ChemicalBook > CAS DataBase List > 2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE

2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE

Product Name
2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE
CAS No.
76195-82-9
Chemical Name
2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE
Synonyms
Mesitylhydrazine hydrochloride;BIO-FARMA BF000367;MesitylhydrazineHCl;Mesitylhydrazine xhydrochloride;1-MESITYLHYDRAZINE HYDROCHLORIDE;2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHL&;2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE;1-(2,4-dimethylphenyl)-1-methylhydrazine hydrochloride;2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE ISO 9001:2015 REACH;Mesitylhydrazine hydrochloride, 2-Hydrazinomesitylene hydrochloride
CBNumber
CB6690159
Molecular Formula
C9H15ClN2
Formula Weight
186.68
MOL File
76195-82-9.mol
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2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE Property

Melting point:
300 °C
storage temp. 
Inert atmosphere,Room Temperature
form 
powder
color 
Off-white
Water Solubility 
Soluble in water.
BRN 
3700289
CAS DataBase Reference
76195-82-9(CAS DataBase Reference)
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
2811
WGK Germany 
3
Hazard Note 
Harmful
HazardClass 
6.1
PackingGroup 
III
HS Code 
29280000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
683698
Product name
2,4,6-Trimethylphenylhydrazine hydrochloride
Purity
95%
Packaging
500mg
Price
$54.2
Updated
2023/06/20
TRC
Product number
B588025
Product name
2,4,6-Trimethylphenylhydrazine hydrochloride
Packaging
500mg
Price
$90
Updated
2021/12/16
AK Scientific
Product number
9363AE
Product name
2,4,6-Trimethylphenylhydrazine hydrochloride
Packaging
5g
Price
$1072
Updated
2021/12/16
SynQuest Laboratories
Product number
3739-5-X1
Product name
2,4,6-Trimethylphenylhydrazine hydrochloride
Packaging
5G
Price
$280
Updated
2021/12/16
Matrix Scientific
Product number
023814
Product name
2,4,6-Trimethylphenylhydrazine hydrochloride
Purity
97%
Packaging
5g
Price
$112
Updated
2021/12/16
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2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE Chemical Properties,Usage,Production

Uses

2,4,6-Trimethylphenylhydrazine hydrochloride is used as pharmaceutical intermediates.

Synthesis

88-05-1

24006-09-5

General procedure for the synthesis of 2,4,6-trimethylphenylhydrazine hydrochloride from homotrimethylaniline: Concentrated hydrochloric acid (0.125 L) and deionized water (0.100 L) were added to a 3.0 L three-necked, round-bottomed flask fitted with a mechanical stirrer and dosing funnel. The solution was cooled to -5°C in an ice/brine bath and 2,4,6-trimethylaniline (70 mL, 0.50 mol, 1.0 eq.) was added slowly and dropwise over 30 min, during which time the formation of a white precipitate was observed. After continuing to stir the mixture for 15-20 minutes, 52.5 mL of 9.5 M aqueous sodium nitrite (70 mL, 0.50 mol, 1.0 eq.) was slowly added dropwise for 30 to 45 minutes. The resulting brown solution was stirred for 30 minutes, followed by the slow addition of a 1:1 concentrated aqueous hydrochloric acid solution (0.455 L, 1.5 mol, 2.5 eq.) of 3.3 M stannous chloride dihydrate over a period of 4 hours under vigorous stirring. The addition of the stannous chloride solution results in the formation of a thick, light orange slurry, which may cause the mechanical stirrer to stall, at which point a small amount of deionized water may be added to restore stirring. The mixture was gradually brought to room temperature and stirred vigorously for 16 hours. Afterwards, the mixture was cooled to 0 °C and kept for 1 h. Subsequently, the mixture was filtered through a fine pore glass sintered Büchner funnel and the collected orange solid was washed with brine and ether. The orange solid was transferred to a 2L round-bottomed flask containing 10M NaOH aqueous solution (1.0 L) and ether (0.700 L) and cooled to -5°C. After the solid was almost completely dissolved (about 1 hour), the organic layer was separated and the aqueous layer was extracted with ether (2 x 0.400 L). The organic fraction was combined, dried over Na2SO4, filtered into a flame-dried 2.0 L round-bottomed flask, cooled to 0°C under N2 atmosphere, and treated with a 1,4-dioxane solution (0.125 L) in 4 M HCl. The white precipitate formed was collected by vacuum filtration, washed with ether and recrystallized from 200 standard ethanol to give the final 2,4,6-trimethylphenylhydrazine hydrochloride (50 g, 0.27 mol, 54% yield) as a white powder. The product was analyzed by 1H NMR (400 MHz, DMSO) δ 9.57 (3H, s, br, NH, exchanged), 6.89 (s, 2H), 2.33 (s, 6H), 2.21 (s, 3H); 13C NMR (100 MHz, DMSO) δ 138.06,136.20,135.01,129.17,20.54, 17.95; IR (thin film) v 3294,3002,2964,2911,2680,1564,1513,1481,852,825,753 cm-1; HRESI+/TOF-MS calculated value of C9H15N2+ [M]+ 151.1230, measured 134.0921 corresponds to the aniline anion radical ( 134.0975).

References

[1] Patent: WO2007/124494, 2007, A2. Location in patent: Page/Page column 54-55
[2] Tetrahedron, 2016, vol. 72, # 17, p. 2186 - 2195
[3] Organic Syntheses, 2010, vol. 87, p. 362 - 376

2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE manufacturers

Career Henan Chemical Co
Product
2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE 76195-82-9
Price
US $0.01/KG
Min. Order
1KG
Purity
98%; 99%
Supply Ability
500g;1kg; 25kg
Release date
2020-01-09

76195-82-9, 2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDERelated Search:


  • BIO-FARMA BF000367
  • Mesitylhydrazine hydrochloride, 2-Hydrazinomesitylene hydrochloride
  • 2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE (MESITYLHYDRAZINE HYDROCHLORIDE)
  • 1-MESITYLHYDRAZINE HYDROCHLORIDE
  • 2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE
  • Mesitylhydrazine hydrochloride
  • 2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHL&
  • MesitylhydrazineHCl
  • Mesitylhydrazine xhydrochloride
  • 1-(2,4-dimethylphenyl)-1-methylhydrazine hydrochloride
  • 2,4,6-TRIMETHYLPHENYLHYDRAZINE HYDROCHLORIDE ISO 9001:2015 REACH
  • 76195-82-9
  • C9H14N2xHCl
  • C9H14N2ClH
  • Hydrazines
  • Nitrogen Compounds
  • Organic Building Blocks