4-Methoxybenzyl isocyanate supplier

Name
4-Methoxybenzyl isocyanate
EINECS
CAS No. 56651-60-6
Article Data27
CAS DataBase
Density 1.04 g/cm³
Solubility
Melting Point
Formula C₉H₉NO₂
Boiling Point 249.9 °C at 760 mmHg
Molecular Weight 163.176
Flash Point 112.6 °C
Transport Information
Appearance clear colourless to yellow liquid
Safety 26-36/37/39
Risk Codes 20/21/22-36/37/38-42
Molecular Structure
Hazard Symbols Xi,Xn
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
PSA 38.66000
LogP 1.53100

Synthetic route

: 32315-10-9
bis(trichloromethyl) carbonate

: 2393-23-9
4-methoxy-benzylamine

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
With triethylamine In dichloromethane	100%
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In toluene at 0℃; Title compound not separated from byproducts.;	A 7% B 58.4%

...Expand

: 75-44-5
phosgene

: 2393-23-9
4-methoxy-benzylamine

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
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

Conditions	Yield
In chlorobenzene at 115℃;

: 87721-45-7
(4-Methoxy-phenyl)-acetyl azide

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
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

Conditions	Yield
With sodium chloride In water-d2 at 80℃; Rate constant; Mechanism; Product distribution; other reagents;

...Expand

: 104-01-8
4-Methoxyphenylacetic acid

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
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

: 4693-91-8
4-methoxyphenyl-acetic chloride

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
With sodium azide In toluene for 1h; Heating;
Multi-step reaction with 2 steps 1: NaN3 / acetone; H2O / 0.5 h / 0 - 5 °C 2: CHCl3 / 0.5 h / Heating View Scheme

: 2393-23-9
4-methoxy-benzylamine

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 96.5 percent / H2SO4 / 2 h / Heating 2: 58.4 percent / toluene / 0 °C View Scheme

: 2746-25-0
p-Methoxybenzyl bromide

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: AcOH; aq. NaOH 2: thionyl chloride 3: sodium azide / toluene / 1 h / Heating View Scheme

: 104-47-2
p-methoxybenzylnitrile

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: AcOH; aq. NaOH 2: thionyl chloride 3: sodium azide / toluene / 1 h / Heating View Scheme

: 105-13-5
4-Methoxybenzyl alcohol

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: PBr3 / CH2Cl2 2: AcOH; aq. NaOH 3: thionyl chloride 4: sodium azide / toluene / 1 h / Heating View Scheme

: 6343-93-7
2-(4-methoxyphenyl)acetamide

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
With [N-(p-tolylsulfonyl)imino]phenyliodinane In dichloromethane at 20℃; for 1.5h; Hofmann rearrangement; Inert atmosphere;

: 2393-23-9
4-methoxy-benzylamine

: 503-38-8
trichloromethyl chloroformate

: 56651-60-6
4-methoxybenzyl isocyanate

Conditions

Conditions	Yield
With dmap In dichloromethane at 0 - 20℃; for 0.75h;

: 791071-55-1
ethyl 3-amino-1-cyclopentyl-1H-pyrazole-4-carboxylate

: 56651-60-6
4-methoxybenzyl isocyanate

: 791071-56-2
ethyl 1-cylcopentyl-3-(3-(4-methoxybenzyl)ureido)-1H-pyrazole-4-carboxylate

Conditions

Conditions	Yield
With triethylamine In toluene Heating / reflux;	100%

: 896467-75-7
1-(4-methoxy-benzyl)-4-nitro-1H-pyrazole-3-carboxylic acid hydrazide

: 56651-60-6
4-methoxybenzyl isocyanate

: 896467-77-9
C21H22N6O6

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 0.166667h;	100%

: 222404-25-3
(R)-2-(4-Methoxy-phenyl)-thiazolidine-4-carboxylic acid

: 56651-60-6
4-methoxybenzyl isocyanate

: 1245507-55-4
C20H20N2O4S

Conditions

Conditions	Yield
In tetrahydrofuran	100%

: 117760-33-5
(+/-)-2-phenylpropionic acid vinyl ester

: 56651-60-6
4-methoxybenzyl isocyanate

: 2-hydroxy-N-(4-methoxybenzyl)propanamide

Conditions

Conditions	Yield
With lipase from Candida cylindracea In aq. phosphate buffer at 20℃; for 48h; pH=7.4; Enzymatic reaction; chemoselective reaction;	99%

: 2634-33-5
1,2-benzisothiazolin-3-one

: 56651-60-6
4-methoxybenzyl isocyanate

: 1437999-95-5
N-(4-methoxybenzyl)benzisothiazol-3-one-2-amide

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane for 0.5h; Reflux;	98%

: tert-butyl (3R)-3-{[(4-fluorophenyl)methyl]amino}piperidine-1-carboxylate

: 56651-60-6
4-methoxybenzyl isocyanate

: tert-butyl (3R)-3-{[(4-fluorophenyl)methyl]({[(4-methoxyphenyl)methyl]carbamoyl})amino}piperidine-1-carboxylate

Conditions

Conditions	Yield
In dichloromethane for 20h;	96.1%

: 107-85-7
1-amino-3-methylbutane

: 56651-60-6
4-methoxybenzyl isocyanate

: 1-(4-methoxy-benzyl)-3-(3-methyl-butyl)-urea

Conditions

Conditions	Yield
for 3h;	95%

: 1092096-40-6
C10H13N3O2

: 56651-60-6
4-methoxybenzyl isocyanate

: 1449694-06-7
1-((2R,3S,3aS,9aR)-2-hydroxy-5-oxo-2,3,3a,4,5,9a-hexahydro-1H-cyclopenta[e]pyrrolo[1,2-a]pyrazin-3-yl)-3-(4-methoxybenzyl)urea

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 1.33333h;	94%
In N,N-dimethyl-formamide at 20℃; for 1.33333h;	94%

: 56651-60-6
4-methoxybenzyl isocyanate

: C9H13N3O2

Conditions

Conditions	Yield
With hydrazine hydrate In dichloromethane at 20℃; for 2h; Cooling with ice;	93%
With hydrazine hydrate In dichloromethane at 20℃; for 2h; Cooling with ice;	93%

: 192219-28-6
C12H21NO6

: 56651-60-6
4-methoxybenzyl isocyanate

: 175275-00-0
C21H30N2O8

Conditions

Conditions	Yield
In acetonitrile Ambient temperature;	92%

: 56651-60-6
4-methoxybenzyl isocyanate

: 154014-00-3
C15H25NO6

: 154014-01-4
C21H30N2O8

Conditions

Conditions	Yield
In acetonitrile at 20℃; Addition;	92%

: 1004546-45-5
2',3',4',9'-tetrahydro-N,N-dimethyl-4-butyl-spiro[cyclohexane-1,1'(1'H)-pyrido[3,4-b]indol]-4-amine

: 56651-60-6
4-methoxybenzyl isocyanate

: 1050677-02-5
2',3',4',9'-tetrahydro-N,N-dimethyl-4-butyl-2'-4-methoxybenzylaminocarbonyl-spiro[cyclohexane-1,1'(1'H)-pyrido[3,4-b]indol]-4-amine

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 13h; Reflux;	92%

: 116911-32-1
(S)-2-azido-3-phenylpropionic acid methyl ester

: 56651-60-6
4-methoxybenzyl isocyanate

A: 1446141-49-6
(S)-5-benzyl-N,3-bis(4-methoxybenzyl)-2,4-dioxoimidazolidine-1-carboxamide

B: (R)-5-benzyl-N,3-bis(4-methoxybenzyl)-2,4-dioxoimidazolidine-1-carboxamide

Conditions

Conditions	Yield
With triphenylphosphine In acetonitrile at 20℃; for 3h;	A 92% B n/a

...Expand

: 1215325-21-5
(2S,4S,5R,6S)-6-isobutyl-2-((2R,3S)-3-isobutylaziridin-2-yl)-3-oxa-1-aza-bicyclo[3.1.0]hexan-4-ol

: 56651-60-6
4-methoxybenzyl isocyanate

: 1360571-36-3
(4R,5R,6S)-4-hydroxy-6-isobutyl-3-(4-methoxybenzyl)-1,3-diazabicyclo[3.1.0]hexan-2-one

Conditions

Conditions	Yield
In 1,1,1,3',3',3'-hexafluoro-propanol; water at 20℃; 8:2 HFIPl :H2O (v/v); diastereoselective reaction;	90%

: 173601-46-2
benzyl 2-azidoacetate

: 56651-60-6
4-methoxybenzyl isocyanate

: 1446141-56-5
N,3-diethyl-2,4-dioxoimidazolidine-1-carboxamide

Conditions

Conditions	Yield
With triphenylphosphine In acetonitrile at 20℃; for 3h;	89%

: 947522-96-5
N-(2-acetylphenyl)-2-[(triphenylphosphoranylidene)amino]benzamide

: 56651-60-6
4-methoxybenzyl isocyanate

: 1-(4-methoxybenzyl)-3-[2-(methylene-4H-benzo[d][1,3]oxazine-2-yl)phenyl]urea

Conditions

Conditions	Yield
In toluene aza-Wittig reaction; Heating;	88%
In toluene at 20℃; Inert atmosphere; Reflux;	88%

: 90563-68-1
2-(4-hydroxyphenyl)-4,5-dihydro-1,3-thiazole

: 56651-60-6
4-methoxybenzyl isocyanate

: 1165760-83-7
(4-methoxy)-benzylcarbamic acid 4-(4,5-dihydrothiazol-2-yl)phenyl ester

Conditions

Conditions	Yield
With triethylamine In toluene for 2.5h; Inert atmosphere; Reflux;	88%

: 110-89-4
piperidine

: 56651-60-6
4-methoxybenzyl isocyanate

: piperidine-1-carboxylic acid 4-methoxy-benzylamide

Conditions

Conditions	Yield
for 3h;	87%

: 139110-70-6
5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-4-amino-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid methyl ester

: 56651-60-6
4-methoxybenzyl isocyanate

: methyl 5-acetamido-7,8,9-tri-O-acetyl-2,6-anhydro-3,4,5-trideoxy-4-(3-(4-methoxybenzyl)ureido)-D-glycero-D-galacto-non-2-enonate

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; Inert atmosphere;	87%

: 1601751-76-1
1-(5-nitrothiazol-2-yl)piperidin-4-amine

: 56651-60-6
4-methoxybenzyl isocyanate

: 1-(4-methoxybenzyl)-3-(1-(5-nitrothiazol-2-yl)piperidin-4-yl)urea

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 6h;	85.9%

: 637-81-0
ethyl-2-azidoacetate

: 56651-60-6
4-methoxybenzyl isocyanate

: 1446141-57-6
N,3-bis(4-methoxybenzyl)-2,4-dioxoimidazolidine-1-carboxamide

Conditions

Conditions	Yield
With triphenylphosphine In acetonitrile at 20℃; for 3h;	85%

: 56651-60-6
4-methoxybenzyl isocyanate

: 425672-62-4
2-[4-(3-hydrazinocarbonylpropyl)phenoxy]-2-methylpropionic acid tert-butyl ester

: 2-(4-{N'-[(4-methoxybenzylaminocarbonyl)hydrazino]-4-oxobutyl}phenoxy)-2-methylpropionic acid tert-butyl ester

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 2h;	85%
In dichloromethane at 20℃; for 2h;	6.37 g

: 134-20-3
2-carbomethoxyaniline

: 56651-60-6
4-methoxybenzyl isocyanate

: 221539-62-4
3-(4-methoxybenzyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane at 140℃; for 0.75h; Microwave irradiation; Sealed vial;	84%
Stage #1: 2-carbomethoxyaniline; 4-methoxybenzyl isocyanate In toluene at 0 - 20℃; Stage #2: With sodium hydroxide In toluene at 70℃; for 6h;

: 102373-23-9
1-aminocyclohexanecarboxylic acid benzyl ester

: 56651-60-6
4-methoxybenzyl isocyanate

: 467443-24-9
1-[3-(4-methoxy-benzyl)-ureido]-cyclohexanecarboxylic acid benzyl ester

Conditions

Conditions	Yield
In chloroform at 20℃; for 3h;	83%

: 871032-54-1
6-methyl-N-[3-(4-piperidinyloxy)phenyl]-4'-(trifluoromethoxy)-[1,1'-biphenyl]-2-carboxamide

: 56651-60-6
4-methoxybenzyl isocyanate

: N-[(4-methoxyphenyl)methyl]-4-[3-[[[6-methyl-4'-(trifluoro-methoxy)[1,1'-biphenyl]-2-yl]carbonyl]amino]phenoxy]-1-piperidinecarboxamide

Conditions

Conditions	Yield
Stage #1: 6-methyl-N-[3-(4-piperidinyloxy)phenyl]-4'-(trifluoromethoxy)-[1,1'-biphenyl]-2-carboxamide; 4-methoxybenzyl isocyanate In dichloromethane for 8h; Stage #2: In dichloromethane at 20℃;	82%

: 2103-99-3
4-(4-chlorophenyl)-2-thiazolamine

: 56651-60-6
4-methoxybenzyl isocyanate

: 1-(4-(4-chlorophenyl)thiazol-2-yl)-3-(4-methoxybenzyl)urea

Conditions

Conditions	Yield
In tetrahydrofuran at 120℃; for 2h; Microwave irradiation;	82%

: 1192744-67-4
2-hydrazinyl-3-iodo-4-methylpyridine

: 56651-60-6
4-methoxybenzyl isocyanate

: 1345842-22-9
C15H17IN4O2

Conditions

Conditions	Yield
In dichloromethane at 20℃;	81%

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

Product Name

4-Methoxybenzyl isocyanate

Synthetic route

4-Methoxybenzyl isocyanate Specification

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