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4860-03-1

Basic Information
CAS No.: 4860-03-1
Name: 1-Chlorohexadecane
Article Data: 33
Molecular Structure:
Molecular Structure of 4860-03-1 (1-Chlorohexadecane)
Formula: C16H33Cl
Molecular Weight: 260.891
Synonyms: 1-Hexadecyl chloride;Cetyl chloride;Hexadecyl chloride;NSC 43727;NSC 57106;Palmityl chloride;n-Hexadecyl chloride;
EINECS: 225-461-7
Density: 0.858 g/cm3
Melting Point: 8-14 °C(lit.)
Boiling Point: 321.8 °C at 760 mmHg
Flash Point: 138.1 °C
Solubility: 0.02 g/L (20 °C, Dec.) in water
Appearance: Liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information: UN 3082 9/PG 3
PSA: 0.00000
LogP: 6.70650
Synthetic route
66143-55-3

2-dimethylamino-ethanesulfonic acid hexadecyl ester; hydrochloride

4860-03-1

1-Chlorohexadecan

Conditions
ConditionsYield
In benzene at 81℃; for 0.5h;100%
In benzene
36653-82-4

1-Hexadecanol

4860-03-1

1-Chlorohexadecan

Conditions
ConditionsYield
With tetrachloromethane; cross-linked polymer (containing 2.50 mmol of phosphine/g) for 2h; Heating;98%
With hydrogenchloride; hexadecylpyridinium bromide for 16h; Heating;92%
With hydrogenchloride; zinc(II) chloride
24471-13-4

1-chloro-7-hexadecyne

4860-03-1

1-Chlorohexadecan

Conditions
ConditionsYield
With sodium tetrahydroborate; hydrogen; nickel diacetate; zinc(II) oxide In ethanol at 35 - 55℃; for 40.5h;97.7%
66143-63-3

(3-hexadecyloxysulfonyl-propyl)-trimethyl-ammonium; chloride

4860-03-1

1-Chlorohexadecan

Conditions
ConditionsYield
In toluene at 110℃; for 2h;95%
3312-77-4

dihexadecyl sulfide

4661-46-5

2-carboxybenzene diazonium chloride

A

4860-03-1

1-Chlorohexadecan

B

139-66-2

diphenyl sulfide

C

37616-35-6

hexadecyl-phenyl sulfide

Conditions
ConditionsYield
With methyloxirane In 1,2-dichloro-ethane for 0.75h; Heating;A 86%
B 93.5%
C 6%
3312-77-4

dihexadecyl sulfide

A

4860-03-1

1-Chlorohexadecan

B

139-66-2

diphenyl sulfide

C

37616-35-6

hexadecyl-phenyl sulfide

Conditions
ConditionsYield
With 2-carboxybenzene diazonium chloride; methyloxirane In 1,2-dichloro-ethane for 0.75h; Heating;A 86%
B 93.5%
C 6%
37616-35-6

hexadecyl-phenyl sulfide

4661-46-5

2-carboxybenzene diazonium chloride

A

4860-03-1

1-Chlorohexadecan

B

139-66-2

diphenyl sulfide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 0.75h; Heating;A 87.5%
B 93.5%
37616-35-6

hexadecyl-phenyl sulfide

A

4860-03-1

1-Chlorohexadecan

B

139-66-2

diphenyl sulfide

Conditions
ConditionsYield
With 2-carboxybenzene diazonium chloride In 1,2-dichloro-ethane for 0.75h; Heating;A 87.5%
B 93.5%
4661-46-5

2-carboxybenzene diazonium chloride

A

4860-03-1

1-Chlorohexadecan

B

139-66-2

diphenyl sulfide

C

37616-35-6

hexadecyl-phenyl sulfide

Conditions
ConditionsYield
With dihexadecyl sulfide; methyloxirane In 1,2-dichloro-ethane for 0.75h; Heating;A 86%
B 93.5%
C 6%
26272-90-2

cetyl chloroformate

4860-03-1

1-Chlorohexadecan

Conditions
ConditionsYield
With hexabutylguanidinium chloride at 120℃; for 4h;92%
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Specification

The Hexadecane,1-chloro-, with the CAS registry number 4860-03-1 and EINECS registry number 225-461-7, has the systematic name of 1-chlorohexadecane. It belongs to the following product categories: Pharmaceutical Intermediates; Alkyl Chlorides; Monofunctional & alpha,omega-Bifunctional Alkanes; Monofunctional Alkanes. And the molecular formula of the chemical is C16H33Cl.

The characteristics of Hexadecane,1-chloro- are as followings: (1)ACD/LogP: 8.94; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.94; (4)ACD/LogD (pH 7.4): 8.94; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 1737996.5; (8)ACD/KOC (pH 7.4): 1737996.5; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 14; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.445; (14)Molar Refractivity: 81.02 cm3; (15)Molar Volume: 304 cm3; (16)Polarizability: 32.12×10-24cm3; (17)Surface Tension: 29.2 dyne/cm; (18)Density: 0.858 g/cm3; (19)Flash Point: 138.1 °C; (20)Enthalpy of Vaporization: 54.12 kJ/mol; (21)Boiling Point: 321.8 °C at 760 mmHg; (22)Vapour Pressure: 0.000547 mmHg at 25°C.

Preparation of Hexadecane,1-chloro-: This chemical can be prepared by hexadecan-1-ol. The reaction will need reagent 37% aq. HCl, and hexadecylpyridinium bromide. The reaction time is 16 hours with heating, and the yield is about 92%. 

Uses of Hexadecane,1-chloro-: It can react with 1H-imidazole to produce 1-hexadecyl-1H-imidazole. This reaction will need reagent bromure de tetraethylammonium and 18 M NaOH, and the menstruum benzene. The reaction time is 72 hours with heating, and the yield is about 86%.   

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: ClCCCCCCCCCCCCCCCC
(2)InChI: InChI=1/C16H33Cl/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h2-16H2,1H3
(3)InChIKey: CLWAXFZCVYJLLM-UHFFFAOYAB