoferrate(III) In aq. phosphate buffer at 30℃; pH=10.3; Kinetics; Mechanism; pH-value;
615-50-9

2-methyl(p-phenylenediamine) dihydrogen sulfate

591-27-5

m-Hydroxyaniline

A

C13H13N3O

B

C13H13N3O

Conditions
ConditionsYield
With potassium hexacyanoferrate(III) In aq. phosphate buffer at 30℃; pH=10.3; Kinetics; pH-value;
615-50-9

2-methyl(p-phenylenediamine) dihydrogen sulfate

4377-75-7

2-Methyl-1,4-benzochinondiimin

Conditions
ConditionsYield
With potassium hexacyanoferrate(III) In aq. phosphate buffer at 25℃; pH=7.9; Kinetics; pH-value;
50890-83-0

1-methyl-1H-indazole-3-carboxylic acid

615-50-9

2-methyl(p-phenylenediamine) dihydrogen sulfate

N-(4-(6-methoxypyrazolo[1,5-a]pyridine-3-carboxamido)-3-methylphenyl)-1-methyl-1H-indazole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 72 h / 20 °C / Inert atmosphere
2: trimethylaluminum / toluene / 20 - 90 °C / Inert atmosphere
View Scheme

2,5-Diaminotoluene sulfate Chemical Properties

IUPAC Name: 2-methylbenzene-1,4-diamine; sulfuric acid 
Empirical Formula: C7H12N2O4S
Molecular Weight: 220.2462g/mol
EINECS: 210-431-8 
Structure of 2,5-Diaminotoluene sulfate (CAS NO.615-50-9):

Flash Point: 140.6 °C
Enthalpy of Vaporization: 51.2 kJ/mol 
Melting Point: >300 °C(lit.)
Boiling Point: 273.7 °C at 760 mmHg
Vapour Pressure: 0.00565 mmHg at 25°C 
Water Solubility: soluble 
Product Categories: Intermediates of Dyes and Pigments;Organic Chemicals 
Canonical SMILES: CC1=C(C=CC(=C1)N)N.OS(=O)(=O)O
InChI: InChI=1S/C7H10N2.H2O4S/c1-5-4-6(8)2-3-7(5)9;1-5(2,3)4/h2-4H,8-9H2,1H3;(H2,1,2,3,4)
InChIKey: KZTWOUOZKZQDMN-UHFFFAOYSA-N

2,5-Diaminotoluene sulfate Toxicity Data With Reference

1.    

mmo-sat 250 µg/plate

     JJIND8    JNCI, Journal of the National Cancer Institute. 71 (1983),293.
2.    

orl-rat LD50:98 mg/kg

     JTEHD6    Journal of Toxicology and Environmental Health. 2 (1977),657.
3.    

ipr-rat LD50:49 mg/kg

     JTEHD6    Journal of Toxicology and Environmental Health. 2 (1977),657.

2,5-Diaminotoluene sulfate Consensus Reports

IARC Cancer Review: Animal Indefinite Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 16 (1978),p. 97.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay Completed; Results Indefinite: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-126 ,1978. . Reported in EPA TSCA Inventory.

2,5-Diaminotoluene sulfate Safety Profile

Poison by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also SULFATES.
The Hazard Codes of 2,5-Diaminotoluene sulfate(615-50-9):  T,  N
The Risk Statements information of 2,5-Diaminotoluene sulfate(615-50-9):
25:  Toxic if swallowed 
43:  May cause sensitization by skin contact 
20/21:  Harmful by inhalation and in contact with skin 
51/53:  Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
The Safety Statements information of 2,5-Diaminotoluene sulfate(615-50-9):
24:  Avoid contact with skin 
37:  Wear suitable gloves 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
RIDADR: UN 2811 6.1/PG 3

2,5-Diaminotoluene sulfate Specification

  2,5-Diaminotoluene sulfate , its cas register number is 615-50-9. It also can be called 2-Methyl-1,4-benzenediamine sulfate (1:1) ; 2-Methyl-p-phenylenediamine sulfate ; Toluene-2,5-diamine sulphate ; p-Diaminotoluene sulfate ; p-Toluenediamine sulfate . 2,5-Diaminotoluene sulfate (CAS NO.615-50-9) is a white redish powder.

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