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76195-82-9

76195-82-9

Identification

  • Product Name:Hydrazine,(2,4,6-trimethylphenyl)-, hydrochloride (1:?)

  • CAS Number: 76195-82-9

  • EINECS:-0

  • Molecular Weight:186.684

  • Molecular Formula: C9H14N2*ClH

  • HS Code:29280000

  • Mol File:76195-82-9.mol

Synonyms:Hydrazine,(2,4,6-trimethylphenyl)-, hydrochloride (9CI);2,4,6-Trimethylphenylhydrazinehydrochloride;

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Safety information and MSDS view more

  • Pictogram(s):ToxicT

  • Hazard Codes:T

  • Signal Word:Danger

  • Hazard Statement:H301 Toxic if swallowed

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:2,4,6-Trimethylphenylhydrazine hydrochloride
  • Packaging:500mg
  • Price:$ 90
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2,4,6-Trimethylphenylhydrazine hydrochloride
  • Packaging:5 g
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2,4,6-Trimethylphenylhydrazine hydrochloride
  • Packaging:250 mg
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2,4,6-Trimethylphenylhydrazine hydrochloride
  • Packaging:1 g
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  • Product Description:2,4,6-Trimethylphenylhydrazine hydrochloride 95%
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Relevant articles and documentsAll total 5 Articles be found

1,4-Bis-Dipp/Mes-1,2,4-Triazolylidenes: Carbene Catalysts That Efficiently Overcome Steric Hindrance in the Redox Esterification of α- And β-Substituted α,β-Enals

Yatham, Veera Reddy,Harnying, Wacharee,Kootz, Darius,Neud?rfl, J?rg-M.,Schl?rer, Nils E.,Berkessel, Albrecht

supporting information, p. 2670 - 2677 (2016/03/12)

As reported by Scheidt and Bode in 2005, sterically nonencumbered α,β-enals are readily converted to saturated esters in the presence of alcohols and N-heterocyclic carbene catalysts, e.g., benzimidazolylidenes or triazolylidenes. However, substituents at the α- or β-position of the α,β-enal substrate are typically not tolerated, thus severely limiting the substrate spectrum. On the basis of our earlier mechanistic studies, a set of N-Mes- or N-Dipp-substituted 1,2,4-triazolium salts were synthesized and evaluated as (pre)catalysts in the redox esterification of various α- or β-substituted enals. In particular the 1,4-bis-Mes/Dipp-1,2,4-triazolylidenes overcome the above limitations and efficiently catalyze the redox esterification of a whole series of α/β-substituted enals hitherto not amenable to NHC-catalyzed transformations. The synthetic value of 1,4-bis-Mes/Dipp-1,2,4-triazolylidenes is further demonstrated by the one-step bicyclization of 10-oxocitral to (racemic) nepetalactone in diastereomerically pure form.

Regioselectivity of the ortho- and para-semidine, and diphenyline rearrangements

Yang, Zhanhui,Hou, Shili,He, Wei,Cheng, Baoxiang,Jiao, Peng,Xu, Jiaxi

, p. 2186 - 2195 (2016/04/09)

The regioselectivity of the o-semidine, p-semidine, and diphenyline rearrangements of unsymmetrical N,N′-diarylhydrazines was studied experimentally. The results indicate that their electron-rich nitrogen atom is first protonated and then the electron-poor non-protonated nitrogen atom undergoes an N[1,3]-sigmatropic shift to the ortho-position of the electron-rich aryl rings, generating key intermediates. The intermediates can undergo (1) a direct proton transfer to give o-semidines, (2) a second N[1,3]-shift of the electron-poor nitrogen atom and then proton transfer to furnish p-semidines, and (3) a [3,3]-sigmatropic shift and subsequent proton transfer to yield diphenylines. It is the first N[1,3]-sigmatropic shift step that plays an important role in controlling the regioselectivity in the three rearrangements, further determining the structures of o-semidines, p-semidines, and diphenylines. The current results provide new insights into the o/p-semidine and diphenyline rearrangements and useful information for controlling and predicting the structures of the rearrangement products.

α-Aroyloxyaldehydes: Scope and limitations as alternatives to α-haloaldehydes for NHC-catalysed redox transformations

Ling, Kenneth B.,Smith, Andrew D.

supporting information; experimental part, p. 373 - 375 (2011/02/24)

α-Aroyloxyaldehydes are readily prepared bench stable synthetic intermediates. Their ability to act as α-haloaldehyde surrogates for NHC-promoted redox esterifications and in [4+2] cycloadditions is described.

Synthesis of A A-mesityl substituted aminoindanol-derived triazolium salt: [(5aS,10bR)-5a,10b-Dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2, 4-triazolo[4,3-d]-1,4-oxazinium chloride]

Struble, Justin R.,Bode, Jeffrey W.,Lian, Yajing,Davies, Huw M. L.

experimental part, p. 362 - 376 (2011/05/19)

-

ENANTIOSELECTVE REACTIONS CATALYZED BY CHIRAL TRIAZOLIUM SALTS

-

Page/Page column 54-55, (2010/11/28)

This invention provides a convenient method for converting imines and other electrophiles into heterocyclic ring systems. The process does not require the use of metallic reagents, and is catalyzed by an organic heterocyclic carbene catalyst. Accordingly,

Process route upstream and downstream products

Process route

2,4,6-trimethylaniline
88-05-1

2,4,6-trimethylaniline

mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

Conditions
Conditions Yield
2,4,6-trimethylaniline; With hydrogenchloride; In water; at -5 ℃; for 0.75 - 0.833333h;
With sodium nitrite; In water; for 1 - 1.25h;
With sodium hydroxide; tin(ll) chloride; more than 3 stages;
54%
2,4,6-trimethylaniline; With hydrogenchloride; sodium nitrite; In water; at -4 - 0 ℃; for 0.5h;
With hydrogenchloride; tin(II) chloride hydrate; In water; at 20 ℃;
With sodium hydroxide; In water; at 15 ℃;
45%
2,4,6-trimethylaniline; With hydrogenchloride; sodium nitrite; In water; at -5 - 3 ℃; for 1.25h;
With tin(II) chloride dihdyrate; In water; at 0 - 20 ℃; for 21h;
40%
C<sub>19</sub>H<sub>30</sub>N<sub>2</sub>O<sub>4</sub>

C19H30N2O4

mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

Conditions
Conditions Yield
With hydrogenchloride; water; In 1,4-dioxane; isopropyl alcohol; for 0.5h; Reflux;
60%
With hydrogenchloride; In 1,4-dioxane; isopropyl alcohol; for 0.5h; Reflux;
6.51 g
mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

1-mesityl-2-(4-nitrophenyl)diazene

1-mesityl-2-(4-nitrophenyl)diazene

2,4,6-trimethylaniline
88-05-1

2,4,6-trimethylaniline

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: triethylamine / tetrahydrofuran / 20 °C
2: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere
3: hydrogenchloride / ethanol / 2 h / Inert atmosphere; Reflux
With hydrogenchloride; copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; triethylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

1-mesityl-2-[4-(trifluoromethyl)phenyl]diazene

1-mesityl-2-[4-(trifluoromethyl)phenyl]diazene

2,4,6-trimethylaniline
88-05-1

2,4,6-trimethylaniline

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: triethylamine / tetrahydrofuran / 20 °C
2: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere
3: hydrogenchloride / ethanol / 2 h / Inert atmosphere; Reflux
With hydrogenchloride; copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; triethylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
2,3,4,5-tetrahydro-6-methoxypyridine
5693-62-9

2,3,4,5-tetrahydro-6-methoxypyridine

mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

amidrazone hydrochloride

amidrazone hydrochloride

Conditions
Conditions Yield
In methanol; at 60 ℃; for 3h;
In methanol; at 60 ℃; for 12h; Inert atmosphere; Schlenk technique;
(4aR,9aS)-3-methoxy-2,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazine
862095-80-5

(4aR,9aS)-3-methoxy-2,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazine

mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

(Z)-2-mesityl-1-((4aR,9aS)-4,4a,9,9a-tetrahydroindeno[2,1b][1,4]oxazin-3(2H)-ylidene)hydrazine hydrochloride
1345817-96-0,955103-23-8

(Z)-2-mesityl-1-((4aR,9aS)-4,4a,9,9a-tetrahydroindeno[2,1b][1,4]oxazin-3(2H)-ylidene)hydrazine hydrochloride

Conditions
Conditions Yield
With hydrogenchloride; In 1,4-dioxane; methanol; ethyl acetate; at 60 - 100 ℃; for 48h; Heating / reflux;
98%
With hydrogenchloride; In 1,4-dioxane; methanol; at 60 ℃; for 48h; Inert atmosphere;
di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

N'-Boc-N-(2,4,6-trimethylphenyl)hydrazine

N'-Boc-N-(2,4,6-trimethylphenyl)hydrazine

Conditions
Conditions Yield
With triethylamine; In tetrahydrofuran; at 20 ℃;
98%
With triethylamine; In acetonitrile; at 0 - 20 ℃;
mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

2,4,6-trimethylbenzene-1-sulfonyl fluoride
384-98-5

2,4,6-trimethylbenzene-1-sulfonyl fluoride

Conditions
Conditions Yield
With pyridine; copper (II) carbonate hydroxide; 1,4-diazabicyclo [2.2.2] octane-1,4-diium-1,4-disulfinate; N-fluorobis(benzenesulfon)imide; In acetonitrile; at 40 ℃; for 2h; Sealed tube; Inert atmosphere;
57%
With pyridine; copper (II) carbonate hydroxide; 1,4-diazabicyclo[2.2.2]octane-triethylenediamine-bis(sulfur dioxide); N-fluorobis(benzenesulfon)imide; In acetonitrile; at 40 ℃; for 2h; Inert atmosphere; Sealed tube;
57%
(4aR,9bR)-2-methoxy-4,4a,5,9b-tetrahydro-3H-indeno[1,2-6]pyridine

(4aR,9bR)-2-methoxy-4,4a,5,9b-tetrahydro-3H-indeno[1,2-6]pyridine

mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

(Z)-1-mesityl-2-((4aS,9aR)-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-ylidene)hydrazine hydrochloride
955378-07-1

(Z)-1-mesityl-2-((4aS,9aR)-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-ylidene)hydrazine hydrochloride

Conditions
Conditions Yield
(4aR,9bR)-2-methoxy-4,4a,5,9b-tetrahydro-3H-indeno[1,2-6]pyridine; mesitylhydrazine hydrochloride; In methanol; at 20 ℃;
With hydrogenchloride; In 1,4-dioxane; methanol; at 60 ℃; for 48h;
77%
mesitylhydrazine hydrochloride
24006-09-5,76195-82-9

mesitylhydrazine hydrochloride

N-benzoylacetamidine
5692-19-3

N-benzoylacetamidine

1-mesityl-3-methyl-5-phenyl-1H-[1,2,4]-triazole
1465766-60-2

1-mesityl-3-methyl-5-phenyl-1H-[1,2,4]-triazole

Conditions
Conditions Yield
With acetic acid; In N,N-dimethyl-formamide; at 90 ℃; for 3h;
77%

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