3-CARENE supplier | CasNO.13466-78-9

Name
3-CARENE
EINECS
CAS No. 13466-78-9
Article Data14
CAS DataBase
Density 0.857 g/mL at 25oC(lit.)
Solubility
Melting Point 25°C
Formula C10H16
Boiling Point 168-169oC705 mm Hg(lit.)
Molecular Weight 136.237
Flash Point 115 °F
Transport Information
Appearance
Safety Mildly toxic by ingestion. A skin irritant. When heated to decomposition it emits acrid smoke and fumes.
Risk Codes R10;R38;R43;R52/53;
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Carene(8CI); (?à)-3-Carene; (?à)-D3-Carene; D3-Carene
PSA 0.00000
LogP 2.99870

Synthetic route

: 3479-89-8
3,7,7-trimethyl-cyclohepta-1,3,5-triene

A: 2158-55-6
1,1,4-trimethylcycloheptane

B: 554-61-0
2-carene

C: 7348-54-1
1,5,5-trimethylcycloheptene

D: 4755-36-6
1,4,4-trimethylcycloheptene

E: 554-59-6
carane

F: 13466-78-9
3-carene

Conditions

Conditions	Yield
With hydrogen; platinum In hexane at 20 - 22℃; Product distribution; various amounts of hydrogen;	A 59% B 0.7% C 27.1% D 9.4% E 1.8% F 1.4%

...Expand

: 554-61-0
2-carene

A: 99-86-5
1-methyl-4-isopropyl-1,3-cyclohexadiene

B: 99-87-6
4-methylisopropylbenzene

C: 586-63-0
isoterpinolene

D: 13466-78-9
3-carene

Conditions

Conditions	Yield
thionin-supported zeolite Na-Y In hexane at 20℃; for 0.5h; Product distribution;	A 25% B 18% C 40% D 10%

...Expand

: 3479-89-8
3,7,7-trimethyl-cyclohepta-1,3,5-triene

A: 2158-55-6
1,1,4-trimethylcycloheptane

B: 7348-54-1
1,5,5-trimethylcycloheptene

C: 4755-36-6
1,4,4-trimethylcycloheptene

D: 13466-78-9
3-carene

Conditions

Conditions	Yield
With hydrogen; platinum In hexane at 20 - 22℃; Yield given. Further byproducts given;
With hydrogen; platinum In hexane at 20 - 22℃; Yield given. Further byproducts given. Title compound not separated from byproducts;

...Expand

: 15103-32-9
4-hydroxymethyl-2-carene

A: 554-61-0
2-carene

B: 100102-73-6
3,4,7,7-tetramethyl-1,3,5-cycloheptatriene

C: 103200-82-4, 106007-94-7
4-methyl-3(10),4-caradiene

D: 13466-78-9
3-carene

Conditions

Conditions	Yield
With potassium hydroxide at 250℃; Product distribution;	A 2.6 % Chromat. B 28.6 % Chromat. C 11.9 % Chromat. D 3.5 % Chromat.
With potassium hydroxide at 250℃;	A 2.6 % Chromat. B 28.6 % Chromat. C 11.9 % Chromat. D 3.5 % Chromat.

...Expand

: 936-91-4, 936-92-5, 2225-98-1, 21218-11-1, 35671-18-2
α-3,4-Epoxycarane

A: 2517-19-3
3-caren-10-ol

B: 3479-89-8
3,7,7-trimethyl-cyclohepta-1,3,5-triene

C: 86361-47-9, 104048-19-3
cara-3(10),4-diene

D: 13466-78-9
3-carene

Conditions

Conditions	Yield
rhenium(VII) oxide on aluminum oxide at 150℃; for 1h; Product distribution; in sealed tube, other catalysts and reaction time tested;	A 6.2 % Chromat. B 8.8 % Chromat. C 6.0 % Chromat. D 6.2 % Chromat.

...Expand

: 13466-78-9
3-carene

: 2225-98-1
3,4-epoxycarane

Conditions

Conditions	Yield
With disodium hydrogenphosphate; 1,1,1,3',3',3'-hexafluoro-propanol; dihydrogen peroxide at 20℃; for 21h;	98%
With 1-methyl-1H-imidazole; 3-Methylpyrazole; dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane at 10℃; for 4h;	94%
With sodium dihydrogenphosphate; phosphoric acid; dihydrogen peroxide; methyl tri-n-octyl ammonium hydrogen sulfate; sodium tungstate; sodium sulfate In toluene at 70℃; for 4h;	88%

: 62925-73-9
C6H4N2O4S3

: 13466-78-9
3-carene

: 131843-17-9
C16H20N2O4S3

Conditions

Conditions	Yield
In diethyl ether for 5h; Ambient temperature;	92%

: 13466-78-9
3-carene

: 554-59-6
carane

Conditions

Conditions	Yield
With nickel(II) bis(octanoate); hydrogen; 1,4-bis(2,6-diisopropylphenyl)-2,3-dimethyl-1,4-diazabuta-1,3-diene; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In benzene-d6 at 50℃; under 3040.2 Torr; for 12h; Reagent/catalyst;	90%
With hydrogen; platinum In ethanol

: 53724-68-8
1-phenyl-5-tetrazolyl sulfenyl chlorides

: 13466-78-9
3-carene

: 3-chloro-4-(1-phenyltetrazolylthio)carane

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at -20 - 20℃; for 3h;	88.2%

: 81290-20-2
(trifluoromethyl)trimethylsilane

: 13466-78-9
3-carene

: 8,8-difluoro-1,4,4-trimethyltricyclo[5.1.0.03,5]octane

Conditions

Conditions	Yield
With sodium iodide In tetrahydrofuran at 120℃; under 6000.6 Torr; for 0.166667h; Inert atmosphere; Flow reactor;	88%

: 13466-78-9
3-carene

: (1R,3S)-1-[3-(2-hydroxyethyl)-2,2-dimethylcyclopropyl]2-propanone

Conditions

Conditions	Yield
Stage #1: 3-carene With oxygen; ozone; acetic acid In dichloromethane at -4 - -2℃; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 3h;	85%

: 13466-78-9
3-carene

: (3S,4S)-3,4-Dichloro-3,7,7-trimethyl-bicyclo[4.1.0]heptane

Conditions

Conditions	Yield
With chloro-trimethyl-silane; tetradecyltrimethylammonium permanganate In dichloromethane at 0 - 3℃; for 1.5h;	84%

: 13466-78-9
3-carene

: Δ3-carene bromohydrin

Conditions

Conditions	Yield
With N-Bromosuccinimide In water; acetone at 10℃;	84%

: 13466-78-9
3-carene

: 936-91-4, 936-92-5, 2225-98-1, 21218-11-1, 35671-18-2
α-3,4-Epoxycarane

Conditions

Conditions	Yield
With diphenylphosphinic anhydride; dihydrogen peroxide; potassium carbonate In tetrahydrofuran at -5℃; for 20h;	80%
With sodium hydroxide; dihydrogen peroxide; N-tosylimidazole In methanol for 3h;	56%

: 13466-78-9
3-carene

: 108-95-2
phenol

: 10-isopropyl-1-methyl-2-oxatricyclo[7.3.1.0.3,8]trideca-3(8),4,6-triene

Conditions

Conditions	Yield
With aluminium(III) phenoxide at 150 - 160℃;	80%

: 67-56-1
methanol

: 13466-78-9
3-carene

A: 3-methoxy-4,7,7-trimethyl-bicyclo[4.1.0]heptane

B: 3-methoxy-3,7,7-trimethyl-bicyclo[4.1.0]heptane

Conditions

Conditions	Yield
Stage #1: methanol; 3-carene With mercury(II) diacetate at 0℃; Stage #2: With sodium In methanol at 0℃;	A n/a B 80%

...Expand

: 13466-78-9
3-carene

: 13124-69-1
4,7,7-trimethylbicyclo[4.1.0]heptan-3-one

Conditions

Conditions	Yield
Stage #1: 3-carene With Acetoxyboran In tetrahydrofuran at 20℃; for 16h; Stage #2: With pyridinium chlorochromate In dichloromethane for 1h; Heating;	79%

: 13466-78-9
3-carene

A: 2158-55-6
1,1,4-trimethylcycloheptane

B: 6069-98-3
cis-1-isopropyl-4-methyl-cyclohexane

: 6070-00-4, 6070-01-5, 13837-66-6, 13837-67-7, 16580-24-8, 17066-65-8, 17066-66-9
trans-m-menthane

: 6070-00-4, 6070-01-5, 13837-66-6, 13837-67-7, 16580-24-8, 17066-65-8, 17066-66-9
cis-m-menthane

Conditions

Conditions	Yield
With hydrogen; Cu + 6percent LiOH on aluminum γ-oxide at 260℃; under 11400 Torr; Further byproducts given. Yields of byproduct given;	A 78% B n/a C n/a D n/a

...Expand

: 13466-78-9
3-carene

: 74-95-3
1,2-dibromomethane

: 35266-89-8
1,4,4-trimethyltricyclo<5.1.0.03,5>octane

Conditions

Conditions	Yield
With acetyl chloride; copper(l) chloride; zinc In diethyl ether Heating;	76%

: 13466-78-9
3-carene

: cis-3,7,7-trimethylbicyclo[4.1.0]heptane-3,4-diol

Conditions

Conditions	Yield
With potassium hydroxide; tetradecyltrimethylammonium permanganate In dichloromethane; tert-butyl alcohol at 30℃; for 1h;	71%

: 13466-78-9
3-carene

A: 4-hydroxy-3-hydroperoxycarene

B: 57526-47-3
carane-3,4-diol

Conditions

Conditions	Yield
With dihydrogen peroxide; magnesium sulfate; tert-butyl alcohol; tungsten boride In water at 25 - 40℃; for 25.5h;	A 70.4% B 21.7%

: 13466-78-9
3-carene

: 32543-81-0
1-((1R,3S,5S)-6,6-dimethylbicyclo[3.1.0]hexan-3-yl)ethan-1-one

Conditions

Conditions	Yield
With thallium(III) nitrate In methanol Ambient temperature;	70%
With thallium(III) nitrate In methanol Ambient temperature;	70%

: 13466-78-9
3-carene

: 57526-47-3
carane-3,4-diol

Conditions

Conditions	Yield
With dihydrogen peroxide; tert-butyl alcohol; tungsten In water at 25℃; for 25.5h;	70%
With formic acid; dihydrogen peroxide hydroxylation;
With osmium(VIII) oxide In dichloromethane
Multi-step reaction with 2 steps 1: MCPA / H2O 2: H2SO4; water View Scheme

: 13466-78-9
3-carene

A: 2225-98-1
3,4-epoxycarane

B: 2,2-dimethyl cyclohepta-3,5-diene-1-one

Conditions

Conditions	Yield
With cobalt dichloride; oxygen; 2-ethoxycarbonyl-1-cyclopentanone In acetonitrile for 40h;	A n/a B 68%
With cobalt dichloride; oxygen; isobutyraldehyde In acetonitrile	A 47% B 35%

: 13292-87-0
dimethyl sulfide borane

: 13466-78-9
3-carene

: B-methoxydiisocaranylborane

Conditions

Conditions	Yield
In tetrahydrofuran (N2), BH3*SMe2 in THF cooled to 0°C in ice bath, carene added dropwise with stirring, maintained at 0°C for 20 h with stirring; crystals washed with ice-cold Et2O, solid taken up in THF, MeOH added dropwise at 0°C, mixture stirred at 0°C for 2 h, slowly warmed to room temp., stirred at 25°C for 1 h, solvent removed under vac.;	68%

: 13466-78-9
3-carene

: 67670-71-7, 67670-72-8, 6617-34-1
(+/-)-Car-3-ene-2,5-dione

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; oxygen In acetonitrile at 70℃; for 2h; Green chemistry;	61.2%
With tert.-butylhydroperoxide; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; water at 20℃; for 24h; Sealed tube; regioselective reaction;	60%
With tert.-butylhydroperoxide; sodium hydrogencarbonate; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at -30 - 20℃; for 6h;	35%

: 13466-78-9
3-carene

: 99265-61-9
2-(2,2-dimethyl-3-(2-oxopropyl)cyclopropyl)acetic acid

Conditions

Conditions	Yield
With sodium periodate; ruthenium(III) trichloride hydrate In water; tert-butyl alcohol at 35 - 55℃; for 3.5h;	59%
With sodium periodate; rhodium(III) chloride hydrate In water; tert-butyl alcohol at 35 - 55℃; for 3.5h; Inert atmosphere;	59%
With sodium periodate; rhodium(III) chloride hydrate In water; tert-butyl alcohol at 45 - 55℃; for 3.5h; Temperature;

: palladium dichloride

: 13466-78-9
3-carene

: 89606-45-1
Pd2Cl2(C10H15)2

Conditions

Conditions	Yield
With potassium acetate In acetic acid equimolar amts., 55-60°C, 4 h;	50%

: 13466-78-9
3-carene

: 2,2-dimethyl cyclohepta-3,5-diene-1-one

Conditions

Conditions	Yield
With oxygen; isobutyraldehyde; (MeO2CCH(Bn)N=CH(C6H4O)-o)2Co In acetonitrile at 25℃;	48%

: 13466-78-9
3-carene

A: 1856-74-2
3-acetyl-6,6-dimethylbicyclo<3.1.0>hexane

: 94450-61-0
2α-Bromo-3β-hydroxy-3,7,7-trimethylbicyclo<4.1.0>heptane

Conditions

Conditions	Yield
With N-Bromosuccinimide; N,N-dimethyl-formamide at 70℃; for 10h;	A 25% B 40%

: 13466-78-9
3-carene

: C10H16O2

Conditions

Conditions	Yield
With potassium permanganate; water In acetone at 5℃; for 12h; Temperature;	40%

: 13466-78-9
3-carene

: 2158-55-6
1,1,4-trimethylcycloheptane

Conditions

Conditions	Yield
With hydrogen; platinum on activated charcoal at 70℃; Product distribution; other temperature; other catalyst;	37%

: 64-19-7
acetic acid

: 13466-78-9
3-carene

: 13837-89-3
C12H18O2

Conditions

Conditions	Yield
With 2-[(phenylmethyl) thio]-5-methyl-1,3,4-thiadiazole; palladium diacetate; triethylamine; p-benzoquinone at 40℃; Inert atmosphere; Green chemistry; regioselective reaction;	32%

3-CARENE Chemical Properties

MF: C₁₀H₁₆
MW: 136.23
EINECS: 236-719-3
bp： 168-169 °C705 mm Hg(lit.)
density： 0.857 g/mL at 25 °C(lit.)
FEMA： 3821
refractive index ： n20/D 1.474(lit.)
Fp： 115 °F
storage temp.： Flammables area
Merck： 1836
The structure of 3-CARENE is:

3-CARENE Toxicity Data With Reference

1.		skn-rbt 500 mg/24H		FCTXAV Food and Cosmetics Toxicology. 11 (1973),1053.
2.		orl-rat LD50:4800 mg/kg		FCTXAV Food and Cosmetics Toxicology. 11 (1973),1053.

3-CARENE Consensus Reports

3-CARENE is reported in EPA TSCA Inventory.

3-CARENE Safety Profile

Hazard Codes： Xi,N
RIDADR： UN 2319 3/PG 3
WGK Germany： 2
RTECS： FH8400000
HazardClass： 3.2
PackingGroup： III
Mildly toxic by ingestion. A skin irritant. When heated to decomposition it emits acrid smoke and fumes.

3-CARENE Standards and Recommendations

ACGIH TLV: TWA 20 ppm (sensitizer); Not Classifiable as a Human Carcinogen

3-CARENE Specification

1、Fire Fighting Measures of 3-CARENE
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Flammable liquid and vapor.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
2、Handling and Storage of 3-CARENE
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container. Flammables-area.

Product Name

3-CARENE

Synthetic route

3-CARENE Chemical Properties

3-CARENE Toxicity Data With Reference

3-CARENE Consensus Reports

3-CARENE Safety Profile

3-CARENE Standards and Recommendations

3-CARENE Specification

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