4-(Chloromethyl)benzoyl chloride supplier

Name
4-(Chloromethyl)benzoyl chloride
EINECS 212-881-0
CAS No. 876-08-4
Article Data55
CAS DataBase
Density 1.317 g/cm³
Solubility
Melting Point 30-32 °C(lit.)
Formula C₈H₆Cl₂O
Boiling Point 275.6 °C at 760 mmHg
Molecular Weight 189.041
Flash Point 92.8 °C
Transport Information
Appearance white to light beige low melting crystalline mass
Safety 23-26-27-36/37/39-45-25
Risk Codes 34-36/37
Molecular Structure
Hazard Symbols C
Synonyms p-Toluoylchloride, a-chloro- (6CI,7CI,8CI);4-(Chloromethyl)benzoyl chloride;NSC 508741;p-(Chloromethyl)benzoyl chloride;a-Chloro-p-toluoyl chloride;
PSA 17.07000
LogP 2.80440

Synthetic route

: 1642-81-5
p-(chloromethyl)benzoic acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide at 20℃; Inert atmosphere;	99%
With thionyl chloride for 2h; Substitution; Heating;	96%
With thionyl chloride for 5h; Reflux; Large scale;	96.19%

: [4-(trichloromethyl)phenyl]methanol

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
Stage #1: [4-(trichloromethyl)phenyl]methanol With water at 50℃; for 22h; Stage #2: With oxalyl dichloride; N,N-dimethyl-formamide In diethyl ether at 20℃; for 12h;	90.1%

: 874-60-2
4-methyl-benzoyl chloride

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
With chlorine at 25 - 140℃; for 5h; Temperature; Inert atmosphere;	90%
With chlorine at 75 - 90℃;
durch Chlorieren;

: 3006-96-0
3-hydroxymethyl-benzoic acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane for 5h; Reflux; Inert atmosphere; Schlenk technique;	87.2%
With thionyl chloride In DMF (N,N-dimethyl-formamide); chloroform for 3h; Heating / reflux;
With thionyl chloride; N,N-dimethyl-formamide In toluene at 60℃; for 2h;

: 106-43-4
para-chlorotoluene

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
With chlorine at 120 - 130℃; Irradiation;

: 6232-88-8
4-bromomethylbenzoic Acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide for 0.5h;
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h;
With thionyl chloride at 20 - 50℃; for 17h;	4.4 g

: 874-60-2
4-methyl-benzoyl chloride

A: 876-08-4
p-(chloromethyl)benzoyl chloride

B: 14815-86-2
4-trichloromethylbenzoyl chloride

C: 36747-64-5
4-dichloromethylbenzoyl chloride

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); chlorine
With 2,2'-azobis(isobutyronitrile); chlorine Title compound not separated from byproducts;

...Expand

: 99-94-5
p-Toluic acid

Nα-Fmoc-Nim-tert-butyloxycarbonyl-L-tryptophan 4-hydroxymethylphenoxy resin: Nα-Fmoc-Nim-tert-butyloxycarbonyl-L-tryptophan 4-hydroxymethylphenoxy resin

A: 876-08-4
p-(chloromethyl)benzoyl chloride

B MeO-poly(ethylene glycol): MeO-poly(ethylene glycol)

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NCS; benzoylperoxide / chlorobenzene / 8 h / 95 °C 2: SOCl2 / toluene / 15 h / 85 - 90 °C View Scheme

...Expand

: 79-37-8
oxalyl dichloride

: 1642-81-5
p-(chloromethyl)benzoic acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
In dichloromethane
In dichloromethane; chloroform; N,N-dimethyl-formamide
In dichloromethane; chloroform; N,N-dimethyl-formamide

: 79-37-8
oxalyl dichloride

: 6232-88-8
4-bromomethylbenzoic Acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
In dichloromethane

: 1571-08-0
methyl 4-formylbenzoate

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium tetrahydroborate / methanol 2: potassium hydroxide / water; methanol 3: thionyl chloride / chloroform / Reflux View Scheme

: 6908-41-4
4-(methoxycarbonyl)benzyl alcohol

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium hydroxide / water; methanol 2: thionyl chloride / chloroform / Reflux View Scheme

: 99-94-5
p-Toluic acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / 3 h / 40 - 90 °C / Large scale 2: chlorine / 5 h / 25 - 140 °C / Inert atmosphere View Scheme

: 10061-68-4
N,N'-diethyl-1,3-propanediamine

: 5683-31-8
3-(trimethylsilyl)prop-2-ynoic acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 100-39-0
benzyl bromide

: 100-46-9
benzylamine

: 3-(4-{[3-(benzyl-ethyl-amino)-propyl]-ethyl-carbamoyl}-benzyl)-3H-[1,2,3]triazole-4-carboxylic acid benzylamide

Conditions

Conditions	Yield
Multistep reaction;	100%

...Expand

: 10061-68-4
N,N'-diethyl-1,3-propanediamine

: 5683-31-8
3-(trimethylsilyl)prop-2-ynoic acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 100-46-9
benzylamine

: 74-88-4
methyl iodide

: 3-(4-{ethyl-[3-(ethyl-methyl-amino)-propyl]-carbamoyl}-benzyl)-3H-[1,2,3]triazole-4-carboxylic acid benzylamide

Conditions

Conditions	Yield
Multistep reaction;	100%

...Expand

: 110-68-9
N-n-butyl-N-methylamine

: 10061-68-4
N,N'-diethyl-1,3-propanediamine

: 5683-31-8
3-(trimethylsilyl)prop-2-ynoic acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 74-88-4
methyl iodide

: 3-(4-{ethyl-[3-(ethyl-methyl-amino)-propyl]-carbamoyl}-benzyl)-3H-[1,2,3]triazole-4-carboxylic acid butyl-methyl-amide

Conditions

Conditions	Yield
Multistep reaction;	100%

...Expand

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 713123-22-9
N-hydroxysuccinimidyl 4-(chloromethyl)benzoate

Conditions

Conditions	Yield
Stage #1: 1-hydroxy-pyrrolidine-2,5-dione With triethylamine In dichloromethane Stage #2: p-(chloromethyl)benzoyl chloride In dichloromethane at 0℃; Stage #3: at 20℃; for 12h;	100%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 593-51-1
methylamine hydrochloride

: 220875-88-7
4-(chloromethyl)-N-methylbenzamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 1622205-71-3
5-((2-aminopyridin-4-yl)oxy)-6-(2-ethoxyethoxy)-N-methyl-1H-indole-1-carboxamide

: 1622205-80-4
5-((2-(4-(chloromethyl)-N-(4-(chloromethyl)benzoyl)benzamide)pyridin-4-yl)oxy)-6-(2-ethoxyethoxy)-N-methyl-1H-indole-1-carboxamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;	100%

: 109-83-1
(2-hydroxyethyl)(methyl)amine

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 1182906-72-4
4-(chloromethyl)-N-(2-hydroxyethyl)-N-methylbenzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 10℃; for 0.166667h; Solvent; Reagent/catalyst;	100%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 4-(chloromethyl)benzohydrazide

Conditions

Conditions	Yield
With hydrazine In dichloromethane at 20℃; for 18h;	99.5%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 84545-14-2
tert-butyl 4-(chloromethyl)benzamide

Conditions

Conditions	Yield
With ammonia; water In toluene at 0 - 20℃; for 2h;	99.3%
With ammonium hydroxide In tetrahydrofuran at 0℃; for 0.166667h;

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

: 404844-11-7
4-(chloromethyl)-N-(4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]-amino}phenyl)benzamide

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 0 - 20℃; for 4h;	99%
With triethylamine In tetrahydrofuran at 0℃; for 1h; Large scale;	98.1%
With triethylamine In tetrahydrofuran at 0℃; for 4h;	97.4%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 80-11-5
N-methyl-N-nitrosotoluene-p-sulfonamide

: 1137172-09-8
p-(diazoacetyl)benzyl chloride

Conditions

Conditions	Yield
With triethylamine; sodium hydroxide In water; Petroleum ether for 2h;	99%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 152460-10-1
6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

: 404844-10-6
4-(сhloromethyl)-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide hydrochloride

Conditions

Conditions	Yield
In 1,4-dioxane at 22 - 34℃; for 2.75h;	99%

: 422-05-9
2,2,3,3,3-pentafluoropropyl alcohol

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 1293408-10-2
C11H8ClF5O2

Conditions

Conditions	Yield
With triethylamine In acetone at 10 - 20℃; for 2h; Inert atmosphere;	99%

: 876-08-4
p-(chloromethyl)benzoyl chloride

(bpy)CuSCF3: (bpy)CuSCF3

: S-(trifluoromethyl) 4-(chloromethyl)benzothioate

Conditions

Conditions	Yield
In 1,4-dioxane at 25℃; for 1.5h; Inert atmosphere;	99%

: 41365-75-7
aminopropane diethyl acetal

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 4-(chloromethyl)-N-(3,3-diethoxypropyl)benzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	99%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 203258-20-2
bis(2-methyl-2-propanyl) (1-piperazinylmethylylidene)biscarbamate

: 1-[4-(chloromethyl)benzoyl]-4-[N,N'-bis(tert-butoxycarbonyl)]guanylpiperazine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 2h; Acylation;	98%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 1-(4-tetradecyloxyphenyl)piperazine hydrochloride

: 1229612-63-8
1-(4-chloromethylbenzoyl)-4-(4-tetradecyloxyphenyl)piperazine

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃;	98%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 110-73-6
2-(Ethylamino)ethanol

: 948877-06-3
N-ethyl-N-(2-hydroxyethyl)-4-(chloromethyl)benzamide

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 4h;	98%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 103-67-3
benzyl-methyl-amine

: N-benzyl-4-(chloromethyl)benzamide

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water at 20℃; for 1h; Inert atmosphere;	98%

: 50-24-8
prednisolon

: 876-08-4
p-(chloromethyl)benzoyl chloride

: prednisolone 21-[4'-(chloromethyl)benzoate]

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 18h;	97%

: 110-68-9
N-n-butyl-N-methylamine

: 10061-68-4
N,N'-diethyl-1,3-propanediamine

: 5683-31-8
3-(trimethylsilyl)prop-2-ynoic acid

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 106-95-6
allyl bromide

: 3-(4-{[3-(allyl-ethyl-amino)-propyl]-ethyl-carbamoyl}-benzyl)-3H-[1,2,3]triazole-4-carboxylic acid butyl-methyl-amide

Conditions

Conditions	Yield
Multistep reaction;	97%

...Expand

: 1824-81-3
2-Amino-6-methylpyridine

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 915701-45-0
4-chloromethyl-N-(6-methyl-pyridin-6-yl)benzamide

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 16h;	97%

: 70254-43-2, 70254-44-3
4-Hydroxy-2-quinolone

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 1472655-54-1
4-(4-chloromethylbenzoyl)oxyquinol-2(1H)-one

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃;	97%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 123-31-9
hydroquinone

: C22H16Cl2O4

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 1h; Reflux; Inert atmosphere;	97%

: 1892-29-1
bis(2-hydroxyethyl) disulfide

: 876-08-4
p-(chloromethyl)benzoyl chloride

: disulfanediyldiethane-2,1-diyl bis[4-(chloromethyl)benzoate]

Conditions

Conditions	Yield
Stage #1: bis(2-hydroxyethyl) disulfide With triethylamine In chloroform at 0℃; Inert atmosphere; Sealed tube; Stage #2: p-(chloromethyl)benzoyl chloride In chloroform at 20℃; Inert atmosphere;	97%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: C15H14N4S

: C23H19ClN4OS

Conditions

Conditions	Yield
Stage #1: C15H14N4S With triethylamine In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Schlenk technique; Stage #2: p-(chloromethyl)benzoyl chloride In tetrahydrofuran at 0℃; for 3.16667h; Inert atmosphere; Schlenk technique;	96.6%

: 64-17-5
ethanol

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 1201-90-7
ethyl 4-chloromethylbenzoate

Conditions

Conditions	Yield
With pyridine; dmap In diethyl ether at 0℃; Inert atmosphere;	96%
With pyridine
at 45℃; for 4h;
for 0.5h; Heating;

: 4897-50-1
4-piperidinopiperidin

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 1-(4-chloromethylbenzoyl)-4-piperidinopiperidine hydrochloride

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 2h;	96%

: 876-08-4
p-(chloromethyl)benzoyl chloride

: 931-51-1
cyclohexylmagnesiumchloride

: (4-(chloromethyl)phenyl)(cyclohexyl)methanone

Conditions

Conditions	Yield
Stage #1: cyclohexylmagnesiumchloride With zinc(II) chloride In tetrahydrofuran; diethyl ether at -10℃; for 0.666667h; Stage #2: With copper(I) cyanide di(lithium chloride) In tetrahydrofuran; diethyl ether for 0.5h; Stage #3: p-(chloromethyl)benzoyl chloride In tetrahydrofuran; diethyl ether for 2h;	96%

4-(Chloromethyl)benzoyl chloride Specification

The Benzoyl chloride,4-(chloromethyl)- with the CAS number 876-08-4 is also called p-Toluoylchloride, a-chloro- (6CI,7CI,8CI). Both the systematic name and IUPAC name are 4-(chloromethyl)benzoyl chloride. Its molecular formula is C₈H₆Cl₂O. The EINECS registry number is 212-881-0. This chemcial belongs to the following product categories: (1)Acid Halides; (2)Carbonyl Compounds; (3)Organic Building Blocks.

The properties of the Benzoyl chloride,4-(chloromethyl)- are: (1)ACD/LogP: 2.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.48; (4)ACD/LogD (pH 7.4): 2.48; (5)ACD/BCF (pH 5.5): 45.01; (6)ACD/BCF (pH 7.4): 45.01; (7)ACD/KOC (pH 5.5): 530.98; (8)ACD/KOC (pH 7.4): 530.98; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 17.07 Å²; (13)Index of Refraction: 1.557; (14)Molar Refractivity: 46.26 cm³; (15)Molar Volume: 143.5 cm³; (16)Polarizability: 18.33×10^-24cm³; (17)Surface Tension: 42.4 dyne/cm; (18)Enthalpy of Vaporization: 51.4 kJ/mol; (19)Vapour Pressure: 0.00505 mmHg at 25°C.

Preparation: This chemical can be prepared by 4-chloromethyl-benzoic acid. This reaction needs reagent thionyl chloride.

Uses: This chemical can react with methylmagnesium iodide to prepare 2-(4-chloromethylphenyl)propan-2-ol. This reaction needs solvent diethyl ether at temperature of -78 °C. The yield is 83%.

While using this chemical, you should be very cautious. This chemical can cause burns. It is not only irritating to skin, but also irritating to respiratory system. Therefore, you should take the following instructions. Firstly, you should not breathe vapour. Secondly, you should wear suitable protective clothing, gloves and eye/face protection. Thirdly, in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Fourthly, you should take off immediately all contaminated clothing. Finally, in case of accident or if you feel unwell, you should seek medical advice immediately (show the label whenever possible).

You can still convert the following datas into molecular structure:
(1)SMILES: ClCc1ccc(C(Cl)=O)cc1
(2)InChI: InChI=1/C8H6Cl2O/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5H2
(3)InChIKey: RCOVTJVRTZGSBP-UHFFFAOYAX

Product Name

4-(Chloromethyl)benzoyl chloride

Synthetic route

4-(Chloromethyl)benzoyl chloride Specification

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