O-2-Naphthyl chlorothioformate supplier

Name
O-2-Naphthyl chlorothioformate
EINECS 234-037-0
CAS No. 10506-37-3
Article Data7
CAS DataBase
Density 1.358 g/cm³
Solubility
Melting Point 76-77 °C
Formula C₁₁H₇ClOS
Boiling Point 334.761 °C at 760 mmHg
Molecular Weight 222.695
Flash Point 156.258 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Formicacid, chlorothio-, O-2-naphthyl ester (7CI,8CI);O-(b-Naphthyl) thiocarbonic acid chloride;O-2-Naphthalenylcarbonochloridothioate;O-2-Naphthyl chlorothioformate;
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 100-61-8
N-methylaniline

: 1037-25-8
O-(2-naphthyl) N-methyl-N-phenyl thiocarbamate

Conditions

Conditions	Yield
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

Conditions	Yield
With triethylamine In tetrahydrofuran	64%

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With sodium hydroxide; benzene
With sodium hydroxide; chloroform

: 110-91-8
morpholine

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 21194-74-1
morpholine-1-carbothioic acid O-naphthalen-2-yl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 98464-16-5
(3S,4R)-1-(allyloxycarbonyl)methyl-3-<(R)-1-hydroxyethyl>-4-sulfhydryl-2-azetidinone

: 112258-03-4
(3R,4R)-1-<<(allyloxy)carbonyl>methyl>-3-<(R)-1-hydroxyethyl>-4-β-naphthoxy(thiocarbonyl)thio-2-azetidinone

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 0.833333h; Yield given;

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 90762-39-3
(3S,4R)-1-<<(allyloxy)carbonyl>methyl>-3-<(R)-1-hydroxyethyl>-4-<(triphenylmethyl)thio>-2-azetidinone

: 112258-03-4
(3R,4R)-1-<<(allyloxy)carbonyl>methyl>-3-<(R)-1-hydroxyethyl>-4-β-naphthoxy(thiocarbonyl)thio-2-azetidinone

Conditions

Conditions	Yield
With pyridine; silver nitrate 1) MeOH, RT, 2h, 2a) THF, 40 deg C, 0.5h, 2b) 0.75 h, reflux; Yield given. Multistep reaction;

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 104715-49-3
(3S,4R)-1-<<(allyloxy)carbonyl>methyl>-3-<(R)-1-(tetrahydropyranyloxy)ethyl>-4-<(triphenylmethyl)thio>-2-azetidinone

: 104715-52-8
(3S,4R)-1-<<(allyloxy)carbonyl>methyl>-3-<(R)-1-(tetrahydropyranyloxy)ethyl>-4-<<β-naphthoxy(thiocarbonyl)>thio>-2-azetidinone

Conditions

Conditions	Yield
With pyridine; methanol; silver nitrate 1.) CH3CN, RT, 18 h, 2.) CH2Cl2, 0 deg C, 30 min; Yield given. Multistep reaction;

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 108-91-8
cyclohexylamine

: cyclohexyl-thiocarbamic acid O-naphthalen-2-yl ester

Conditions

Conditions	Yield
In chloroform at 25℃; for 4h;	86 mg

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 80192-95-6
N-methyl-N-phenyl-2-naphthylamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 0.17 h 2: triethylsilane; 2,2-bis(tert-butylperoxy)butane / benzene / 3.5 h / 135 °C View Scheme

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

A: 2951-24-8
O-(naphthalen-2-yl) N,N-dimethylcarbamothioate

B: 3747-22-6
β-naphthyl N-cyclohexyl-N-methylthiocarbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: dimethyl sulfate; water View Scheme

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 2951-24-8
O-(naphthalen-2-yl) N,N-dimethylcarbamothioate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: dimethyl sulfate; water View Scheme

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 1394141-33-3
β-naphthyl N,N-diethylthiocarbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: dimethyl sulfate; water View Scheme
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: dimethyl sulfate; water View Scheme

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 1394141-34-4
β-naphthyl piperidine-1-thiocarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: dimethyl sulfate; water View Scheme

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 21194-74-1
morpholine-1-carbothioic acid O-naphthalen-2-yl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: dimethyl sulfate; water View Scheme

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 1394141-35-5
β-naphthyl N-(4-chlorobutyl)-N-methylthiocarbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: dimethyl sulfate; water View Scheme

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: β-naphthyl N-(4-chloro-4-(pyridin-3-yl)butyl)-N-methylthiocarbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: dimethyl sulfate; water View Scheme

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 1394141-37-7
β-naphthyl N-allyl-N-methylthiocarbamate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 25 °C 2: dimethyl sulfate; water View Scheme

: 103-83-3
N,N'-dimethylbenzylamine

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: C20H20NOS(1+)*Cl(1-)

Conditions

Conditions	Yield
In dichloromethane at 25℃;

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: 121-44-8
triethylamine

: C17H22NOS(1+)*Cl(1-)

Conditions

Conditions	Yield
In dichloromethane at 25℃;

: 626-67-5
N-methylcyclohexylamine

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: C17H20NOS(1+)*Cl(1-)

Conditions

Conditions	Yield
In dichloromethane at 25℃;

: 109-02-4
4-methyl-morpholine

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: C16H18NO2S(1+)*Cl(1-)

Conditions

Conditions	Yield
In dichloromethane at 25℃;

: 120-94-5
1-Methylpyrrolidine

: 10506-37-3
O-2-naphthalenyl-carbonochloridothioate

: C16H18NOS(1+)*Cl(1-)

Conditions

Conditions	Yield
In dichloromethane at 25℃;

O-2-Naphthyl chlorothioformate 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 .

Product Name

O-2-Naphthyl chlorothioformate

Synthetic route

O-2-Naphthyl chlorothioformate Specification

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