CAS No.5989-27-5,D-Limonene Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	5989-27-5
Name:	D-Limonene
Article Data:	46

Formula:	C₁₀H₁₆
Molecular Weight:	136.237
Synonyms:	Cyclohexene,1-methyl-4-(1-methylethenyl)-, (R)-;p-Mentha-1,8-diene, (R)-(+)- (8CI);(+)-(4R)-Limonene;(+)-(R)-Limonene;(+)-Dipentene;(+)-Limonene;(+)-p-Mentha-1,8-diene;(+)-a-Limonene;(4R)-(+)-Limonene;(4R)-1-Methyl-4-(1-methylethenyl)cyclohexene;(4R)-Limonene;D-(+)-Limonene;(R)-p-Mentha-1,8-diene;(R)-(+)-Limonene;
EINECS:	227-813-5
Density:	0.834 g/cm³
Melting Point:	-75--73 °C
Boiling Point:	175.4 °C at 760 mmHg
Flash Point:	42.8 °C
Solubility:	insoluble in water
Appearance:	Colorless oily liquid
Hazard Symbols:	Xi, N
Risk Codes:	10-38-43-50/53
Safety:	24-37-60-61
Transport Information:	UN 2052 3/PG 3
PSA:	0.00000
LogP:	3.30890

Synthetic route

: Phosphoric acid diethyl ester (R)-5-isopropenyl-2-methyl-cyclohex-1-enyl ester

: 5989-27-5
D-limonene

Conditions

Conditions	Yield
With ammonia; lithium	80%

: 308363-12-4
L-carveol

: 5989-27-5
D-limonene

Conditions

Conditions	Yield
With 2-nitrobenzenesulfonyl hydrazide; triphenylphosphine; diethylazodicarboxylate In various solvent(s) -30 deg, 1 h; 23 deg C 30 min;	78%

: 2102-58-1
(+)-trans-carveol

: 5989-27-5
D-limonene

Conditions

Conditions	Yield
With triethylsilane; lithium perchlorate In diethyl ether for 16h; Ambient temperature;	68%

: 1-[2-((R)-4-Methyl-cyclohex-3-enyl)-prop-2-ene-1-sulfonyl]-propan-2-one

: 5989-27-5
D-limonene

Conditions

Conditions	Yield
With aluminum amalgam In tetrahydrofuran; water at 20℃; for 4h;	58%

: C16H27BO2

: 5989-27-5
D-limonene

Conditions

Conditions	Yield
With acetic acid at 120℃;	22%

: 7785-70-8
(+)-α-pinene

: 5989-27-5
D-limonene

Conditions

Conditions	Yield
With fired clay at 25℃;
With fired clay; acetic anhydride; acetic acid at 10℃;
With fired clay; acetic anhydride; acetic acid at 25℃;

: 80-56-8, 177698-18-9
Pinene

: 88-89-1
2,4,6-Trinitrophenol

: 71-43-2
benzene

A: 5989-27-5
D-limonene

B: bornyl-picryl ether

C: 79-92-5
(+)-camphene

D: 138-86-3
limonene.

Conditions

Conditions	Yield
at 120℃; d-α-pinene;

...Expand

: 85-52-9
2-Benzoylbenzoic acid

: 7785-70-8
(+)-α-pinene

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 5989-27-5
D-limonene

Conditions

Conditions	Yield
at 140℃;

...Expand

: 85-52-9
2-Benzoylbenzoic acid

: 127-91-3
(1R,5R)-(+)-β-pinene

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 5989-27-5
D-limonene

Conditions

Conditions	Yield
at 140℃;

...Expand

: 86851-45-8
(R)-(+)-binaphthol mononeryl ether

A: 586-62-9
Terpinolene

B: 5989-27-5
D-limonene

C: 5989-54-8
(-)-(S)-limonene

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; tri-tert-butylphenol; diisobutylaluminium hydride 2.) 3 h, -130 deg C, CCl3F; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

Raw Materials

60-29-7

80-56-8

85-52-9

Downstream Products

96-08-2

21195-59-5

586-63-0

6153-17-9

536-59-4

1197-07-5

99-87-6

491-09-8

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Specification

The (R)-(+)-Limonene, with CAS registry number of 5989-27-5 is also known as (R)-(+)-Limonene. The systematic name is (4R)-1-Methyl-4-prop-1-en-2-ylcyclohexene. It belongs to product categories of Biochemistry; Monocyclic Monoterpenes; Terpenes; Phenyls & Phenyl-Het. Its EINECS registry number is 227-813-5. In addition, the formula is C₁₀H₁₆ and the molecular weight is 136.23. The (R)-(+)-Limonene is a colorless oily liquid that colorless oily liquid and also may present an immediate or delayed danger to one or more components of the environment.And it is highly flammable. Insoluble in water.

Physical properties about (R)-(+)-Limonene are:
(1)ACD/LogP: 4.45; (2)#Freely Rotating Bonds: 1; (3)Index of Refraction: 1.467; (4)Molar Refractivity: 45.35 cm³; (5)Molar Volume: 163.2 cm³; (6)Surface Tension: 25.8 dyne/cm; (7)Density: 0.834 g/cm³; (8)Flash Point: 42.8 °C; (9)Enthalpy of Vaporization: 39.49 kJ/mol; (10)Boiling Point: 175.4 °C at 760 mmHg; (11)Vapour Pressure: 1.54 mmHg at 25 °C.

Preparation of (R)-(+)-Limonene:
it is prepared by reaction of (2R)-trans-p-mentha-6,8-dien-2-ol. The reaction needs reagents 3M LiClO₄, Et₃SiH and solvent diethyl ether with other condition of ambient temperature for 16 hours. The yield is about 68%.

Uses of (R)-(+)-Limonene:
it is used to produce Preparation of Cyclohexene,1-methyl-4-(1-methylethenyl)-, (4R)- by reaction with phenylsilane. The reaction occurs with catalyst Cp*2YCH(TMS)₂ and solvent benzene with other condition of ambient temperature for 96 hours. The yield is about 61%.

Safety information of (R)-(+)-Limonene:
When you are using (R)-(+)-Limonene, please be cautious about it. As a chemical, it is irritating to skin, flammable and it may cause sensitisation by skin contact. Besides, (R)-(+)-Limonene is very toxic to aquatic organisms that may cause long-term adverse effects in the aquatic environment. During using it, wear suitable gloves. Avoid contact with skin and eyes and avoid release to the environment. After using it, this material and its container must be disposed of as hazardous waste.

You can still convert the following datas into molecular structure:
(1)SMILES:C=C(\[C@H]1C/C=C(/C)CC1)C;
(2)Std. InChI:InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/sl;
(3)Std. InChIKey:XMGQYMWWDOXHJM-JTQLQIEISA-N.

The toxicity data of (R)-(+)-Limonene is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mammal (species unspecified)	LD50	skin	> 5gm/kg (5000mg/kg)		Food and Cosmetics Toxicology. Vol. 12, Pg. 703, 1974.
mouse	LD50	intraperitoneal	600mg/kg (600mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Oyo Yakuri. Pharmacometrics. Vol. 8, Pg. 1439, 1974.
mouse	LD50	oral	5600mg/kg (5600mg/kg)	BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 387, 1975.
mouse	LD50	subcutaneous	3170mg/kg (3170mg/kg)	PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE	Sapporo Igaku Zasshi. Sapporo Medical Journal. Vol. 3, Pg. 73, 1952.
mouse	LDLo	intraduodenal	1gm/kg (1000mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Oyo Yakuri. Pharmacometrics. Vol. 8, Pg. 1439, 1974.
rabbit	LD50	skin	> 5gm/kg (5000mg/kg)		Food and Cosmetics Toxicology. Vol. 13, Pg. 825, 1975.
rat	LD50	intraperitoneal	3600mg/kg (3600mg/kg)	BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 387, 1975.
rat	LD50	intravenous	110mg/kg (110mg/kg)	LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 387, 1975.
rat	LD50	oral	4400mg/kg (4400mg/kg)	BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 387, 1975.
rat	LDLo	subcutaneous	30200mg/kg (30200mg/kg)	BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 387, 1975.