O-Mesitylenesulfonylhydroxylamine supplier

Name
O-Mesitylenesulfonylhydroxylamine
EINECS
CAS No. 36016-40-7
Article Data136
CAS DataBase
Density 1.24 g/cm³
Solubility
Melting Point 93-94 °C
Formula C₉H₁₃NO₃S
Boiling Point 350.587 °C at 760 mmHg
Molecular Weight 215.273
Flash Point 165.83 °C
Transport Information
Appearance
Safety
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms Hydroxylamine,O-(mesitylsulfonyl)- (6CI);Hydroxylamine, O-[(2,4,6-trimethylphenyl)sulfonyl]-(9CI);2-[(Aminooxy)sulfonyl]-1,3,5-trimethylbenzene;O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamine;
PSA 77.77000
LogP 2.97190

Synthetic route

: 36016-39-4
N-(tert-butoxycarbonyl)-O-(mesitylsulfonyl)hydroxylamine

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With trifluoroacetic acid at 0℃; for 1.5h;	100%
With trifluoroacetic acid In 1,4-dioxane at 0 - 20℃; for 2.75h; Industrial scale;	100%
With trifluoroacetic acid at 0℃; for 2h;	100%

: 38202-27-6
ethyl O-(2-mesitylenesulfonyl)acetohydroxamate

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With perchloric acid In 1,4-dioxane; water at 0℃; for 0.116667h;	93%
Stage #1: ethyl O-(2-mesitylenesulfonyl)acetohydroxamate With perchloric acid In 1,4-dioxane; water at 0℃; for 0.116667h; Stage #2: With potassium carbonate In diethyl ether	93%
With perchloric acid In 1,4-dioxane at 0℃; for 0.116667h;	93%

: 773-64-8
2-mesitylenesulphonyl chloride

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
Stage #1: 2-mesitylenesulphonyl chloride With triethylamine at 20℃; Stage #2: With perchloric acid Neat (no solvent);	84%
Multi-step reaction with 2 steps 1: 70.1 percent / Et3N / dimethylformamide / 0.5 h / 20 °C 2: aq. HClO4 / dioxane / 0.33 h / -5 °C View Scheme
Multi-step reaction with 2 steps 1: Et3N / dimethylformamide 2: aq. HClO4 / dioxane View Scheme

: (Z)-ethyl N-(mesitylsulfonyl)oxyacetimidate

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With perchloric acid In tetrahydrofuran; water at 0 - 5℃; for 1.33333h; Inert atmosphere;	81.3%
With perchloric acid In 1,4-dioxane for 0.383333h; Cooling; Inert atmosphere;
With perchloric acid; water In tetrahydrofuran at 0 - 5℃; for 1.5h; Inert atmosphere;

: 1239506-69-4
ethyl (1E)-N-(2,4,6-trimethylphenyl)sulfonyloxyethanimidate

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With perchloric acid In 1,4-dioxane at 0℃; for 1.5h; Inert atmosphere;	73%
With perchloric acid In 1,4-dioxane at 0℃; for 1.5h;	73%
With perchloric acid In 1,4-dioxane ice-cooling;

: 5-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)pentanal

sodium 1,1,1,3,3,3-hexafluoro-2-propyloxide: sodium 1,1,1,3,3,3-hexafluoro-2-propyloxide

: O-(1,1,1, 3,3,3-hexafluoro-2-propyl)hydroxylamine

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether	50%

...Expand

: 58658-55-2
O-(2,4,6-trimethylphenylsulfonyl)-N,N-bis(trimethylsilyl)hydroxylamine

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With hydrogenchloride In methanol

: ethyl O-(2-mesitylenesulphonyl)acetohydroxamate

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With perchloric acid In 1,4-dioxane
With perchloric acid In 1,4-dioxane; water at 0℃; for 0.25h;	5.26 g

: mesitiylenesulfonyl acetoxyhydroxamate

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With perchloric acid In 1,4-dioxane at 0 - 5℃; for 0.166667h;
With perchloric acid

: 58288-83-8
2-chloro-dibenzo[b,f]thiepine-5-oxide

A: 58288-73-6
2-chloro-5,5-dihydro-5-imino-dibenzo[b,f]thiepine-5-oxide

B: 36016-40-7
mesitylenesulfonylhydroxylamine

: 109-72-8, 29786-93-4
n-butyllithium

: tricarbonyl(tetrachlorobromocyclopentadienyl)manganese

: 58658-55-2
O-(2,4,6-trimethylphenylsulfonyl)-N,N-bis(trimethylsilyl)hydroxylamine

A: tricarbonyl(tetrachloro(H)cyclopentadienyl)manganese

B: tricarbonyl(tetrachloro(N(SiMe3)2)cyclopentadienyl)manganese

C: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
In diethyl ether To (C5Cl4Br)Mn(CO)3 in Et2O is added first BuLi at -60°C and then is added MesSO2ON(SiMe3)2 under N2, reaction mixture is warmed up to room temp.; evapn. of Et2O under vac., residue is stirred with hexane, hexane soluble part is washed (H2O), dried over MgSO4, and filtered, addn. of Et2O, H2O and HCl, sepn. of the orange ether phase and drying, filtn., after addn. of hexane ppt. is obtained;	A n/a B 0% C n/a

Yield

In diethyl ether To (C5Cl4Br)Mn(CO)3 in Et2O is added first BuLi at -60°C and then is added MesSO2ON(SiMe3)2 under N2, reaction mixture is warmed up to room temp.; evapn. of Et2O under vac., residue is stirred with hexane, hexane soluble part is washed (H2O), dried over MgSO4, and filtered, addn. of Et2O, H2O and HCl, sepn. of the orange ether phase and drying, filtn., after addn. of hexane ppt. is obtained;

A n/a
B 0%
C n/a

...Expand

: ethyl O-(mesitylenesulfonyl)acetohydroxamate

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With perchloric acid In 1,4-dioxane at 0℃; for 0.166667h;

: 2-Mesitylenesulfonyl chloride

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / N,N-dimethyl-formamide / 0.75 h / 0 °C 2: perchloric acid / 1,4-dioxane / 0.75 h / 0 °C View Scheme
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 0.75 h / 0 °C 2: perchloric acid / 1,4-dioxane / 0.75 h / 0 °C View Scheme

: (Z)-(ethyl N-[[(2,4,6-trimethylbenzene)sulfonyl] oxy]ethenecarboximidate)

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With perchloric acid In 1,4-dioxane at 0℃; for 1h;

: ethyl O-(mesitylenesulfonyl)acetohydroxamate

: 36016-40-7
mesitylenesulfonylhydroxylamine

Conditions

Conditions	Yield
With perchloric acid In 1,4-dioxane; water Inert atmosphere;

: 626-55-1
3-Bromopyridine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 55899-13-3
1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine; mesitylenesulfonylhydroxylamine In acetonitrile at 30℃; for 0.0166667h; Flow reactor; Stage #2: With sodium hydroxide In N,N-dimethyl-formamide at 30℃; for 0.0433333h; Flow reactor;	100%
In dichloromethane for 0.5h; Ambient temperature;	88%
In dichloromethane 1.) -5 deg C to RT, 2.) RT, 15 min;	68%
In dichloromethane at 0℃; for 1h;

: 21732-11-6
methyl-2,3-diaza-4-methyl-4-acetoxypent-2-enoate

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 81549-06-6
C9H12O3S*C5H11N3O2

Conditions

Conditions	Yield
In diethyl ether for 1h; Ambient temperature;	100%

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 3-acetyl-8-ethyl-2-methylsulfanyl-1H-quinolin-4-one

A: 70920-59-1
2,4,6-trimethylbenzenesulfonic acid methyl ester

B: 8-ethyl-3-methyl-9H-isothiazolo[5,4-b]quinolin-4-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.0833333h;	A 8% B 100%

...Expand

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 3-acetyl-2-benzylsulfanyl-1H-quinolin-4-one

A: 70920-59-1
2,4,6-trimethylbenzenesulfonic acid methyl ester

B: 3-methyl-9H-isothiazolo[5,4-b]quinolin-4-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.0833333h;	A 8% B 100%

...Expand

: 36016-40-7
mesitylenesulfonylhydroxylamine

: C22H20S

: C9H11O3S(1-)*C22H22NS(1+)

Conditions

Conditions	Yield
In dichloromethane at -35℃; for 36h;	100%

: 3796-24-5
4-trifluoromethylpyridine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 1299420-32-8
1-amino-4-trifluoromethylpyridinium 2,4,6-trimethylbenzenesulfonate

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 18h;	100%
In dichloromethane at 0 - 20℃; for 21h;

: 1357159-18-2
tert-butyl 1-(4-(3-phenylpyridin-2-yl)phenyl)cyclobutylcarbamate

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 1357159-20-6
1-amino-2-(4-(1-(tert-butoxycarbonylamino)cyclobutyl)phenyl)-3-phenylpyridinium 2,4,6-trimethylbenzenesulfonate

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 7h; Inert atmosphere;	100%

: 917023-06-4
methyl 2-(5-bromopyridin-2-yl)acetate

: 36016-40-7
mesitylenesulfonylhydroxylamine

: C9H11O3S(1-)*C8H10BrN2O2(1+)

Conditions

Conditions	Yield
Stage #1: methyl 2-(5-bromopyridin-2-yl)acetate; mesitylenesulfonylhydroxylamine In acetonitrile at 30℃; Flow reactor; Stage #2: With sodium hydroxide In N,N-dimethyl-formamide at 30℃; Flow reactor;	100%

: 1658-42-0
methyl 2-pyridylacetate

: 36016-40-7
mesitylenesulfonylhydroxylamine

: C9H11O3S(1-)*C8H11N2O2(1+)

Conditions

Conditions	Yield
Stage #1: methyl 2-pyridylacetate; mesitylenesulfonylhydroxylamine In acetonitrile at 30℃; Flow reactor; Stage #2: With sodium hydroxide In N,N-dimethyl-formamide at 30℃; Flow reactor;	100%

: 2459-09-8
4-pyridinecarboxylic acid, methyl ester

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 59247-63-1
1-amino-4-(methoxycarbonyl)pyridin-1-ium 2,4,6-trimethylbenzene-1-sulfonate

Conditions

Conditions	Yield
Stage #1: 4-pyridinecarboxylic acid, methyl ester; mesitylenesulfonylhydroxylamine In acetonitrile at 30℃; for 0.0166667h; Flow reactor; Stage #2: With sodium hydroxide In N,N-dimethyl-formamide at 30℃; for 0.0433333h; Flow reactor;	100%
In dichloromethane at 0 - 20℃; for 21h; Inert atmosphere;	72%

: 56700-70-0
3-(tert-butoxycarbonylamino)pyridine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 1-amino-3-[(tert-butoxycarbonyl)amino]pyridinium 2,4,6-trimethylbenzenesulfonate

Conditions

Conditions	Yield
Stage #1: 3-(tert-butoxycarbonylamino)pyridine; mesitylenesulfonylhydroxylamine In acetonitrile at 30℃; for 0.0166667h; Flow reactor; Stage #2: With sodium hydroxide In N,N-dimethyl-formamide at 30℃; for 0.0433333h; Flow reactor;	100%

: 108-89-4
picoline

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 51135-56-9
1-amino-4-methylpyridin-1-ium 2,4,6-trimethylbenzene sulfonate

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 2h;	99%
In dichloromethane at 0 - 20℃; for 2h;	99%
In dichloromethane at 25℃; for 1h;

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 548929-67-5
2-methylsulfanyl-3-acetyl-1H-quinolin-4-one

A: 70920-59-1
2,4,6-trimethylbenzenesulfonic acid methyl ester

B: 3-methyl-9H-isothiazolo[5,4-b]quinolin-4-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.0833333h;	A 8% B 99%

...Expand

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 3-acetyl-2-methylsulfanyl-8-phenyl-1H-quinolin-4-one

A: 70920-59-1
2,4,6-trimethylbenzenesulfonic acid methyl ester

B: 3-methyl-8-phenyl-9H-isothiazolo[5,4-b]quinolin-4-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.0833333h;	A 8% B 99%

...Expand

: 1721-89-7
2,3-dimethylquinoline

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 84689-30-5
2,4,6-Trimethyl-benzenesulfonate1-amino-2,3-dimethyl-quinolinium;

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	98%

: 589-93-5
2,5-dimethylpyridine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 81450-83-1
2,4,6-Trimethyl-benzenesulfonate1-amino-2,5-dimethyl-pyridinium;

Conditions

Conditions	Yield
In dichloromethane for 0.5h; cooling;	98%

: 1463-17-8
2,8-dimethylquinoline

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 84689-28-1
2,8-dimethyl-1-aminoquinolinium mesitylenesulphonate

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	98%
In dichloromethane at 25℃; for 0.25h;

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 84689-37-2
5-methoxy-1-methyl-isoquinoline

: 84689-40-7
2,4,6-Trimethyl-benzenesulfonate2-amino-5-methoxy-1-methyl-isoquinolinium;

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	98%

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 229177-89-3
1-{2-[3-(6-methylquinolin-2-yl)propyl]phenyl}-2-phenylethane-1,2-dione

: 1-amino-6-methyl-2-{3-[2-(2-oxo-2-phenylacetyl)phenyl]propyl}quinolinium mesitylenesulfonate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h;	98%
In dichloromethane at 20℃; amination;	95%

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 548929-92-6
3-acetyl-6-chloro-2-methylsulfanyl-1H-quinolin-4-one

A: 70920-59-1
2,4,6-trimethylbenzenesulfonic acid methyl ester

B: 6-chloro-3-methyl-9H-isothiazolo[5,4-b]quinolin-4-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.0833333h;	A 8% B 98%

...Expand

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 3-acetyl-6-methoxy-2-(methylthio)quinolin-4(1H)-one

A: 70920-59-1
2,4,6-trimethylbenzenesulfonic acid methyl ester

B: 6-methoxy-3-methyl-9H-isothiazolo[5,4-b]quinolin-4-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.0833333h;	A 8% B 98%

...Expand

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 548929-96-0
3-acetyl-6-chloro-2-methylsulfanyl-8-trifluoromethyl-1H-quinolin-4-one

A: 70920-59-1
2,4,6-trimethylbenzenesulfonic acid methyl ester

B: 6-chloro-3-methyl-8-trifluoromethyl-9H-isothiazolo[5,4-b]quinolin-4-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 0.0833333h;	A 8% B 98%

...Expand

: 123-32-0
2,5-dimethyl-pyrazine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 1-Amino-2,5-dimethylpyrazin-1-ium-2,4,6-trimethylbenzenesulfonate

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 1h;	97%
In dichloromethane for 0.333333h; Ambient temperature;	89%

: 1125-80-0
3-methylisoquinoline

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 84900-31-2
2,4,6-Trimethyl-benzenesulfonate2-amino-3-methyl-isoquinolinium;

Conditions

Conditions	Yield
In dichloromethane for 1h;	97%

: 1072-97-5
5-bromo-2-pyridylamine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 1202704-57-1
(1,2-diamino-5-bromopyridin-1-ium) 2,4,6-trimethylbenzenesulfonate

Conditions

Conditions	Yield
at 0 - 20℃; for 20h; Inert atmosphere;	97%
In chloroform at 20℃; for 3h;	87%
In dichloromethane at 20℃; Cooling with ice;
In chloroform at 0 - 20℃; for 3h;

: 36016-40-7
mesitylenesulfonylhydroxylamine

: C22H20S

: C9H11O4S(1-)*C22H22NS(1+)

Conditions

Conditions	Yield
In dichloromethane at -35℃; for 24h;	97%

: 50720-12-2
3-bromo-5-methoxypyridine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 1-amino-3-bromo-5-methoxypyridin-1-ium 2,4,6-trimethylbenzene-1-sulfonate

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 5 - 20℃; for 12h; Industrial scale;	97%
In dichloromethane at 0℃; for 3h;	83%
In dichloromethane at 0℃; for 3h;	83%

: 5867-45-8
N-(pyridin-3-yl)acetamide

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 55899-08-6
2,4,6-Trimethyl-benzenesulfonate3-acetylamino-1-amino-pyridinium;

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Ambient temperature;	96%

: 877-43-0
2,6-dimethylquinoline

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 84689-26-9
2,4,6-Trimethyl-benzenesulfonate1-amino-2,6-dimethyl-quinolinium;

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	96%

O-Mesitylenesulfonylhydroxylamine Specification

The O-Mesitylenesulfonylhydroxylamine is an organic compound with the formula C₉H₁₃NO₃S. The systematic name of this chemical is 2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene. With the CAS registry number 36016-40-7, it is also named as Benzenesulfonic acid, 2,4,6-trimethyl-, azanyl ester. The product's category is Polyamines.

Physical properties about O-Mesitylenesulfonylhydroxylamine are: (1)ACD/LogP: 2.00; (2)#H bond acceptors: 4; (3)#H bond donors: 2; (4)#Freely Rotating Bonds: 3; (5)Polar Surface Area: 77.77 Å²; (6)Index of Refraction: 1.544; (7)Molar Refractivity: 54.802 cm³; (8)Molar Volume: 173.57 cm³; (9)Polarizability: 21.725×10^-24cm³; (10)Surface Tension: 44.449 dyne/cm; (11)Density: 1.24 g/cm³; (12)Flash Point: 165.83 °C; (13)Enthalpy of Vaporization: 59.52 kJ/mol; (14)Boiling Point: 350.587 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(ON)c1c(cc(cc1C)C)C
(2)InChI: InChI=1/C9H13NO3S/c1-6-4-7(2)9(8(3)5-6)14(11,12)13-10/h4-5H,10H2,1-3H3
(3)InChIKey: CHKQALUEEULCPZ-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C9H13NO3S/c1-6-4-7(2)9(8(3)5-6)14(11,12)13-10/h4-5H,10H2,1-3H3
(5)Std. InChIKey: CHKQALUEEULCPZ-UHFFFAOYSA-N

Product Name

O-Mesitylenesulfonylhydroxylamine

Synthetic route

O-Mesitylenesulfonylhydroxylamine Specification

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