(1R)-3-Chloro-1-phenyl-propan-1-ol

Product Name: (1R)-3-Chloro-1-phenyl-propan-1-ol
CAS No.: 100306-33-0
Chemical Name: (1R)-3-Chloro-1-phenyl-propan-1-ol
Synonyms: 3-CHLORO-1-PHENYLPROPAN-1-OL;(R)-3-CHLORO-1-PHENYL-1-PROPANOL;(1R)-3-Chloro;Dapaxetine Inter.;Dapoxetine Impurity M;(R)-(+)-3-CHLORO-1-PHENYL-1-PR;R(+)-3-CHLORO-1-PHENYLPROPANOL;α-(2-chloroethyl)benzyl alcohol;(+)-3-Chloro-1-phenyl-1-propanol;(R)-3-CHLORO-1-PHENYL-PROPAN-1-OL
CBNumber: CB6104786
Molecular Formula: C9H11ClO
Formula Weight: 170.64
MOL File: 100306-33-0.mol

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(1R)-3-Chloro-1-phenyl-propan-1-ol Property

Melting point:: 58-60 °C (lit.)
Boiling point:: 296.4±20.0 °C(Predicted)
alpha: 26 º (c=1, chloroform)
Density: 1.149±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 13.92±0.20(Predicted)
form: Powder
color: White to yellow
optical activity: [α]24/D +26°, c = 1 in chloroform
BRN: 5250766
InChI: InChI=1/C9H11ClO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5,9,11H,6-7H2/t9-/s3
InChIKey: JZFUHAGLMZWKTF-SECBINFHSA-N
SMILES: [C@@H](C1C=CC=CC=1)(O)CCCl |&1:0,r|
CAS DataBase Reference: 100306-33-0(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29062990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

TCI Chemical

Product number: C2423
Product name: (R)-(+)-3-Chloro-1-phenyl-1-propanol
Purity: >98.0%(GC)
Packaging: 1g
Price: $63
Updated: 2025/07/31

TRC

Product number: C379596
Product name: (R)-(+)-3-Chloro-1-phenyl-1-propanol
Packaging: 10g
Price: $215
Updated: 2021/12/16

TRC

Product number: C379596
Product name: (R)-(+)-3-Chloro-1-phenyl-1-propanol
Packaging: 2.5g
Price: $135
Updated: 2021/12/16

TRC

Product number: C379596
Product name: (R)-(+)-3-Chloro-1-phenyl-1-propanol
Packaging: 1g
Price: $75
Updated: 2021/12/16

Frontier Specialty Chemicals

Product number: JK106065
Product name: (R)-(+)-3-Chloro-1-phenyl-1-propanol
Purity: 98%
Packaging: 1g
Price: $66
Updated: 2021/12/16

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(1R)-3-Chloro-1-phenyl-propan-1-ol Chemical Properties,Usage,Production

Chemical Properties

Off-white Cryst

Uses

Intermediate in the preparation of (S)-Norfluoxetine

Uses

(R)-(+)-3-Chloro-1-phenyl-1-propanol may be used as a building block in the synthesis of antidepressants such as (R)- and (S)-tomoxetine, fluoxetine and nisoxetine. It may also be used in the synthesis of biologically active 2-substituted chromans such as tephrowatsin E.

Synthesis

936-59-4

100306-33-0

Step 1: To a dry flask was added (S)-(-)-α,α-diphenylprolinol (0.30 g, 1.19 mmol) and anhydrous toluene (7 mL). The reaction system was placed under a nitrogen atmosphere by evacuating and displacing three times with nitrogen. A solution of borane tetrahydrofuran complex [BH3?THF; 1 M solution of THF] stabilized with 5 mM NaBH4 (0.35 mL, 3.56 mmol) was added slowly and dropwise at 30 °C, followed by stirring the clarified solution for 30 min. Step 2: To the above stirred solution was added a solution of anhydrous toluene (1 mL) of 3-chloro-1-phenylpropan-1-one (1 g, 5.93 mmol). The reaction mixture was stirred at room temperature for 15 min before BH3?THF (6 mL, 61.44 mmol) was added within 3 min. After continued stirring for 9 min, the reaction flask was cooled in an ice bath, the reaction was quenched sequentially with methanol (10 mL), isopropanol (10 mL), and hydrochloric acid (3 mL), and filtered through a pad of diatomaceous earth. The filtrate was concentrated to dryness and the product was crystallized from hexane to give (R)-(+)-3-chloro-1-phenyl-1-propanol as a white fluffy solid (4.91 g). Yield: 97%; Melting point: 57-59°C; [α]D25 = +25.7° (c 1, CHCl3); 1H NMR (400 MHz, CDCl3): δ 2.07-2.16 (m, 2H), 2.20-2.32 (m, 1H), 3.51-3.62 (m, 1H), 3.71-3.80 (m, 1H), 4.91 -4.98 (m, 1H), 7.37-7.43 (m, 5H); 13C NMR (400 MHz, CDCl3): δ 41.45, 41.73, 71.34, 125.80, 127.94, 128.69, 143.71; MS (EI+) m/z: 170 [M+], 172 [M+2], relative intensity ratio ca. is 3:1.

References

[1] Tetrahedron Letters, 1989, vol. 30, # 39, p. 5207 - 5210
[2] Synthetic Communications, 2009, vol. 39, # 15, p. 2737 - 2746
[3] Journal of the Brazilian Chemical Society, 2010, vol. 21, # 3, p. 431 - 435
[4] Chemical Communications, 2015, vol. 51, # 26, p. 5725 - 5727
[5] European Journal of Medicinal Chemistry, 2016, vol. 109, p. 157 - 172

(1R)-3-Chloro-1-phenyl-propan-1-ol Preparation Products And Raw materials

Raw materials

Preparation Products

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(1R)-3-Chloro-1-phenyl-propan-1-ol Suppliers

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View Lastest Price from (1R)-3-Chloro-1-phenyl-propan-1-ol manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: (1R)-3-Chloro-1-phenyl-propan-1-ol 100306-33-0
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2024-11-29

Shaanxi Dideu New Materials Co. Ltd

Product: (1R)-3-Chloro-1-phenyl-propan-1-ol 100306-33-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-03-05

ShenZhen H&D Pharmaceutical Technology Co., LTD

Product: Dapoxetine impurity 65 100306-33-0
Price: US $0.00/mg
Min. Order: 10mg
Purity: 0.98
Supply Ability: 10g
Release date: 2024-04-03

100306-33-0, (1R)-3-Chloro-1-phenyl-propan-1-olRelated Search:

3-Phenyl-1-propanol PHENYL VALERATE Diphenyl ether Phenyl salicylate Chlorphenamine maleate Dextran Isopropyl alcohol PROPYL-D7 ALCOHOL Triphenylmethyl Chloride tert-Butylchlorodiphenylsilane 1-Chloro-2-propanol 3-Chloro-1-propanol 4-Chlorophenyl isocyanate Iron-dextran Propane 3'-Chloropropiophenone Chlorodimethylphenylsilane CHLOROPHENYLSILANE

(R)-(+)-3-CHLORO-1-PHENYL-1-PR

α-(2-Chloroethyl)benzyl alcohol, (R)-(+)-α-(2-Chloroethyl)benzyl alcohol, (R)-(+)-3-Chloro-1-phenylpropanol

Dapoxetine hydrochloride Impurity M

(1R)-3-Chloro-1-Phenyl-Propan-1-ol (R)-(+)-3

Benzenemethanol, α-(2-chloroethyl)-, (αR)-

R-(+)-1-chloro-3-hydroxy-3-phenylpropane

(αR)-α-(2-Chloroethyl)benzeneMethanol

(R)-(+)-3-CHLORO-1-PHENYLPROPANOL((R)-3-chloro-1-phenylpropan-1-ol)

R(+)-ALPHA-(2-CHLOROETHYL)BENZYL ALCOHOL

(R)-(+)-3-CHLORO-1-PHENYL-1-PROPANOL

(R)-3-CHLORO-1-PHENYL-1-PROPANOL

(R)-3-CHLORO-1-PHENYL-PROPAN-1-OL

R(+)-3-CHLORO-1-PHENYLPROPANOL

(R)-(+)-3-Chloro-1-phenyl-1-propanol 98%

3-CHLORO-1-PHENYLPROPAN-1-OL

ALPHA-(2-CHLOROETHYL)-BENZYL ALCOHOL

(1r)-3-chloro-1-phenyl-propan-1-ol

(R)-(+)-3-CHLORO-1-PHENYL-1-PROPANOL, 98 % (99% EE/GLC)

(r)-(+)-α-(2-chloroethyl)benzyl alcohol

α-(2-chloroethyl)benzyl alcohol

(R)-(+)-3-Chloro-1-phenyl-1-propanol &gt

(+)-3-Chloro-1-phenyl-1-propanol

Dapoxetine Impurity M

(1R)-3-Chloro

Atomoxetine Impurity 19 (R-Isomer)

(R)-(+)-3-Chloro-1-phenyl-1-propanol/(1R)-3-Chloro-1-Phenyl-Propan-1-ol

(<i>R</i>)-(+)-3-Chloro-1-phenyl-1-propanol

Dapaxetine Inter.

100306-33-0

ClCH2CH2CHC6H5OH

Organic Building Blocks

Asymmetric Synthesis

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chiral

Amino Acid Derivatives