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5-Chlorovaleryl chloride

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Name

5-Chlorovaleryl chloride

EINECS 216-403-1
CAS No. 1575-61-7 Density 1.183 g/cm3
PSA 17.07000 LogP 2.16090
Solubility reacts with water Melting Point N/A
Formula C5H8Cl2O Boiling Point 188.9 °C at 760 mmHg
Molecular Weight 155.024 Flash Point 76.3 °C
Transport Information UN 3265 8/PG 2 Appearance clear colourless to slightly yellow liquid
Safety 26-36/37/39-45 Risk Codes 22-34-23
Molecular Structure Molecular Structure of 1575-61-7 (5-Chlorovaleryl chloride) Hazard Symbols CorrosiveC,ToxicT
Synonyms

Valerylchloride, 5-chloro- (6CI,7CI,8CI);5-Chloropentanoyl chloride;5-Chlorovalericacid chloride;5-Chlorovaleroyl chloride;NSC 84182;

Article Data 29

5-Chlorovaleryl chloride Synthetic route

1119-46-6

5-chloro-valeric acid

1575-61-7

5-Chlorovaleroyl chloride

Conditions
ConditionsYield
With thionyl chloride for 3h; Heating / reflux;97%
With thionyl chloride for 3h; Heating / reflux;97%
With thionyl chloride for 3h; Heating / reflux;97%
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

75-44-5

phosgene

108-99-6

3-Methylpyridine

1575-61-7

5-Chlorovaleroyl chloride

Conditions
ConditionsYield
With hydrogenchloride81%
638-29-9

n-valeryl chloride

A

61589-68-2

2-chloropentanoyl chloride

B

63480-12-6

4-chloropentanoyl chloride

C

1575-61-7

5-Chlorovaleroyl chloride

D

90631-23-5

3-chloro-valeryl chloride

Conditions
ConditionsYield
With phenylchloroiodonium chloride In tetrachloromethane at 30℃; Product distribution; Mechanism; Irradiation; relative rate const., the correlation analysis, subst. phenylchloroiodonium chloride as reagents;
With chlorine In neat (no solvent) Product distribution; Ambient temperature; liquid phase chlorination of the aliphatic C5-carboxylic acids and their chlorides, methyl esters and chloromethyl esters, relative reactivity of each hydrogen atoms;
With sulfuryl dichloride; 2,2'-azobis(isobutyronitrile) In tetrachloromethane Heating; Title compound not separated from byproducts;
638-29-9

n-valeryl chloride

A

63480-12-6

4-chloropentanoyl chloride

B

1575-61-7

5-Chlorovaleroyl chloride

C

90631-23-5

3-chloro-valeryl chloride

Conditions
ConditionsYield
With chlorine In benzene at 20℃; Product distribution; other solvents;
7782-50-5

chlorine

638-29-9

n-valeryl chloride

A

61589-68-2

2-chloropentanoyl chloride

B

63480-12-6

4-chloropentanoyl chloride

C

1575-61-7

5-Chlorovaleroyl chloride

D

90631-23-5

3-chloro-valeryl chloride

Conditions
ConditionsYield
at 20℃; im UV-Licht;
at 125℃; im UV-Licht;
7782-50-5

chlorine

638-29-9

n-valeryl chloride

71-43-2

benzene

A

61589-68-2

2-chloropentanoyl chloride

B

63480-12-6

4-chloropentanoyl chloride

C

1575-61-7

5-Chlorovaleroyl chloride

D

90631-23-5

3-chloro-valeryl chloride

Conditions
ConditionsYield
at 20℃; im UV-Licht;
6280-87-1

δ-chlorovaleronitrile

1575-61-7

5-Chlorovaleroyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated aqueous hydrochloric acid
2: thionyl chloride
View Scheme
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

75-44-5

phosgene

24044-24-4

1,3,4-trimethylimidazolidin-2-one

1575-61-7

5-Chlorovaleroyl chloride

Conditions
ConditionsYield
With hydrogenchloride
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

75-44-5

phosgene

δ-picoline

δ-picoline

1575-61-7

5-Chlorovaleroyl chloride

Conditions
ConditionsYield
With hydrogenchloride
542-28-9

3,4,5,6-tetrahydro-2H-pyran-2-one

75-44-5

phosgene

24307-26-4

mepiquat chloride

1575-61-7

5-Chlorovaleroyl chloride

Conditions
ConditionsYield
With hydrogenchloride

5-Chlorovaleryl chloride Specification

The 5-Chlorovaleryl chloride, with the CAS registry number 1575-61-7 and EINECS registry number 216-403-1, is a kind of clear colourless to slightly yellow liquid. It belongs to the product categories of Miscellaneous Biochemicals and Acid Chlorides. And the molecular formula of the chemical is C5H8Cl2O.

The physical properties of 5-Chlorovaleryl chloride are as followings: (1)ACD/LogP: 1.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.87; (4)ACD/LogD (pH 7.4): 1.87; (5)ACD/BCF (pH 5.5): 15.56; (6)ACD/BCF (pH 7.4): 15.56; (7)ACD/KOC (pH 5.5): 248.26; (8)ACD/KOC (pH 7.4): 248.26; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.446; (14)Molar Refractivity: 34.94 cm3; (15)Molar Volume: 130.9 cm3; (16)Polarizability: 13.85×10-24cm3; (17)Surface Tension: 32.6 dyne/cm; (18)Density: 1.183 g/cm3; (19)Flash Point: 76.3 °C; (20)Enthalpy of Vaporization: 42.51 kJ/mol; (21)Boiling Point: 188.9 °C at 760 mmHg; (22)Vapour Pressure: 0.586 mmHg at 25°C.

Uses of 5-Chlorovaleryl chloride: It can react with benzene to produce 5-chloro-1-phenyl-pentan-1-one. This reaction will need reagent AlCl3. The reaction time is 0.5 hours with temperature of 0°C, and the yield is about 89%.

You should be cautious while dealing with this chemical. It is harmful if swallowed, and toxic by inhalation. It may also cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice, or in case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: ClCCCCC(Cl)=O
(2)InChI: InChI=1/C5H8Cl2O/c6-4-2-1-3-5(7)8/h1-4H2
(3)InChIKey: SVNNWKWHLOJLOK-UHFFFAOYAK

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 320mg/kg (320mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02242,

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