We unleash your business potential by maximize the business innovation.
Send EmailName | DL-Limonene |
Synonyms | dipentene DL-Limonene Cyclohexene, 1-methyl-4-(1-methylethenyl)- (4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexene |
CAS | 138-86-3 555-08-8 7705-14-8 8022-90-0 8050-32-6 |
EINECS | 231-732-0 |
InChI | InChI=1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m1/s1 |
Molecular Formula | C10H16 |
Density | 0.834g/cm3 |
Melting Point | -97℃ |
Boling Point | 175.4°C at 760 mmHg |
Flash Point | 42.8°C |
Water Solubility | <1 g/100mL |
Vapor Presure | 1.54mmHg at 25°C |
Refractive Index | 1.467 |
Hazard Symbols | Xi - Irritant N - Dangerous for the environment |
Risk Codes | R10 - Flammable R38 - Irritating to the skin R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S24 - Avoid contact with skin. S37 - Wear suitable gloves. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN 2052 |
There are two kinds of isomers of the right and the left. Found in a variety of essential oils, especially lemon oil, orange seed oil, tarsaria oil, rose oil, bergamot oil. It is a colorless flammable liquid at room temperature and has a good smell of lemon.
Preparation Method
This product is widely found in natural plant essential oils. Among them, the main ones containing dextrose are orange oil, lemon oil, orange oil, camphor white oil and so on. Containing levorotatory body of peppermint oil and so on. Containing racemate of neroli oil, Fir Oil and camphor white oil. In the manufacture of this product, respectively from the above essential oils for fractionation, can also be extracted from the general essential oil terpene, or in the process of processing camphor oil and synthetic camphor, as a by-product. The resulting dipentene was purified by distillation to obtain rostoene. Turpentine oil is used as the raw material, and a-pinene is cut out by fractionation, which is obtained by isomerization to produce pinene and then fractionation. The by-product of camphene is dipentene. In addition, dipentene can also be produced by hydration of turpentine to terpineol.
Use
used as a solvent for enamel, false paint, various oleoresin, resin wax, Metal Drier; Used in the manufacture of synthetic resin; As a perfume to prepare orange flower oil and orange oil, can also be made into a substitute for lemon essential oil; Can also be synthesized carvone and so on. Used as oil dispersants, rubber additives, wetting agents.
Safety
Name | DL-Limonene |
Synonyms | dipentene DL-Limonene Cyclohexene, 1-methyl-4-(1-methylethenyl)- (4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexene |
CAS | 138-86-3 555-08-8 7705-14-8 8022-90-0 8050-32-6 |
EINECS | 231-732-0 |
InChI | InChI=1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m1/s1 |
Molecular Formula | C10H16 |
Density | 0.834g/cm3 |
Melting Point | -97℃ |
Boling Point | 175.4°C at 760 mmHg |
Flash Point | 42.8°C |
Water Solubility | <1 g/100mL |
Vapor Presure | 1.54mmHg at 25°C |
Refractive Index | 1.467 |
Hazard Symbols | Xi - Irritant N - Dangerous for the environment |
Risk Codes | R10 - Flammable R38 - Irritating to the skin R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S24 - Avoid contact with skin. S37 - Wear suitable gloves. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN 2052 |
There are two kinds of isomers of the right and the left. Found in a variety of essential oils, especially lemon oil, orange seed oil, tarsaria oil, rose oil, bergamot oil. It is a colorless flammable liquid at room temperature and has a good smell of lemon.
Preparation Method
This product is widely found in natural plant essential oils. Among them, the main ones containing dextrose are orange oil, lemon oil, orange oil, camphor white oil and so on. Containing levorotatory body of peppermint oil and so on. Containing racemate of neroli oil, Fir Oil and camphor white oil. In the manufacture of this product, respectively from the above essential oils for fractionation, can also be extracted from the general essential oil terpene, or in the process of processing camphor oil and synthetic camphor, as a by-product. The resulting dipentene was purified by distillation to obtain rostoene. Turpentine oil is used as the raw material, and a-pinene is cut out by fractionation, which is obtained by isomerization to produce pinene and then fractionation. The by-product of camphene is dipentene. In addition, dipentene can also be produced by hydration of turpentine to terpineol.
Use
used as a solvent for enamel, false paint, various oleoresin, resin wax, Metal Drier; Used in the manufacture of synthetic resin; As a perfume to prepare orange flower oil and orange oil, can also be made into a substitute for lemon essential oil; Can also be synthesized carvone and so on. Used as oil dispersants, rubber additives, wetting agents.
Safety
Name | (+)-Limonene |
Synonyms | (+)-limonen (+)-Limonene (+)-Dipentene (gamma)-Carvene (4R)-(+)-limonene (r)-(+)-p-mentha-8-diene (+)-4-isopropenyl-1-methylcyclohexene (+)-1,8-p-menthadiene,(R)-(+)-limonene (R)-1-methyl-4-(1-methylethenyl)cyclohexene (R)-(+)-1-methyl-4-(1-methylethenyl)cyclohexene |
CAS | 5989-27-5 |
EINECS | 227-813-5 |
InChI | InChI=1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1 |
Molecular Formula | C10H16 |
Molar Mass | 136.23 |
Density | 0.842g/mLat 20°C(lit.) |
Melting Point | -75--73°C |
Boling Point | 176-177°C(lit.) |
Specific Rotation(α) | 112o (10% IN ETHANOL) |
Flash Point | 119°F |
JECFA Number | 1326 |
Water Solubility | Miscible with alcohol,chloroform,ether and carbondisulfide.Immiscible with water. |
Solubility | water: insoluble |
Vapor Presure | 1 mm Hg ( 20 °C) |
Vapor Density | 4.7 (vs air) |
Appearance | morphology neat |
Specific Gravity | 0.842 (20/4℃) |
Color | Colorless to Almost colorless |
Merck | 14,5493 |
BRN | 2204754 |
Storage Condition | Store below +30°C. |
Stability | Stable. Flammable. Incompatible with strong oxidizing agents. |
Explosive Limit | 0.7-6.1%(V) |
Refractive Index | n20/D 1.473(lit.) |
Physical and Chemical Properties | Chemical properties colorless oily liquid. Pleasant fresh orange aroma, should be free of camphor and terpene smell. Under the influence of air and moisture, it can automatically oxidize into parsley oil terpene ketone and parsley oil terpene alcohol, which leads to deterioration. Boiling point 177 ℃, flash point 46 ℃. Miscible in ethanol and most non-volatile oils; Slightly soluble in glycerin, insoluble in water and propylene glycol. Natural products are found in more than 300 kinds of essential oils, especially citrus essential oils, such as orange oil (about 90%), lemon oil, orange oil, white lemon oil, pomelo oil, green lemon oil, neroli oil, orange leaf oil, olive balm, parsley oil (about 40%), dill oil, fennel oil, celery oil (about 60%), etc. |
Use | Uses GB 2760-1996 provides for the permitted use of flavorants. Mainly used in the preparation of lemon, citrus and spices flavor. |
Risk Codes | R10 - Flammable R38 - Irritating to the skin R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R65 - Harmful: May cause lung damage if swallowed |
Safety Description | S24 - Avoid contact with skin. S37 - Wear suitable gloves. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | UN 2052 3/PG 3 |
WGK Germany | 2 |
RTECS | GW6360000 |
FLUKA BRAND F CODES | 8-10-23 |
TSCA | Yes |
HS Code | 2902 19 00 |
Hazard Class | 3 |
Packing Group | III |
Toxicity | LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit > 2000 mg/kg |
Raw Materials | Neroli oil Eucalyptus Citriodara Oil |
Downstream Products | p-Cymene L(-)-Carvone (+)-DIHYDROCARVONE (-)-CARVEOL 2,6-DIMETHYL-2,4,6-OCTATRIENE 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (5R)- (1R-TRANS) 1-METHYL-4-(1-METHYLETHENYL)-2-CYCLOHEXENE-1-OL (+)-LIMONENE OXIDE 97% MIXTURE OF CIS& (+)-(1S,4R)-P-MENTHA-2,8-DIEN-1-OL 2-(4-methylidenecyclohexyl)prop-2-en-1-ol 1-methylene-4-(1-methylvinyl)cyclohexane 6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)- 2,6,6-TRIMETHYL-2,4-CYCLOHEPTADIEN-1-ONE 1-METHYL-4-(2-METHYLOXIRANYL)-7-OXABICYCLO[4.1.0]HEPTANE |
content analysis
Gas-liquid chromatography analysis with polar columns in the GT-10. Conditions: stainless steel column length 300cm × 3cm; The column filler base material is polyethylene glycol 20M,10% weight, and the solid carrier is 10~20 mesh. Diatomite treated with hot alkali is silicified and pickled. Its average free falling density is 0.2g/cm3, and its particle size is 80~100 mesh. Carrier gas, helium flow rate 30 ml/min. Detector, thermal conductivity cell. Column temperature, 100~225 ℃,4 ℃/min. Sample injection volume, 0.2 μl. The content is then calculated by peak area.
Toxicity
GRAS(FEMA;FDA & sect;182.60,2000).
ADI does not make special regulations (FAO/WHO,1994).
LD50 4400 mg/kg (rat, oral).
use limited
FEMA(mg/kg): soft drink 31; Cold drink 68; Candy 49; Baked food 120; Pudding 48~400; Gum candy 2300.
production method
Fractionates the first product from natural essential oils (such as orange oil) containing d-taro. Add metal sodium and steam again, this is crude. It is brominated into tetrabromotaronene, and then reduced in the ethanol solution containing zinc powder to obtain a pure product.
Nature
vapor density | 4.7 (vs air) |
Vapor pressure | 1mm Hg ( 20 °C) |
FEMA | 2633 | D-LIMONENE |
refractive index | n20/D 1.473(lit.) |
flash point | 119 °F |
storage conditions | Store below +30°C. |
solubility | water: insoluble |
morphology | neat |
Specific gravity | 0.842 (20/4℃) |
explosion limit value (explosive limit) | 0.7-6.1%(V) |
optical activity (optical activity) | [α]20/D +120°, neat |
water solubility | Miscible with alcohol,chloroform,ether and carbondisulfide.Immiscible with water. |
Merck | 14,5493 |
JECFA Number | 1326 |
BRN | 2204754 |
stability | Stable. Flammable. Incompatible with strong oxidizing agents. |
(IARC) Carcinogen Classification | 3 (Vol. 56, 73) 1999 |
EPA chemical information | D-Limonene (5989-27-5) |
Security information
WGK Germany | 2 |
RTECS number | GW6360000 |
F | 8-10-23 |
auto-ignition temperature | 255 °C |
TSCA | Yes |
customs code | 2902 19 00 |
HazardClass | 3 |
PackingGroup | III |
Toxicity | LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit > 2000 mg/kg |
Reference Information
FEMA | 2633 | D-LIMONENE |
LogP | 4.38 at 25℃ |
(IARC) carcinogen classification | 3 (Vol. 56, 73) 1999 |
content analysis | gas-liquid chromatography analysis was performed using a polar column in GT-10. Conditions: The length of stainless steel column is 300cm × 3cm; The base material of column packing is polyethylene glycol 20m, 10% by weight, and the solid carrier is diatomite of 10-20 mesh after being treated by hot alkali, silicified and acid washed; the average free falling product density of 0.2g/cm3, particle size 80~100 mesh; Carrier gas, helium flow 30 ml/min. Detector, thermal conductivity cell. Column temperature, 100~225 C, 4 c/min. Injection volume, 0.2 μL. The content was then calculated as peak area. |
toxicity | GRAS(FEMA;FDA § 182.60,2000). ADI is not specified (FAO/WHO,1994). LD50 4400 mg/kg (rat, oral). |
usage limit | FEMA(mg/kg): soft drinks 31; Cold drinks 68; Candy 49; Baked goods 120; pudding 48-400; Gum 2300. |
Use | GB 2760-1996 specifies the permitted use of flavorants. Mainly used in the preparation of lemon, citrus and spices flavor. |
production method | the primary product is fractionated from natural essential oils (such as orange oil) containing d-arosene. After adding metal sodium, resteam once. This is crude product. After bromination into tetrabromoiene, and then zinc powder containing ethanol in the reduction to obtain pure product. |
spontaneous combustion temperature | 255°C |