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2719-27-9

Basic Information
CAS No.: 2719-27-9
Name: Cyclohexanecarboxylic acid chloride
Article Data: 136
Molecular Structure:
Molecular Structure of 2719-27-9 (Cyclohexanecarboxylic acid chloride)
Formula: C7H11ClO
Molecular Weight: 146.617
Synonyms: (Chlorocarbonyl)cyclohexane;Cyclohexanecarbonylchloride;Cyclohexanoic acid chloride;Cyclohexanoylchloride;Cyclohexylcarbonyl chloride;Hexahydrobenzoyl chloride;NSC 85181;
EINECS: 220-322-7
Density: 1.105 g/cm3
Melting Point: 29oC
Boiling Point: 180 °C at 760 mmHg
Flash Point: 81.3 °C
Solubility: Hydrolyses in water
Appearance: clear colourless to straw coloured liquid
Hazard Symbols: CorrosiveC
Risk Codes: 34-37-22
Safety: 26-28-36/37/39-45
Transport Information: UN 3265 8/PG 2
PSA: 17.07000
LogP: 2.33210
Synthetic route
98-89-5

Cyclohexanecarboxylic acid

2719-27-9

cyclohexanylcarbonyl chloride

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With thionyl chloride81%
4630-82-4

methyl cyclohexylcarboxylate

2719-27-9

cyclohexanylcarbonyl chloride

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
UV-Licht initiierte Reaktion;
79-37-8

oxalyl dichloride

110-82-7

cyclohexane

2719-27-9

cyclohexanylcarbonyl chloride

Conditions
ConditionsYield
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
ConditionsYield
bei Siedetemperatur im Dunkeln;
Mechanism; bei Siedetemperatur im Dunkeln;
110-82-7

cyclohexane

201230-82-2

carbon monoxide

A

542-18-7

cyclohexyl chloride

B

2719-27-9

cyclohexanylcarbonyl chloride

Conditions
ConditionsYield
With tetrachloromethane; benzophenone at 50℃; under 62057.8 Torr; Rate constant; Mechanism; Irradiation;
119520-52-4

N-(pyridin-3-yl)cyclohexanecarboxamide

2719-27-9

cyclohexanylcarbonyl chloride

Conditions
ConditionsYield
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
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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