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107-75-5

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107-75-5 Usage

Description

Hydroxycitronellal has an intense, sweet, floral, lily-type odor. It may be prepared by hydration of natural citronellal obtained from Java citronella or from Eucalyptus citriodora; P-pinene is converted to myrcene, which on hydration may yield either linalool or a mixture of geranoil and nerol; the latter mixture can be hydrogenated to citronellol and subsequently converted to citronellal and hydroxycitronellal; also by hydrogenation of 3,7-dimethyl- 7-hydroxy-2-octen-2-al over palladium carbon in ethyl acetate solution.

Chemical Properties

Different sources of media describe the Chemical Properties of 107-75-5 differently. You can refer to the following data:
1. Hydroxycitronellal has a sweet, floral, lily-type odor
2. clear colourless liquid
3. This is a colorless, slightly viscous liquid with a floral odor reminiscent of linden blossom and lily of the valley. Commercially available “hydroxycitronellal” is either optically active or racemic, depending on the starting material used. Hydroxydihydrocitronellal prepared from (+)-citronellal, for example, has a specific relation α20 D +9 to +10°. Hydroxydihydrocitronellal is relatively unstable toward acid and alkali and is, therefore, sometimes converted into more alkali-resistant acetals, particularly its dimethyl acetal. Because of its fine, floral odor, hydroxydihydrocitronellal is used in large quantities in many perfume compositions for creating linden blossom and lily of the valley notes. It is also used in other blossom fragrances such as honeysuckle, lily, and cyclamen.

Occurrence

Reported found in pepper

Uses

Different sources of media describe the Uses of 107-75-5 differently. You can refer to the following data:
1. Hydroxycitronellal is a fragrance for use in various perfumes, antiseptics, insecticides and household products; some perfumery uses (sweet pea Pois De Senteur; gardenia; cherry; melon; mint).
2. 7-Hydroxycitronellal shows fungicide activity the strains of Candida tropicalis.

Preparation

The most important synthetic routes to hydroxydihydrocitronellal are listed as follows. 1) Synthesis from citronellal: One of the oldest routes to hydroxydihydrocitronellal is the hydration of the citronellal bisulfite adduct (obtained at low temperature) with sulfuric acid, followed by decomposition with sodium carbonate. A more recent development is hydration of citronellal enamines or imines, followed by hydrolysis. 2) Synthesis from citronellol. Citronellol is hydrated to 3,7-dimethyloctane-1,7- diol, for example, by reaction with 60% sulfuric acid. The diol is dehydrogenated catalytically in the vapor phase at low pressure to give highly pure hydroxydihydrocitronellal in excellent yield.The process is carried out in the presence of, for example, a copper–zinc catalyst; at atmospheric pressure, noble metal catalysts can also be used. 3) Synthesis from 7-hydroxygeranyl/-neryl dialkylamine: The starting material can be obtained by treatment of myrcene with a dialkylamine in the presence of an alkali dialkylamide, followed by hydration with sulfuric acid. The 7-hydroxygeranyl/-neryl dialkylamine isomerizes to the corresponding 7-hydroxyaldehyde enamine in the presence of a palladium(II)- phosphine complex as catalyst. Hydrolysis of the enamine gives 7-hydroxydihydrocitronellal [151].

Definition

ChEBI: The tertiary alcohol arising from addition of water across the C2C double bond of citronellal.

Taste threshold values

Taste characteristics at 50 ppm: sweet, waxy, green, floral and melon notes.

Flammability and Explosibility

Notclassified

Trade name

Laurinal? (Takasago).

Contact allergens

Hydroxycitronellal is a classical fragrance allergen, found in many products. It is contained in “fragrance mix.” It has to be listed by name in the cosmetics of the EU.

Safety Profile

A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.

Synthesis

By hydration of natural citronellal obtained from Java citronella or from Eucalyptus citriodora; β-pinene is converted to myrcene, which on hydration may yield either linalool or mixture of geranoil and nerol; the latter mixture can be hydrogenated to citronellol and subsequently converted to citronellal and hydroxycitronellal; also by hydrogenation of 3,7-dimethyl-7-hydroxy-2- octen-2-al over palladium carbon in ethyl acetate solution.

Check Digit Verification of cas no

The CAS Registry Mumber 107-75-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 7 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 107-75:
(5*1)+(4*0)+(3*7)+(2*7)+(1*5)=45
45 % 10 = 5
So 107-75-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H20O2/c1-9(6-8-11)5-4-7-10(2,3)12/h8-9,12H,4-7H2,1-3H3/t9-/m0/s1

107-75-5 Well-known Company Product Price

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  • Sigma-Aldrich

  • (66010)  Hydroxycitronellal  analytical standard

  • 107-75-5

  • 66010-1ML

  • 458.64CNY

  • Detail

107-75-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name hydroxycitronellal

1.2 Other means of identification

Product number -
Other names 3,7-Dimethyl-7-hydroxyoctanal

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:107-75-5 SDS

107-75-5Synthetic route

(R)-Citronellal
2385-77-5

(R)-Citronellal

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

Conditions
ConditionsYield
With sodium hydrogensulfite Behandeln des Addukts mit Schwefelsaeure und Behandeln des Reaktionsprodukts mit wss.Natriumcarbonat;
7-hydroxy-3,7-dimethyloctanenitrile
68797-68-2

7-hydroxy-3,7-dimethyloctanenitrile

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

Conditions
ConditionsYield
With acetic acid; zinc; cob(I)alamin Ambient temperature;
methanol
67-56-1

methanol

N-(3,7-dimethyl-1,6-octadienyl)-piperidine
123366-53-0, 1723-79-1

N-(3,7-dimethyl-1,6-octadienyl)-piperidine

A

3,7-dimethyl-oct-6-enal
106-23-0, 26489-02-1

3,7-dimethyl-oct-6-enal

B

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

C

7-methoxy-3,7-dimethyloctanal
3613-30-7

7-methoxy-3,7-dimethyloctanal

Conditions
ConditionsYield
at 25℃; for 3h; Product distribution; in function of quantity of methanol and sulphuric acid;
methanol
67-56-1

methanol

N-(3,7-dimethyl-1,6-octadienyl)-morpholine
42822-94-6

N-(3,7-dimethyl-1,6-octadienyl)-morpholine

A

3,7-dimethyl-oct-6-enal
106-23-0, 26489-02-1

3,7-dimethyl-oct-6-enal

B

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

C

7-methoxy-3,7-dimethyloctanal
3613-30-7

7-methoxy-3,7-dimethyloctanal

Conditions
ConditionsYield
at 25℃; for 3h; Product distribution; in function of quantity of methanol and sulphuric acid;
methanol
67-56-1

methanol

2-(2,6-dimethyl-5-heptenyl)-3-oxazolidineethanol
42822-96-8

2-(2,6-dimethyl-5-heptenyl)-3-oxazolidineethanol

A

3,7-dimethyl-oct-6-enal
106-23-0, 26489-02-1

3,7-dimethyl-oct-6-enal

B

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

C

7-methoxy-3,7-dimethyloctanal
3613-30-7

7-methoxy-3,7-dimethyloctanal

Conditions
ConditionsYield
at 25℃; for 3h; Product distribution; in function of quantity of methanol and sulphuric acid;
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

Conditions
ConditionsYield
With sodium hypochlorite; ruthenium(IV) oxide In tetrachloromethane; water at 60 - 65℃; Yield given;
trans-2-hydroxy-2,3-dihydrocitral
55035-66-0

trans-2-hydroxy-2,3-dihydrocitral

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

Conditions
ConditionsYield
With hydrogen; potassium iodide; kieselguhr; nickel In isopropyl alcohol under 112509 Torr; Yield given;
3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium sulfite, 25percent sulfuric acid / H2O / 15 - 20 °C
2: sulfuric acid / H2O / 18 - 20 °C
3: 20percent sodium hydroxide / H2O / 5 - 7 °C
4: H2, potassium iodide / 50percent nickel/kieselguhr / aq. propan-2-ol / 112509 Torr
View Scheme
1-Hydroxy-3,7-dimethyl-6-octen-1,3-disulfonsaeure
72172-53-3

1-Hydroxy-3,7-dimethyl-6-octen-1,3-disulfonsaeure

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / H2O / 18 - 20 °C
2: 20percent sodium hydroxide / H2O / 5 - 7 °C
3: H2, potassium iodide / 50percent nickel/kieselguhr / aq. propan-2-ol / 112509 Torr
View Scheme
C10H20O8S2(2-)*2Na(1+)
128935-79-5

C10H20O8S2(2-)*2Na(1+)

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 20percent sodium hydroxide / H2O / 5 - 7 °C
2: H2, potassium iodide / 50percent nickel/kieselguhr / aq. propan-2-ol / 112509 Torr
View Scheme
2-(2,6-dimethyl-5-heptenyl)-3-oxazolidineethanol
42822-96-8

2-(2,6-dimethyl-5-heptenyl)-3-oxazolidineethanol

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

Conditions
ConditionsYield
With sodium hydroxide In water at 25℃; pH=6.5; Pressure; Temperature; Cooling with ice;
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

(3-carboxypropyl)(triphenyl)phosphonium bromide
17857-14-6

(3-carboxypropyl)(triphenyl)phosphonium bromide

(Z)-11-hydroxy-7,11-dimethyldodec-4-enoic acid

(Z)-11-hydroxy-7,11-dimethyldodec-4-enoic acid

Conditions
ConditionsYield
Stage #1: (3-carboxypropyl)(triphenyl)phosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: 7-hydroxy-3,7-dimethyl-octanal In tetrahydrofuran at 0 - 20℃; for 6h; Wittig Olefination; Inert atmosphere;
99%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

Conditions
ConditionsYield
With trimethylamine-N-oxide; sodium formate; C34H44FeN4O4(2+)*2I(1-) In water at 80℃; for 24h; Inert atmosphere; Schlenk technique;98%
With water; magnesium; cadmium(II) chloride In tetrahydrofuran for 0.25h;95%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

N-(2-adamantyl)amine
13074-39-0

N-(2-adamantyl)amine

8-(adamantan-2-ylimino)-2,6-dimethyloctan-2-ol

8-(adamantan-2-ylimino)-2,6-dimethyloctan-2-ol

Conditions
ConditionsYield
In methanol at 20℃; for 12h;97%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

para-tert-butylphenol
98-54-4

para-tert-butylphenol

C20H32O3

C20H32O3

Conditions
ConditionsYield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; [nickel(II) (4,4'-di-tert-butyl-2,2'-bipyridine)(bromide)2] In ethyl acetate at 20℃; for 24h; Inert atmosphere; Schlenk technique; Irradiation; Glovebox;97%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

5,6-Dimethyl-6-amino-1,3-diazaadamantane
125658-08-4

5,6-Dimethyl-6-amino-1,3-diazaadamantane

8-[(5,7-dimethyl-1,3-diazaadamantan-6-yl)amino]-2,6-dimethyloctan-2-ol

8-[(5,7-dimethyl-1,3-diazaadamantan-6-yl)amino]-2,6-dimethyloctan-2-ol

Conditions
ConditionsYield
Stage #1: 7-hydroxy-3,7-dimethyl-octanal; 5,6-Dimethyl-6-amino-1,3-diazaadamantane In methanol at 20℃; for 3h;
Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 1.5h;
95%
Stage #1: 7-hydroxy-3,7-dimethyl-octanal; 5,6-Dimethyl-6-amino-1,3-diazaadamantane In methanol for 4h;
Stage #2: With sodium tetrahydroborate In methanol for 1.5h;
93%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

1,5-dimethyl-9-oxo-3,7-diazabicyclo-<3.3.1>nonane dihydrochloride

1,5-dimethyl-9-oxo-3,7-diazabicyclo-<3.3.1>nonane dihydrochloride

2-(6-hydroxy-2,6-dimethylheptyl)-5,7-dimethyl-1,3-diazaadamantan-6-one

2-(6-hydroxy-2,6-dimethylheptyl)-5,7-dimethyl-1,3-diazaadamantan-6-one

Conditions
ConditionsYield
With triethylamine In methanol at 20℃;95%
With triethylamine In methanol
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

1-Adamantanamine
768-94-5

1-Adamantanamine

8-(adamantan-1-ylimino)-2,6-dimethyloctan-2-ol

8-(adamantan-1-ylimino)-2,6-dimethyloctan-2-ol

Conditions
ConditionsYield
In methanol at 20℃; for 12h;95%
potassium cyanide

potassium cyanide

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

2,8-dihydroxy-4,8-dimethylnonanenitrile

2,8-dihydroxy-4,8-dimethylnonanenitrile

Conditions
ConditionsYield
With carbon dioxide In ethanol at 20℃; under 760.051 Torr; for 18h; Sealed tube;95%
formaldehyd
50-00-0

formaldehyd

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

3,7-dimethyl-2-methylene-7-hydroxyoctanal
22414-67-1

3,7-dimethyl-2-methylene-7-hydroxyoctanal

Conditions
ConditionsYield
With dibutylamine; hexanoic acid In water at 95℃; for 0.666667h;92%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

hydroxycitronellal oxime

hydroxycitronellal oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 60℃; for 8h;90%
pyrrolidine
123-75-1

pyrrolidine

PHTHALAZINE
253-52-1

PHTHALAZINE

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

C22H33NO

C22H33NO

Conditions
ConditionsYield
With 9,10-dimethyl-9,10-dibora-9,10-dihydroanthracene In tetrahydrofuran at 60℃; for 15h; Inert atmosphere; Glovebox;89%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

5-bromo-2(trifluoromethyl)pyridine
436799-32-5

5-bromo-2(trifluoromethyl)pyridine

7-hydroxy-3,7-dimethyl-1-(6-(trifluoromethyl)pyridin-3-yl)octan-1-one

7-hydroxy-3,7-dimethyl-1-(6-(trifluoromethyl)pyridin-3-yl)octan-1-one

Conditions
ConditionsYield
With Quinuclidine; [nickel(II) (4,4'-di-tert-butyl-2,2'-bipyridine)(bromide)2]; [Ir(C6H2F2-C5H3NCF3)2(4,4′-di-tert-butyl-2,2′-dipyridyl)]; potassium carbonate In 1,4-dioxane at 20℃; for 20h; Inert atmosphere; Sealed tube; Irradiation;87%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

1-carboxy-4-<(7-hydroxy-3,7-dimethyloctylidene)amino>benzene
90058-68-7

1-carboxy-4-<(7-hydroxy-3,7-dimethyloctylidene)amino>benzene

Conditions
ConditionsYield
In benzene Heating;86%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

7-hydroxy-3,7-dimethyloctanenitrile
68797-68-2

7-hydroxy-3,7-dimethyloctanenitrile

Conditions
ConditionsYield
With O-(4-(trifluoromethyl)benzoyl)hydroxylamine; [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid In methanol at 20℃; for 24h;86%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

methyl iodide
74-88-4

methyl iodide

7-methoxy-3,7-dimethyloctanal
3613-30-7

7-methoxy-3,7-dimethyloctanal

Conditions
ConditionsYield
With sodium In benzene for 1h; Heating;85%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

malonic acid
141-82-2

malonic acid

(E)-9-hydroxy-5,9-dimethyl-dec-3-enoic acid
1082301-20-9

(E)-9-hydroxy-5,9-dimethyl-dec-3-enoic acid

Conditions
ConditionsYield
With piperidine; acetic acid In dimethyl sulfoxide at 20 - 100℃; Knoevenagel condensation; Inert atmosphere;85%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

7-hydroxycitronellic acid

7-hydroxycitronellic acid

Conditions
ConditionsYield
With dihydrogen peroxide; 7-(trifluoromethyl)-1,10-ethyleneisoalloxazinium chloride In water; acetonitrile at 85℃; for 18h;85%
With air at 21℃; for 2h;
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

aniline
62-53-3

aniline

4-<(7-hydroxy-3,7-dimethyloctylidene)amino>benzene
90058-71-2

4-<(7-hydroxy-3,7-dimethyloctylidene)amino>benzene

Conditions
ConditionsYield
In benzene Heating;83%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

di-isopropyl azodicarboxylate
2446-83-5

di-isopropyl azodicarboxylate

dipropan-2-yl 1-(7-hydroxy-3,7-dimethyloctanoyl)hydrazine-1,2-dicarboxylate

dipropan-2-yl 1-(7-hydroxy-3,7-dimethyloctanoyl)hydrazine-1,2-dicarboxylate

Conditions
ConditionsYield
In water at 21℃; for 24h;82%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

n-propyltriphenylphosphonium bromide
6228-47-3

n-propyltriphenylphosphonium bromide

C13H26O

C13H26O

Conditions
ConditionsYield
Stage #1: n-propyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.25h;
Stage #2: 7-hydroxy-3,7-dimethyl-octanal In tetrahydrofuran at 0 - 20℃; for 5h;
82%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

ethenesulfonic acid pentafluorophenyl ester
452905-58-7

ethenesulfonic acid pentafluorophenyl ester

pentafluorophenyl 9-hydroxy-5,9-dimethyl-3-oxodecane-1-sulfonate

pentafluorophenyl 9-hydroxy-5,9-dimethyl-3-oxodecane-1-sulfonate

Conditions
ConditionsYield
In water at 21℃; for 6h;81%
With 2,2'-azobis(isobutyronitrile) In benzene at 40℃; Inert atmosphere;64%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

ethyl iodide
75-03-6

ethyl iodide

7-ethoxy-3,7-dimethyl-1-octanal
3613-33-0

7-ethoxy-3,7-dimethyl-1-octanal

Conditions
ConditionsYield
With sodium In benzene for 1h; Heating;80%
1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

C19H32O4

C19H32O4

Conditions
ConditionsYield
Stage #1: 1,2,3-trimethoxybenzene; 7-hydroxy-3,7-dimethyl-octanal With copper(II) bis(trifluoromethanesulfonate); ethanethiol In 2,2,2-trifluoroethanol at 20℃; for 2h;
Stage #2: With triethylsilane In 2,2,2-trifluoroethanol at 20℃; for 1h;
79%
Multi-step reaction with 2 steps
1: copper(II) bis(trifluoromethanesulfonate) / 2,2,2-trifluoroethanol / 2 h / 20 °C
2: copper(II) bis(trifluoromethanesulfonate); triethylsilane / 2,2,2-trifluoroethanol / 1 h / 20 °C
View Scheme
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

(4-carboxybutyl)triphenylphosphonium bromide
17814-85-6

(4-carboxybutyl)triphenylphosphonium bromide

(Z)-12-hydroxy-8,12-dimethyltridec-5-enoic acid

(Z)-12-hydroxy-8,12-dimethyltridec-5-enoic acid

Conditions
ConditionsYield
Stage #1: (4-carboxybutyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: 7-hydroxy-3,7-dimethyl-octanal In tetrahydrofuran at 0 - 20℃; for 17h; Wittig Olefination; Inert atmosphere;
79%
morpholine
110-91-8

morpholine

7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

C14H27NO2

C14H27NO2

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethyl acetate at 15℃; for 0.5h; Reflux;79%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

4-chloro-aniline
106-47-8

4-chloro-aniline

1-chloro-4-<(7-hydroxy-3,7-dimethyloctylidene)amino>benzene
90058-72-3

1-chloro-4-<(7-hydroxy-3,7-dimethyloctylidene)amino>benzene

Conditions
ConditionsYield
In benzene Heating;78%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

tert-butyl (naphthalen-2-yl(phenyl)methyl)carbonate
1613376-54-7

tert-butyl (naphthalen-2-yl(phenyl)methyl)carbonate

8-hydroxy-4,8-dimethyl-1-(naphthalen-2-yl)-1-phenylnonan-2-one

8-hydroxy-4,8-dimethyl-1-(naphthalen-2-yl)-1-phenylnonan-2-one

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium(II) trifluoroacetate; 3-(2,4,6-trimethyl-phenyl)-5,6,7,8-tetrahydro-4H-cycloheptathiazol-3-ium perchlorate; potassium carbonate In tetrahydrofuran at 60℃; for 12h; Inert atmosphere; Sealed tube;78%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

methyl-N-3,7-dimethyl-7-hydroxyoctylidene anthranilate
89-43-0

methyl-N-3,7-dimethyl-7-hydroxyoctylidene anthranilate

Conditions
ConditionsYield
at 90℃; for 1h; Time;77.57%
7-hydroxy-3,7-dimethyl-octanal
107-75-5

7-hydroxy-3,7-dimethyl-octanal

N,N-diphenylhydrazine hydrochloride
530-47-2

N,N-diphenylhydrazine hydrochloride

(E)-8-(2,2-diphenylhydrazono)-2,6-dimethyloctan-2-ol

(E)-8-(2,2-diphenylhydrazono)-2,6-dimethyloctan-2-ol

Conditions
ConditionsYield
With sodium acetate; magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;76%

107-75-5Relevant articles and documents

Green synthesis method of hydroxyl citronellal

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Paragraph 0007; 0012-0018, (2021/11/21)

The invention discloses a green synthesis method of hydroxyl citronellal, which comprises the following steps: (1) hydroxycitronellal. Acetonitrile, Fe (NO)3 )3 ? 9H2 O And 4 - OH-TEMPO were mixed homogeneously in the reactor and warmed up. (2) To the reactor of step (1), the reaction solution is subjected to pressure reduction to recover the crude product after the reaction, and the crude product is obtained by rectification to obtain the hydroxyl citronellal finished product. To Fe (NO), the hydroxyl citronellol is used as a raw material. 3 )3 /4 - OH-TEMPO catalytic system catalytic molecule oxidation hydroxyl citronellal to synthesize hydroxyl citronellal, and the catalytic efficiency is high. The method is high in reaction selectivity, high in yield, mild in reaction condition, high in production efficiency, simple in process and low in process cost.

Preparation method of citronellal hydrate

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Paragraph 0065; 0069; 0070; 0078; 0086; 0094; 0102, (2018/04/03)

The invention relates to a preparation method of citronellal hydrate. The method comprises the steps of citronellal oxazolidine derivative preparation, solid acid catalytic reaction, aftertreatment and the like. The purity of a citronellal hydrate product prepared by using the method provided by the invention reaches 95% or above. The method provided by the invention has the characteristics that asolid acidification catalyst is easily separated from a reactant, can be repeatedly used and cannot corrode a reactor, catalytic public hazards are reduced, and the wastewater amount is greatly reduced. By using the method provided by the invention, an environment-friendly synthesis process route is achieved.

NEW APPROACHES TO THE SYNTHESIS OF 7-ALKOXY- AND 7-HYDROXY-6,7-DIHYDROCITRALS

Erman, M. B.,Golovacheva, E. V.,Gulyi, S. E.,Zasetskii, D. L.,Shutikova, L. A.,et al.

, p. 219 - 221 (2007/10/02)

7-Alkoxy-6,7-dihydrocitrals were obtained by the rearrangement of ethynylcarbinols in the presence of polyvanadioorganosiloxane. 7-Hydroxy-6,7-dihydrocitral was obtained by the hydration of citral 1,3-disulfonate in an acidic medium followed by alkaline decomposition of the hydration product.

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