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4-Methoxybenzyl isocyanate

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Name

4-Methoxybenzyl isocyanate

EINECS N/A
CAS No. 56651-60-6 Density 1.04 g/cm3
PSA 38.66000 LogP 1.53100
Solubility N/A Melting Point N/A
Formula C9H9NO2 Boiling Point 249.9 °C at 760 mmHg
Molecular Weight 163.176 Flash Point 112.6 °C
Transport Information N/A Appearance clear colourless to yellow liquid
Safety 26-36/37/39 Risk Codes 20/21/22-36/37/38-42
Molecular Structure Molecular Structure of 56651-60-6 (4-Methoxybenzyl isocyanate) Hazard Symbols IrritantXi,HarmfulXn
Synonyms

4-METHOXYBENZYL ISOCYANATE;4-METHOXYBENZYL ISOCYANATE 98%;4-Methoxybenzyl isocyanate ,98%;1-(isocyanatomethyl)-4-methoxybenzene;4-Methoxybenzyl isocyanate,99%;4-methoxybenyl isocyanate;1-(Isocyanatomethyl)-4-methoxybenzene, 4-(Isocyanatomethyl)phenyl methyl ether, 4-(Isocyanatomethyl)anisole

Article Data 27

4-Methoxybenzyl isocyanate Synthetic route

32315-10-9

bis(trichloromethyl) carbonate

2393-23-9

4-methoxy-benzylamine

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -80℃;
With sodium hydrogencarbonate In dichloromethane; water at 0℃; for 2.5h;
18494-82-1

2-(4-methoxy-benzyloxy)-tetrahydro-pyran

39139-87-2

tetrabutylammonium isocyanate

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 5h; Reflux;98%
39139-87-2

tetrabutylammonium isocyanate

105-13-5

4-Methoxybenzyl alcohol

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 20℃;97%
3315-16-0

silver cyanate

824-94-2

p-methoxybenzyl chloride

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
In diethyl ether for 18h; Heating;74%
75-44-5

phosgene

54965-03-6

N-(4-methoxybenzyl)-1,1,1-trimethylsilanamine

A

4-methoxybenzyl cyanate

B

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
In toluene at 0℃; Title compound not separated from byproducts.;A 7%
B 58.4%
75-44-5

phosgene

2393-23-9

4-methoxy-benzylamine

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
With toluene at 120℃;
With sodium hydrogencarbonate In dichloromethane; toluene at 0℃; for 3h;
75-44-5

phosgene

17061-61-9

4-methoxybenzylamine hydrochloride

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
In chlorobenzene at 115℃;
87721-45-7

(4-Methoxy-phenyl)-acetyl azide

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
In chloroform for 0.5h; Heating;
Heating; Neat (no solvent);
917-61-3

sodium isocyanate

46122-80-9

(4-methoxybenzyl)dimethylsulfonium

A

105-13-5

4-Methoxybenzyl alcohol

B

4-methoxybenzyl cyanate

C

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
With sodium chloride In water-d2 at 80℃; Rate constant; Mechanism; Product distribution; other reagents;
104-01-8

4-Methoxyphenylacetic acid

56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine
Multi-step reaction with 2 steps
1: thionyl chloride
2: sodium azide / toluene / 1 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: oxalyl chloride, dimethylformamide / CH2Cl2 / 0.42 h
2: NaN3 / acetone; H2O / 0.5 h / 0 - 5 °C
3: CHCl3 / 0.5 h / Heating
View Scheme

4-Methoxybenzyl isocyanate Specification

This chemical is called 4-Methoxybenzyl isocyanate, and its systematic name is 1-(isocyanatomethyl)-4-methoxybenzene. With the molecular formula of C9H9NO2, its molecular weight is 163.17. The CAS registry number of this chemical is 56651-60-6, and its product categories are Isocyanates; Nitrogen Compounds; Organic Building Blocks. Additionally, this chemical is clear colourless to yellow liquid. However, it should be stored sealed in the cool and dry place.

Other characteristics of the 4-Methoxybenzyl isocyanate can be summarised as followings: (1)ACD/LogP: 2.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.52; (4)ACD/LogD (pH 7.4): 2.52; (5)ACD/BCF (pH 5.5): 48.59; (6)ACD/BCF (pH 7.4): 48.59; (7)ACD/KOC (pH 5.5): 560.89; (8)ACD/KOC (pH 7.4): 560.89; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 38.66 Å2; (13)Index of Refraction: 1.507; (14)Molar Refractivity: 46.58 cm3; (15)Molar Volume: 156.4 cm3; (16)Polarizability: 18.46×10-24cm3; (17)Surface Tension: 36.3 dyne/cm; (18)Density: 1.04 g/cm3; (19)Flash Point: 112.6 °C; (20)Enthalpy of Vaporization: 48.71 kJ/mol; (21)Boiling Point: 249.9 °C at 760 mmHg; (22)Vapour Pressure: 0.0223 mmHg at 25°C.

Production method of this chemical: The 4-Methoxybenzyl isocyanate could be obtained by the reactants of 1-chloromethyl-4-methoxy-benzene and cyanic acid; silver salt. This reaction needs the solvent of diethyl ether. The yield is 74%. In addition, this reaction should be taken for 18 hours. The other condition is heating.

Uses of this chemical: The 4-Methoxybenzyl isocyanate could react with quinolin-8-ol, and obtain the (4-methoxy-benzyl)-carbamic acid quinolin-8-yl ester. This reaction needs the reagent of Et3N, and the solvent of diethyl ether. The yield is 58 %. In addition, this reaction should be taken for 2 days at the ambient temperature.

When you are using this chemical, please be cautious about it as the following: This chemical is harmful by inhalation, in contacting with skin and if swallowed. It's irritating to eyes, respiratory system and skin. Wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C=N\Cc1ccc(OC)cc1
2.InChI: InChI=1/C9H9NO2/c1-12-9-4-2-8(3-5-9)6-10-7-11/h2-5H,6H2,1H3
3.InChIKey: QRBHVARIMDDOOV-UHFFFAOYAV

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