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10506-37-3

Basic Information
CAS No.: 10506-37-3
Name: O-2-Naphthyl chlorothioformate
Article Data: 7
Molecular Structure:
Molecular Structure of 10506-37-3 (O-2-Naphthyl chlorothioformate)
Formula: C11H7ClOS
Molecular Weight: 222.695
Synonyms: Formicacid, chlorothio-, O-2-naphthyl ester (7CI,8CI);O-(b-Naphthyl) thiocarbonic acid chloride;O-2-Naphthalenylcarbonochloridothioate;O-2-Naphthyl chlorothioformate;
EINECS: 234-037-0
Density: 1.358 g/cm3
Melting Point: 76-77 °C
Boiling Point: 334.761 °C at 760 mmHg
Flash Point: 156.258 °C
PSA: 41.32000
LogP: 3.74230
Synthetic route
463-71-8

thiophosgene

875-83-2

sodium 2-naphtholate

10506-37-3

O-2-naphthalenyl-carbonochloridothioate

Conditions
ConditionsYield
With chloroform
In chloroform at 25℃; for 1h;
463-71-8

thiophosgene

135-19-3

β-naphthol

10506-37-3

O-2-naphthalenyl-carbonochloridothioate

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water for 1h;
With sodium hydroxide In dichloromethane; water at 20℃; for 1h; Cooling with ice;
10506-37-3

O-2-naphthalenyl-carbonochloridothioate

97-30-3

methyl-alpha-D-glucopyranoside

1379776-95-0

methyl 2-O-(2-naphthoxy)thiocarbonyl-α-D-glucopyranoside

Conditions
ConditionsYield
Stage #1: methyl-alpha-D-glucopyranoside With di-n-octyltin dichloride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: O-2-naphthalenyl-carbonochloridothioate With 1,2,2,6,6-pentamethylpiperidine; tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 20℃; for 6h; regioselective reaction;
99%
10506-37-3

O-2-naphthalenyl-carbonochloridothioate

709-50-2

methyl beta-D-glucopyranoside

97-30-3

methyl-alpha-D-glucopyranoside

A

1379776-95-0

methyl 2-O-(2-naphthoxy)thiocarbonyl-α-D-glucopyranoside

B

1422662-77-8

methyl 6-O-(2-naphthoxy)thiocarbonyl-β-D-glucopyranoside

Conditions
ConditionsYield
Stage #1: methyl beta-D-glucopyranoside; methyl-alpha-D-glucopyranoside With dibutyltin chloride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: O-2-naphthalenyl-carbonochloridothioate With 1,2,2,6,6-pentamethylpiperidine; tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 20℃; chemoselective reaction;
A 99%
B 2%
Stage #1: methyl beta-D-glucopyranoside; methyl-alpha-D-glucopyranoside With dimethyltin dichloride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: O-2-naphthalenyl-carbonochloridothioate With 1,2,2,6,6-pentamethylpiperidine; 3,5-Lutidine In tetrahydrofuran at 20℃; chemoselective reaction;
A 3%
B 80%
10506-37-3

O-2-naphthalenyl-carbonochloridothioate

100-61-8

N-methylaniline

1037-25-8

O-(2-naphthyl) N-methyl-N-phenyl thiocarbamate

Conditions
ConditionsYield
In dichloromethane for 0.166667h;88%
1205543-16-3

(S)-1-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-butyl]-3-methyl-piperazin-2-one

10506-37-3

O-2-naphthalenyl-carbonochloridothioate

1205541-64-5

(S)-4-[4-((S)-4-Hydroxy-6-aza-spiro[2.5]oct-6-yl)-butyl]-2-methyl-3-oxo-piperazine-1-carbothioic acid O-naphthalen-2-yl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran64%
64-17-5

ethanol

10506-37-3

O-2-naphthalenyl-carbonochloridothioate

thiocarbonic acid ethyl ester naphthalen-2-yl ester

860723-67-7

N-(naphthalen-2-yl)benzothioamide

10506-37-3

O-2-naphthalenyl-carbonochloridothioate

[2]naphthyl-thiobenzoyl-thiocarbamic acid O-[2]naphthyl ester

Conditions
ConditionsYield
With sodium hydroxide; benzene
With sodium hydroxide; chloroform
96963-47-2

N-(naphthalen-1-yl)benzothioamide

10506-37-3

O-2-naphthalenyl-carbonochloridothioate

[1]naphthyl-thiobenzoyl-thiocarbamic acid O-[2]naphthyl ester

Conditions
ConditionsYield
With sodium hydroxide; benzene
With sodium hydroxide; chloroform
10506-37-3

O-2-naphthalenyl-carbonochloridothioate

636-04-4

N-Phenylbenzothioamide

phenyl-thiobenzoyl-thiocarbamic acid O-[2]naphthyl ester

Conditions
ConditionsYield
With sodium hydroxide; benzene
With sodium hydroxide; chloroform
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2951-24-8
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  • O-2-Naphthyl chlorothioformate CAS No.10506-37-3

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Specification

     O-2-Naphthyl chlorothioformate (CAS no:10506-37-3) , also has the IUPAC name which is  O-naphthalen-2-yl chloromethanethioate . Additionally, It is also known as O-(b-Naphthyl) thiocarbonic acid chloride or O-2-Naphthyl chlorothioformate .

     It has the index of refraction 1.693,  molar refractivity 62.91 cm3 and  molar volume 163.9 cm3. Besides, its polarizability is  24.94 ×10-24cm3,  surface tension is 58.1 dyne/cm, enthalpy of vaporization is 55.48 kJ/mol and vapour pressure is  0.000243 mmHg at 25°C. 

     It is usually used in the chemical intermediate to prevent skin infection. In production process, it is made from the chemical reation when with β-naphthol and thiophosgene under low temperature. One of the upstream raw material is a-alpha naphthol. And you could convert the chemical into the molecular structure by using the following chainings:
SMILES:
ClC(=S)Oc2ccc1c(cccc1)c2
InChI:
InChI=1/C11H7ClOS/c12-11(14)13-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H .