Cholesteryl chloride supplier

Name
Cholesteryl chloride
EINECS 213-004-4
CAS No. 910-31-6
Article Data61
CAS DataBase
Density 0.99 g/cm³
Solubility
Melting Point 94-96 °C(lit.)
Formula C₂₇H₄₅Cl
Boiling Point 478.6 °C at 760 mmHg
Molecular Weight 405.107
Flash Point 249.6 °C
Transport Information
Appearance white powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cholest-5-ene,3b-chloro-(6CI,7CI,8CI);3b-Cholesteryl chloride;(3β)-3-chlorocholest-5-ene;3β-Chlorocholest-5-ene;Cholest-5-ene,3β-chloro-;
PSA 0.00000
LogP 8.63520

Synthetic route

: 57-88-5
cholesterol

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With thionyl chloride	95%
With Me2SeCl2; triphenylphosphine In benzene for 20h; Ambient temperature;	84%
With 1-pyrrolidinecarboxaldehyde; 1,3,5-trichloro-2,4,6-triazine In 1,4-dioxane; chloroform at 80℃; for 4h; Solvent; Sealed tube; Green chemistry;	82%

: 13095-30-2, 13095-33-5, 68521-96-0, 115728-82-0, 142923-80-6
3β-chloro-5,6-epoxycholestane

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With iodine; triphenylphosphine In dichloromethane	95%

: 3381-54-2
cholesterol mesylate

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane; titanium tetrachloride In dichloromethane at -20℃; for 0.0833333h; Inert atmosphere;	95%
With iron(III) chloride In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;	87%
With chloro-trimethyl-silane; titanium tetrachloride In dichloromethane at -78 - 20℃; for 0.5h;	400 mg

: 85335-71-3
cholest-5-en-3-ol (3β)-(O-phenyl carbonothioate)

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With tris(p-bromophenylammoniumyl) hexachloroantimonate In toluene for 0.166667h; Irradiation;	92%
With tris(p-bromophenylammoniumyl) hexachloroantimonate In toluene for 0.166667h; Ambient temperature; Irradiation; other thiocarbonyl compounds; other temperature; other reaction time; radical cation fragmentation;	92%

: (3S,8S,9S,10R,13R,14S,17R)-5,6-dibromo-3-chloro-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With 1,1'-bis(trimethylsilyl)-1,1',4,4'-tetrahydro-4,4'-bipyridylidene In acetonitrile at 20℃; for 2h; Inert atmosphere;	91%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; sodium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere; Irradiation;	90%

: 2867-93-8, 60175-48-6, 84985-77-3, 103365-95-3, 122406-68-2
(3α,5α-cyclo-cholestan-6β-yl)-methyl ether

A: 604-35-3
Cholesteryl acetate

B: 910-31-6
cholesteryl chloride

C: 747-90-0
3,5-cholestadiene

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid for 3h; Ambient temperature;	A 2% B 88% C 10%
With hydrogenchloride In acetic acid for 3h; Heating;	A 30% B 55% C 15%

...Expand

: 888021-88-3
2-[(3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-Dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yloxysulfonyl]-benzoic acid 2-(2-methoxy-ethoxy)-ethyl ester

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at -78℃;	85%

: 220090-37-9
3β-((bromomercurio)methyl)-A,B-dinor-5β-cholestane-5-carbaldehyde

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With aluminium trichloride In 1,2-dimethoxyethane at 45℃; for 18h;	79%
With molybdenum(V) chloride In diethyl ether at -78℃; for 4h;	79%
With molybdenum(V) chloride In diethyl ether for 2h; Ambient temperature;	78%

: 57-88-5
cholesterol

A: 910-31-6
cholesteryl chloride

B: 2469-23-0
dicholesteryl ether

Conditions

Conditions	Yield
With iron(III) chloride In dichloromethane at 20℃; for 5h;	A 69% B n/a
With silica gel; iron(III) chloride In diethyl ether; dichloromethane in column;	A 52% B 28%
silica gel; iron(III) chloride In diethyl ether; dichloromethane Product distribution;

: 57-88-5
cholesterol

A: 604-35-3
Cholesteryl acetate

B: 910-31-6
cholesteryl chloride

C: 747-90-0
3,5-cholestadiene

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid for 3h; Heating;	A 65% B 12% C 23%
With hydrogenchloride In acetic acid for 2h; Heating;	A 65% B 12% C 23%

...Expand

: 53496-46-1
O-((3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl) S-methyl carbonodithioate

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With sulfuryl dichloride In tetrachloromethane 1.) 0 deg C, 3 h, 2.) 7 h, room temperature;	62%
With tetrachloromethane Irradiation; 254 nm light;
With tris(p-bromophenylammoniumyl) hexachloroantimonate In toluene at 110℃; for 0.5h; Irradiation;

: 1182-65-6, 3381-56-4
cholesteryl p-toluenesulfonate

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With 1-butyl-3-methylimidazolium chloride In acetonitrile at 60℃; for 24h; Inert atmosphere; Green chemistry;	60%

: 3381-54-2
cholesterol mesylate

A: 910-31-6
cholesteryl chloride

B: 1433-82-5
3β-azido-cholest-5-ene

Conditions

Conditions	Yield
With aluminum (III) chloride; trimethylsilylazide In dichloromethane at 22℃; for 1h; Inert atmosphere;	A 34% B 57%

: 79327-32-5
6β-phenylsulfanyl-3α,5α-cyclocholestane

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

A: 1232680-84-0
3β-O-(1’,2’:3’,4’-di-O-isopropylidene-α-D-galactopyranos-6’-yl)cholest-5-ene

B: 57-88-5
cholesterol

C: 601-54-7
Cholest-5-en-3-one

D: 1456599-12-4
6β-O-(1',2':3',4'-di-O-isopropylidene-α-D-galactopyranos-6'-yl)-3α,5α-cyclocholestane

E: 910-31-6
cholesteryl chloride

F: 747-90-0
3,5-cholestadiene

G: 882-33-7
diphenyldisulfane

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate In dichloromethane for 2h; Electrochemical reaction;	A 40% B n/a C n/a D n/a E n/a F n/a G n/a

...Expand

: 57-88-5
cholesterol

A: 604-35-3
Cholesteryl acetate

B: 14412-92-1
N-acetyl-cholest-5-en-3β-amine

C: 910-31-6
cholesteryl chloride

D: 2469-23-0
dicholesteryl ether

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate; acetic acid In dichloromethane Electrochemical reaction; separated electrodes;	A 4% B 4% C 3% D 28%

...Expand

: 604-35-3
Cholesteryl acetate

A: 910-31-6
cholesteryl chloride

B: 747-90-0
3,5-cholestadiene

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid for 3h; Heating;	A 11% B 23%
With hydrogenchloride In acetic acid for 2h; Heating;	A 11% B 23%

: 67-66-3
chloroform

: 14026-00-7, 33179-23-6, 122330-89-6, 122330-90-9
6β-chloro-3α,5α-cyclo-cholestane

: 910-31-6
cholesteryl chloride

: 57-88-5
cholesterol

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With phosphorus pentachloride
With thionyl chloride
With trichlorophosphate

: 78425-50-0
3β-chloro-6β-hydroxy-5α-cholestane

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With pyridine; trichlorophosphate

: 3381-57-5, 35868-81-6
3α,5α-cyclo-cholest-6-ene

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With hydrogenchloride; acetone
With hydrogenchloride; acetone

: 5337-45-1
3β-chloro-5.6β-dibromo-5α-cholestane

: 141-52-6
sodium ethanolate

: 910-31-6
cholesteryl chloride

: 13095-30-2
3β-chloro-5,6α-epoxy-5α-cholestane

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With aluminum oxide; silver nitrate In diethyl ether Ambient temperature; Yield given;

: 5337-45-1
3β-chloro-5.6β-dibromo-5α-cholestane

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With sodium tetrahydroborate; nickel dichloride In N,N-dimethyl-formamide for 0.25h; Yield given;

: 7719-09-7
thionyl chloride

: 57-88-5
cholesterol

: 910-31-6
cholesteryl chloride

: 57-88-5
cholesterol

PCl5 (2 mol): PCl5 (2 mol)

A: 910-31-6
cholesteryl chloride

B: 3.3-dichloro-cholestene-(5)

...Expand

3α.5-cyclo-5α-cholestanol-(6α): 3α.5-cyclo-5α-cholestanol-(6α)

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride; acetic acid

3α.5-cyclo-5α-cholestanol-(6β): 3α.5-cyclo-5α-cholestanol-(6β)

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride; acetic acid

6β-methoxy-3α.5-cyclo-5α-cholestane: 6β-methoxy-3α.5-cyclo-5α-cholestane

: 910-31-6
cholesteryl chloride

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride; acetic acid

O-chloroformyl-cholesterol: O-chloroformyl-cholesterol

: 910-31-6
cholesteryl chloride

: 5337-45-1
3β-chloro-5.6β-dibromo-5α-cholestane

aqueous KOH: aqueous KOH

: 910-31-6
cholesteryl chloride

: 910-31-6
cholesteryl chloride

: 570-74-1
cholest-5-ene

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; isopropyl alcohol In tetrahydrofuran for 3h; Ambient temperature;	99%
With sodium In tetrahydrofuran; tert-butyl alcohol for 24h; Inert atmosphere; Reflux;	84%
With potassium Sodium; tert-butyl alcohol; Tris(3,6-dioxaheptyl)amine In tetrahydrofuran Ambient temperature; var. cat.: 18-crown-6;	81%

: 910-31-6
cholesteryl chloride

: 55105-71-0
3β-chlorocholest-5-en-7-one

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; [copper(II)(salqu)] In acetonitrile at 70℃;	99%
With tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene; magnesium acetate tetrahydrate In decane; butyl butyrate at 0℃; for 6h; regioselective reaction;	85%
With potassium dichromate; 1-hydroxy-pyrrolidine-2,5-dione; acetic acid In acetone at 40℃; for 18h; Inert atmosphere;	78%

: 910-31-6
cholesteryl chloride

: (3S,8S,9S,10R,13R,14S,17R)-5,6-dibromo-3-chloro-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthrene

Conditions

Conditions	Yield
With bromine In tetrachloromethane at -20 - 20℃;	99%
With bromine In tetrachloromethane at 0 - 20℃; for 12.1667h;

: 910-31-6
cholesteryl chloride

: 1474-58-4
3β-chloro-5α-cholestane

Conditions

Conditions	Yield
With hydrogen; palladium diacetate In ethanol at 20℃;	95%
With 10% palladium on carbon; hydrogen In diethyl ether for 4h;	94%
With diethyl ether; ethanol; platinum Hydrogenation;

: 910-31-6
cholesteryl chloride

: 13095-30-2, 13095-33-5, 68521-96-0, 115728-82-0, 142923-80-6
3β-chloro-5,6-epoxycholestane

Conditions

Conditions	Yield
With Rf2Bimpy; oxygen; isobutyraldehyde; ruthenium trichloride In chlorobenzene; acetone at 40℃; under 760 Torr; for 2.5h;	94%
With perfluoro-cis-2-n-butyl-3-n-propyloxaziridine In chloroform at -10℃; for 0.5h;	92%
With methyl hexanoate; CpLIP2 Y179F (ipase/acyltransferase) from Candida parapsilosis; dihydrogen peroxide In aq. phosphate buffer; water at 20℃; pH=6.5; Enzymatic reaction;	59%

: 910-31-6
cholesteryl chloride

: 13095-30-2
3β-chloro-5,6α-epoxy-5α-cholestane

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform at 20℃; for 27.5h; Epoxidation;	92%

: 910-31-6
cholesteryl chloride

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 4351-55-7
cholesteryl formate

Conditions

Conditions	Yield
With silver tetrafluoroborate In nitromethane at 40℃; for 12h;	92%

: 910-31-6
cholesteryl chloride

: 5337-45-1
3β-chloro-5.6β-dibromo-5α-cholestane

Conditions

Conditions	Yield
With tetraethylammonium bromide In dichloromethane at 20℃; for 0.5h; Electrochemical reaction;	91%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: 910-31-6
cholesteryl chloride

: 274-07-7
benzo[1,3,2]dioxaborole

: 2-((3S,6S,8R,9S,10S,13R,14S,17R)-3-chloro-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
Stage #1: cholesteryl chloride; benzo[1,3,2]dioxaborole at 100℃; for 16h; Inert atmosphere; Schlenk technique; Stage #2: 2,3-dimethyl-2,3-butane diol With triethylamine In dichloromethane at 0℃; Inert atmosphere; Schlenk technique;	86%

...Expand

: 910-31-6
cholesteryl chloride

: 64-19-7
acetic acid

: 604-35-3
Cholesteryl acetate

Conditions

Conditions	Yield
With zinc for 1h; Heating;	85%

: 910-31-6
cholesteryl chloride

: 1433-82-5
3β-azido-cholest-5-ene

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 100℃;	83%
With trimethylsilylazide; tin(IV) chloride In dichloromethane at -20 - 22℃; for 3h; Inert atmosphere;	50%

: 64-17-5
ethanol

: 910-31-6
cholesteryl chloride

: 986-19-6
3-ethylcholesterol

Conditions

Conditions	Yield
With zinc(II) chloride In toluene at 77℃; for 20h;	80%

: 910-31-6
cholesteryl chloride

: 3β-chloro-5-iodo-5α-cholestan-6-one

Conditions

Conditions	Yield
With pyridine; silver(I) chromate; iodine In dichloromethane 1.) 0 deg C, 20 min, 2.) room temperature, 1 h.;	78%

: 71-23-8
propan-1-ol

: 910-31-6
cholesteryl chloride

: 10322-02-8
cholesterol propyl ether

Conditions

Conditions	Yield
With zinc(II) chloride In water at 97℃; for 5h;	75%

: 910-31-6
cholesteryl chloride

: 3β-chloro-6-nitrocholest-4-ene

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; sodium nitrite In acetonitrile at 50℃;	74%

: 910-31-6
cholesteryl chloride

: (3S,8S,9S,10R,13R,14S,17R)-3-Chloro-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-6-nitrooxy-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In acetonitrile Heating;	73%

: 67-56-1
methanol

: 910-31-6
cholesteryl chloride

: 1174-92-1
cholesteryl methyl ether

Conditions

Conditions	Yield
With zinc(II) chloride In toluene at 64℃; for 32h;	70%
at 125℃;

: 910-31-6
cholesteryl chloride

: 15505-92-7
3β,5α-dichloro-6β-nitrocholestane

Conditions

Conditions	Yield
With acetyl chloride; sodium nitrite In dichloromethane at 25℃; for 4h; Nitration; Addition;	70%
With chloro-trimethyl-silane; sodium nitrite In dichloromethane; chloroform Ambient temperature;	65%
With potassium acetate; nitrosylchloride In diethyl ether
With nitrosylchloride In tetrachloromethane at 0℃; for 2h;	1.5 g

: 67-56-1
methanol

: 910-31-6
cholesteryl chloride

A: 6β-bromo-3β-chloro-5α-methoxycholestane

B: 5α-bromo-3β-chloro-6β-methoxycholestane

C: 5337-45-1
3β-chloro-5.6β-dibromo-5α-cholestane

Conditions

Conditions	Yield
With tetraethylammonium bromide at 55℃; for 0.5h; Electrochemical reaction;	A n/a B n/a C 66%

...Expand

: 910-31-6
cholesteryl chloride

: 71-36-3
butan-1-ol

: 10322-03-9
n-butyl cholesteryl ether

Conditions

Conditions	Yield
With zinc(II) chloride In water at 100℃; for 4h;	65%

Cholesteryl chloride Specification

The Cholesteryl chloride with CAS registry number of 910-31-6 is also called 3b-Chlorocholest-5-ene. The IUPAC name is (3β)-3-chlorocholest-5-ene. Its EINECS registry number is 213-004-4. In addition, the molecular formula is C₂₇H₄₅Cl and the molecular weight is 405.10. It is a kind of white to off-white crystalline powder and belongs to the classes of Steroids and Organics. What's more, it should be stored in a cool and dry place.

Physical properties about Cholesteryl chloride are: (1)ACD/LogP: 11.48; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 11.48; (4)ACD/LogD (pH 7.4): 11.48; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 10000000; (8)ACD/KOC (pH 7.4): 10000000; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 0 Å²; (11)Index of Refraction: 1.52; (12)Molar Refractivity: 123.27 cm³; (13)Molar Volume: 405.4 cm³; (14)Polarizability: 48.86 ×10^-24cm³; (15)Surface Tension: 36.2 dyne/cm; (16)Density: 0.99 g/cm³; (17)Flash Point: 249.6 °C; (18)Enthalpy of Vaporization: 71.44 kJ/mol; (19)Boiling Point: 478.6 °C at 760 mmHg; (20)Vapour Pressure: 7.34E-09 mmHg at 25°C.

Uses of Cholesteryl chloride: it can be used as a component of the liquid crystals. And it can be used with cholesteryl nonanoate, cholesteryl benzoate, and/or cholesteryl oleyl carbonate in some thermochromic liquid crystals. What's more, it can be used in some hair colors, make-ups, and some other cosmetic preparations.

When you are using this chemical, please be cautious about it as the following:
During using it, you should avoid contact with skin and eyes and should not breathe dust. Although it is slightly harmful to the water, but you can not let a large number of this products contact with the groundwater, the waterway or sewage system. If without government permission, you can not put this material into surroundings.

You can still convert the following datas into molecular structure:
(1)SMILES: Cl[C@@H]4C/C3=C/C[C@@H]1[C@H](CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CCCC(C)C)C)[C@@]3(C)CC4
(2)InChI: InChI=1/C27H45Cl/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
(3)InChIKey: OTVRYZXVVMZHHW-DPAQBDIFBD

Product Name

Cholesteryl chloride

Synthetic route

Cholesteryl chloride Specification

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