4-Nitrobenzyl chloride supplier

Name
4-Nitrobenzyl chloride
EINECS 202-822-7
CAS No. 100-14-1
Article Data90
CAS DataBase
Density 1.33 g/cm³
Solubility Insoluble in water. Soluble in ethanol and diethyl ether. Easily soluble in benzene and acetone
Melting Point 71 °C
Formula C₇H₆ClNO₂
Boiling Point 292.515 °C at 760 mmHg
Molecular Weight 171.583
Flash Point 130.709 °C
Transport Information UN 3261 8/PG 2
Appearance Light yellow crystalline powder
Safety 26-36/37/39-45-27
Risk Codes 22-34-36
Molecular Structure
Hazard Symbols C
Synonyms Toluene, a-chloro-p-nitro- (8CI);1-(Chloromethyl)-4-nitrobenzene;4-(Chloromethyl)nitrobenzene;4-Chloromethyl-1-nitrobenzene;4-Nitrobenzyl chloride;4-Nitrophenylmethylchloride;NSC 9803;p-(Chloromethyl)nitrobenzene;p-Nitrobenzyl chloride;a-Chloro-4-nitrotoluene;a-Chloro-p-nitrotoluene;
PSA 45.82000
LogP 2.85680

Synthetic route

: 619-73-8
4-nitrobenzyl chloride

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With indium(III) chloride; dimethylmonochlorosilane; benzil In dichloromethane at 20℃; for 24h;	97%
With Ph3P(+)-N(CO2Et)-N(-)-CO2Et; N-methoxylamine hydrochloride In tetrahydrofuran at 0℃; for 0.0833333h;	95%
Stage #1: 4-nitrobenzyl chloride With diisopropyl-carbodiimide; copper(l) chloride In tetrahydrofuran at 100℃; for 0.0833333h; microwave irradiation; Stage #2: With acetyl chloride In tetrahydrofuran at 150℃; for 0.0833333h; microwave irradiation; Further stages.;	95%

: 100-44-7
benzyl chloride

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With sulfuric acid; silica gel; tetramethylammonium nitrate for 0.0333333h;	95%
With sulfuric acid; nitric acid In tetrachloromethane at 10℃; for 2h;	82.4%
With sulfuric acid; nitric acid at 0 - 20℃; for 2h;	45%

: 555-16-8
4-nitrobenzaldehdye

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With dichloromethylsilane; iron(III) chloride In 1,2-dimethoxyethane for 4h; Heating;	95%
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / ethanol / 0 - 20 °C / Inert atmosphere 2: thionyl chloride / Reflux View Scheme

: 619-73-8
4-nitrobenzyl chloride

: 75-36-5
acetyl chloride

A: 619-90-9
4-nitrobenzyl acetate

B: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With 2,3-diethyl-2-cyclopropen-1-one In tert-butyl methyl ether at 20℃; for 4h;	A n/a B 90%

...Expand

: 191097-22-0
2-(2-tert-butyldimethylsiloxyethyl)-4H-benzo[1,4]oxazin-3-one

A: 191096-97-6
3,4-Dihydro-2-(2-hydroxyethyl)-4-(4-nitrobenzyl)-3-oxo-2H-1,4-benzoxazine

B: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
	A n/a B 89%

: 14856-73-6
4-nitrobenzyl trimethylsilyl ether

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With 4-aminophenyl diphenylphosphinite; N-chloro-succinimide In dichloromethane for 3h; Heating;	87%

: 18483-99-3
2-(4-nitrobenzyloxy)tetrahydro-2H-pyran

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With 4-aminophenyl diphenylphosphinite; N-chloro-succinimide In dichloromethane for 5h; Heating;	85%

: 104-03-0
4-nitrobenzeneacetic acid

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With tert-butylhypochlorite; Ag(Phen)2OTf In acetonitrile at 20℃; for 26h; Inert atmosphere;	85%

: 99-99-0
1-methyl-4-nitrobenzene

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With hydrogenchloride; potassium chloride; tetrabutyl-ammonium chloride In water at 20℃; Irradiation; Green chemistry;	82%
With N-chloro-succinimide; N-hydroxyphthalimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 80℃; for 16h; Time; Sealed tube; Inert atmosphere;	67%
With Oxone; sodium chloride In chloroform; water at 20℃; for 18h; Solvent; Sealed tube; Irradiation;	62%

: 75-09-2
dichloromethane

: 98-95-3
nitrobenzene

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
Stage #1: dichloromethane With n-butyllithium In tetrahydrofuran; hexane at -100℃; for 0.333333h; Inert atmosphere; Stage #2: nitrobenzene With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at -100℃; for 6h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; hexane; water at -100 - 20℃; Inert atmosphere;	71%

: 619-73-8
4-nitrobenzyl chloride

: 122-04-3
4-nitro-benzoyl chloride

A: 3481-11-6
4'-(nitrobenzyl) 4-nitrobenzoate

B: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With N,N-dimethyl-formamide In dichloromethane at 20℃; for 12h;	A n/a B 57%

...Expand

: 619-73-8
4-nitrobenzyl chloride

A: 555-16-8
4-nitrobenzaldehdye

B: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With 2-chloro-1,3-dimethylimidazolinium chloride; dimethyl sulfoxide; triethylamine In dichloromethane at 20℃; Chlorination;	A 13% B 43%

: 292638-84-7
styrene

: 4025-75-6
(4-nitrophenyl)methanesulfonyl chloride

A: 100-14-1
4-nitrobenzyl chloride

B: 1-(2-Chloro-2-phenyl-ethanesulfonylmethyl)-4-nitro-benzene

Conditions

Conditions	Yield
dichlorotris(triphenylphosphine)ruthenium(II) at 80℃; for 72h;	A 34% B 9%

...Expand

: 62-23-7
4-nitro-benzoic acid

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With gallium(III) trichloride; Hexamethyldisiloxane; copper dichloride In 1,2-dichloro-ethane at 20℃; for 5h; Sealed tube; Inert atmosphere;	23%

: 99-99-0
1-methyl-4-nitrobenzene

: 87-82-1
hexabromobenzene

A: 100-14-1
4-nitrobenzyl chloride

B: 100-11-8
1-bromomethyl-4-nitro-benzene

Conditions

Conditions	Yield
at 200℃; Einleiten von Chlor;

...Expand

: 500-11-8
4-nitrobenzyl fluoride

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With 1,4-dioxane; hydrogenchloride

: benzimidic acid-(4-nitro-benzyl ester); hydrochloride

A: 55-21-0
benzamide

B: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
at 60℃; Rate constant;

: 591-09-3
nitro acetate

: 100-44-7
benzyl chloride

A: 100-14-1
4-nitrobenzyl chloride

B: 612-23-7
2-nitrobenzyl chloride

...Expand

: 100-44-7
benzyl chloride

A: 100-14-1
4-nitrobenzyl chloride

B: 612-23-7
2-nitrobenzyl chloride

Conditions

Conditions	Yield
With nitric acid
With sulfuric acid; nitric acid at 5 - 10℃;
With nitric acid; acetic anhydride at 30℃;

: 3145-86-6
4-nitrobenzyl iodide

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With tributyltin chloride In benzene at 50℃; Thermodynamic data; Equilibrium constant;	38 % Spectr.
With chloride In acetonitrile at 25℃; Rate constant; Equilibrium constant; other nucleophiles: Br(-);

: 555-16-8
4-nitrobenzaldehdye

A: 56679-04-0
bis(p-nitrobenzyl)ether

B: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane; thionyl chloride; 1,1,3,3-Tetramethyldisiloxane; zinc(II) iodide 1.) chlorotrimethylsilane, 1,1,3,3-tetramethyldisiloxane, thionyl chloride, ZnI2, -70 deg C, 1 h; 2.) DMF, reflux, 2 h; Yield given. Multistep reaction. Yields of byproduct given;

: 85313-83-3
N-chloro-S-(p-nitrobenzyl)-S-phenylsulfoximide

A: 100-14-1
4-nitrobenzyl chloride

B: 85313-79-7
S-(p-nitrobenzyl)-S-phenylsulfoximide

Conditions

Conditions	Yield
In ethanol; chloroform for 24h; Ambient temperature;

: 39184-67-3
3-chloro-3-(p-nitrophenyl)diazirine

A: 555-16-8
4-nitrobenzaldehdye

B: 100-14-1
4-nitrobenzyl chloride

C: 122-04-3
4-nitro-benzoyl chloride

Conditions

Conditions	Yield
With oxygen In 2,2,4-trimethylpentane Product distribution; Mechanism; Ambient temperature; Irradiation;

...Expand

: 83293-39-4
4-nitrobenzyl selenocyanate

: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
With chloride In acetonitrile at 25℃; Rate constant; Equilibrium constant; other nucleophiles: NCS(-), Br(-);

: 81577-12-0
1-(1-Chloro-2,2,2-trifluoro-ethyl)-3-fluoro-benzene

: C7H6NO2(1+)

A: 128408-34-4
C8H5F4(1+)

B: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
at 69.85℃; Thermodynamic data; chloride-transfer;

...Expand

: 81577-14-2
1-Chloro-3-(1-chloro-2,2,2-trifluoro-ethyl)-benzene

: C7H6NO2(1+)

A: 128408-35-5
C8H5ClF3(1+)

B: 100-14-1
4-nitrobenzyl chloride

Conditions

Conditions	Yield
at 69.85℃; Thermodynamic data; chloride-transfer;

...Expand

: 66650-27-9
1,1-dichloro-1λ4-benz[c][1,2]oxathiol-3-one

: 619-73-8
4-nitrobenzyl chloride

: 60-29-7
diethyl ether

A: 100-14-1
4-nitrobenzyl chloride

B o-carboxy-benzenesulfinic acid-<4-nitro-benzyl ester>: o-carboxy-benzenesulfinic acid-<4-nitro-benzyl ester>

...Expand

: 100-44-7
benzyl chloride

A: 100-14-1
4-nitrobenzyl chloride

B o-nitro-benzyl chloride ; m-nitro-benzyl chloride: o-nitro-benzyl chloride ; m-nitro-benzyl chloride

Conditions

Conditions	Yield
With nitric acid

: 7697-37-2
nitric acid

: 100-44-7
benzyl chloride

A: 100-14-1
4-nitrobenzyl chloride

B: 612-23-7
2-nitrobenzyl chloride

C: 619-23-8
3-Nitrobenzyl chloride

...Expand

: 110-89-4
piperidine

: 100-14-1
4-nitrobenzyl chloride

: 59507-44-7
1-(4-nitrobenzyl)piperidine

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; benzylation;	100%
With potassium carbonate In acetonitrile for 16h; Heating / reflux;	70%
With ethanol

: 100-14-1
4-nitrobenzyl chloride

: 107-95-9
3-amino propanoic acid

: 294201-15-3
N-4-nitrobenzyl-β-alanine

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 20h;	100%

: 2150-44-9
1-carbomethoxy-3,5-dihydroxybenzene

: 100-14-1
4-nitrobenzyl chloride

: C22H18N2O8

Conditions

Conditions	Yield
With potassium carbonate In acetone Reflux;	100%

: 638-14-2
2,4,6-trimethyl-[1,3,5]triazinane

: 100-14-1
4-nitrobenzyl chloride

: 64309-88-2
tris-(4-nitrobenzyl)amine

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile for 2h; Reflux;	100%

: 123-75-1
pyrrolidine

: 100-14-1
4-nitrobenzyl chloride

: 133851-67-9
1-(4-nitro-benzyl)-pyrrolidine

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; benzylation;	99%
In ethanol; water for 1h; Heating;	84%
With potassium carbonate In acetone for 46h; Heating;	75%

: 100-14-1
4-nitrobenzyl chloride

: 124-40-3
dimethyl amine

: 15184-96-0
4-(N,N-dimethylaminomethyl)nitrobenzene

Conditions

Conditions	Yield
In water; 4-methyl-2-pentanone at 20 - 35℃;	99%
With ethanol at 100℃;
In diethyl ether

: 110-91-8
morpholine

: 100-14-1
4-nitrobenzyl chloride

: 6425-46-3
4-(4-nitrobenzyl)morpholine

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; benzylation;	99%
With potassium carbonate In xylene for 1h; Heating;	59%
With triethylamine In dichloromethane at 20℃;
With sodium carbonate In chloroform at 65℃; for 18h;	40.4 g
In toluene at 90℃; for 5h;

: 100-14-1
4-nitrobenzyl chloride

: 99-99-0
1-methyl-4-nitrobenzene

Conditions

Conditions	Yield
With sodium tetrahydroborate; cetyltributylphosphonium bromide In water; toluene at 40℃; for 0h; Product distribution;	99%
With phosphonic Acid; iodine In benzene at 100℃; for 36h; Inert atmosphere;	42%
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In toluene for 3h; Mechanism; Irradiation;	24%

: 35386-24-4
1-(2-Methoxyphenyl)piperazine

: 100-14-1
4-nitrobenzyl chloride

: 270062-75-4
1-(4-nitrobenzyl)-4-(2-methoxyphenyl)piperazine

Conditions

Conditions	Yield
With silica gel for 0.0833333h; Alkylation; Microwave irradiation;	99%
With potassium carbonate In butanone at 80℃; for 24h;	89%

: 6269-89-2
1-(4-Nitrophenyl)piperazine

: 100-14-1
4-nitrobenzyl chloride

: 1-(4-nitro-benzyl)-4-(4-nitro-phenyl)-piperazine

Conditions

Conditions	Yield
With silica gel for 0.0833333h; Alkylation; Microwave irradiation;	99%

: 100-14-1
4-nitrobenzyl chloride

: 98-80-6
phenylboronic acid

: 1817-77-2
4-benzyl-1-nitrobenzene

Conditions

Conditions	Yield
With potassium phosphate tribasic trihydrate In toluene at 80℃; for 0.5h; Solvent; Temperature; Suzuki-Miyaura Coupling; Inert atmosphere;	99%
With sodium carbonate; trans-PdBr(N-Succ)(PPh3)2 In tetrahydrofuran at 80℃; for 3h; Suzuki-Miyaura cross-coupling;	93%
With cis,cis,cis-tetrakis[(diphenylphosphanyl)methyl]cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In xylene at 130℃; for 20h; Syzuki cross-coupling;	83%
With potassium carbonate; N,N-dimethyl-formamide; palladium dichloride In water at 90℃; for 1h; Suzuki Coupling;	77%
With water; sodium carbonate; triphenylphosphine; palladium dichloride In tetrahydrofuran at 40℃; for 24h; Suzuki-Miyaura Coupling; Sealed tube;	54 %Spectr.

: 52-90-4
L-Cysteine

: 100-14-1
4-nitrobenzyl chloride

: 6341-94-2
S-p-nitro-benzyl-L-cysteine

Conditions

Conditions	Yield
With N,N,N',N'-tetramethylguanidine In tetrahydrofuran at 50℃; for 1h; Inert atmosphere;	99%

: 70-18-8
GLUTATHIONE

: 100-14-1
4-nitrobenzyl chloride

: 6803-19-6
S-(p-nitrobenzyl)-glutathione

Conditions

Conditions	Yield
With N,N,N',N'-tetramethylguanidine In tetrahydrofuran at 50℃; for 1h; Inert atmosphere;	99%

: 100-14-1
4-nitrobenzyl chloride

: 811-68-7
silver(I) trifluoromethanethiolate

: (4-nitrobenzyl)(trifluoromethyl)sulfane

Conditions

Conditions	Yield
With potassium iodide In acetone at 20℃; for 1h;	99%

: 100-14-1
4-nitrobenzyl chloride

: 95668-86-3
1-(azidomethyl)-2-nitrobenzene

Conditions

Conditions	Yield
With sodium azide; ammonium chloride In water at 70℃; for 48h;	99%

: 5-acetyl-6-methyl-1-(prop-2-yn-1-yl)-4-[4-(prop-2-yn-1-yloxy)phenyl]-3,4-dihydropyrimidin-2(1H)-one

: 100-14-1
4-nitrobenzyl chloride

: 5-acetyl-4-{4-[(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)methoxy]phenyl}-1-{[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl}-6-methyl-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With copper(l) iodide; sodium azide; triethylamine at 100℃; for 0.0833333h; Microwave irradiation;	99%

: 100-14-1
4-nitrobenzyl chloride

: 555-16-8
4-nitrobenzaldehdye

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; dimethyl selenoxide; tetrabutylammomium bromide In 1,2-dimethoxyethane for 4h; Heating;	98%
With bismuth(III) nitrate; tetrabutyl ammonium fluoride at 100℃; for 2.7h;	95%
With 1-dodecyl-3-methylimidazolium iron chloride; periodic acid at 30℃; for 2.5h;	90%

: 106-42-3
para-xylene

: 100-14-1
4-nitrobenzyl chloride

: 85716-73-0
1,4-dimethyl-2-(4-nitrobenzyl)benzene

Conditions

Conditions	Yield
With graphite-supported iron oxide nanoparticles for 4h; Reflux;	98%
With iron(III) chloride for 6.5h; Heating;	83%

: 84624-27-1
Boc-Lys(Fmoc)-OH

: 100-14-1
4-nitrobenzyl chloride

: 134653-28-4
Boc-Lys(Fmoc) p-nitrobenzyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate; potassium iodide In N,N-dimethyl-formamide at 25℃; for 5h;	98%

: 136918-14-4
phthalimide

: 100-14-1
4-nitrobenzyl chloride

: 62133-07-7
2-(4-nitrobenzyl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h; Alkylation;	98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	89%
With di-μ-hydroxo-bis[(N,N,N′,N′-tetramethylethylenediamine)copper(II)] chloride; caesium carbonate In acetonitrile at 20℃; for 4h;	85%

: 100-14-1
4-nitrobenzyl chloride

: 50793-60-7
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isoselenuronium bromide

: 1383478-47-4
4-nitrobenzyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-glucopyranoside

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃;	98%

: 4394-85-8
4-morpholinecarboxaldehyde

: 100-14-1
4-nitrobenzyl chloride

: 6425-46-3
4-(4-nitrobenzyl)morpholine

Conditions

Conditions	Yield
With potassium hydroxide In water at 50℃; for 3h; Green chemistry;	98%
With NHC-Pd(II)-Im; sodium hydroxide In water at 50℃; for 3h; Inert atmosphere; Schlenk technique;	97%

: 2591-86-8
N-Formylpiperidine

: 100-14-1
4-nitrobenzyl chloride

: 59507-44-7
1-(4-nitrobenzyl)piperidine

Conditions

Conditions	Yield
With potassium hydroxide In water at 50℃; for 3h; Green chemistry;	98%

: 1315320-86-5
5-acetyl-6-methyl-4-phenyl-1-(prop-2-yn-1-yl)-3,4-dihydropyrimidin-2(1H)-one

: 100-14-1
4-nitrobenzyl chloride

: 5-acetyl-6-methyl-1-{[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]methyl}-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With copper(l) iodide; sodium azide; triethylamine at 100℃; for 0.05h; Microwave irradiation;	98%

: 100-14-1
4-nitrobenzyl chloride

: 26798-33-4
(p-nitrophenyl)methanethiol

Conditions

Conditions	Yield
With hydrosulfide exchange resin In acetonitrile at 25℃; for 0.25h;	97%
With ammonium sulfide
(i) thiourea, (ii) aq. NaOH; Multistep reaction;

: 100-14-1
4-nitrobenzyl chloride

: Boc-Arg(NO2)

: Boc-(NO2)Arg-PNB

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 80℃; for 12h;	97%

: 5-acetyl-6-methyl-4-(4-(prop-2-yn-1-yloxy)phenyl)-3,4-dihydropyrimidin-2(1H)-one

: 100-14-1
4-nitrobenzyl chloride

: 5-acetyl-4-{4-[(1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)methoxy]phenyl}-6-methyl-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With copper(l) iodide; sodium azide; triethylamine at 100℃; for 0.05h; Microwave irradiation;	97%

: 33252-63-0
5-(trifluoromethyl)-2(1H)-pyridone

: 100-14-1
4-nitrobenzyl chloride

: 923688-20-4
5-trifluoromethyl-(1-(4-nitro)benzyl)pyridine-2(1H)-one

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 130℃; for 4h;	96.9%

: 100-14-1
4-nitrobenzyl chloride

: 62-53-3
aniline

: 110392-56-8
N,N-bis(4-nitrobenzyl)aniline

Conditions

Conditions	Yield
With sodium dodecyl-sulfate; sodium hydrogencarbonate In water at 80℃; for 1.5h;	96%
With sodium carbonate

4-Nitrobenzyl chloride Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

4-Nitrobenzyl chloride Specification

The 4-Nitrobenzyl chloride, with the CAS registry number 100-14-1, is also known as p-Nitrobenzyl chloride. It belongs to the product category of Aromatic Halides (substituted). Its EINECS number is 202-822-7. This chemical's molecular formula is C₇H₆ClNO₂ and molecular weight is 171.58. What's more, its systematic name is 1-(Chloromethyl)-4-nitrobenzene. Its classification code is Mutation data. This chemical should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from oxides, heat and fire. It is used as chemical reagent and it is also used in organic synthesis.

Physical properties of 4-Nitrobenzyl chloride are: (1)ACD/LogP: 2.355; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.36; (4)ACD/LogD (pH 7.4): 2.36; (5)ACD/BCF (pH 5.5): 36.27; (6)ACD/BCF (pH 7.4): 36.27; (7)ACD/KOC (pH 5.5): 454.94; (8)ACD/KOC (pH 7.4): 454.94; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 45.82 Å²; (13)Index of Refraction: 1.574; (14)Molar Refractivity: 42.564 cm³; (15)Molar Volume: 128.97 cm³; (16)Polarizability: 16.874×10^-24cm³; (17)Surface Tension: 47.2 dyne/cm; (18)Density: 1.33 g/cm³; (19)Flash Point: 130.709 °C; (20)Enthalpy of Vaporization: 51.071 kJ/mol; (21)Boiling Point: 292.515 °C at 760 mmHg; (22)Vapour Pressure: 0.003 mmHg at 25°C.

Preparation: it is prepared by reaction of (4-nitro-phenyl)-methanol. The reaction needs reagents Ph₃P(+)-N(CO₂Et)-N(-)-CO₂Et, MeONH₂·HCl and solvent tetrahydrofuran at the temperature of 0 °C. The yield is about 95%.

4-Nitrobenzyl chloride is prepared by reaction of (4-nitro-phenyl)-methanol.

Uses of 4-Nitrobenzyl chloride: it can be used as pharmaceutical intermediates and for organic synthesis. Besides, it is used to produce 1-(4-nitro-benzyl)-pyrrolidine by benzylation reaction with pyrrolidine. The reaction occurs with solvent tetrahydrofuran at the temperature of 20 °C. The yield is about 99%.

4-Nitrobenzyl chloride is used to produce 1-(4-nitro-benzyl)-pyrrolidine by benzylation reaction with pyrrolidine.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes and it is harmful if swallowed. It can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. After using it, you should take off immediately all contaminated clothing. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: ClCc1ccc([N+]([O-])=O)cc1
(2)Std. InChI: InChI=1S/C7H6ClNO2/c8-5-6-1-3-7(4-2-6)9(10)11/h1-4H,5H2
(3)Std. InChIKey: KGCNHWXDPDPSBV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LCLo	inhalation	280mg/m³/4H (280mg/m³)		Toxicologist. Vol. 4, Pg. 66, 1984.
rat	LD50	oral	1809mg/kg (1809mg/kg)		Inhalation Toxicology. Vol. 3, Pg. 265, 1991.

Product Name

4-Nitrobenzyl chloride

Synthetic route

4-Nitrobenzyl chloride Consensus Reports

4-Nitrobenzyl chloride Specification

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