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31696-67-0

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31696-67-0 Usage

Description

9H-Thioxanthen-9-one, 2-hydroxyis an organic compound characterized by its thioxanthene structure and a hydroxyl group at the 2nd position. It is known for its unique chemical properties and potential applications in various fields.
Used in Photochemistry Industry:
9H-Thioxanthen-9-one, 2-hydroxyis used as a photoinitiator for the preparation of polyester-type polymeric thioxanthone photoinitiators. This application is due to its ability to absorb light and generate reactive species, which can initiate the polymerization process in the synthesis of polymers with specific properties and applications.

Check Digit Verification of cas no

The CAS Registry Mumber 31696-67-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,1,6,9 and 6 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 31696-67:
(7*3)+(6*1)+(5*6)+(4*9)+(3*6)+(2*6)+(1*7)=130
130 % 10 = 0
So 31696-67-0 is a valid CAS Registry Number.

31696-67-0Synthetic route

2-Chlorothioxanthone
86-39-5

2-Chlorothioxanthone

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

Conditions
ConditionsYield
With t-BuBrettPhos; C44H62NO5PPdS; water; potassium hydroxide In 1,4-dioxane at 80℃; for 18h; Inert atmosphere;98%
With tris-(dibenzylideneacetone)dipalladium(0); C39H57O3P; potassium hydroxide In 1,4-dioxane at 80℃;98%
With tris-(dibenzylideneacetone)dipalladium(0); potassium hydroxide; tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 16h; Schlenk technique; Inert atmosphere; Reflux;85%
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; Inert atmosphere;76%
With tris-(dibenzylideneacetone)dipalladium(0); potassium hydroxide; tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 16h; Inert atmosphere;
Thiosalicylic acid
147-93-3

Thiosalicylic acid

hydroquinone
123-31-9

hydroquinone

A

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

B

1,4-dihydroxy-9H-thioxanthen-9-one
14992-80-4

1,4-dihydroxy-9H-thioxanthen-9-one

Conditions
ConditionsYield
With aluminum oxide; methanesulfonic acid at 110℃; for 0.333333h;A 5%
B 70%
With phosphotungstic acid for 0.0666667h; Reagent/catalyst; Microwave irradiation; Green chemistry; regioselective reaction;A 10%
B 60%
Thiosalicylic acid
147-93-3

Thiosalicylic acid

phenol
108-95-2

phenol

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

Conditions
ConditionsYield
Stage #1: Thiosalicylic acid With sulfuric acid
Stage #2: phenol at 60 - 80℃; for 2.5h;
Stage #3: With water for 0.0833333h; Reflux;
63%
With sulfuric acid at 20 - 100℃; for 3h;60%
With sulfuric acid at 20 - 80℃; for 48.5h;55%
thiosalicilyc acid
7283-41-2

thiosalicilyc acid

phenol
108-95-2

phenol

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

Conditions
ConditionsYield
With sulfuric acid In water at 60 - 80℃; for 2.5h;63%
With sulfuric acid In water
2-[(4-hydroxyphenyl)sulfanyl]benzoic acid
252972-54-6

2-[(4-hydroxyphenyl)sulfanyl]benzoic acid

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

Conditions
ConditionsYield
With sulfuric acid
sulfuric acid
7664-93-9

sulfuric acid

thiosalicilyc acid
7283-41-2

thiosalicilyc acid

phenol
108-95-2

phenol

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

Conditions
ConditionsYield
In water
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

methyl iodide
74-88-4

methyl iodide

2-methoxy-9H-thioxanthen-9-one
40478-82-8

2-methoxy-9H-thioxanthen-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 3h; Schlenk technique; Inert atmosphere; Reflux;95%
With potassium carbonate In acetone at 60℃; for 3h; Inert atmosphere;78%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

2-bromobutyric acid ethyl ester
533-68-6

2-bromobutyric acid ethyl ester

2-[2-ethyl(carboxymethoxy)]thioxanthone

2-[2-ethyl(carboxymethoxy)]thioxanthone

Conditions
ConditionsYield
Stage #1: 2-hydroxy thioxanthone With sodium hydroxide In tetrahydrofuran for 1.5h; Reflux;
Stage #2: 2-bromobutyric acid ethyl ester In tetrahydrofuran at 40℃; for 4h; Reflux;
92.11%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

ethyl bromoacetate
105-36-2

ethyl bromoacetate

2-[(9-oxo-9H-thioxanthen-2-yl)oxy]-acetic acid
84434-05-9

2-[(9-oxo-9H-thioxanthen-2-yl)oxy]-acetic acid

Conditions
ConditionsYield
Stage #1: 2-hydroxy thioxanthone With sodium hydroxide In tetrahydrofuran for 1.5h; Reflux;
Stage #2: ethyl bromoacetate In tetrahydrofuran at 40℃; for 4h; Reflux;
91.91%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

9H-thioxanthen-2-ol

9H-thioxanthen-2-ol

Conditions
ConditionsYield
With dimethylsulfide borane complex In tetrahydrofuran for 3h; Reflux;91%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

2[(9-oxo-9H-thioxanthen-2-yl)oxy]-propionic acid

2[(9-oxo-9H-thioxanthen-2-yl)oxy]-propionic acid

Conditions
ConditionsYield
Stage #1: 2-hydroxy thioxanthone With sodium hydroxide In tetrahydrofuran for 1.5h; Reflux;
Stage #2: Ethyl 2-bromopropionate In tetrahydrofuran at 40℃; for 4h; Reflux;
90.8%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

sodium salt of 2-hydroxythioxanthen-9-one
88927-70-2

sodium salt of 2-hydroxythioxanthen-9-one

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran for 2h; Reflux;90%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

penta(ethylene glycol) bis(p-toluenesulfonate)
41024-91-3

penta(ethylene glycol) bis(p-toluenesulfonate)

C36H34O8S2
167900-93-8

C36H34O8S2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 72h; Heating;89%
tetraethylene glycol di(p-toluenesulfonate)
37860-51-8

tetraethylene glycol di(p-toluenesulfonate)

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

C34H30O7S2
167900-92-7

C34H30O7S2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 72h; Heating;86%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

6-bromo-hexanoic acid ethyl ester
25542-62-5

6-bromo-hexanoic acid ethyl ester

2-[carboxy-n-pentyl-5-oxy]thioxanthone

2-[carboxy-n-pentyl-5-oxy]thioxanthone

Conditions
ConditionsYield
Stage #1: 2-hydroxy thioxanthone With sodium hydroxide In tetrahydrofuran for 1.5h; Reflux;
Stage #2: 6-bromo-hexanoic acid ethyl ester In tetrahydrofuran at 40℃; for 4h; Reflux;
84.46%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

2-Chloroformylthioxanthone
130999-37-0

2-Chloroformylthioxanthone

Conditions
ConditionsYield
79%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

diethylene glycol ditosylate
7460-82-4

diethylene glycol ditosylate

C30H22O5S2
167900-91-6

C30H22O5S2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 72h; Heating;74%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

ethyl iodide
75-03-6

ethyl iodide

2-ethoxythioxanthone
5596-54-3

2-ethoxythioxanthone

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 3h; Inert atmosphere;74%
isopropanolic hydrogen chloride

isopropanolic hydrogen chloride

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

N-(3-chloro-2-hydroxypropyl)trimethylammonium chloride

N-(3-chloro-2-hydroxypropyl)trimethylammonium chloride

2-hydroxy-3-(9-oxo-9H-thioxanthen-2-yloxy)-N,N,N-trimethyl-1-propanaminium chloride

2-hydroxy-3-(9-oxo-9H-thioxanthen-2-yloxy)-N,N,N-trimethyl-1-propanaminium chloride

Conditions
ConditionsYield
With sodium In methanol; ethanol72.8%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

benzoyl chloride
98-88-4

benzoyl chloride

C20H12O3S
904307-59-1

C20H12O3S

Conditions
ConditionsYield
With pyridine at 100℃; for 0.666667h;66%
4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid
777864-71-8

4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoic acid

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

9-oxo-9H-thioxanthen-2-yl 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoate
777864-73-0

9-oxo-9H-thioxanthen-2-yl 4-{2-[(2-methoxyethoxy)methoxy]-1-methylethyl}-3-nitrobenzoate

Conditions
ConditionsYield
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 20℃; for 24h;64%
2-iodo-propane
75-30-9

2-iodo-propane

2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

C16H14O2S

C16H14O2S

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 3h; Inert atmosphere;56%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

triethylene glycol di-(p-toluenesulfonate)
19249-03-7

triethylene glycol di-(p-toluenesulfonate)

2-[2-(2-{2-[(9-oxo-9H-thioxanthen-2-yl)oxy]ethoxy}ethoxy)ethoxy]-9H-thioxanthen-9-one
917762-65-3

2-[2-(2-{2-[(9-oxo-9H-thioxanthen-2-yl)oxy]ethoxy}ethoxy)ethoxy]-9H-thioxanthen-9-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 72h; Heating;50%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

2-propenoic acid-(9-oxo-9H-thioxanthen-2-yl ester)

2-propenoic acid-(9-oxo-9H-thioxanthen-2-yl ester)

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol; potassium carbonate In acetone Reflux;43.3%
With 2,6-di-tert-butyl-4-methyl-phenol; potassium carbonate In [(2)H6]acetone for 3.25h; Reflux;43.3%
With 2,6-di-tert-butyl-4-methyl-phenol; potassium carbonate In acetone for 3h; Heating / reflux;19%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

3-chloro-propionic acid 9-oxo-9H-thioxanthen-2-yl ester
1159136-33-0

3-chloro-propionic acid 9-oxo-9H-thioxanthen-2-yl ester

Conditions
ConditionsYield
With pyridine In acetone for 5h; Heating / reflux;6%
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

1,2-Epoxy-3-bromopropane
3132-64-7

1,2-Epoxy-3-bromopropane

2-(oxiran-2-ylmethoxy)-9H-thioxanthen-9-one
215173-01-6

2-(oxiran-2-ylmethoxy)-9H-thioxanthen-9-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Heating;
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

2-hydroxy-3-[(9-oxo-9H-thioxanthen-2-yl)oxy]propyl thiocyanate

2-hydroxy-3-[(9-oxo-9H-thioxanthen-2-yl)oxy]propyl thiocyanate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3 / acetone / 48 h / Heating
2: 90 percent / 7[5tBu-2HOBn]thioxantheno-dioxatriazacyclopentadecine-trione / acetonitrile / 0.67 h / Heating
View Scheme
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

9-oxo-9H-thioxanthen-2-yl 4-(2-hydroxy-1-methylethyl)-3-nitrobenzoate
777864-74-1

9-oxo-9H-thioxanthen-2-yl 4-(2-hydroxy-1-methylethyl)-3-nitrobenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 64 percent / N,N-dimethylpyridin-4-amine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 24 h / 20 °C
2: 66 percent / HCl / H2O; tetrahydrofuran / 5 h / Heating
View Scheme
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

C24H16ClNO7S

C24H16ClNO7S

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 64 percent / N,N-dimethylpyridin-4-amine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 24 h / 20 °C
2: 66 percent / HCl / H2O; tetrahydrofuran / 5 h / Heating
3: Et3N / tetrahydrofuran / 4 h / 0 - 20 °C
View Scheme
2-hydroxy thioxanthone
31696-67-0

2-hydroxy thioxanthone

5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine
777864-75-2

5'-O-{[2-(2-nitro-4-{[(9-oxo-9H-thioxanthen-2-yl)oxy]carbonyl}phenyl)propoxy]carbonyl}thymidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 64 percent / N,N-dimethylpyridin-4-amine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 24 h / 20 °C
2: 66 percent / HCl / H2O; tetrahydrofuran / 5 h / Heating
3: Et3N / tetrahydrofuran / 4 h / 0 - 20 °C
4: pyridine / CH2Cl2 / 18 h / 0 °C
View Scheme

31696-67-0Relevant articles and documents

UV LED photoinitiator and preparation method thereof

-

Paragraph 0081-0087, (2020/12/31)

The present invention discloses a UV LED photoinitiator and a preparation method thereof. The UV LED photoinitiator has a chemical structure represented by a formula (M) as shown in the specification,wherein X is a group shown in the specification, a grou

Pd-Catalyzed Cross-Coupling Reactions Promoted by Biaryl Phosphorinane Ligands

Laffoon, Joshua D.,Chan, Vincent S.,Fickes, Michael G.,Kotecki, Brian,Ickes, Andrew R.,Henle, Jeremy,Napolitano, José G.,Franczyk, Thaddeus S.,Dunn, Travis B.,Barnes, David M.,Haight, Anthony R.,Henry, Rodger F.,Shekhar, Shashank

, p. 11691 - 11708 (2019/12/02)

We report the use of biaryl phosphorinanes as ligands for Pd-catalyzed cross-coupling reactions. A modular synthesis was developed that employs a double conjugate addition of primary biaryl phosphines into 1,1,5,5-tetraalkyl penta-1,4-diene-3-ones. Notably, this synthesis does not require the use of copper, a known contaminant in structurally related biaryl phosphane ligands. Using the synthetic strategy described above, we synthesized a library of biaryl phosphorinanes, varying their substitution about phosphorus and the steric and electronic nature of the biaryl motif. We then benchmarked their performance as ligands in Pd-catalyzed cross coupling reactions such as aryl sulfonamidation, aryl alkoxylation, and aryl amination in the presence of soluble organic bases. In each reaction studied, many ligands outperformed biaryl phosphanes known to promote the given transformation. Detailed substrate scopes were determined using high-throughput screening technology. Several biaryl phosphorinanes and their corresponding Pd(II) oxidative-addition complexes were extensively characterized using NMR spectroscopy and X-ray crystallography. General observations support that biaryl phosphorinanes promote reductive elimination and form robust catalysts with palladium. In many cases the use of these biaryl phosphorinanes may be advantageous over the use of biaryl phosphanes with respect to lower catalyst loadings, shorter reaction times, and robustness.

POLYMERIC PHOTO ACTIVE AGENTS

-

Paragraph 0075, (2018/02/01)

The present disclosure is drawn to polymeric photo active agents, photo curable inks containing the polymeric photo active agents, and methods of making the photo curable inks. A polymeric photo active agent can include a xanthone analog modified with a polyether chain connecting to the xanthone analog through an amide linkage.

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