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Limonene, DL-Limonene, D-Limonene, dipentene, 138-86-3, 555-08-8, 7705-14-8, 8022-90-0, 8050-32-6, 5989-27-5

DL-Limonene, dipentene, 138-86-3, 555-08-8, 7705-14-8, 8022-90-0, 8050-32-6

CAS: 138-86-3;555-08-8;7705-14-8;8022-90-0;8050-32-6

Molecular Formula: C10H16

 

Names and Identifiers

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

Physico-chemical Properties

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

Risk and Safety

Hazard Symbols Xi - Irritant
Irritant
N - Dangerous for the environment
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

Nature

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

  • This product is non-toxic.
  • This product is packed in iron or aluminum barrels with a net weight of 170kg or 50kg per barrel. Sealed storage in a cool, ventilated place. Fire Protection, sun protection. According to the general provisions of flammable chemicals storage and transportation.

DL-Limonene, 555-08-8 

DL-Limonene

CAS: 138-86-3;555-08-8;7705-14-8;8022-90-0;8050-32-6

Molecular Formula: C10H16

Names and Identifiers

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

Physico-chemical Properties

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

Risk and Safety

Hazard Symbols Xi - Irritant
Irritant
N - Dangerous for the environment
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

Nature

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

  • This product is non-toxic.
  • This product is packed in iron or aluminum barrels with a net weight of 170kg or 50kg per barrel. Sealed storage in a cool, ventilated place. Fire Protection, sun protection. According to the general provisions of flammable chemicals storage and transportation.

5989-27-5 

(+)-Limonene

CAS: 5989-27-5

Molecular Formula: C10H16

Names and Identifiers

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

Physico-chemical Properties

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 and Safety

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

Upstream Downstream Industry

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

Uses and synthesis methods

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

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