Cyclohexanecarboxylic acid chloride supplier

Name
Cyclohexanecarboxylic acid chloride
EINECS 220-322-7
CAS No. 2719-27-9
Article Data136
CAS DataBase
Density 1.105 g/cm³
Solubility Hydrolyses in water
Melting Point 29oC
Formula C₇H₁₁ClO
Boiling Point 180 °C at 760 mmHg
Molecular Weight 146.617
Flash Point 81.3 °C
Transport Information UN 3265 8/PG 2
Appearance clear colourless to straw coloured liquid
Safety 26-28-36/37/39-45
Risk Codes 34-37-22
Molecular Structure
Hazard Symbols C
Synonyms (Chlorocarbonyl)cyclohexane;Cyclohexanecarbonylchloride;Cyclohexanoic acid chloride;Cyclohexanoylchloride;Cyclohexylcarbonyl chloride;Hexahydrobenzoyl chloride;NSC 85181;
PSA 17.07000
LogP 2.33210

Synthetic route

: 98-89-5
Cyclohexanecarboxylic acid

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride In dodecane; benzene at 20℃; for 1h; Heating / reflux;	99%
With thionyl chloride In dodecane; hexane; benzene at 20℃; for 1h; Heating / reflux;	99%
With phosphorus trichloride In dodecane; benzene at 20℃; for 1h; Heating / reflux;	99%

: 17566-51-7
N,N-dimethylcyclohexanecarboxamide

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
With iodine; N,N-dimethyl-formamide; phosphorus trichloride In 1,2-dichloro-ethane at 100℃; for 12h; Schlenk technique; Sealed tube;	96%

: 65-85-0
benzoic acid

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
With thionyl chloride	81%

: 4630-82-4
methyl cyclohexylcarboxylate

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
With iodine; phosphorus trichloride at 160℃; for 48h; Schlenk technique; Sealed tube;	41%

: 75-44-5
phosgene

: 110-82-7
cyclohexane

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
at -20℃; Irradiation.UV-Licht;
UV-Licht;
Irradiation;
Irradiation;
at -20℃; Irradiation.UV-Licht;

: 75-44-5
phosgene

: 110-82-7
cyclohexane

A: 542-18-7
cyclohexyl chloride

B: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
UV-Licht initiierte Reaktion;

...Expand

: 79-37-8
oxalyl dichloride

: 110-82-7
cyclohexane

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
at 20℃; Irradiation.UV-Licht;
With dibenzoyl peroxide at 180 - 181℃;
at 180 - 181℃; Irradiation.Gluehlampenlicht;

: 79-37-8
oxalyl dichloride

: 110-82-7
cyclohexane

: 94-36-0
dibenzoyl peroxide

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
bei Siedetemperatur im Dunkeln;
Mechanism; bei Siedetemperatur im Dunkeln;

...Expand

: 110-82-7
cyclohexane

: 201230-82-2
carbon monoxide

A: 542-18-7
cyclohexyl chloride

B: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
With tetrachloromethane; benzophenone at 50℃; under 62057.8 Torr; Rate constant; Mechanism; Irradiation;

...Expand

: 119520-52-4
N-(pyridin-3-yl)cyclohexanecarboxamide

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) hexamethyldisilazane, 1.6 M n-BuLi, 2.) CS2, 3.) PhSeO2H / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, rt, 3.) THF, rt, 5 h 2: oxalyl chloride, DMF / benzene / Ambient temperature View Scheme

: 119541-42-3
N-Pyridin-3-yl-cyclohexanecarboximidothioic acid pyridin-2-yl ester

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 95 percent / water / dioxane / 12 h / Ambient temperature 2: 1.) hexamethyldisilazane, 1.6 M n-BuLi, 2.) CS2, 3.) PhSeO2H / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, rt, 3.) THF, rt, 5 h 3: oxalyl chloride, DMF / benzene / Ambient temperature View Scheme

: 2043-61-0
cyclohexanecarbaldehyde

: 2719-27-9
cyclohexanylcarbonyl chloride

Conditions

Conditions	Yield
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; Inert atmosphere;
With trichloroisocyanuric acid In dichloromethane at 20℃; for 4h; Inert atmosphere; Irradiation;

: 707-74-4
(trichloromethyl)mesitylene

: 98-89-5
Cyclohexanecarboxylic acid

A: 2719-27-9
cyclohexanylcarbonyl chloride

B: 938-18-1
mesitylene-2-carboxylic acid chloride

Conditions

Conditions	Yield
With iron(III) chloride at 100℃; for 4h; Inert atmosphere;	A 9.6 kg B 12.6 kg

...Expand

: 64-04-0
phenethylamine

: 2719-27-9
cyclohexanylcarbonyl chloride

: 53182-00-6
cyclohexanecarboxylic acid phenethylamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 23℃;	100%
With triethylamine In dichloromethane at 0 - 30℃; for 12h;	100%
With sodium hydroxide In dichloromethane for 0.25h;	97%

: 20061-24-9
[3-benzyloxy-1-(hydroxymethyl)cyclobutyl]methanol

: 2719-27-9
cyclohexanylcarbonyl chloride

: 132332-84-4
1-benzyloxy-3,3-bis(cyclohexylcarbonyloxymethyl)cyclobutane

Conditions

Conditions	Yield
With pyridine for 1h; Ambient temperature;	100%

: 83378-96-5
O-trimethylsilyl-2-(trimethylsilylmethyl)prop-2-en-1-ol

: 2719-27-9
cyclohexanylcarbonyl chloride

: 51080-23-0
2-Cyclohexyl-4-methyl-furan

Conditions

Conditions	Yield
With titanium tetrachloride In tetrachloromethane at -78℃;	100%

: 16687-60-8
5-(4-nitrophenyl)-1H-1,2,3,4-tetrazole

: 2719-27-9
cyclohexanylcarbonyl chloride

: 866358-13-6
2-cyclohexyl-5-(4-nitro-phenyl)-[1,3,4]oxadiazole

Conditions

Conditions	Yield
With pyridine at 20 - 100℃; for 3h;	100%

: 6628-77-9
6-methoxy-pyridin-3-ylamine

: 2719-27-9
cyclohexanylcarbonyl chloride

: 548763-48-0
cyclohexanecarboxylic acid (6-methoxy-pyridin-3-yl)-amide hydrochloride

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether	100%

: 635-22-3
4-Chloro-3-nitroaniline

: 2719-27-9
cyclohexanylcarbonyl chloride

: 458554-50-2
N-(4-chloro-3-nitrophenyl)cyclohexanecarboxamide

Conditions

Conditions	Yield
Stage #1: 4-Chloro-3-nitroaniline; cyclohexanylcarbonyl chloride With pyridine In dichloromethane at 20℃; for 18h; Stage #2: With hydrogenchloride In dichloromethane; water	100%

: 1316807-94-9
methyl 3-(4-((2'-aminobiphenyl-3-yl)methyl)piperazin-1-yl)-3-oxopropanoate

: 2719-27-9
cyclohexanylcarbonyl chloride

: 1316808-21-5
methyl 3-(4-((2'-(cyclohexanecarboxamido)biphenyl-3-yl)methyl)piperazin-1-yl)-3-oxopropanoate

Conditions

Conditions	Yield
With polystyrene N-methylmorpholine In dichloromethane at 20℃; for 1h;	100%

: 220066-76-2
5-butoxy-2,4-dinitrobenzenamine

: 2719-27-9
cyclohexanylcarbonyl chloride

: 1448876-42-3
1-(cyclohexanecarboxamido)-5-butoxy-2,4-dinitrobenzene

Conditions

Conditions	Yield
With pyridine Reflux;	100%
With pyridine at 100℃; for 1.5h; Microwave irradiation;	1.44 g

: 1448876-48-9
5-(butylthio)-2,4-dinitrobenzenamine

: 2719-27-9
cyclohexanylcarbonyl chloride

: 1448876-49-0
1-(cyclohexanecarboxamido)-5-(butylthio)-2,4-dinitrobenzene

Conditions

Conditions	Yield
With pyridine Reflux;	100%
With pyridine In acetonitrile at 100℃; for 2h; Microwave irradiation;	1.97 g

: 53488-26-9
2,4-dinitro-5-(phenylthio)benzenamine

: 2719-27-9
cyclohexanylcarbonyl chloride

: 1448876-52-5
1-(cyclohexanecarboxamido)-5-(phenylthio)-2,4-dinitrobenzene

Conditions

Conditions	Yield
With pyridine Reflux;	100%
With pyridine at 100℃; for 3h; Microwave irradiation;	79%

: 2-(4-chlorophenyl)-5-ethyl-6-methylthieno[2,3-d]pyrimidin-4-amine

: 2719-27-9
cyclohexanylcarbonyl chloride

: N-(2-(4-chlorophenyl)-5-ethyl-6-methylthieno[2,3-d]pyrimidin-4-yl)cyclohexanecarboxamide

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20 - 50℃; for 18h; Inert atmosphere;	100%

: (2S,3R,4S,5S)-ethyl 3-(tert-butyl)-4-nitro-5-phenylpyrrolidine-2-carboxylate

: 2719-27-9
cyclohexanylcarbonyl chloride

: (2S,3R,4S,5S)-ethyl 3-(tert-butyl)-1-(cyclohexanecarbonyl)-4-nitro-5-phenylpyrrolidine-2-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 14h; Temperature;	100%
With triethylamine In dichloromethane at 20℃; Cooling with ice;	91%

: (2S,3R,4S,5S)-ethyl 3-(tert-butyl)-4-nitro-5-(o-tolyl)pyrrolidine-2-carboxylate

: 2719-27-9
cyclohexanylcarbonyl chloride

: ethyl (2S,3R,4S,5S)-3-(tert-butyl)-1-(cyclohexanecarbonyl)-4-nitro-5-(o-tolyl)pyrrolidine-2-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 16h;	100%

: (2R,3R,4S,5R)-ethyl 3-(tert-butyl)-5-(2-(difluoromethoxy)phenyl)-4-nitropyrrolidine-2-carboxylate

: 2719-27-9
cyclohexanylcarbonyl chloride

: (2S,3R,4S,5S)-ethyl 3-(tert-butyl)-1-(cyclohexanecarbonyl)-5-(2-(difluoromethoxy)phenyl)-4-nitropyrrolidine-2-carboxylate

Conditions

Conditions	Yield
With N,N-dimethyl-formamide In dichloromethane for 2h; Cooling with ice;	100%

: rac-(2R,3S,4R,5R)-ethyl 3-(tert-butyl)-5-(2-methoxyphenyl)-4-nitropyrrolidine-2-carboxylate

: 2719-27-9
cyclohexanylcarbonyl chloride

: rac-(2R,3S,4R,5R)-ethyl 3-(tert-butyl)-1-(cyclohexanecarbonyl)-5-(2-methoxyphenyl)-4-nitropyrrolidine-2-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 25℃; for 1.5h;	100%

: 2719-27-9
cyclohexanylcarbonyl chloride

: 6β-tropanol

: 8-methyl-6β-cyclohexanecarbonyloxy-8-azabicyclo[3.2.1]octane

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; Acylation;	99.5%

: 2719-27-9
cyclohexanylcarbonyl chloride

: 270902-68-6
(3S, 6R)-3-(tert-butoxycarbonyl)aminohexahydro-6-hydroxy-2H-azepin-2-one

: 270902-69-7
(3S,6R)-3-(tert-butoxycarbonyl)aminohexahydro-6-(cyclohexanecarbonyl)-oxy-2H-azepin-2-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	99.5%
With triethylamine In dichloromethane at 5 - 20℃;	99.5%
With dmap In ethyl acetate at 50℃; for 3h; Inert atmosphere;	146 g

: 2719-27-9
cyclohexanylcarbonyl chloride

: N-t-butyl-(RS)-2-hydroxy-2-((S)-2-pyrrolidinyl)acetamide

: N-tert-Butyl-2-((S)-1-cyclohexanecarbonyl-pyrrolidin-2-yl)-2-hydroxy-acetamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 2h; Ambient temperature;	99.2%

: 110-89-4
piperidine

: 2719-27-9
cyclohexanylcarbonyl chloride

: 7103-46-0
N-(cyclohexanecarbonyl)piperidine

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 5℃; for 1h;	99%
With triethylamine In dichloromethane at 20℃; Inert atmosphere;	98%
With indium In acetonitrile at 20℃; for 3h;	84%

: 74-89-5
methylamine

: 2719-27-9
cyclohexanylcarbonyl chloride

: 6830-84-8
N-methylcyclohexanecarboxamide

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃;	99%
With triethylamine In diethyl ether	90%
In ethanol at 5 - 20℃; for 2.5h;	77.5%

: 100-61-8
N-methylaniline

: 2719-27-9
cyclohexanylcarbonyl chloride

: 23824-50-2
cyclohexanecarboxylic acid methylphenylamide

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction;	99%
With triethylamine In 1,4-dioxane for 2h; Heating;	87%

: 2719-27-9
cyclohexanylcarbonyl chloride

: 71-43-2
benzene

: 712-50-5
Cyclohexyl phenyl ketone

Conditions

Conditions	Yield
aluminum (III) chloride at 3℃; for 1h; Friedel Crafts Alkylation; Heating / reflux;	99%
aluminum (III) chloride In hexane at 3℃; for 1.33h; Friedel Crafts Alkylation; Heating / reflux;	99%
aluminum (III) chloride at 3℃; for 1h; Product distribution / selectivity; Friedel Crafts Alkylation; Heating / reflux;	99%

: 137384-87-3
((3aR,4R,5S,7S,7aS)-5-Benzenesulfonyl-5-bromo-2,2,3a,7-tetramethyl-hexahydro-benzo[1,3]dioxol-4-yl)-acetic acid

: 2719-27-9
cyclohexanylcarbonyl chloride

: 137384-88-4
C26H35BrO7S

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 25℃; for 0.166667h;	99%

: 85603-77-6
(2S,4aR,6R,8aS/2R,4aS,6S,8aR)-Decahydro-6-(trans-4-propylcyclohexyl)-2-naphthalinol

: 2719-27-9
cyclohexanylcarbonyl chloride

: 85603-85-6
Cyclohexanecarboxylic acid (2S,4aR,6R,8aS)-6-(4-propyl-cyclohexyl)-decahydro-naphthalen-2-yl ester

Conditions

Conditions	Yield
With pyridine for 15h;	99%

: 2719-27-9
cyclohexanylcarbonyl chloride

: 110-82-7
cyclohexane

Conditions

Conditions	Yield
With tris-(trimethylsilyl)silane; 2,2'-azobis(isobutyronitrile) In toluene at 80℃; for 0.666667h;	99%

: 932-22-9
4,5-dichloro-2H-pyridazin-3-one

: 2719-27-9
cyclohexanylcarbonyl chloride

: 450408-67-0
4,5-dichloro-2-cyclohexanecarbonyl-2H-pyridazin-3-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 25℃; for 0.166667h;	99%

: 70290-37-8
(4-methylsulfanyl-phenyl)-acetic acid methyl ester

: 2719-27-9
cyclohexanylcarbonyl chloride

: 691881-03-5
methyl 3-cyclohexyl-2-(4-methylthiophenyl)-3-oxo-propanoate

Conditions

Conditions	Yield
Stage #1: (4-methylsulfanyl-phenyl)-acetic acid methyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; for 1.16667h; Stage #2: cyclohexanylcarbonyl chloride In tetrahydrofuran at -78 - 0℃; for 2h;	99%

: 615-43-0
2-iodophenylamine

: 2719-27-9
cyclohexanylcarbonyl chloride

: 378786-44-8
N-(2-iodophenyl)cyclohexanecarboxamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; Inert atmosphere;	99%
With triethylamine at 0 - 20℃; for 0.5h;	75%
With triethylamine In tetrahydrofuran at 0 - 20℃;	74%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 0.666667h;
With triethylamine In tetrahydrofuran at 0 - 20℃; for 0.5h;

Cyclohexanecarboxylic acid chloride Specification

The CAS register number of Cyclohexanecarboxylic acid chloride is 2719-27-9. It also can be called as Hexahydrobenzoyl chloride and the IUPAC name about this chemical is cyclohexanecarbonyl chloride. The molecular formula about this chemical is C₇H₁₁ClO and the molecular weight is 146.62. It belongs to the following product categories which include Pharmaceutical Intermediates; Acidhalide; Halogen compounds; Acid Chlorides and so on. This chemical can be used as raw materials of organic synthesis and intermediates of pharmaceutical and pesticide, it can be also used as intermediates of Praziquantel.

Physical properties about Cyclohexanecarboxylic acid chloride are: (1)ACD/LogP: 2.52; (2)ACD/LogD (pH 5.5): 2.52; (3)ACD/LogD (pH 7.4): 2.52; (4)ACD/BCF (pH 5.5): 48.17; (5)ACD/BCF (pH 7.4): 48.17; (6)ACD/KOC (pH 5.5): 557.38; (7)ACD/KOC (pH 7.4): 557.38; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 17.07Å²; (11)Index of Refraction: 1.471; (12)Molar Refractivity: 37.09 cm³; (13)Molar Volume: 132.5 cm³; (14)Polarizability: 14.7x10^-24cm³; (15)Surface Tension: 35.1 dyne/cm; (16)Enthalpy of Vaporization: 41.63 kJ/mol; (17)Boiling Point: 180 °C at 760 mmHg; (18)Vapour Pressure: 0.915 mmHg at 25°C.

Preparation: this chemical can be prepared by cyclohexanecarboxylic acid. This reaction will need reagent SO₂Cl.

Uses of Cyclohexanecarboxylic acid chloride: it can be used to produce 1-cyclohexyl-2-diazo-ethanone with diazomethane. The yield is about 68%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and it is irritating to respiratory system, it also can cause burns. When you are using it, wear suitable protective clothing, gloves and eye/face protection. After contact with skin, wash immediately with plenty of soap-suds. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: ClC(=O)C1CCCCC1
(2)InChI: InChI=1/C7H11ClO/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2
(3)InChIKey: RVOJTCZRIKWHDX-UHFFFAOYAQ
(4)Std. InChI: InChI=1S/C7H11ClO/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2
(5)Std. InChIKey: RVOJTCZRIKWHDX-UHFFFAOYSA-N

Product Name

Cyclohexanecarboxylic acid chloride

Synthetic route

Cyclohexanecarboxylic acid chloride Specification

Related Products

Hot Products