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2-Diazo-1-naphthol-4-sulfonyl chloride
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Name

2-Diazo-1-naphthol-4-sulfonyl chloride

 EINECS 253-042-9
CAS No. 36451-09-9 Density 1.107?g/mL?at 25?°C(lit.)
PSA 96.98000 LogP 2.62506
Solubility N/A Melting Point 28-31°C
Formula C10H5ClN2O3S Boiling Point 215-217?°C30?mm Hg(lit.)
Molecular Weight 268.68 Flash Point >230?°F
Transport Information UN 3222 Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 36451-09-9 (2-Diazo-1-naphthol-4-sulfonyl chloride) Hazard Symbols N/A
Synonyms

1,2-Naphthoquinone-2-diazide-4-sulfonylchloride;1,2-Naphthoquinonediazide-4-sulfonic acid chloride;1,2-Naphthoquinonediazide-4-sulfonyl chloride;2-Diazo-1,2-dihydro-1-oxo-4-naphthalenesulfonyl chloride;3-Diazo-3,4-dihydro-4-oxo-1-naphthalenesulfonyl chloride;

Article Data 6

2-Diazo-1-naphthol-4-sulfonyl chloride Synthetic route

64173-96-2

1,2-Naphthochinondiazid-(2)-4-sulfonsaeure Natriumsalz

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

Conditions
ConditionsYield
With triethylamine; trichloromethyl chloroformate In dichloromethane at -50℃; for 1.33333 - 1.5h; Product distribution / selectivity;80%
With bis(trichloromethyl) carbonate; triethylamine In dichloromethane at -50℃; for 1.33333h; Product distribution / selectivity;80%
With chlorosulfonic acid 1) 65 deg, 5h, 2) overnight;30%
887-77-4

1-hydroxy-4-sulfo-naphthalene-2-diazonium-betaine

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid
879-15-2

2-diazo-1,2-naphthoquinone

A

94386-30-8

2-Diazo-1-oxo-1,2-dihydronaphthalen-5-sulfonsaeure

B

887-77-4

1,2-Naphthoquinone diazide-(2)-4-sulfonic acid

C

1001756-09-7, 3770-97-6

2-diazo-1-oxo-1,2-dihydronaphthalene-4-sulfonyl chloride

D

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

Conditions
ConditionsYield
In water at 65℃; for 1.25h; Mechanism; variation of time and temperature;
In water at 65℃; for 1.25h;
567-13-5

2-amino-1-naphthol-4-sulfonic acid

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / CuSO4, NaNO2 / H2O / 0.17 h
2: 30 percent / chlorosulfonic acid / 1) 65 deg, 5h, 2) overnight
View Scheme
6099-57-6

sodium 1-naphthol-4-sulfonate

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 60 percent / NaNO2, conc. HCl / H2O / 0.83 h
2: 34 percent / sodium dithionite / aq. NaOH / 0.08 h
3: 60 percent / CuSO4, NaNO2 / H2O / 0.17 h
4: 30 percent / chlorosulfonic acid / 1) 65 deg, 5h, 2) overnight
View Scheme
130-13-2

sodium 4-amino-1-naphthalenesulfonate

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / sodium hydrogensulfite / H2O / 24 h / Heating
2: 60 percent / NaNO2, conc. HCl / H2O / 0.83 h
3: 34 percent / sodium dithionite / aq. NaOH / 0.08 h
4: 60 percent / CuSO4, NaNO2 / H2O / 0.17 h
5: 30 percent / chlorosulfonic acid / 1) 65 deg, 5h, 2) overnight
View Scheme
1787-54-8

2-Nitroso-1-naphthol-4-sulfonsaeure Natriumsalz

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 34 percent / sodium dithionite / aq. NaOH / 0.08 h
2: 60 percent / CuSO4, NaNO2 / H2O / 0.17 h
3: 30 percent / chlorosulfonic acid / 1) 65 deg, 5h, 2) overnight
View Scheme
64-17-5

ethanol

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

3-Diazo-4-oxo-3,4-dihydro-naphthalene-1-sulfonic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane for 1h; Ambient temperature;90%
603-44-1

4,4',4''-methylidynetrisphenol

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

C49H28N6O12S3

Conditions
ConditionsYield
With triethylamine In acetone at 20℃; for 3h;89.5%

α,α,α',α'-tetrakis(3-methyl-4-hydroxyphenyl)-4,4'-dimethyldiphenyl ether

36451-09-9

1,2-naphthoquinone-2-diazide-4-sulfonyl chloride

C82H54N8O17S4

Conditions
ConditionsYield
With triethylamine In acetone at 20℃; for 3h;89.1%

2-Diazo-1-naphthol-4-sulfonyl chloride Chemical Properties


IUPAC Name: 4-Chlorosulfonyl-2-diazonionaphthalen-1-olate
Molecular Formula: C10H5ClN2O3S
Molecular Weight: 270.69 g/mol
Canonical SMILES: O=C1c2c(C(S(=O)(=O)Cl)=CC1=N#N)cccc2
InChI: InChI=1/C10H5ClN2O3S/c11-17(15,16)9-5-8(13-12)10(14)7-4-2-1-3-6(7)9/h1-5H
Mol File: 36451-09-9.mol
EINECS: 253-042-9
XLogP3-AA: 4.1
H-Bond Acceptor: 4
Rotatable Bond Count: 1
Exact Mass: 267.97094
Topological Polar Surface Area: 85.4
Heavy Atom Count: 17
Complexity of 2-Diazo-1-naphthol-4-sulfonyl chloride (CAS NO.36451-09-9): 438

2-Diazo-1-naphthol-4-sulfonyl chloride Safety Profile

HazardClass: 4.1
PackingGroup of 2-Diazo-1-naphthol-4-sulfonyl chloride (CAS NO.36451-09-9): III

2-Diazo-1-naphthol-4-sulfonyl chloride Specification

 2-Diazo-1-naphthol-4-sulfonyl chloride (CAS NO.36451-09-9), its Synonyms are 1-Naphthalenesulfonyl chloride, 3-diazo-3,4-dihydro-4-oxo- ; 3-Diazo-3,4-dihydro-4-oxonaphthalene-2-sulphonyl chloride ; 3-Diazo-3,4-dihydro-4-oxo-1-naphthalenesulfonylchlorid ; 1,2-naphthoquinone-2-diazido-4-sulfonyl chloride 98+% .

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