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GAAR and E-commerce Group Restructuring — Avoiding the Impermissible Arrangement Trap

A comprehensive guide to GAAR risks in e-commerce group restructuring, focusing on the impermissible arrangement trap and strategies for defensible structuring.

31 Jul 20265 min read

E-commerce groups frequently undergo restructuring — whether for operational efficiency, market expansion, or strategic realignment. However, these restructurings may attract General Anti-Avoidance Rule (GAAR) scrutiny under the Direct Tax Code (DTC) 2025. Understanding the GAAR implications is essential for e-commerce groups planning restructuring. This guide analyses the GAAR risks and provides strategies for defensible restructuring.

The GAAR Framework

Section 178 — Applicability of GAAR

Section 178(1) provides that "an arrangement entered into by an assessee may be declared to be an impermissible avoidance arrangement". Section 178(2) clarifies that GAAR "may be applied to any step in, or a part of, the arrangement".

Section 179 — The Impermissible Avoidance Arrangement Test

An arrangement qualifies as an impermissible avoidance arrangement where the main purpose is to obtain a tax benefit, and it:

  1. Creates rights or obligations not ordinarily created between persons dealing at arm's length
  2. Results in misuse or abuse of the provisions of the Act
  3. Lacks commercial substance or is deemed to lack commercial substance under Section 180
  4. Is entered into by means not ordinarily employed for bona fide purposes

Section 179(2) — The Presumption

Section 179(2) creates a presumption that an arrangement has been entered into for the main purpose of obtaining a tax benefit if the main purpose of a step in, or a part of, the arrangement is to obtain a tax benefit.

GAAR Risks in E-commerce Group Restructuring

1. Transfer of Intangible Property

E-commerce groups often transfer intellectual property (brands, technology, platforms) between entities. This may raise GAAR concerns if:

  • The valuation is not at arm's length
  • The transfer is to a low-tax jurisdiction
  • The transfer lacks commercial substance

2. Business Reorganisation

E-commerce group restructurings may involve:

  • Transfer of business undertakings
  • Demergers and amalgamations
  • Change in business models
  • These may raise GAAR concerns if primarily tax-driven

3. Financing Structures

E-commerce groups often use complex financing structures:

  • Intra-group loans
  • Guarantee arrangements
  • Interest payments
  • These may raise GAAR concerns if not at arm's length

4. Profit Shifting

Structures designed to shift profits to low-tax jurisdictions may raise GAAR concerns if:

  • The structure lacks commercial substance
  • The main purpose is tax avoidance
  • The structure involves artificial steps

The Commercial Substance Test

Section 180 — Lack of Commercial Substance

Section 180(1) deems an arrangement to lack commercial substance if:

  • The substance or effect of the arrangement as a whole is inconsistent with the form of its individual steps
  • It involves round trip financing, accommodating parties, offsetting elements, or disguised transactions
  • It involves the location of an asset, transaction, or place of residence without substantial commercial purpose
  • It does not have a significant effect upon business risks or net cash flows apart from the tax benefit

Application to E-commerce Restructuring

For an e-commerce restructuring to have commercial substance, it must:

  • Have a genuine business purpose beyond tax optimisation
  • Reflect economic reality
  • Not involve round trip financing or accommodating parties
  • Have a significant effect on business risks or net cash flows

Defensible Restructuring Strategies

1. Document Commercial Rationale

Document the commercial rationale for the restructuring:

  • Why is the restructuring being undertaken?
  • What are the business objectives?
  • What are the operational benefits?
  • What are the market expansion objectives?

2. Ensure Arm's Length Pricing

All related-party transactions must be at arm's length:

  • Transfer pricing documentation
  • Valuation reports
  • Benchmarking analysis

3. Maintain Substance

Ensure that all entities in the restructured group have genuine substance:

  • Physical presence (office, employees)
  • Decision-making in the jurisdiction
  • Board meetings in the jurisdiction
  • Regulatory compliance in the jurisdiction

4. Avoid Artificial Steps

The restructuring should not include steps that serve no commercial purpose other than tax optimisation.

5. Seek Expert Advice

Given the complexity of GAAR, seek expert legal and tax advice:

  • Obtain tax opinions on the GAAR implications
  • Consider advance rulings for significant restructurings

Consequences of GAAR Invocation

Section 181 — Consequences

If an e-commerce restructuring is declared to be an impermissible avoidance arrangement, Section 181 empowers the tax authorities to:

  • Disregard, combine, or recharacterise any step in the arrangement
  • Treat the arrangement as if it had not been entered into or carried out
  • Disregard any accommodating party
  • Reallocate income, expenditure, deduction, relief, or rebate among parties

Practical Implications

  • Recharacterisation of income
  • Disallowance of deductions
  • Reallocation of income to India
  • Denial of treaty benefits

Expert Legal Guidance

Anuj Desai & Associates provides comprehensive legal advisory services on GAAR compliance for e-commerce group restructuring. Our direct tax experts help e-commerce groups evaluate restructurings for GAAR risk, document commercial rationale, and navigate the regulatory framework. We assist in structuring defensible restructurings, preparing documentation, and representing clients before income-tax authorities.


Disclaimer: This article provides general information and does not constitute legal advice. For specific guidance on GAAR compliance or any other direct tax matter, please consult qualified legal professionals.


Need Expert Legal Guidance?

Navigating the complex GAAR framework for e-commerce group restructuring requires experienced legal counsel. At Anuj Desai & Associates, we provide comprehensive direct tax advisory services, including:

  • Structure Review: GAAR risk assessment for e-commerce restructurings
  • Documentation: Assistance with commercial rationale documentation
  • Advisory: Guidance on defensible restructuring strategies
  • Representation: Representation before income-tax authorities

Contact us for expert legal guidance on your e-commerce restructuring matters.


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