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4-TERT-BUTYLCYCLOHEXYL ACETIC ACID, commonly known as TBCHA, is a synthetic organic compound that is widely used in the fragrance industry. It is characterized by its strong, woody, amber-like aroma, making it a dominant ingredient in various perfumes and scented products. As an acetic acid, TBCHA is a weak acid and typically appears as a white crystal solid at room temperature. While it is generally considered safe, direct contact may cause skin irritation or discomfort, necessitating the use of protective measures during handling. TBCHA is relatively stable under standard conditions but may be sensitive to light, heat, and moisture. However, detailed studies on the long-term effects of TBCHA on human health or the environment are limited.

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  • 105906-07-8 Structure
  • Basic information

    1. Product Name: 4-TERT-BUTYLCYCLOHEXYL ACETIC ACID
    2. Synonyms: 4-TERT-BUTYLCYCLOHEXYL ACETIC ACID;SALOR-INT L128406-1EA;Butylcyclohexyl acetic acid;2-[4-(tert-Butyl)cyclohexyl]ethanoic acid, 1-(tert-Butyl)-4-(carboxymethyl)cyclohexane
    3. CAS NO:105906-07-8
    4. Molecular Formula: C12H22O2
    5. Molecular Weight: 198.3
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 105906-07-8.mol
  • Chemical Properties

    1. Melting Point: 81-83 °C
    2. Boiling Point: 300.1°Cat760mmHg
    3. Flash Point: 140.7°C
    4. Appearance: /
    5. Density: 0.967g/cm3
    6. Vapor Pressure: 0.00027mmHg at 25°C
    7. Refractive Index: 1.466
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 4.72±0.10(Predicted)
    11. CAS DataBase Reference: 4-TERT-BUTYLCYCLOHEXYL ACETIC ACID(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4-TERT-BUTYLCYCLOHEXYL ACETIC ACID(105906-07-8)
    13. EPA Substance Registry System: 4-TERT-BUTYLCYCLOHEXYL ACETIC ACID(105906-07-8)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 105906-07-8(Hazardous Substances Data)

105906-07-8 Usage

Uses

Used in the Fragrance Industry:
4-TERT-BUTYLCYCLOHEXYL ACETIC ACID is used as a key ingredient in perfumes and scented products for its strong, woody, amber-like smell, which contributes to the overall fragrance profile.
Used in Perfume Formulation:
TBCHA is used as a fixative agent in perfume formulation to enhance the longevity and stability of the scent, ensuring that the fragrance lasts longer on the skin or fabric.
Used in Cosmetics and Personal Care Products:
In the cosmetics and personal care industry, 4-TERT-BUTYLCYCLOHEXYL ACETIC ACID is used as a fragrance component in various products such as deodorants, body lotions, and hair care products, adding a pleasant and long-lasting scent.
Used in Household and Cleaning Products:
TBCHA is also utilized in the formulation of household and cleaning products, such as air fresheners and laundry detergents, to provide a fresh and pleasant aroma.
Used in Aromatherapy:
In aromatherapy, 4-TERT-BUTYLCYCLOHEXYL ACETIC ACID can be used as a component in essential oil blends, offering its unique woody and amber-like scent for relaxation and mood enhancement.

Check Digit Verification of cas no

The CAS Registry Mumber 105906-07-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,5,9,0 and 6 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 105906-07:
(8*1)+(7*0)+(6*5)+(5*9)+(4*0)+(3*6)+(2*0)+(1*7)=108
108 % 10 = 8
So 105906-07-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H22O2/c1-12(2,3)10-6-4-9(5-7-10)8-11(13)14/h9-10H,4-8H2,1-3H3,(H,13,14)

105906-07-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-TERT-BUTYLCYCLOHEXYL ACETIC ACID

1.2 Other means of identification

Product number -
Other names Butylcyclohexyl acetic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:105906-07-8 SDS

105906-07-8Synthetic route

4-tert-butylcyclohexylacetic acid ethyl ester

4-tert-butylcyclohexylacetic acid ethyl ester

1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

Conditions
ConditionsYield
With water; sodium hydroxide at 85℃; for 6h;85%
(4-tert-Butylcyclohexyl)acetic acid methyl ester
191613-96-4

(4-tert-Butylcyclohexyl)acetic acid methyl ester

1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water for 3h; Heating; Yield given;
With sodium hydroxide In methanol
(4-tert-Butyl-cyclohexyl)-cyano-acetic acid ethyl ester
114145-17-4

(4-tert-Butyl-cyclohexyl)-cyano-acetic acid ethyl ester

1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol
ethyl (4-t-butylcyclohexylidene)cyanoacetate
22700-58-9

ethyl (4-t-butylcyclohexylidene)cyanoacetate

1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / ethanol / 1 h / 0 °C
2: KOH / ethane-1,2-diol
View Scheme
ethyl (4-tert-butylcyclohexylidene)acetate
129518-99-6, 129519-00-2, 13733-50-1

ethyl (4-tert-butylcyclohexylidene)acetate

1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen / palladium dichloride, activated carbon / methanol; aq. HCl
2: potassium hydroxide / ethanol; H2O / 3 h / Heating
View Scheme
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydride / dimethylformamide / 1) 20 deg C, 1 h, 2) 90 deg C to 100 deg C, 8 h
2: hydrogen / palladium dichloride, activated carbon / methanol; aq. HCl
3: potassium hydroxide / ethanol; H2O / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.25 h / 0 °C
1.2: 2 h / 20 °C
2.1: hydrogen / methanol / 9 h / 55 °C / 7500.75 Torr
3.1: sodium hydroxide; water / 6 h / 85 °C
View Scheme
trans-4-tert-Butylcyclohexanecarbonitrile
15619-18-8

trans-4-tert-Butylcyclohexanecarbonitrile

1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water
1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

(4-tert-Butylcyclohexyl)acetic acid methyl ester
191613-96-4

(4-tert-Butylcyclohexyl)acetic acid methyl ester

Conditions
ConditionsYield
94%
1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

A

methyl trans-(4-t-butylcyclohexyl)acetate
28125-17-9

methyl trans-(4-t-butylcyclohexyl)acetate

B

methyl cis-(4-t-butylcyclohexyl)acetate
28125-15-7

methyl cis-(4-t-butylcyclohexyl)acetate

Conditions
ConditionsYield
Yield given. Yields of byproduct given. Title compound not separated from byproducts;
2-chloro-1,4-naphthoquinone
1010-60-2

2-chloro-1,4-naphthoquinone

1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

2-(4-tert-Butyl-cyclohexylmethyl)-3-chloro-[1,4]naphthoquinone
344563-43-5

2-(4-tert-Butyl-cyclohexylmethyl)-3-chloro-[1,4]naphthoquinone

Conditions
ConditionsYield
With ammonium persulfate; silver nitrate method of Jacobsen and Torssell;
1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

(R)-4-(phenylmethyl)-2-oxazolidinone
40217-17-2, 90719-32-7, 120574-96-1, 102029-44-7

(R)-4-(phenylmethyl)-2-oxazolidinone

(R)-4-Benzyl-3-[2-(4-tert-butyl-cyclohexyl)-acetyl]-oxazolidin-2-one

(R)-4-Benzyl-3-[2-(4-tert-butyl-cyclohexyl)-acetyl]-oxazolidin-2-one

Conditions
ConditionsYield
With n-butyllithium; pivaloyl chloride; triethylamine In tetrahydrofuran at -78 - 20℃;
1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

(R)-2-(4-tert-Butyl-cyclohexyl)-succinic acid 1-benzyl ester

(R)-2-(4-tert-Butyl-cyclohexyl)-succinic acid 1-benzyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pivaloyl chloride, Et3N, n-BuLi / tetrahydrofuran / -78 - 20 °C
2: NaHMDS / tetrahydrofuran / -78 - 20 °C
3: nBuLi / tetrahydrofuran / -5 °C
4: TFA / CH2Cl2 / 4 °C
View Scheme
1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

(R)-2-(4-tert-Butyl-cyclohexyl)-succinic acid 1-benzyl ester 4-(2-methyl-allyl) ester

(R)-2-(4-tert-Butyl-cyclohexyl)-succinic acid 1-benzyl ester 4-(2-methyl-allyl) ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pivaloyl chloride, Et3N, n-BuLi / tetrahydrofuran / -78 - 20 °C
2: NaHMDS / tetrahydrofuran / -78 - 20 °C
3: nBuLi / tetrahydrofuran / -5 °C
4: TFA / CH2Cl2 / 4 °C
5: EDC, DMAP / CH2Cl2 / Ambient temperature
View Scheme
1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

(R)-2-(4-tert-Butyl-cyclohexyl)-succinic acid 1-benzyl ester 4-tert-butyl ester

(R)-2-(4-tert-Butyl-cyclohexyl)-succinic acid 1-benzyl ester 4-tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pivaloyl chloride, Et3N, n-BuLi / tetrahydrofuran / -78 - 20 °C
2: NaHMDS / tetrahydrofuran / -78 - 20 °C
3: nBuLi / tetrahydrofuran / -5 °C
View Scheme
1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

(R)-4-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butyl-cyclohexyl)-4-oxo-butyric acid tert-butyl ester

(R)-4-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butyl-cyclohexyl)-4-oxo-butyric acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pivaloyl chloride, Et3N, n-BuLi / tetrahydrofuran / -78 - 20 °C
2: NaHMDS / tetrahydrofuran / -78 - 20 °C
View Scheme
1-trans-(4-t-butylcyclohexyl)-acetic acid
105906-07-8

1-trans-(4-t-butylcyclohexyl)-acetic acid

2-(trans-4-tert-butylcyclohexyl)methyl-3-hydroxynaphtho-1,4-quinone
86790-15-0

2-(trans-4-tert-butylcyclohexyl)methyl-3-hydroxynaphtho-1,4-quinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: silver nitrate, ammonium persulphate / method of Jacobsen and Torssell
2: hydrolysis
View Scheme

105906-07-8Relevant articles and documents

Synthetic method for 4-tertiary butyl cyclohexaneacetic acid

-

Paragraph 0021, (2016/10/10)

The invention provides a synthetic method for 4-tertiary butyl cyclohexaneacetic acid. The synthetic method comprises the steps of: firstly adding sodium hydride into dried tetrahydrofuran; stirring the mixture and reducing the temperature to 0 DEG C; adding triethyl phosphonoacetate and stirring the mixture; adding a tetrahydrofuran solution of 4-tertiary butyl cyclohexanone, and raising the temperature to room temperature and stirring the mixture; then adding obtained 4-tertiary butyl ethyl cyclohexylideneacetate into methanol; then adding raney nickel to react in a hydrogen atmosphere; and finally mixing the 4-tertiary butyl ethyl cyclohexylacetate with an aqueous solution of sodium hydroxide, and heating and stirring the mixture to obtain the 4-tertiary butyl cyclohexaneacetic acid. The method provides the effective method for producing the 4-tertiary butyl cyclohexaneacetic acid. The method is few in step, high in yield, simple in post-treatment such as purification and easy for industrial production and operation.

Cycloalkylamides and their therapeutic applications

-

, (2008/06/13)

The present invention relates to the use of compounds of formula (I) for the treatment of a variety of disorders including, but not limited to, epilepsy, bipolar disorder, psychiatric disorders, migraine, pain, neuroprotection, and movement disorders.

Cycloalkylamides and their therapeutic applications

-

, (2008/06/13)

The present invention relates to the use of compounds of formula (I) for the treatment of a variety of disorders including, but not limited to, epilepsy, bipolar disorder, psychiatric disorders, migraine, pain, neuroprotection, and movement disorders.

Metalloproteinase inhibitors

-

, (2008/06/13)

PCT No. PCT/GB96/02877 Sec. 371 Date May 22, 1998 Sec. 102(e) Date May 22, 1998 PCT Filed Nov. 21, 1996 PCT Pub. No. WO97/19053 PCT Pub. Date May 29, 1997Compounds of general formula (I) wherein X ia a -CO2H, -NH(OH)CHO or -CONHOH group; R1 is a cylcoalkyl, cycloalkenyl or non-aromatic heterocyclic ring containing up to 3 heteroatoms, any of which may be (i) substituted by one ore more substituents selected from C1-C6 alkyl, C2-C6 alkenyl, halo, cyano (-CN), -CO2H, -CO2R, -CONH2, -CONHR, -CON(R)2, -OH, -OR, oxo-, -SH, -SR, -NHCOR, and -NHCO2R wherein R is C1-C6 alkyl or benzyl and/or (ii) fused to a cycloalky or heterocyclic ring; and R2, R3, R4 and R5 are as defined in specification are matrix metalloproteinase inhibitors.

SYNTHESIS OF CYCLOHEXYLALIPHATIC ACIDS AND THEIR PHARMACOLOGICAL PROPERTIES

Kuchar, Miroslav,Brunova, Bohumila,Grimova, Jaroslava,Vanecek, Stanislav,Holubek, Jiri

, p. 2896 - 2908 (2007/10/02)

A series of substituted cyclohexylacetic acids I has been obtained by hydrogenation of the unsaturated analogues II and III.Esters of these analogues were prepared by the Horner-Wittig reaction of the corresponding cyclohexanones IV and/or 2-cyclohexenones V with triethyl phosphonoacetate.These esters were obtained in two isomeric forms (Z and E), differing in the double bond in the exo-position.The derivatives with a substituent in the 2-position exhibited a partial shift of the double bond to the cyclohexane ring; this shift was especially marked in the 2-phenyl derivative.With the acids I-III, activation of fibrinolysis was assessed by the hanging clot method; the anti-inflammatory effect was assessed by inhibition of two experimental model inflammations.The regression equation relating fibrinolytic capacity to lipophilicity was a quadratic one, the logarithm of optimum lipophilicity being log Popt = 5.55.A qualitative assessment of the anti-inflammatory effect in relation to lipophilicity suggests that log Popt is probably higher than with arylaliphatic acids.These acids seem to have an active site different from that of the acids I-III.

Antiprotozoal compounds

-

, (2008/06/13)

1,4-Naphthoquinones of formula (I), methods for their preparation, veterinary formulations thereof, and the use thereof in animal therapy are disclosed. STR1 Particularly preferred compounds of formula (I) are, 2-[trans-(4-t-butylcyclohexyl)methyl]-3-hydroxy-1,4-naphthoquinone, and 2-[trans-(4-t-pentyl cyclohexyl)methyl]3-hydroxy-1,4-naphthoquinone. The compounds are of value as anti-protozoal agents, in particular as anti-theilerial agents.

Stereochemistry of 1,4-Addition of Nucleophiles to Ethyl Cyclohexylidenecyanoacetates

Nasipuri, Dhanonjoy,Sarkar, Ashis,Konar, Samir K.

, p. 2840 - 2845 (2007/10/02)

The stereochemistry of 1,4-addition of several nucleophiles such as cyanide, sodium borohydride, and methylmagnesium iodide to three substituted ethyl cyclohexylidenecyanoacetates (1-3) has been determined.A higher preference for equatorial attack is observed in these compounds than in related cyclohexanones, which is considerably diminished by the use of aprotic polar solvents.The results do not show any appreciable contribution of product stability control, recently shown to be important for hydride reduction of cyclohexanones, and have been rationalized on thebasis of a six-center cyclic transition state in which steric factors play a dominant role.These compounds have also been reduced by catalytic hydrogenation (Pd/C), and, interestingly, with unhindered systems (1, 2) hydrogenation takes place more from the axial side (40-60percent) as compared to cyclohexanones.

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