ChemicalBook > CAS DataBase List > tert-Butyl 2,2,2-trichloroacetimidate

tert-Butyl 2,2,2-trichloroacetimidate

Product Name: tert-Butyl 2,2,2-trichloroacetimidate
CAS No.: 98946-18-0
Chemical Name: tert-Butyl 2,2,2-trichloroacetimidate
Synonyms: TBTA;FMOC-NH2;Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine;tert-Butyl trichloroacetiMidate;tert-Butyl 2,2,2-trichloroethanimidate;T-BUTYL TRICHLOROACETIMIDATE;tert-butyl 2,2,2-trichloroethanecarboximidate;9-(FLUORENYLMETHYLCARBONYL) AMIDE;T-BUTYL 2,2,2-TRICHLOROACETIMIDATE;Tert butyl trichloroacetimide ester
CBNumber: CB4854755
Molecular Formula: C6H10Cl3NO
Formula Weight: 218.51
MOL File: 98946-18-0.mol

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tert-Butyl 2,2,2-trichloroacetimidate Property

Melting point:: 21 °C(lit.)
Boiling point:: 65 °C11 mm Hg(lit.)
Density: 1.222
refractive index: n20/D 1.456(lit.)
Flash point:: 131 °F
storage temp.: 2-8°C
solubility: Soluble in organic solvents, cyclo hexane.
form: Liquid or Low Melting Crystalline Mass
pka: 2.49±0.70(Predicted)
Specific Gravity: 1.222
color: Clear colorless to pale yellow
Sensitive: Moisture Sensitive
BRN: 1770049
Stability:: Hygroscopic
InChIKey: CQXDYHPBXDZWBA-UHFFFAOYSA-N
CAS DataBase Reference: 98946-18-0(CAS DataBase Reference)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 10-22-36/37/38
Safety Statements: 26-37/39-16-36/37-24/25
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
F: 10-21
Hazard Note: Irritant/Moisture Sensitive
TSCA: No
HazardClass: 3.2
PackingGroup: III
HS Code: 29252900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 364789
Product name: tert-Butyl 2,2,2-trichloroacetimidate
Purity: 96%
Packaging: 5g
Price: $51.3
Updated: 2025/07/31

Sigma-Aldrich

Product number: 364789
Product name: tert-Butyl 2,2,2-trichloroacetimidate
Purity: 96%
Packaging: 25g
Price: $119
Updated: 2025/07/31

TCI Chemical

Product number: B1496
Product name: tert-Butyl 2,2,2-Trichloroacetimidate
Purity: >95.0%(GC)
Packaging: 5mL
Price: $58
Updated: 2025/07/31

TCI Chemical

Product number: B1496
Product name: tert-Butyl 2,2,2-Trichloroacetimidate
Purity: >95.0%(GC)
Packaging: 25mL
Price: $176
Updated: 2025/07/31

Sigma-Aldrich

Product number: 91077
Product name: tert-Butyl 2,2,2-trichloroacetimidate
Purity: purum, ≥97.0% (GC)
Packaging: 5ml
Price: $73.8
Updated: 2022/05/15

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tert-Butyl 2,2,2-trichloroacetimidate Chemical Properties,Usage,Production

Chemical Properties

Clear colorless to pale yellow liquid

Uses

tert-Butyl 2,2,2-trichloroacetimidate is used to produce di-tert-butyl peroxide at temperature of -5°C. It may be used in the synthesis of N-α-Fmoc-phospho(1-nitrophenylethyl-2-cyanoethyl)-L-serine, caged building block. It may be used in the conversion of alcohols and carboxylic acids to their respective ethers and esters.

Application

Tert-Butyl 2,2,2-trichloroacetimidate can be used as a reagent for the preparation of tert-butyl esters, tert-butyl ethers and tert-butyl amines.

Preparation

Potassium t-Butoxide (1.68 g, 15 mmol) was dissolved in t-butanol (30 mL) and this solution was added over 15 min to a stirred solution of Trichloroacetonitrile (21.6 g, 15 mL, 15 mmol) in dry diethyl ether (30 mL) cooled to 0 °C under nitrogen. The yellow mixture was allowed to warm to 20 °C over 1 h, and then heated to reflux for 1 h. After the reaction mixture had been cooled to rt, volatiles were removed on the rotary evaporator and the residual oil was dissolved in pentane (30 mL). The solution was filtered and the pentane was removed on the rotary evaporator. The residue was then distilled to yield 23 g (70%), bp 65-69 °C/12 mmHg, which solidified on storage.

Synthesis

865-47-4

545-06-2

75-65-0

98946-18-0

Tert-butyl trichloroacetimidate (TBTA) was synthesized as follows: 69 ml (0.069 mol) of potassium tert-butanolate (1 M in tert-butanol) was dissolved in 69 ml of diethyl ether. The above solution was slowly added dropwise to 69 ml of ether solution containing 100 g (0.69 mol) of trichloroacetonitrile over a period of 30 min at 0 °C. After the dropwise addition was completed, the reaction mixture was gradually warmed to room temperature over a period of 1 hour, followed by continued stirring under reflux conditions for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and the solvent was removed by evaporation under reduced pressure to give an oily product. The oily product was dissolved in 140 mL of hexane and filtered to remove the insoluble potassium salt. The filtrate was concentrated by reduced pressure evaporation and the residue was vacuum distilled. The fraction distilled at 2.4 mmHg and 40 °C was collected to give 105 g of tert-butyl trichloroacetimidate in 69% yield (as TCA). The structure of the product was confirmed by nuclear magnetic resonance hydrogen (1H NMR, 300 MHz, CDCl3) and carbon (13C NMR, 75.45 MHz, CDCl3) spectra with the following data: 1H NMR δ 1.58 (s, 9H), 8.21 (br, s, 1H); 13C NMR δ 27.23, 83.86, 92.78, 160.33 . (Ref: Armstrong et al.)

References

[1] Patent: WO2007/106546, 2007, A2. Location in patent: Page/Page column 12

tert-Butyl 2,2,2-trichloroacetimidate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from tert-Butyl 2,2,2-trichloroacetimidate manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: tert-Butyl 2,2,2-trichloroacetimidate 98946-18-0
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 97.0%
Supply Ability: 10000KGS
Release date: 2025-07-07

Jinan Finer Chemical Co., Ltd

Product: tert-Butyl 2,2,2-trichloroacetimidate 98946-18-0
Price: US $0.00/Kg/Drum
Min. Order: 1KG
Purity: 99%
Supply Ability: 500mt/year
Release date: 2021-07-27

Zhuozhou Wenxi import and Export Co., Ltd

Product: tert-Butyl 2,2,2-trichloroacetimidate 98946-18-0
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

98946-18-0, tert-Butyl 2,2,2-trichloroacetimidateRelated Search:

tert-Butyldimethylsilyl chloride Triclopyr Diethylene glycol monobutyl ether Di-tert-butyl peroxide Buprofezin tert-Butanol SODIUM TRICHLOROACETATE Butyl acetate 2-Butoxyethanol Methyl 4-tert-butylbenzoate Trichloroacetyl chloride tert-Butyl methyl ether 4-tert-Butylcatechol 4-tert-Butylphenol Methyl p-tert-butylphenylacetate tert-Butyl hydroperoxide Trichloroacetic acid Butyl acrylate

O-TERT BUTYL-2,2,2-TRICHLOROACETIMIDATE

N-(9-FLUORENYLMETHOXYCARBONYL)AMIDE

TERT-BUTYL 2,2,2-TRICHLOROACETIMIDATE

TBTA

T-BUTYL 2,2,2-TRICHLOROACETIMIDATE

TERT-BUTYL 2,2,2-TRICHLOROACETIMIDATE, 9 6%

T-BUTYL TRICHLOROACETIMIDATE

tert-Butyl 2,2,2-trichloroacetimidate 99%

tert-Butyl 2,2,2-trichloroacetimidate, GC 97%

Tert-Butyl 2,2,2-trichloroacetimidate, 97 %

Tert butyl trichloroacetimide ester

Tert-Butyl 2,2,2-trichloroacetimidate(TBTA)

tert-butyl 2,2,2-trichloroacetamide

Trichloroacetimidic acid tert-butyl ester

tert-Butyl 2,2,2-trichloroacetimidate,95%

Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine

tert-Butyl trichloroacetiMidate

TBTA tert-Butyl 2,2,2-trichloroacetiMidate

tert-Butyl 2,2,2-trichloroacetiMidate, 95% 5GR

9-(FLUORENYLMETHYLCARBONYL) AMIDE

2,2,2-TRICHLOROACETIMIDIC ACID TERT-BUTYL ESTER

FMOC-NH2

tert-Butyl 2,2,2-trichloroethanimidate

tert-butyl 2,2,2-trichloroethanecarboximidate

tert-Butyl 2,2,2-trichloroacetimidate≥ 97% (Assay)

tert-Butyl 2,2,2-trichloroacetimidate, 97%, for synthesis

tert-Butyl 2,2,2-Trichloroacetimidate &gt

Ethanimidic acid, 2,2,2-trichloro-, 1,1-dimethylethyl ester

ert-Butyl2,2,2-trichloroacetimidate

Tert butyl 2,2,2-trichloroacetic acid imine ester

<i>tert</i>-Butyl 2,2,2-trichloroacetimidate

98946-18-0

C6Cl3H10N1O1

CCl3CNHOCCH33

C30H30N10

C6H10Cl3NO

C6H10NOCl3

C6H11Cl3N2

Protection & Derivatization Reagents (for Synthesis)

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Protecting and Derivatizing Reagents

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Synthetic Organic Chemistry