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4-Chloro-1-butanol

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Name

4-Chloro-1-butanol

EINECS 213-175-5
CAS No. 928-51-8 Density 1.049 g/cm3
PSA 20.23000 LogP 0.99770
Solubility N/A Melting Point N/A
Formula C4H9ClO Boiling Point 178.5 °C at 760 mmHg
Molecular Weight 108.568 Flash Point 77.2 °C
Transport Information UN 2920 8/PG 2 Appearance clear colourless liquid
Safety 23-24/25-36/37/39-26-16 Risk Codes 10-22-36/37/38-20/21/22-34
Molecular Structure Molecular Structure of 928-51-8 (4-Chloro-1-butanol) Hazard Symbols IrritantXi, CorrosiveC, FlammableF
Synonyms

1-Chloro-4-butanol;4-Chloro-1-hydroxybutane;4-Chlorobutanol;NSC 10810;Tetramethylene chlorohydrin;w-Chlorobutanol;

Article Data 54

4-Chloro-1-butanol Synthetic route

41302-05-0

1-chloro-4-tetrahydropyranyloxybutane

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
ammonium cerium(IV) nitrate In alkaline aq. solution; acetonitrile at 70℃; for 2h; pH=8; Decomposition;86%
6962-92-1

4-Chlorobutyl acetate

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol for 4h; Heating;85.4%
109-99-9

tetrahydrofuran

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
With hydrogenchloride for 5h; Heating;82%
With hydrogenchloride Heating;57%
With hydrogenchloride55%
110-63-4

Butane-1,4-diol

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
With pyridine; thionyl chloride at 80℃; for 1h;36%
With hydrogenchloride; bismuth(III) chloride; silica gel at 80℃;
With disulfur dichloride anfangs auf dem Wasserbad, danach auf 150grad;
With pyridine; thionyl chloride at 55℃;
With thionyl chloride In chloroform for 5h; Inert atmosphere;
75-21-8

oxirane

75-00-3

chloroethane

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
With aluminium trichloride
109-99-9

tetrahydrofuran

A

17898-52-1

silicic acid tetrakis-(4-chloro-butyl ester)

B

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
With hydrogenchloride; tetrachlorosilane
84273-54-1

trichloroacetic 4-chlorobutyl ester

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
With sodium hydroxide
927-73-1

3-butenyl chloride

A

2203-34-1

4-chloro-2-butanol

B

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
(i) B2H6, THF, H2O, (ii) NaOH, H2O2; Multistep reaction;
927-73-1

3-butenyl chloride

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
(i) bis-(2-methyl-butyl)-borane, THF, H2O, (ii) NaOH, H2O2; Multistep reaction;
110-56-5

1,4-dichlorobutane

928-51-8

4-Chloro-1-butanol

Conditions
ConditionsYield
(i) SbF5, SO2, (ii) acetone, (iii) Na2CO3, MeOH; Multistep reaction;

4-Chloro-1-butanol Consensus Reports

Reported in EPA TSCA Inventory.

4-Chloro-1-butanol Specification

The 4-Chloro-1-butano is an organic compound with the formula C4H9ClO. The IUPAC name of this chemical is 4-chlorobutan-1-ol. With the CAS registry number 928-51-8, it is also named as 1-butanol, 4-chloro-. The product's categories are Omega-Chloroalkanols; Omega-Functional Alkanols, Carboxylic Acids, Amines & Halides. Besides, it is a clear colourless liquid, which should be stored in a closed cool and dry place. It can be used as intermediates in organic synthesis.

Physical properties about 4-Chloro-1-butano are: (1)ACD/LogP: 0.85; (2)ACD/LogD (pH 5.5): 0.85; (3)ACD/LogD (pH 7.4): 0.85; (4)ACD/BCF (pH 5.5): 2.59; (5)ACD/BCF (pH 7.4): 2.59; (6)ACD/KOC (pH 5.5): 68.79; (7)ACD/KOC (pH 7.4): 68.79; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 9.23 Å2; (12)Index of Refraction: 1.434; (13)Molar Refractivity: 26.96 cm3; (14)Molar Volume: 103.4 cm3; (15)Polarizability: 10.68×10-24cm3; (16)Surface Tension: 32.2 dyne/cm; (17)Density: 1.049 g/cm3; (18)Flash Point: 77.2 °C; (19)Enthalpy of Vaporization: 48.29 kJ/mol; (20)Boiling Point: 178.5 °C at 760 mmHg; (21)Vapour Pressure: 0.296 mmHg at 25°C.

Preparation: this chemical can be prepared by tetrahydrofuran. This reaction will need reagent HCl. The yield is about 55%.



Uses of 4-Chloro-1-butano: it can be used to produce formic acid-(4-chloro-butyl ester). This reaction is a kind of Bromination. It will need reagent benzene.

When you are using this chemical, please be cautious about it as the following:
It is flammable and harmful by inhalation, in contact with skin and if swallowed. Keep away from sources of ignition - No smoking. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin and can cause burns. When you are using it, wear suitable gloves and eye/face protection, do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: ClCCCCO
(2)InChI: InChI=1/C4H9ClO/c5-3-1-2-4-6/h6H,1-4H2
(3)InChIKey: HXHGULXINZUGJX-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C4H9ClO/c5-3-1-2-4-6/h6H,1-4H2
(5)Std. InChIKey: HXHGULXINZUGJX-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 100mg/kg (100mg/kg)   Journal of Organic Chemistry. Vol. 21, Pg. 739, 1956.
mouse LD50 oral 990mg/kg (990mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

LIVER: OTHER CHANGES
Zeitschrift fuer die Gesamte Hygiene und Ihre Grenzgebiete. Vol. 26, Pg. 17, 1980.

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